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Henry's Law constant

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Endpoint:
Henry's law constant
Type of information:
(Q)SAR
Adequacy of study:
weight of evidence
Study period:
2018
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification
Justification for type of information:
1. SOFTWARE : EPI Suite, by the U.S. Environmental Protection Agency

2. MODEL (incl. version number): HENRYWIN v3.20

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL : CCCCCCCCC(S(=O)(=O)O([Na]))CCCCCCCCCCCCC(=O)O

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL: The model is included in the EPI Suite to which the OECD QSAR toolbox makes reference.

5. APPLICABILITY DOMAIN : The training set compounds cover a range of molecular weight values up to ca. 450 and the molecule falls inside the domain. Referring to the Bond Contribution Method, it does not yield estimates resulting in "Missing Fragments". Further, an important consideration must be made here, namely the fact that, as reported in the On-line User's Guide of the model, "Estimation Accuracy" section, "any organic compound with a Henry's law constant less than 3.0x10-7 atm-m3/mole is considered essentially non-volatile from water" (Thomas, R.  1990.  Volatilization from water.  In: Handbook of Chemical Property Estimation Methods. Environmental Behavior of Organic Chemicals.  Lyman,W.J, Reehl,W.F., and Rosenblatt, D.H. (editors). Washington DC: Amer Chem Soc pp. 15-1 to 15-30.) and "the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT) uses a cut-off of 1.0x10-8 atm-m3/mole for HLC estimates when evaluating Pre-Manufacture Notice chemicals (PMNs); any estimate less than the cut-off is considered 1.0x10-8 atm-m3/mole". This simulation has been made to verifiy how much could "weigh" the molecular weight range of sulfated oils, falling outside the domain of the training set; erucic acid (22:1, CAS 112-86-7), with the sulphated functional group bound in correspondence of the double bond, has been selected. This molecule meets the vaildity criteria to be considered in the applicability domain, and the result of the prediction demonstrates that the molecular weight of sulfated oils, falling outside the domain of the model, does not influence the reliability of the prediction: in all cases, actually, the estimates are less than the cut-off value of 1.0E-8 atm-m3/mole.

6. ADEQUACY OF THE RESULT: considering all the above, the results are considered reliable within a weight-of-evidence view.
Principles of method if other than guideline:
HENRYWIN estimates the Henry's Law Constant of organic compounds at 25oC using the methodology originally described by Hine and Mookerjee (1975).  The original methodology was updated and expanded at Syracuse Research Corporation as described in Meylan and Howard (1991).  A subsequent update (HENRYWIN version 2) included additional fragment and correction factors.  The current HENRYWIN program (version 3) extends the methodology to allow estimation of Henry's law constant over a temperature range (0 to 50oC).  In addition, version 3 includes an experimental Henry's law constant database of 1829 compounds.

HENRYWIN estimates Henry's Law Constant (HLC) by two separate methods that yield two separate estimates.  The first method is the Bond Contribution Method and the second is the Group Contribution Method. The Bond Method is able to estimate many more types of  structures than the Group Method because it has a more extensive library of bond contribution values.
GLP compliance:
no
Specific details on test material used for the study:
SMILES notation: CCCCCCCCC(S(=O)(=O)O([Na]))CCCCCCCCCCCCC(=O)O
H:
0 atm m³/mol
Temp.:
25 °C

      Bond Est :  2.72E-011 atm-m3/mole  (2.75E-006 Pa-m3/mole)

      Group Est:  Incomplete

SMILES : CCCCCCCCC(S(=O)(=O)O([Na]))CCCCCCCCCCCCC(=O)O

CHEM   : Erucic acid, sulfated, sodium salt

MOL FOR: C22 H43 O5 S1 Na1

MOL WT : 442.64

--------------------------- HENRYWIN v3.20 Results --------------------------

---------+---------------------------------------------+---------+----------

  CLASS  |     BOND CONTRIBUTION DESCRIPTION           | COMMENT |  VALUE

---------+---------------------------------------------+---------+----------

HYDROGEN |  42  Hydrogen to Carbon (aliphatic) Bonds   |         | -5.0264

HYDROGEN |   1  Hydrogen to Oxygen Bonds               |         |  3.2318

FRAGMENT |  20  C-C                                    |         |  2.3261

FRAGMENT |   1  C-CO                                   |         |  1.7057

FRAGMENT |   1  C-S                                    |         |  1.1056

FRAGMENT |   1  CO-O                                   |         |  0.0714

FRAGMENT |   1  O-S                                    | ESTIMATE|  0.2100

FRAGMENT |   2  O=S (sulfone-type)                     | ESTIMATE|  2.1000

FRAGMENT |   1  O-Na                                   | ESTIMATE|  3.2300

---------+---------------------------------------------+---------+----------

RESULT   |    BOND ESTIMATION METHOD for LWAPC VALUE   |  TOTAL  |  8.954

---------+---------------------------------------------+---------+----------

HENRYs LAW CONSTANT at 25 deg C = 2.72E-011 atm-m3/mole

                               = 1.11E-009 unitless

                               = 2.75E-006 Pa-m3/mole

-------+-----------------------------------------------+------------+--------

       |        GROUP CONTRIBUTION DESCRIPTION         |   COMMENT  |  VALUE

-------+-----------------------------------------------+------------+--------

       |           1  CH3 (X)                          |            | -0.62

       |          18  CH2 (C)(C)                       |            | -2.70

       |           1  CH2 (C)(CO)                      |            | -0.15

       |           1  CO (C)(O)                        |            |  4.09

       |           1  O-H (CO)                         |            |  1.45

       |              MISSING Value for:  CH (S)(C)(C)

       |              MISSING Value for:  S (=O)(=O)(O)(C)

       |              MISSING Value for:  O (Na)(S)

       |              MISSING Value for:  UNTYPED(O)

-------+-----------------------------------------------+------------+--------

RESULT |  GROUP ESTIMATION METHOD for LOG GAMMA VALUE  | INCOMPLETE |  2.07

-------+-----------------------------------------------+------------+--------

Conclusions:
The Henry's Law Constant for the molecule resulted 2.72E-011 atm-m3/mole, applying the Bond Contribution Method.
The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).
Executive summary:

The Henry's Law Constant was estimated using the software HENRYWIN v3.20 included in EPI Suite package. The value 2.72E-011 atm-m3/mole, applying the Bond Contribution Method indicates that the substance is not significantly volatile from surface water. The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).

Endpoint:
Henry's law constant
Type of information:
(Q)SAR
Adequacy of study:
weight of evidence
Study period:
2018
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
Justification for type of information:
1. SOFTWARE : EPI Suite, by the U.S. Environmental Protection Agency

2. MODEL (incl. version number): HENRYWIN v3.20

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL : HN(H)(H)OS(=O)(=O)OC(CCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC)CCCCCCCCC

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL: The model is included in the EPI Suite to which the OECD QSAR toolbox makes reference.

5. APPLICABILITY DOMAIN : The training set compounds cover a limited range of molecular weight values (max ca. 450) and the representative molecules of sulfated oils fall outside it. Anyway, referring to the Bond Contribution Method, applied to the representative molecules of the sulfated oils, it does not yield estimates resulting in "Missing Fragments". Further, an important consideration must be made here, namely the fact that, as reported in the On-line User's Guide of the model, "Estimation Accuracy" section, "any organic compound with a Henry's law constant less than 3.0x10-7 atm-m3/mole is considered essentially non-volatile from water" (Thomas, R.  1990.  Volatilization from water.  In: Handbook of Chemical Property Estimation Methods. Environmental Behavior of Organic Chemicals.  Lyman,W.J, Reehl,W.F., and Rosenblatt, D.H. (editors). Washington DC: Amer Chem Soc pp. 15-1 to 15-30.) and "the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT) uses a cut-off of 1.0x10-8 atm-m3/mole for HLC estimates when evaluating Pre-Manufacture Notice chemicals (PMNs); any estimate less than the cut-off is considered 1.0x10-8 atm-m3/mole". A simulation has been made to verifiy how much could "weigh" the molecular weight range of sulfated oils, falling outside the domain of the training set, and a free fatty acid (erucic acid 22:1, CAS 112-86-7), with the sulphated functional group bound in correspondence of the double bond, has been selected. This molecule meets the vaildity criteria to be considered in the applicability domain, and the result of the prediction demonstrates that the molecular weight of sulfated oils, falling outside the domain of the model, does not influence the reliability of the prediction: in all cases, actually, the estimates are less than the cut-off value of 1.0E-8 atm-m3/mole.

6. ADEQUACY OF THE RESULT: The model considers the ammonium salts of the representative molecules of sulfated oils as a Quaternary Ammonium Compound (QAC), despite the salt does not meet the definition of QAC (no substituents of the Hydrogens bound to Nitrogen). Consequently, for molecules representing this kind of salification, a Quaternary ammonium-type cmpd Bond Factor is included in the calculation, even if not necessary. This contribute results in a minor value of the Henry's Law Constant, much less than the cut-off value. Considering all the above, the results are considered reliable within a weight-of-evidence view.
Reason / purpose:
other: (Q)SAR supporting information
Principles of method if other than guideline:
HENRYWIN estimates the Henry's Law Constant of organic compounds at 25oC using the methodology originally described by Hine and Mookerjee (1975).  The original methodology was updated and expanded at Syracuse Research Corporation as described in Meylan and Howard (1991).  A subsequent update (HENRYWIN version 2) included additional fragment and correction factors.  The current HENRYWIN program (version 3) extends the methodology to allow estimation of Henry's law constant over a temperature range (0 to 50oC).  In addition, version 3 includes an experimental Henry's law constant database of 1829 compounds.

HENRYWIN estimates Henry's Law Constant (HLC) by two separate methods that yield two separate estimates.  The first method is the Bond Contribution Method and the second is the Group Contribution Method. The Bond Method is able to estimate many more types of  structures than the Group Method because it has a more extensive library of bond contribution values.
GLP compliance:
no
Specific details on test material used for the study:
SMILES notation: HN(H)(H)OS(=O)(=O)OC(CCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC)CCCCCCCCC
H:
0 atm m³/mol
Temp.:
25 °C

      Bond Est :  9.19E-018 atm-m3/mole  (9.31E-013 Pa-m3/mole)

      Group Est:  Incomplete

SMILES : HN(H)(H)OS(=O)(=O)OC(CCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)

        CCCCCCCC=CCCCCCCCC)CCCCCCCCC

CHEM   : Oils, vegetable, sulfated, ammonium salts

MOL FOR: C57 H108 N1 O10 S1

MOL WT : 999.56

--------------------------- HENRYWIN v3.20 Results --------------------------

---------+---------------------------------------------+---------+----------

  CLASS  |     BOND CONTRIBUTION DESCRIPTION           | COMMENT |  VALUE

---------+---------------------------------------------+---------+----------

HYDROGEN | 101  Hydrogen to Carbon (aliphatic) Bonds   |         |-12.0874

HYDROGEN |   4  Hydrogen to Carbon (olefinic) Bonds    |         | -0.4019

FRAGMENT |  44  C-C                                    |         |  5.1174

FRAGMENT |   4  C-Cd                                   |         |  0.2538

FRAGMENT |   3  C-CO                                   |         |  5.1172

FRAGMENT |   4  C-O                                    |         |  4.3419

FRAGMENT |   3  CO-O                                   |         |  0.2143

FRAGMENT |   1  N-O                                    | ESTIMATE|  0.7500

FRAGMENT |   2  O-S                                    | ESTIMATE|  0.4200

FRAGMENT |   2  O=S (sulfone-type)                     | ESTIMATE|  2.1000

FRAGMENT |   2  Cd=Cd                                  |         |  0.0000

FRAGMENT |   3  N(+5)-H                                | ESTIMATE|  3.6000

FACTOR   |   *  Quaternary ammonium-type cmpd          | ESTIMATE|  6.0000

---------+---------------------------------------------+---------+----------

RESULT   |    BOND ESTIMATION METHOD for LWAPC VALUE   |  TOTAL  | 15.425

---------+---------------------------------------------+---------+----------

HENRYs LAW CONSTANT at 25 deg C = 9.19E-018 atm-m3/mole

                               = 3.76E-016 unitless

                               = 9.31E-013 Pa-m3/mole

-------+-----------------------------------------------+------------+--------

       |        GROUP CONTRIBUTION DESCRIPTION         |   COMMENT  |  VALUE

-------+-----------------------------------------------+------------+--------

       |           3  CH3 (X)                          |            | -1.86

       |          36  CH2 (C)(C)                       |            | -5.40

       |           4  CH2 (C)(Cd)                      |            | -0.92

       |           2  CH2 (C)(O)                       |            | -0.26

       |           3  CH2 (C)(CO)                      |            | -0.45

       |           2  CH (C)(C)(O)                     |            |  0.24

       |           4  CdH (C)                          |            |  0.88

       |           3  CO (C)(O)                        |            | 12.27

       |           3  O (C)(CO)                        |            | -1.59

       |              MISSING Value for:  UNTYPED(N)

       |              MISSING Value for:  UNTYPED(H)(H)(O)(H)

       |              MISSING Value for:  UNTYPED(N)

       |              MISSING Value for:  UNTYPED(N)

       |              MISSING Value for:  O (S)(N)

       |              MISSING Value for:  S (=O)(=O)(O)(O)

       |              MISSING Value for:  O (C)(S)

-------+-----------------------------------------------+------------+--------

RESULT |  GROUP ESTIMATION METHOD for LOG GAMMA VALUE  | INCOMPLETE |  2.91

-------+-----------------------------------------------+------------+--------

Conclusions:
The Henry's Law Constant for the molecule resulted 9.19E-18 atm-m3/mole, applying the Bond Contribution Method.
The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).
Executive summary:

The Henry's Law Constant was estimated using the software HENRYWIN v3.20 included in EPI Suite package. The value 9.19E-018 atm-m3/mole, applying the Bond Contribution Method indicates that the substance is not significantly volatile from surface water. The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).

Endpoint:
Henry's law constant
Type of information:
(Q)SAR
Adequacy of study:
weight of evidence
Study period:
2018
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
Justification for type of information:
1. SOFTWARE : EPI Suite, by the U.S. Environmental Protection Agency

2. MODEL (incl. version number): HENRYWIN v3.20

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL : C(=O)(CCCCCCCC=CCCCCCCCC)OC(COC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC(CCCCCCCCC)OS(=O)(=O)O[Na]

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL: The model is included in the EPI Suite to which the OECD QSAR toolbox makes reference.

5. APPLICABILITY DOMAIN : The training set compounds cover a limited range of molecular weight values (max ca. 450) and the representative molecules of sulfated oils fall outside it. Anyway, referring to the Bond Contribution Method, applied to the representative molecules of the sulfated oils, it does not yield estimates resulting in "Missing Fragments". Further, an important consideration must be made here, namely the fact that, as reported in the On-line User's Guide of the model, "Estimation Accuracy" section, "any organic compound with a Henry's law constant less than 3.0x10-7 atm-m3/mole is considered essentially non-volatile from water" (Thomas, R.  1990.  Volatilization from water.  In: Handbook of Chemical Property Estimation Methods. Environmental Behavior of Organic Chemicals.  Lyman,W.J, Reehl,W.F., and Rosenblatt, D.H. (editors). Washington DC: Amer Chem Soc pp. 15-1 to 15-30.) and "the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT) uses a cut-off of 1.0x10-8 atm-m3/mole for HLC estimates when evaluating Pre-Manufacture Notice chemicals (PMNs); any estimate less than the cut-off is considered 1.0x10-8 atm-m3/mole". A simulation has been made to verifiy how much could "weigh" the molecular weight range of sulfated oils, falling outside the domain of the training set, and a free fatty acid (erucic acid 22:1, CAS 112-86-7), with the sulphated functional group bound in correspondence of the double bond, has been selected. This molecule meets the vaildity criteria to be considered in the applicability domain, and the result of the prediction demonstrates that the molecular weight of sulfated oils, falling outside the domain of the model, does not influence the reliability of the prediction: in all cases, actually, the estimates are less than the cut-off value of 1.0E-8 atm-m3/mole.

6. ADEQUACY OF THE RESULT: The model considers the ammonium salts of the representative molecules of sulfated oils as a Quaternary Ammonium Compound (QAC), despite the salt does not meet the definition of QAC (no substituents of the Hydrogens bound to Nitrogen). Consequently, for molecules representing this kind of salification, a Quaternary ammonium-type cmpd Bond Factor is included in the calculation, even if not necessary. This contribute results in a minor value of the Henry's Law Constant, much less than the cut-off value. Considering all the above, the results are considered reliable within a weight-of-evidence view.
Reason / purpose:
other: (Q)SAR supporting information
Principles of method if other than guideline:
HENRYWIN estimates the Henry's Law Constant of organic compounds at 25oC using the methodology originally described by Hine and Mookerjee (1975).  The original methodology was updated and expanded at Syracuse Research Corporation as described in Meylan and Howard (1991).  A subsequent update (HENRYWIN version 2) included additional fragment and correction factors.  The current HENRYWIN program (version 3) extends the methodology to allow estimation of Henry's law constant over a temperature range (0 to 50oC).  In addition, version 3 includes an experimental Henry's law constant database of 1829 compounds.

HENRYWIN estimates Henry's Law Constant (HLC) by two separate methods that yield two separate estimates.  The first method is the Bond Contribution Method and the second is the Group Contribution Method. The Bond Method is able to estimate many more types of  structures than the Group Method because it has a more extensive library of bond contribution values.
GLP compliance:
no
Specific details on test material used for the study:
SMILES notation: C(=O)(CCCCCCCC=CCCCCCCCC)OC(COC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC(CCCCCCCCC)OS(=O)(=O)O[Na]
H:
0 atm m³/mol
Temp.:
25 °C

      Bond Est :  1.21E-010 atm-m3/mole  (1.23E-005 Pa-m3/mole)

      Group Est:  Incomplete

SMILES : O=C(CCCCCCCC=CCCCCCCCC)OC(COC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC(C

        CCCCCCCC)OS(=O)(=O)O[Na]

CHEM   : Oils, vegetable, sulfated, sodium salts

MOL FOR: C57 H105 O10 S1 Na1

MOL WT : 1005.52

--------------------------- HENRYWIN v3.20 Results --------------------------

---------+---------------------------------------------+---------+----------

  CLASS  |     BOND CONTRIBUTION DESCRIPTION           | COMMENT |  VALUE

---------+---------------------------------------------+---------+----------

HYDROGEN | 101  Hydrogen to Carbon (aliphatic) Bonds   |         |-12.0874

HYDROGEN |   4  Hydrogen to Carbon (olefinic) Bonds    |         | -0.4019

FRAGMENT |  44  C-C                                    |         |  5.1174

FRAGMENT |   4  C-Cd                                   |         |  0.2538

FRAGMENT |   3  C-CO                                   |         |  5.1172

FRAGMENT |   4  C-O                                    |         |  4.3419

FRAGMENT |   3  CO-O                                   |         |  0.2143

FRAGMENT |   2  O-S                                    | ESTIMATE|  0.4200

FRAGMENT |   2  O=S (sulfone-type)                     | ESTIMATE|  2.1000

FRAGMENT |   2  Cd=Cd                                  |         |  0.0000

FRAGMENT |   1  O-Na                                   | ESTIMATE|  3.2300

---------+---------------------------------------------+---------+----------

RESULT   |    BOND ESTIMATION METHOD for LWAPC VALUE   |  TOTAL  |  8.305

---------+---------------------------------------------+---------+----------

HENRYs LAW CONSTANT at 25 deg C = 1.21E-010 atm-m3/mole

                               = 4.95E-009 unitless

                               = 1.23E-005 Pa-m3/mole

-------+-----------------------------------------------+------------+--------

       |        GROUP CONTRIBUTION DESCRIPTION         |   COMMENT  |  VALUE

-------+-----------------------------------------------+------------+--------

       |           3  CH3 (X)                          |            | -1.86

       |          36  CH2 (C)(C)                       |            | -5.40

       |           4  CH2 (C)(Cd)                      |            | -0.92

       |           2  CH2 (C)(O)                       |            | -0.26

       |           3  CH2 (C)(CO)                      |            | -0.45

       |           2  CH (C)(C)(O)                     |            |  0.24

       |           4  CdH (C)                          |            |  0.88

       |           3  CO (C)(O)                        |            | 12.27

       |           3  O (C)(CO)                        |            | -1.59

       |              MISSING Value for:  O (S)(C)

       |              MISSING Value for:  S (=O)(=O)(O)(O)

       |              MISSING Value for:  O (Na)(S)

       |              MISSING Value for:  UNTYPED(O)

-------+-----------------------------------------------+------------+--------

RESULT |  GROUP ESTIMATION METHOD for LOG GAMMA VALUE  | INCOMPLETE |  2.91

-------+-----------------------------------------------+------------+--------

Conclusions:
The Henry's Law Constant for the molecule resulted 1.21E-10 atm-m3/mole, applying the Bond Contribution Method.
The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).
Executive summary:

The Henry's Law Constant was estimated using the software HENRYWIN v3.20 included in EPI Suite package. The value 1.21E-10 atm-m3/mole, applying the Bond Contribution Method indicates that the substance is not significantly volatile from surface water. The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).

Endpoint:
Henry's law constant
Type of information:
(Q)SAR
Adequacy of study:
weight of evidence
Study period:
2018
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
Justification for type of information:
1. SOFTWARE : EPI Suite, by the U.S. Environmental Protection Agency

2. MODEL (incl. version number): HENRYWIN v3.20

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL : HN(H)(H)OS(=O)(=O)OC(CCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC)CCCCCCCCC

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL: The model is included in the EPI Suite to which the OECD QSAR toolbox makes reference.

5. APPLICABILITY DOMAIN : The training set compounds cover a limited range of molecular weight values (max ca. 450) and the representative molecules of sulfated oils fall outside it. Anyway, referring to the Bond Contribution Method, applied to the representative molecules of the sulfated oils, it does not yield estimates resulting in "Missing Fragments". Further, an important consideration must be made here, namely the fact that, as reported in the On-line User's Guide of the model, "Estimation Accuracy" section, "any organic compound with a Henry's law constant less than 3.0x10-7 atm-m3/mole is considered essentially non-volatile from water" (Thomas, R.  1990.  Volatilization from water.  In: Handbook of Chemical Property Estimation Methods. Environmental Behavior of Organic Chemicals.  Lyman,W.J, Reehl,W.F., and Rosenblatt, D.H. (editors). Washington DC: Amer Chem Soc pp. 15-1 to 15-30.) and "the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT) uses a cut-off of 1.0x10-8 atm-m3/mole for HLC estimates when evaluating Pre-Manufacture Notice chemicals (PMNs); any estimate less than the cut-off is considered 1.0x10-8 atm-m3/mole". A simulation has been made to verifiy how much could "weigh" the molecular weight range of sulfated oils, falling outside the domain of the training set, and a free fatty acid (erucic acid 22:1, CAS 112-86-7), with the sulphated functional group bound in correspondence of the double bond, has been selected. This molecule meets the vaildity criteria to be considered in the applicability domain, and the result of the prediction demonstrates that the molecular weight of sulfated oils, falling outside the domain of the model, does not influence the reliability of the prediction: in all cases, actually, the estimates are less than the cut-off value of 1.0E-8 atm-m3/mole.

6. ADEQUACY OF THE RESULT: The model considers the ammonium salts of the representative molecules of sulfated oils as a Quaternary Ammonium Compound (QAC), despite the salt does not meet the definition of QAC (no substituents of the Hydrogens bound to Nitrogen). Consequently, for molecules representing this kind of salification, a Quaternary ammonium-type cmpd Bond Factor is included in the calculation, even if not necessary. This contribute results in a minor value of the Henry's Law Constant, much less than the cut-off value. Considering all the above, the results are considered reliable within a weight-of-evidence view.
Reason / purpose:
other: (Q)SAR supporting information
Principles of method if other than guideline:
HENRYWIN estimates the Henry's Law Constant of organic compounds at 25oC using the methodology originally described by Hine and Mookerjee (1975).  The original methodology was updated and expanded at Syracuse Research Corporation as described in Meylan and Howard (1991).  A subsequent update (HENRYWIN version 2) included additional fragment and correction factors.  The current HENRYWIN program (version 3) extends the methodology to allow estimation of Henry's law constant over a temperature range (0 to 50oC).  In addition, version 3 includes an experimental Henry's law constant database of 1829 compounds.

HENRYWIN estimates Henry's Law Constant (HLC) by two separate methods that yield two separate estimates.  The first method is the Bond Contribution Method and the second is the Group Contribution Method. The Bond Method is able to estimate many more types of  structures than the Group Method because it has a more extensive library of bond contribution values.
GLP compliance:
no
Specific details on test material used for the study:
SMILES notation: HN(H)(H)OS(=O)(=O)OC(CCC=CCC=CCC=CCC=CCC=CCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCCCC)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC)CC
H:
0 atm m³/mol
Temp.:
25 °C

      Bond Est :  2.79E-017 atm-m3/mole  (2.83E-012 Pa-m3/mole)

      Group Est:  Incomplete

SMILES : HN(H)(H)OS(=O)(=O)OC(CCC=CCC=CCC=CCC=CCC=CCCC(=O)OCC(COC(=O)CCCCCCCC=

        CCCCCCCCCCC)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC)CC

CHEM   : Oils, fish, sulfated, ammonium salts

MOL FOR: C65 H106 N1 O10 S1

MOL WT : 1093.63

-------------------------- HENRYWIN v3.20 Results --------------------------

---------+---------------------------------------------+---------+----------

  CLASS  |     BOND CONTRIBUTION DESCRIPTION           | COMMENT |  VALUE

---------+---------------------------------------------+---------+----------

HYDROGEN |  81  Hydrogen to Carbon (aliphatic) Bonds   |         | -9.6938

HYDROGEN |  22  Hydrogen to Carbon (olefinic) Bonds    |         | -2.2106

FRAGMENT |  25  C-C                                    |         |  2.9076

FRAGMENT |  22  C-Cd                                   |         |  1.3960

FRAGMENT |   3  C-CO                                   |         |  5.1172

FRAGMENT |   4  C-O                                    |         |  4.3419

FRAGMENT |   3  CO-O                                   |         |  0.2143

FRAGMENT |   1  N-O                                    | ESTIMATE|  0.7500

FRAGMENT |   2  O-S                                    | ESTIMATE|  0.4200

FRAGMENT |   2  O=S (sulfone-type)                     | ESTIMATE|  2.1000

FRAGMENT |  11  Cd=Cd                                  |         |  0.0000

FRAGMENT |   3  N(+5)-H                                | ESTIMATE|  3.6000

FACTOR   |   *  Quaternary ammonium-type cmpd          | ESTIMATE|  6.0000

---------+---------------------------------------------+---------+----------

RESULT   |    BOND ESTIMATION METHOD for LWAPC VALUE   |  TOTAL  | 14.943

---------+---------------------------------------------+---------+----------

HENRYs LAW CONSTANT at 25 deg C = 2.79E-017 atm-m3/mole

                               = 1.14E-015 unitless

                               = 2.83E-012 Pa-m3/mole

-------+-----------------------------------------------+------------+--------

       |        GROUP CONTRIBUTION DESCRIPTION         |   COMMENT  |  VALUE

-------+-----------------------------------------------+------------+--------

       |           3  CH3 (X)                          |            | -1.86

       |          16  CH2 (C)(C)                       |            | -2.40

       |           6  CH2 (C)(Cd)                      |            | -1.38

       |           8  CH2 (Cd)(Cd)                     |            | -2.48

       |           2  CH2 (C)(O)                       |            | -0.26

       |           3  CH2 (C)(CO)                      |            | -0.45

       |           2  CH (C)(C)(O)                     |            |  0.24

       |          22  CdH (C)                          |            |  4.84

       |           3  CO (C)(O)                        |            | 12.27

       |           3  O (C)(CO)                        |            | -1.59

       |              MISSING Value for:  UNTYPED(N)

       |              MISSING Value for:  UNTYPED(H)(H)(O)(H)

       |              MISSING Value for:  UNTYPED(N)

       |              MISSING Value for:  UNTYPED(N)

       |              MISSING Value for:  O (S)(N)

       |              MISSING Value for:  S (=O)(=O)(O)(O)

       |              MISSING Value for:  O (C)(S)

-------+-----------------------------------------------+------------+--------

RESULT |  GROUP ESTIMATION METHOD for LOG GAMMA VALUE  | INCOMPLETE |  6.93

-------+-----------------------------------------------+------------+--------

Conclusions:
The Henry's Law Constant for the molecule resulted 2.79E-17 atm-m3/mole, applying the Bond Contribution Method.
The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).
Executive summary:

The Henry's Law Constant was estimated using the software HENRYWIN v3.20 included in EPI Suite package. The value 2.79E-17 atm-m3/mole, applying the Bond Contribution Method indicates that the substance is not significantly volatile from surface water. The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).

Endpoint:
Henry's law constant
Type of information:
(Q)SAR
Adequacy of study:
weight of evidence
Study period:
2018
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
Justification for type of information:
1. SOFTWARE : EPI Suite, by the U.S. Environmental Protection Agency

2. MODEL (incl. version number): HENRYWIN v3.20

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL : C(=O)(CCC=CCC=CCC=CCC=CCC=CCCC(CC)OS(=O)(=O)O[Na])OCC(COC(=O)CCCCCCCC=CCCCCCCCCCC)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL: The model is included in the EPI Suite to which the OECD QSAR toolbox makes reference.

5. APPLICABILITY DOMAIN : The training set compounds cover a limited range of molecular weight values (max ca. 450) and the representative molecules of sulfated oils fall outside it. Anyway, referring to the Bond Contribution Method, applied to the representative molecules of the sulfated oils, it does not yield estimates resulting in "Missing Fragments". Further, an important consideration must be made here, namely the fact that, as reported in the On-line User's Guide of the model, "Estimation Accuracy" section, "any organic compound with a Henry's law constant less than 3.0x10-7 atm-m3/mole is considered essentially non-volatile from water" (Thomas, R.  1990.  Volatilization from water.  In: Handbook of Chemical Property Estimation Methods. Environmental Behavior of Organic Chemicals.  Lyman,W.J, Reehl,W.F., and Rosenblatt, D.H. (editors). Washington DC: Amer Chem Soc pp. 15-1 to 15-30.) and "the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT) uses a cut-off of 1.0x10-8 atm-m3/mole for HLC estimates when evaluating Pre-Manufacture Notice chemicals (PMNs); any estimate less than the cut-off is considered 1.0x10-8 atm-m3/mole". A simulation has been made to verifiy how much could "weigh" the molecular weight range of sulfated oils, falling outside the domain of the training set, and a free fatty acid (erucic acid 22:1, CAS 112-86-7), with the sulphated functional group bound in correspondence of the double bond, has been selected. This molecule meets the vaildity criteria to be considered in the applicability domain, and the result of the prediction demonstrates that the molecular weight of sulfated oils, falling outside the domain of the model, does not influence the reliability of the prediction: in all cases, actually, the estimates are less than the cut-off value of 1.0E-8 atm-m3/mole.

6. ADEQUACY OF THE RESULT: The model considers the ammonium salts of the representative molecules of sulfated oils as a Quaternary Ammonium Compound (QAC), despite the salt does not meet the definition of QAC (no substituents of the Hydrogens bound to Nitrogen). Consequently, for molecules representing this kind of salification, a Quaternary ammonium-type cmpd Bond Factor is included in the calculation, even if not necessary. This contribute results in a minor value of the Henry's Law Constant, much less than the cut-off value. Considering all the above, the results are considered reliable within a weight-of-evidence view.
Reason / purpose:
other: (Q)SAR supporting information
Principles of method if other than guideline:
HENRYWIN estimates the Henry's Law Constant of organic compounds at 25oC using the methodology originally described by Hine and Mookerjee (1975).  The original methodology was updated and expanded at Syracuse Research Corporation as described in Meylan and Howard (1991).  A subsequent update (HENRYWIN version 2) included additional fragment and correction factors.  The current HENRYWIN program (version 3) extends the methodology to allow estimation of Henry's law constant over a temperature range (0 to 50oC).  In addition, version 3 includes an experimental Henry's law constant database of 1829 compounds.

HENRYWIN estimates Henry's Law Constant (HLC) by two separate methods that yield two separate estimates.  The first method is the Bond Contribution Method and the second is the Group Contribution Method. The Bond Method is able to estimate many more types of  structures than the Group Method because it has a more extensive library of bond contribution values.
GLP compliance:
no
Specific details on test material used for the study:
SMILES notation: C(=O)(CCC=CCC=CCC=CCC=CCC=CCCC(CC)OS(=O)(=O)O[Na])OCC(COC(=O)CCCCCCCC=CCCCCCCCCCC)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC
H:
0 atm m³/mol
Temp.:
25 °C

      Bond Est :  3.68E-010 atm-m3/mole  (3.73E-005 Pa-m3/mole)

      Group Est:  Incomplete

SMILES : O=C(CCC=CCC=CCC=CCC=CCC=CCCC(CC)OS(=O)(=O)O[Na])OCC(COC(=O)CCCCCCCC=C

        CCCCCCCCCC)OC(=O)CCCC=CCC=CCC=CCC=CCC=CCC

CHEM   : Oils, fish, sulfated, sodium salts

MOL FOR: C65 H103 O10 S1 Na1

MOL WT : 1099.59

-------------------------- HENRYWIN v3.20 Results --------------------------

---------+---------------------------------------------+---------+----------

  CLASS  |     BOND CONTRIBUTION DESCRIPTION           | COMMENT |  VALUE

---------+---------------------------------------------+---------+----------

HYDROGEN |  81  Hydrogen to Carbon (aliphatic) Bonds   |         | -9.6938

HYDROGEN |  22  Hydrogen to Carbon (olefinic) Bonds    |         | -2.2106

FRAGMENT |  25  C-C                                    |         |  2.9076

FRAGMENT |  22  C-Cd                                   |         |  1.3960

FRAGMENT |   3  C-CO                                   |         |  5.1172

FRAGMENT |   4  C-O                                    |         |  4.3419

FRAGMENT |   3  CO-O                                   |         |  0.2143

FRAGMENT |   2  O-S                                    | ESTIMATE|  0.4200

FRAGMENT |   2  O=S (sulfone-type)                     | ESTIMATE|  2.1000

FRAGMENT |  11  Cd=Cd                                  |         |  0.0000

FRAGMENT |   1  O-Na                                   | ESTIMATE|  3.2300

---------+---------------------------------------------+---------+----------

RESULT   |    BOND ESTIMATION METHOD for LWAPC VALUE   |  TOTAL  |  7.823

---------+---------------------------------------------+---------+----------

HENRYs LAW CONSTANT at 25 deg C = 3.68E-010 atm-m3/mole

                               = 1.50E-008 unitless

                               = 3.73E-005 Pa-m3/mole

-------+-----------------------------------------------+------------+--------

      |        GROUP CONTRIBUTION DESCRIPTION         |   COMMENT  |  VALUE

-------+-----------------------------------------------+------------+--------

       |           3  CH3 (X)                          |            | -1.86

       |          16  CH2 (C)(C)                       |            | -2.40

       |           6  CH2 (C)(Cd)                      |            | -1.38

       |           8  CH2 (Cd)(Cd)                     |            | -2.48

       |           2  CH2 (C)(O)                       |            | -0.26

       |           3  CH2 (C)(CO)                      |            | -0.45

       |           2  CH (C)(C)(O)                     |            |  0.24

       |          22  CdH (C)                          |            |  4.84

       |           3  CO (C)(O)                        |            | 12.27

       |           3  O (C)(CO)                        |            | -1.59

       |              MISSING Value for:  O (S)(C)

       |              MISSING Value for:  S (=O)(=O)(O)(O)

       |              MISSING Value for:  O (Na)(S)

       |              MISSING Value for:  UNTYPED(O)

-------+-----------------------------------------------+------------+--------

RESULT |  GROUP ESTIMATION METHOD for LOG GAMMA VALUE  | INCOMPLETE |  6.93

-------+-----------------------------------------------+------------+--------

Conclusions:
The Henry's Law Constant for the molecule resulted 3.68E-10 atm-m3/mole, applying the Bond Contribution Method.
The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).
Executive summary:

The Henry's Law Constant was estimated using the software HENRYWIN v3.20 included in EPI Suite package. The value 3.68E-10 atm-m3/mole, applying the Bond Contribution Method indicates that the substance is not significantly volatile from surface water. The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).

Endpoint:
Henry's law constant
Type of information:
(Q)SAR
Adequacy of study:
weight of evidence
Study period:
2018
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
Justification for type of information:
1. SOFTWARE : EPI Suite, by the U.S. Environmental Protection Agency

2. MODEL (incl. version number): HENRYWIN v3.20

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL : HN(H)(H)OS(=O)(=O)OC(CC=CCCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCC(O)CCCCCC)OC(=O)CCCCCCCC=CCC(O)CCCCCC)CCCCCC

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL: The model is included in the EPI Suite to which the OECD QSAR toolbox makes reference.

5. APPLICABILITY DOMAIN : The training set compounds cover a limited range of molecular weight values (max ca. 450) and the representative molecules of sulfated oils fall outside it. Anyway, referring to the Bond Contribution Method, applied to the representative molecules of the sulfated oils, it does not yield estimates resulting in "Missing Fragments". Further, an important consideration must be made here, namely the fact that, as reported in the On-line User's Guide of the model, "Estimation Accuracy" section, "any organic compound with a Henry's law constant less than 3.0x10-7 atm-m3/mole is considered essentially non-volatile from water" (Thomas, R.  1990.  Volatilization from water.  In: Handbook of Chemical Property Estimation Methods. Environmental Behavior of Organic Chemicals.  Lyman,W.J, Reehl,W.F., and Rosenblatt, D.H. (editors). Washington DC: Amer Chem Soc pp. 15-1 to 15-30.) and "the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT) uses a cut-off of 1.0x10-8 atm-m3/mole for HLC estimates when evaluating Pre-Manufacture Notice chemicals (PMNs); any estimate less than the cut-off is considered 1.0x10-8 atm-m3/mole". A simulation has been made to verifiy how much could "weigh" the molecular weight range of sulfated oils, falling outside the domain of the training set, and a free fatty acid (erucic acid 22:1, CAS 112-86-7), with the sulphated functional group bound in correspondence of the double bond, has been selected. This molecule meets the vaildity criteria to be considered in the applicability domain, and the result of the prediction demonstrates that the molecular weight of sulfated oils, falling outside the domain of the model, does not influence the reliability of the prediction: in all cases, actually, the estimates are less than the cut-off value of 1.0E-8 atm-m3/mole.

6. ADEQUACY OF THE RESULT: The model considers the ammonium salts of the representative molecules of sulfated oils as a Quaternary Ammonium Compound (QAC), despite the salt does not meet the definition of QAC (no substituents of the Hydrogens bound to Nitrogen). Consequently, for molecules representing this kind of salification, a Quaternary ammonium-type cmpd Bond Factor is included in the calculation, even if not necessary. This contribute results in a minor value of the Henry's Law Constant, much less than the cut-off value. Considering all the above, the results are considered reliable within a weight-of-evidence view.
Reason / purpose:
other: (Q)SAR supporting information
Principles of method if other than guideline:
HENRYWIN estimates the Henry's Law Constant of organic compounds at 25oC using the methodology originally described by Hine and Mookerjee (1975).  The original methodology was updated and expanded at Syracuse Research Corporation as described in Meylan and Howard (1991).  A subsequent update (HENRYWIN version 2) included additional fragment and correction factors.  The current HENRYWIN program (version 3) extends the methodology to allow estimation of Henry's law constant over a temperature range (0 to 50oC).  In addition, version 3 includes an experimental Henry's law constant database of 1829 compounds.

HENRYWIN estimates Henry's Law Constant (HLC) by two separate methods that yield two separate estimates.  The first method is the Bond Contribution Method and the second is the Group Contribution Method. The Bond Method is able to estimate many more types of  structures than the Group Method because it has a more extensive library of bond contribution values.
GLP compliance:
no
Specific details on test material used for the study:
SMILES notation: HN(H)(H)OS(=O)(=O)OC(CC=CCCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCC(O)CCCCCC)OC(=O)CCCCCCCC=CCC(O)CCCCCC)CCCCCC
H:
0 atm m³/mol
Temp.:
25 °C

      Bond Est :  1.08E-023 atm-m3/mole  (1.09E-018 Pa-m3/mole)

      Group Est:  Incomplete

SMILES : HN(H)(H)OS(=O)(=O)OC(CC=CCCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCC(O)CCCCCC

        )OC(=O)CCCCCCCC=CCC(O)CCCCCC)CCCCCC

CHEM   : Castor oil, sulfated, ammonium salt

MOL FOR: C57 H106 N1 O12 S1

MOL WT : 1029.54

-------------------------- HENRYWIN v3.20 Results --------------------------

---------+---------------------------------------------+---------+----------

  CLASS  |     BOND CONTRIBUTION DESCRIPTION           | COMMENT |  VALUE

---------+---------------------------------------------+---------+----------

HYDROGEN |  95  Hydrogen to Carbon (aliphatic) Bonds   |         |-11.3693

HYDROGEN |   6  Hydrogen to Carbon (olefinic) Bonds    |         | -0.6029

HYDROGEN |   2  Hydrogen to Oxygen Bonds               |         |  6.4635

FRAGMENT |  41  C-C                                    |         |  4.7685

FRAGMENT |   6  C-Cd                                   |         |  0.3807

FRAGMENT |   3  C-CO                                   |         |  5.1172

FRAGMENT |   6  C-O                                    |         |  6.5128

FRAGMENT |   3  CO-O                                   |         |  0.2143

FRAGMENT |   1  N-O                                    | ESTIMATE|  0.7500

FRAGMENT |   2  O-S                                    | ESTIMATE|  0.4200

FRAGMENT |   2  O=S (sulfone-type)                     | ESTIMATE|  2.1000

FRAGMENT |   3  Cd=Cd                                  |         |  0.0000

FRAGMENT |   3  N(+5)-H                                | ESTIMATE|  3.6000

FACTOR   |   1  Additional aliphatic alcohol -OH(s)    |         | -3.0000

FACTOR   |   *  Quaternary ammonium-type cmpd          | ESTIMATE|  6.0000

---------+---------------------------------------------+---------+----------

RESULT   |    BOND ESTIMATION METHOD for LWAPC VALUE   |  TOTAL  | 21.355

---------+---------------------------------------------+---------+----------

HENRYs LAW CONSTANT at 25 deg C = 1.08E-023 atm-m3/mole

                               = 4.42E-022 unitless

                               = 1.09E-018 Pa-m3/mole

-------+-----------------------------------------------+------------+--------

       |        GROUP CONTRIBUTION DESCRIPTION         |   COMMENT  |  VALUE

-------+-----------------------------------------------+------------+--------

       |           3  CH3 (X)                          |            | -1.86

       |          30  CH2 (C)(C)                       |            | -4.50

       |           6  CH2 (C)(Cd)                      |            | -1.38

       |           2  CH2 (C)(O)                       |            | -0.26

       |           3  CH2 (C)(CO)                      |            | -0.45

       |           4  CH (C)(C)(O)                     |            |  0.48

       |           6  CdH (C)                          |            |  1.32

       |           3  CO (C)(O)                        |            | 12.27

       |           2  O-H (C)                          |            |  8.90

       |           3  O (C)(CO)                        |            | -1.59

       |              MISSING Value for:  UNTYPED(N)

       |              MISSING Value for:  UNTYPED(H)(H)(O)(H)

       |              MISSING Value for:  UNTYPED(N)

       |              MISSING Value for:  UNTYPED(N)

       |              MISSING Value for:  O (S)(N)

       |              MISSING Value for:  S (=O)(=O)(O)(O)

       |              MISSING Value for:  O (C)(S)

-------+-----------------------------------------------+------------+--------

RESULT |  GROUP ESTIMATION METHOD for LOG GAMMA VALUE  | INCOMPLETE | 12.93

-------+-----------------------------------------------+------------+--------

Conclusions:
The Henry's Law Constant for the molecule resulted 1.08E-23 atm-m3/mole, applying the Bond Contribution Method.
The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).
Executive summary:

The Henry's Law Constant was estimated using the software HENRYWIN v3.20 included in EPI Suite package. The value 1.08E-23 atm-m3/mole, applying the Bond Contribution Method indicates that the substance is not significantly volatile from surface water. The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).

Endpoint:
Henry's law constant
Type of information:
(Q)SAR
Adequacy of study:
weight of evidence
Study period:
2018
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
Justification for type of information:
1. SOFTWARE : EPI Suite, by the U.S. Environmental Protection Agency

2. MODEL (incl. version number): HENRYWIN v3.20

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL : C(=O)(CCCCCCCC=CCC(CCCCCC)OS(=O)(=O)O[Na])OCC(COC(=O)CCCCCCCC=CCC(O)CCCCCC)OC(=O)CCCCCCCC=CCC(O)CCCCCC

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL: The model is included in the EPI Suite to which the OECD QSAR toolbox makes reference.

5. APPLICABILITY DOMAIN : The training set compounds cover a limited range of molecular weight values (max ca. 450) and the representative molecules of sulfated oils fall outside it. Anyway, referring to the Bond Contribution Method, applied to the representative molecules of the sulfated oils, it does not yield estimates resulting in "Missing Fragments". Further, an important consideration must be made here, namely the fact that, as reported in the On-line User's Guide of the model, "Estimation Accuracy" section, "any organic compound with a Henry's law constant less than 3.0x10-7 atm-m3/mole is considered essentially non-volatile from water" (Thomas, R.  1990.  Volatilization from water.  In: Handbook of Chemical Property Estimation Methods. Environmental Behavior of Organic Chemicals.  Lyman,W.J, Reehl,W.F., and Rosenblatt, D.H. (editors). Washington DC: Amer Chem Soc pp. 15-1 to 15-30.) and "the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT) uses a cut-off of 1.0x10-8 atm-m3/mole for HLC estimates when evaluating Pre-Manufacture Notice chemicals (PMNs); any estimate less than the cut-off is considered 1.0x10-8 atm-m3/mole". A simulation has been made to verifiy how much could "weigh" the molecular weight range of sulfated oils, falling outside the domain of the training set, and a free fatty acid (erucic acid 22:1, CAS 112-86-7), with the sulphated functional group bound in correspondence of the double bond, has been selected. This molecule meets the vaildity criteria to be considered in the applicability domain, and the result of the prediction demonstrates that the molecular weight of sulfated oils, falling outside the domain of the model, does not influence the reliability of the prediction: in all cases, actually, the estimates are less than the cut-off value of 1.0E-8 atm-m3/mole.

6. ADEQUACY OF THE RESULT: The model considers the ammonium salts of the representative molecules of sulfated oils as a Quaternary Ammonium Compound (QAC), despite the salt does not meet the definition of QAC (no substituents of the Hydrogens bound to Nitrogen). Consequently, for molecules representing this kind of salification, a Quaternary ammonium-type cmpd Bond Factor is included in the calculation, even if not necessary. This contribute results in a minor value of the Henry's Law Constant, much less than the cut-off value. Considering all the above, the results are considered reliable within a weight-of-evidence view.
Reason / purpose:
other: (Q)SAR supporting information
Principles of method if other than guideline:
HENRYWIN estimates the Henry's Law Constant of organic compounds at 25oC using the methodology originally described by Hine and Mookerjee (1975).  The original methodology was updated and expanded at Syracuse Research Corporation as described in Meylan and Howard (1991).  A subsequent update (HENRYWIN version 2) included additional fragment and correction factors.  The current HENRYWIN program (version 3) extends the methodology to allow estimation of Henry's law constant over a temperature range (0 to 50oC).  In addition, version 3 includes an experimental Henry's law constant database of 1829 compounds.

HENRYWIN estimates Henry's Law Constant (HLC) by two separate methods that yield two separate estimates.  The first method is the Bond Contribution Method and the second is the Group Contribution Method. The Bond Method is able to estimate many more types of  structures than the Group Method because it has a more extensive library of bond contribution values.
GLP compliance:
no
Specific details on test material used for the study:
SMILES notation: C(=O)(CCCCCCCC=CCC(CCCCCC)OS(=O)(=O)O[Na])OCC(COC(=O)CCCCCCCC=CCC(O)CCCCCC)OC(=O)CCCCCCCC=CCC(O)CCCCCC
H:
0 atm m³/mol
Temp.:
25 °C

      Bond Est :  1.42E-016 atm-m3/mole  (1.44E-011 Pa-m3/mole)

      Group Est:  Incomplete

SMILES : O=C(CCCCCCCC=CCC(CCCCCC)OS(=O)(=O)O[Na])OCC(COC(=O)CCCCCCCC=CCC(O)CCC

        CCC)OC(=O)CCCCCCCC=CCC(O)CCCCCC

CHEM   : Castor oil, sulfated, sodium salt

MOL FOR: C57 H103 O12 S1 Na1

MOL WT : 1035.50

-------------------------- HENRYWIN v3.20 Results --------------------------

---------+---------------------------------------------+---------+----------

  CLASS  |     BOND CONTRIBUTION DESCRIPTION           | COMMENT |  VALUE

---------+---------------------------------------------+---------+----------

HYDROGEN |  95  Hydrogen to Carbon (aliphatic) Bonds   |         |-11.3693

HYDROGEN |   6  Hydrogen to Carbon (olefinic) Bonds    |         | -0.6029

HYDROGEN |   2  Hydrogen to Oxygen Bonds               |         |  6.4635

FRAGMENT |  41  C-C                                    |         |  4.7685

FRAGMENT |   6  C-Cd                                   |         |  0.3807

FRAGMENT |   3  C-CO                                   |         |  5.1172

FRAGMENT |   6  C-O                                    |         |  6.5128

FRAGMENT |   3  CO-O                                   |         |  0.2143

FRAGMENT |   2  O-S                                    | ESTIMATE|  0.4200

FRAGMENT |   2  O=S (sulfone-type)                     | ESTIMATE|  2.1000

FRAGMENT |   3  Cd=Cd                                  |         |  0.0000

FRAGMENT |   1  O-Na                                   | ESTIMATE|  3.2300

FACTOR   |   1  Additional aliphatic alcohol -OH(s)    |         | -3.0000

---------+---------------------------------------------+---------+----------

RESULT   |    BOND ESTIMATION METHOD for LWAPC VALUE   |  TOTAL  | 14.235

---------+---------------------------------------------+---------+----------

HENRYs LAW CONSTANT at 25 deg C = 1.42E-016 atm-m3/mole

                               = 5.82E-015 unitless

                               = 1.44E-011 Pa-m3/mole

-------+-----------------------------------------------+------------+--------

       |        GROUP CONTRIBUTION DESCRIPTION         |   COMMENT  |  VALUE

-------+-----------------------------------------------+------------+--------

       |           3  CH3 (X)                          |            | -1.86

       |          30  CH2 (C)(C)                       |            | -4.50

       |           6  CH2 (C)(Cd)                      |            | -1.38

       |           2  CH2 (C)(O)                       |            | -0.26

       |           3  CH2 (C)(CO)                      |            | -0.45

       |           4  CH (C)(C)(O)                     |            |  0.48

       |           6  CdH (C)                          |            |  1.32

       |           3  CO (C)(O)                        |            | 12.27

       |           2  O-H (C)                          |            |  8.90

       |           3  O (C)(CO)                        |            | -1.59

       |              MISSING Value for:  O (S)(C)

       |              MISSING Value for:  S (=O)(=O)(O)(O)

       |              MISSING Value for:  O (Na)(S)

       |              MISSING Value for:  UNTYPED(O)

-------+-----------------------------------------------+------------+--------

RESULT |  GROUP ESTIMATION METHOD for LOG GAMMA VALUE  | INCOMPLETE | 12.93

-------+-----------------------------------------------+------------+--------

Conclusions:
The Henry's Law Constant for the molecule resulted 1.42E-16 atm-m3/mole, applying the Bond Contribution Method.
The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).
Executive summary:

The Henry's Law Constant was estimated using the software HENRYWIN v3.20 included in EPI Suite package. The value 1.42E-16 atm-m3/mole, applying the Bond Contribution Method indicates that the substance is not significantly volatile from surface water. The selection of the cut-off value of 1.0E-8 atm-m3/mole is suggested, according to the Exposure Evaluation Branch of  the U.S. Environmental Protection Agency (OPPT).

Description of key information

Henry's Law constant: 1.0E-8 atm-m3/mole at 25 deg C (ca. 1.0E-3 Pa-m3/mole)

Key value for chemical safety assessment

Henry's law constant (H) (in Pa m³/mol):
0.001
at the temperature of:
25 °C

Additional information

The Henry's Law constant of the sulfated oil representative molecules was estimated using the Bond Contribution Method included in the software HENRYWIN (v3.20) of EPI Suite v4.11.

the predicted values resulted to be less than the cut-off value of 1.0E-8 atm-m3/mole (ca. 1.0E-3 Pa-m3/mole) indicated by the Exposure Evaluation Branch of the U.S. Environmental Protection Agency (OPPT)

This evidence indicates that the substance is not significantly volatile from surface water.