2-(4-methylcyclohex-3-en-1-yl)propan-2-ol

Adsorption / desorption

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

adsorption / desorption: screening

Type of information:

(Q)SAR

Adequacy of study:

key study

Study period:

2010

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 SuiteTM (v4.10)

2. MODEL (incl. version number)
KOCWIN v2.0

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
OC(C1CC=C(CC1)C)(C)C
log Kow = 2.78

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
- Defined endpoint: Soil adsorption coefficient (Koc)
- Unambiguous algorithm: log Koc = 0.55313 Log Kow + 0.9251 + ΣPfN
Koc has been calculated using a log Kow of 2.8 as input using the following equations: for non-polar compound (no correction factor): log Koc = 0.8679 Log Kow - 0.0004 (n = 68, r2 = 0.877, std dev = 0.478, avg dev = 0.371)
With correction factors: log Koc = 0.55313 log Kow + 0.9251 + ΣPfNwhere ΣPfN is the summation of the products of all applicable correction factor coefficients multiplied by the number of times (N) that factor is counted for the structure.

5. APPLICABILITY DOMAIN
The substance is within the domain of the KOCWIN model based on its molecular weight and fragments present in the KOCWIN database.

6. ADEQUACY OF THE RESULT
[Explain how the prediction fits the purpose of classification and labelling and/or risk assessment]

Reason / purpose for cross-reference:

reference to same study

Reason / purpose for cross-reference:

reference to other study

Guideline:

other: REACH Guidance on QSARs R.6

Principles of method if other than guideline:

Calculations based on structure activity.See QMRF and QPRF in "Attached background material".
Meylan, W., P.H. Howard and R.S. Boethling, "Molecular Topology/Fragment Contribution Method for Predicting Soil Sorption Coefficients", Environ. Sci. Technol. 26: 1560-7 (1992).

GLP compliance:

no

Remarks:

Not applicable

Type of method:

other: QSAR

Specific details on test material used for the study:

SMILES: OC(C1CC=C(CC1)C)(C)C
log Kow = 2.78

Key result

Type:

Koc

Value:

113 L/kg

Validity criteria fulfilled:

yes

Conclusions:

The Koc of terpineol multiconstituent predicted from log Kow is 113 L/kg.

Executive summary:

Koc has been predicted by KOCWIN v2.00 from EPISUITE 4.0 software.

The Koc of terpineol multiconstituent is 113 L/kg (log kow = 2.78).

Reference 2

Endpoint:

adsorption / desorption: screening

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

Reliability:

4 (not assignable)

Rationale for reliability incl. deficiencies:

results derived from a (Q)SAR model, with limited documentation / justification

Justification for type of information:

1. SOFTWARE
EUSES

2. MODEL (incl. version number)
QSAR-Koc
Chemical class: Non-hydrophobic

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
Log Kow = 2.78

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
- Defined endpoint: Adsorption coefficient (Koc).
- Unambiguous algorithm: log Koc = 0.52*log Kow + 1.02
- Defined domain of applicability: The applicability domain of the sorption models developed by Sabljic and Güsten (1995) depends on the considered chemical class, and is based on logKow range (see table 5 of the TGD part III). The substance is within the validity domain of non hydrophobics.
- Appropriate measures of goodness-of-fit and robustness and predictivity:
n (number of data) = 390; R² (correlation coefficient) = 0.63; s.e. (standard error of estimate) = 0.56.
- QMRF not developped
- Reference: Sabjlic and al. 1995. Overview of Structure-Activity Relationships for Environmental Endpoints, Part 1: General outline and procedure Report of the EU-DG-XII Project QSAR for Predicting Fate and Effects of Chemicals in the Environment, Contract # EVSV-CT92-0211, July 1995.

5. APPLICABILITY DOMAIN
The substance is within the domain of this class-specific model based on its log Kow value comprised in the range from -2 to 8.

6. ADEQUACY OF THE RESULT
The prediction can be used for risk assessment.

Reason / purpose for cross-reference:

reference to same study

Reason / purpose for cross-reference:

reference to other study

Guideline:

other:

Version / remarks:

REACH Guidance on QSARs R.6

Principles of method if other than guideline:

Sabjlic and al. 1995. Overview of Structure-Activity Relationships for Environmental Endpoints, Part 1: General outline and procedure Report of the EU-DG-XII Project QSAR for Predicting Fate and Effects of Chemicals in the Environment, Contract # EVSV-CT92-0211, July 1995.

GLP compliance:

no

Remarks:

calculated results

Type of method:

other: QSAR data

Specific details on test material used for the study:

log Kow = 2.78

Key result

Type:

Koc

Value:

292 L/kg

Remarks on result:

other: for Terpineol multi-constituent

Validity criteria fulfilled:

yes

Conclusions:

The Koc of terpineol multicconstituent predicted from log Kow following equations of Sabljic and Güsten (1995) for non hydrophobic susbtances is 292 L/kg.

Executive summary:

The Koc of terpineol multiconstituent has been predicted by calculations from log Kow using equations of Sabljic and Güsten (1995) for non hydrophobic susbtances.

The Koc predicted from the log Kow is 292 L/kg.

Reference 3

Endpoint:

adsorption / desorption: screening

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Justification for type of information:

Beta-terpineol one of the main impurities of multiconstituent substance TERPINEOL MULTICONSTITUENT. Therefore, data on beta-terpineol can be used for extrapolation to TERPINEOL MULTICONSTITUENT.

Reason / purpose for cross-reference:

read-across source

Specific details on test material used for the study:

SMILES: C=C(C)[C@@H]1CC[C@](C)(O)CC1

Key result

Type:

Koc

Value:

78.42 L/kg

Remarks on result:

other: Trans beta terpineol & Cis beta terpineol, MCI approach, KOCWIN v2.00

Validity criteria fulfilled:

yes

Conclusions:

The Koc of trans-beta-terpineol & cis-beta-terpineol predicted from log Kow is 78.42 L/kg.

Executive summary:

The Koc of trans-beta-terpineol and cis-beta-terpineol were predicted by KOCWIN v2.00 from EPISUITE 4.0 software.

The Molecular Connectivity Index method predicted a KOC of 78.42 L/kg for trans-beta-terpineol and cis-beta-terpineol.

Reference 4

Endpoint:

adsorption / desorption

Remarks:

adsorption

Type of information:

read-across from supporting substance (structural analogue or surrogate)

Adequacy of study:

supporting study

Justification for type of information:

Terpinolene is an impurity of multiconstituent substance TERPINEOL MULTICONSTITUENT. Data on terpinolene are used as worst case data, in comparison with the main constituents of TERPINEOL MULTICONSTITUENT.

Reason / purpose for cross-reference:

read-across source

Type:

log Koc

Value:

3.049 dimensionless

Remarks on result:

other: MCI approach, KOCWIN v2.00

Type:

Koc

Remarks:

(L/kg)

Value:

1 120 L/kg

Remarks on result:

other: MCI approach, KOCWIN v2.00

Details on results (HPLC method):

no data

Adsorption and desorption constants:

not applicable

Recovery of test material:

not applicable

Concentration of test substance at end of adsorption equilibration period:

not applicable

Concentration of test substance at end of desorption equilibration period:

not applicable

Details on results (Batch equilibrium method):

not applicable

Statistics:

not applicable

Information for MCI and Kow approaches (KocWIN 2.0) are given through attached QMRF and QPRF documents.

Validity criteria fulfilled:

yes

Conclusions:

Koc value of terpinolene monoconstituent (CAS 586-62-9) is 1120 L/kg. The substance is considered not mobile in soil.

Executive summary:

Koc value of terpinolene monoconstituent (CAS 586-62-9) was assessed by using the KOCWIN v2.00 software.

The results are as following:

MCI approach; log Koc = 3.0491 , Koc (L/kg) = 1120

Reference 5

Endpoint:

adsorption / desorption: screening

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Justification for type of information:

Gamma-terpineol is one of the main constituents of multiconstituent substance TERPINEOL MULTICONSTITUENT. Therefore, data on gamma-terpineol can be used for extrapolation to TERPINEOL MULTICONSTITUENT.

Reason / purpose for cross-reference:

read-across source

Specific details on test material used for the study:

SMILES: CC(C)=C1CCC(C)(O)CC1

Key result

Type:

Koc

Value:

78.42 L/kg

Remarks on result:

other: Gamma Terpineol, MCI approach, KOCWIN v2.00

Validity criteria fulfilled:

yes

Conclusions:

The Koc of gamma-terpineol predicted from log Kow is 78.42 L/kg.

Executive summary:

The Koc of gamma-terpineol was predicted by KOCWIN v2.00 from EPISUITE 4.0 software.

The Molecular Connectivity Index method predicted a Koc of 78.42 L/kg for gamma-terpineol.

Reference 6

Endpoint:

adsorption / desorption: screening

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Justification for type of information:

Alpha-terpineol is one of the main constituents of multiconstituent substance TERPINEOL MULTICONSTITUENT. Therefore, data on alpha-terpineol can be used for extrapolation to TERPINEOL MULTICONSTITUENT.

Reason / purpose for cross-reference:

read-across source

Specific details on test material used for the study:

SMILES:
(-) alpha terpineol: CC1=CC[C@@H](C(C)(C)O)CC1
(+) alpha terpineol: CC1=CC[C@H](C(C)(C)O)CC1

Key result

Type:

Koc

Value:

77.25 L/kg

Remarks on result:

other: (-) alpha terpineol & (+) alpha terpineol, MCI approach, KOCWIN v2.00

Validity criteria fulfilled:

yes

Conclusions:

The Koc of (-)-alpha-terpineol & (+)-alpha-terpineol predicted from log Kow is 77.25 L/kg.

Executive summary:

The Koc of (-)-alpha-terpineol and (+)-alpha-terpineol were predicted by KOCWIN v2.00 from EPISUITE 4.0 software.

The Molecular Connectivity Index method predicted a KOC of 77.25 L/kg for (-)-alpha-terpineol and (+)-alpha-terpineol.

Description of key information

The adsorption coefficient (log Koc) of terpineol multiconstituent was estimated by two QSAR models:
- KOCWIN v2.00 in EPI Suite (v4.0) - MCI method using log Kow

- equations of Sabljic and Güsten (1995) using log Kow

The estimated Koc of terpineol was 202.50 L/kg (geometric mean of two QSAR models: 292 L/kg and 113 L/kg).

Key value for chemical safety assessment

Koc at 20 °C:

202.5

Additional information

ECHA Guidance (chapter R.7.a,paragraph R.7.1.15) recommends to calculate the Koc endpoint value as the geometric mean of results obtained by means of QSAR models.

This geometric mean value is considered as the endpoint defining the substance potential for adsorption and can be used as input parameter for environmental risk assessment.

Estimation of Koc with MCI method:

Koc of constituents of terpineol multiconstituent were estimated using MCI method. These QSAR values were gathered to obtain the Koc of terpineol mutliconstituent. The composition of the substance was taken into account and Koc of terpineol multiconstituent was derived using a ponderate mean based on constituent/impurity contribution. The result is used as key value for chemical assessment.

Constituent/Impurity	Distribution %*	Koc L/Kg ( MCI method)	Constituent contribution**
(-)-alpha-terpineol & (+)-alpha-terpineol	62	77.25	47.90
gamma-terpineol	10	78.42	7.84
trans-beta-terpineol and cis-beta-terpineol	5.1	78.42	4.00
terpinolene	9	1120	100.80
terpineol multiconstituent	100		186.45

* Sum of the five molecules considered as 100%

** Constituent contribution = predicted log Kow x % of the substance