[1R-(1α,2α,5β,8β)]-4,4,8-trimethyltricyclo[6.3.1.02,5]dodecan-1-yl acetate

Hydrolysis

Link to relevant study record(s)

Reference

Endpoint:

hydrolysis

Type of information:

calculation (if not (Q)SAR)

Adequacy of study:

key study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

accepted calculation method

Justification for type of information:

Estimated data generated using the EPI Suite model developed by the USEPA.

Qualifier:

according to guideline

Guideline:

other: Modeling database

Principles of method if other than guideline:

Data is from HYDROWIN v2.00 of EPI suite.

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of test material : [1R-(1α, 2α, 5β, 8β)]-4, 4, 8-trimethyltricyclo [6.3.1.02, 5] dodecan-1-yl acetate, (1R-(1alpha,2alpha,5beta,8beta))-4,4,8-Trimethyltricyclo[6.3.1.02,5]dodecanyl acetate
- Molecular formula : C17H28O2
- Molecular weight : 264.4062 g/mol
- Smiles notation : CC(=O)O[C@@]12CCC[C@@](C)(CC[C@@H] 3[C@@H]1CC3(C)C)C2
- InChl : 1S/C17H28O2/c1-12(18)19-17-8-5-7-16(4,11-17)9-6-13-14(17)10-15(13,2)3/h13-14H,5-11H2,1-4H3/t13-,14+,16+,17-/m1/s1
- Substance type: Organic
- Physical state: Liquid

Radiolabelling:

not specified

Analytical monitoring:

not specified

Estimation method (if used):

HYDROWIN v2.00

Positive controls:

not specified

Negative controls:

not specified

Transformation products:

not specified

Key result

pH:

7

Temp.:

25 °C

DT50:

6.497 yr

Type:

other: estimated data

Remarks on result:

other: Hydrolysis rate constant is 0.0381 L/mol-sec

Key result

pH:

8

Temp.:

25 °C

DT50:

237.292 d

Type:

other: estimated data

Remarks on result:

other: Hydrolysis rate constant is 0.0381 L/mol-sec

HYDROWIN Program (v2.00) Results:

================================

SMILES : O=C(OC(C(C(C1(C)C)CCC2(CC3)C)C1)(C2)C3)C

CHEM : Tricyclo 6.3.1.02,5 dodecan-1-ol, 4,4,8-trimethyl-, acetate, 1R-(1.a

lpha.,2.alpha.,5.beta.,8.beta.) -

MOL FOR: C17 H28 O2

MOL WT : 264.41

--------------------------- HYDROWIN v2.00 Results ---------------------------

NOTE: Fragment(s) on this compound are NOT available from the fragment

library. Substitute(s) have been used!!! Substitute R1, R2, R3,

or R4 fragments are marked with double astericks "**".

ESTER: R1-C(=O)-O-R2 R1: -CH3

** R2: Cycloheptyl-

Kb hydrolysis at atom # 2: 3.381E-002 L/mol-sec

Total Kb for pH > 8 at 25 deg C : 3.381E-002 L/mol-sec

Kb Half-Life at pH 8: 237.292 days

Kb Half-Life at pH 7: 6.497 years

Validity criteria fulfilled:

not specified

Conclusions:

The estimated half-life of (1R-(1alpha,2alpha,5beta,8beta))-4,4,8-Trimethyltricyclo[6.3.1.02,5]dodecanyl acetate was evaluated to be 6.497 yrs at pH 7.0 and 237.292 days at pH 8.0 (at 25ᵒC) respectively, indicating that it is not hydrolysable.

Executive summary:

HYDROWIN v2.00 program of Estimation Programs Interface (EPI Suite, 2018) prediction model was used to predict the hydrolysis half-life of test compound (1R-(1alpha,2alpha,5beta,8beta))-4,4,8-Trimethyltricyclo[6.3.1.02,5]dodecanyl acetate (CAS No. 57082 -24 -3). The estimated half-life of (1R-(1alpha,2alpha,5beta,8beta))-4,4,8-Trimethyltricyclo[6.3.1.02,5]dodecanyl acetate was evaluated to be 6.497 yrs at pH 7.0 and 237.292 days at pH 8.0 (at 25ᵒC) respectively, indicating that it is not hydrolysable.

Description of key information

HYDROWIN v2.00 program of Estimation Programs Interface (EPI Suite, 2018) prediction model was used to predict the hydrolysis half-life of test compound (1R-(1alpha,2alpha,5beta,8beta))-4,4,8-Trimethyltricyclo[6.3.1.02,5]dodecanyl acetate (CAS No. 57082 -24 -3). The estimated half-life of (1R-(1alpha,2alpha,5beta,8beta))-4,4,8-Trimethyltricyclo[6.3.1.02,5]dodecanyl acetate was evaluated to be 6.497 yrs at pH 7.0 and 237.292 days at pH 8.0 (at 25ᵒC) respectively, indicating that it is not hydrolysable.

Additional information

Predicted data for the target chemical (1R-(1alpha,2alpha,5beta,8beta))-4,4,8-Trimethyltricyclo[6.3.1.02,5]dodecanyl acetate (CAS No. 57082-24-3) and supporting study from authoritative database for its read across substance were reviewed for the hydrolysis end point which are summarized as below:

 

In a prediction done using the HYDROWIN v2.00 program of Estimation Programs Interface (EPI Suite, 2018) prediction model was used to predict the hydrolysis half-life of test compound (1R-(1alpha,2alpha,5beta,8beta))-4,4,8-Trimethyltricyclo[6.3.1.02,5]dodecanyl acetate (CAS No. 57082 -24 -3). The estimated half-life of (1R-(1alpha,2alpha,5beta,8beta))-4,4,8-Trimethyltricyclo[6.3.1.02,5]dodecanyl acetate was evaluated to be 6.497 yrs at pH 7.0 and 237.292 days at pH 8.0 (at 25ᵒC) respectively, indicating that it is not hydrolysable.

 

For the read across chemical 1,1-dimethylethyl ester, acetic acid (CAS no. 540-88-5), the half-life and acid & base catalyzed hydrolysis rate constant of the test chemical 1,1-dimethylethyl ester, acetic acid (CAS no. 540-88-5) was determined at a temperature of 20°C (HSDB, 2017). The acid and based catalyzed hydrolysis rate constant of 1,1-dimethylethyl ester, acetic acid was determined to be 12600 & 0.0015 L/mol-sec, respectively with a corresponding half-lives of 135, 14.6 and 1.5 years at pH 7, 8 and 9, respectively. Based on the half-life values, it is concluded that the chemical 1,1-dimethylethyl ester, acetic acid is not hydrolysable.

 

On the basis of the above results for target chemical (1R-(1alpha,2alpha,5beta,8beta))-4,4,8-Trimethyltricyclo[6.3.1.02,5]dodecanyl acetate(from EPI suite, 2018) and for its read across substance (from authoritative database HSDB, 2017), it can be concluded that the target chemical (1R-(1alpha,2alpha,5beta,8beta))-4,4,8-Trimethyltricyclo[6.3.1.02,5]dodecanyl acetate is not hydrolysable.