Cinnamyl butyrate

Toxicity to aquatic algae and cyanobacteria

Link to relevant study record(s)

Reference

Endpoint:

toxicity to aquatic algae and cyanobacteria

Type of information:

(Q)SAR

Adequacy of study:

weight of evidence

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 limited documentation / justification

Justification for type of information:

The supporting QMRF report has been attached

Qualifier:

according to guideline

Guideline:

OECD Guideline 201 (Alga, Growth Inhibition Test)

Principles of method if other than guideline:

The prediction was done by using OECD QSAR tool box v3.3

GLP compliance:

not specified

Specific details on test material used for the study:

- Name of the test material: Cinnamyl butyrate
- IUPAC name: (2E)-3-phenylprop-2-en-1-yl butanoate
- Molecular formula: C13H16O2
- Molecular weight: 204.267 g/mol
- Substance type: Organic
- Smiles: c1(\C=C\COC(CCC)=O)ccccc1

Analytical monitoring:

not specified

Vehicle:

not specified

Test organisms (species):

Raphidocelis subcapitata (previous names: Pseudokirchneriella subcapitata, Selenastrum capricornutum)

Test type:

static

Water media type:

freshwater

Total exposure duration:

72 h

Duration:

72 h

Dose descriptor:

EC50

Effect conc.:

147.846 mg/L

Nominal / measured:

estimated

Conc. based on:

test mat.

Basis for effect:

growth rate

Remarks on result:

other: not classified

The prediction was based on dataset comprised from the following descriptors: EC50
Estimation method: Takes average value from the 5 nearest neighbours
Domain  logical expression:Result: In Domain

(((((((((((((("a" or "b" or "c" )  and "d" )  and ("e" and ( not "f") )  )  and ("g" and ( not "h") )  )  and ("i" and ( not "j") )  )  and ("k" and ( not "l") )  )  and ("m" and ( not "n") )  )  and ("o" and ( not "p") )  )  and ("q" and ( not "r") )  )  and ("s" and ( not "t") )  )  and ("u" and ( not "v") )  )  and ("w" and ( not "x") )  )  and "y" )  and ("z" and "aa" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Esters OR Vinyl/Allyl Esters by Aquatic toxicity classification by ECOSAR ONLY

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as SN2 OR SN2 >> SN2 reaction at sp3 carbon atom OR SN2 >> SN2 reaction at sp3 carbon atom >> Allyl acetates and related chemicals by Protein binding by OECD ONLY

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as SN2 OR SN2 >> SN2 Reaction at a sp3 carbon atom OR SN2 >> SN2 Reaction at a sp3 carbon atom >> Activated alkyl esters and thioesters  by Protein binding by OASIS v1.3 ONLY

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Class 3 (unspecific reactivity) by Acute aquatic toxicity classification by Verhaar (Modified) ONLY

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as Aromatic-H AND Benzene AND -C=CH  [alkenyl hydrogen] AND -CH2-  [linear] AND Ester   [-C(=O)-O-C] AND Methyl  [-CH3] AND Unsubstituted phenyl group (C6H5-) by Bioaccumulation - metabolism alerts

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Number of fused 6-carbon aromatic rings OR Number of fused acyclic rings OR Pyridine ring by Bioaccumulation - metabolism alerts

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Aromatic-H AND Benzene AND -C=CH  [alkenyl hydrogen] AND -CH2-  [linear] AND Ester   [-C(=O)-O-C] AND Methyl  [-CH3] AND Unsubstituted phenyl group (C6H5-) by Bioaccumulation - metabolism alerts

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Linear C4 terminal chain  [CCC-CH3] by Bioaccumulation - metabolism alerts

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Aromatic-H AND Benzene AND -C=CH  [alkenyl hydrogen] AND -CH2-  [linear] AND Ester   [-C(=O)-O-C] AND Methyl  [-CH3] AND Unsubstituted phenyl group (C6H5-) by Bioaccumulation - metabolism alerts

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as -CH2-  [cyclic] by Bioaccumulation - metabolism alerts

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as No alert found by Carcinogenicity (genotox and nongenotox) alerts by ISS

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as alpha,beta-unsaturated aliphatic alkoxy group (Genotox) by Carcinogenicity (genotox and nongenotox) alerts by ISS

Domain logical expression index: "m"

Referential boundary: The target chemical should be classified as No alert found by Carcinogenicity (genotox and nongenotox) alerts by ISS

Domain logical expression index: "n"

Referential boundary: The target chemical should be classified as Phtalate (or buthyl) diesters and monoesters (Nongenotox) by Carcinogenicity (genotox and nongenotox) alerts by ISS

Domain logical expression index: "o"

Referential boundary: The target chemical should be classified as (!Undefined)Group All Lipid Solubility < 0.01 g/kg by Eye irritation/corrosion Exclusion rules by BfR

Domain logical expression index: "p"

Referential boundary: The target chemical should be classified as Group C Melting Point > 55 C by Eye irritation/corrosion Exclusion rules by BfR

Domain logical expression index: "q"

Referential boundary: The target chemical should be classified as Not classified by Oncologic Primary Classification

Domain logical expression index: "r"

Referential boundary: The target chemical should be classified as Acrylate Reactive Functional Groups by Oncologic Primary Classification

Domain logical expression index: "s"

Referential boundary: The target chemical should be classified as Alkene AND Allyl AND Aryl AND Carboxylic acid ester by Organic Functional groups

Domain logical expression index: "t"

Referential boundary: The target chemical should be classified as Alkane, branched with tertiary carbon by Organic Functional groups

Domain logical expression index: "u"

Referential boundary: The target chemical should be classified as Alkene AND Allyl AND Aryl AND Carboxylic acid ester by Organic Functional groups

Domain logical expression index: "v"

Referential boundary: The target chemical should be classified as tert-Butyl by Organic Functional groups

Domain logical expression index: "w"

Referential boundary: The target chemical should be classified as Aromatic compound AND Carbonic acid derivative AND Carboxylic acid derivative AND Carboxylic acid ester by Organic functional groups, Norbert Haider (checkmol)

Domain logical expression index: "x"

Referential boundary: The target chemical should be classified as Alkylarylether by Organic functional groups, Norbert Haider (checkmol)

Domain logical expression index: "y"

Similarity boundary:Target: CCCC(=O)OCC=Cc1ccccc1
Threshold=20%,
Dice(Atom centered fragments)
Atom type; Count H attached; Hybridization

Domain logical expression index: "z"

Parametric boundary:The target chemical should have a value of log Kow which is >= 1.36

Domain logical expression index: "aa"

Parametric boundary:The target chemical should have a value of log Kow which is <= 4.17

Validity criteria fulfilled:

not specified

Conclusions:

EC50 value of test chemical (2E)-3-phenylprop-2-en-1-yl butanoate was estimated to be 147.846 mg/L when test chemical (2E)-3-phenylprop-2-en-1-yl butanoate was exposed for 72 hrs on Pseudokirchneriella subcapitata (previous names: Raphidocelis subcapitata, Selenastrum capricornutum) algae.

Executive summary:

Toxicity of test chemical (2E)-3-phenylprop-2-en-1-yl butanoate (CASno. 103-61-7)  was estimated by using OECD QSAR tool box v3.3 with log Kow as primary descriptor and considering the seven closest read across substances. When test chemical (2E)-3-phenylprop-2-en-1-yl butanoate was exposed for 72 hrs on Pseudokirchneriella subcapitata (previous names: Raphidocelis subcapitata, Selenastrum capricornutum) alga, EC50 value was estimated to be 147.846 mg/L. On the basis of EC 50 value it is concluded that this test chemical is considered to be not classified according to CLP classification criteria.

Description of key information

Toxicity of test chemical (2E)-3-phenylprop-2-en-1-yl butanoate (CASno. 103-61-7)  was estimated by using OECD QSAR tool box v3.3 with log Kow as primary descriptor and considering the seven closest read across substances. When test chemical (2E)-3-phenylprop-2-en-1-yl butanoate was exposed for 72 hrs on Pseudokirchneriella subcapitata (previous names: Raphidocelis subcapitata, Selenastrum capricornutum) alga, EC50 value was estimated to be 147.846 mg/L. On the basis of EC 50 value it is concluded that this test chemical is considered to be not classified according to CLP classification criteria.

Key value for chemical safety assessment

EC50 for freshwater algae:

147.846 mg/L

Additional information

Results of predicted data for target chemical (2E)-3-phenylprop-2-en-1-yl butanoate (CAS no. 103-61-7) and experimental studies for its structurally similar read across chemicals for toxicity to aquatic algae endpoint are summarized below.

In first weight of evidence study the Toxicity of test chemical (2E)-3-phenylprop-2-en-1-yl butanoate (CAS no. 103-61-7)  was estimated by using OECD QSAR tool box v3.3 with log Kow as primary descriptor and considering the seven closest read across substances. When test chemical (2E)-3-phenylprop-2-en-1-yl butanoate was exposed for 72 hrs on Pseudokirchneriella subcapitata (previous names: Raphidocelis subcapitata, Selenastrum capricornutum) alga, EC50 value was estimated to be 147.846 mg/L.

Next weight of evidence study was done form UERL study report (2017) in this report the effect of structurally similar read across chemical Benzyl butyrate, CAS No. 103-37-7 was studied on the growth of fresh water green alga Chlorella vulgaris. The study was conducted by following OECD guideline 201- Alga growth inhibition test. The test concentration chosen for the study were 6.25mg/L, 12.5mg/L, 25mg/L, 50 mg/L, 100mg/L and 200mg/L. The test concentrations were prepared using stock solution of the read across chemical using mineral media. The green alga was exposed to the test concentration for a period of 72 hours to observe average specific growth rate and % growth inhibition under the effect of the read across chemical. EC50 calculated graphically through probit analysis was observed to be >200mg/L.

Last weight of evidence study was done from authoritative database (HSDB, 2017) for structurally similar read across chemical in this study the toxicity to aquatic algae and cyanoabacteria Chlorococcales was determined by exposing algae to read aross chemical Butanoic acid, ethyl ester (CAS no. 105-54-4) for 24 hrs. EC 50 value was determined to be 1000 mg/L. Since EC 50 value is greater than 100 mg/L read across chemical Butanoic acid, ethyl ester was considered as not classified according to CLP classification criteria.

By considering results of all the experimental and predicted data studies mentioned above it is concluded that the target chemical (2E)-3-phenylprop-2-en-1-yl butanoate is non toxic aquatic algae  and considered as not classified according to CLP classification criteria.