Carvyl acetate

Details

• Internal ID: 79aea7e5-7112-46a6-b3eb-34aa5849dcba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl) acetate
• SMILES (Canonical): CC1=CCC(CC1OC(=O)C)C(=C)C
• SMILES (Isomeric): CC1=CCC(CC1OC(=O)C)C(=C)C
• InChI: InChI=1S/C12H18O2/c1-8(2)11-6-5-9(3)12(7-11)14-10(4)13/h5,11-12H,1,6-7H2,2-4H3
• InChI Key: YTHRBOFHFYZBRJ-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27 g/mol
• Exact Mass: 194.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 97-42-7
• Carveol acetate
• p-Mentha-6,8-dien-2-ol, acetate
• l-Carvyl acetate
• 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, acetate
• p-Mentha-6,8-dien-2-yl acetate
• p-Mentha-1(6),8-dien-2-yl acetate
• 1-p-Mentha-6(8,9)-dien-2-yl acetate
• (2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl) acetate
• EINECS 202-580-2
• BRN 2330666
• 2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-yl acetate
• DTXSID3024738
• 2-METHYL-5-(PROP-1-EN-2-YL)CYCLOHEX-2-EN-1-YL ACETATE
• FEMA No. 2250
• 1-06-00-00061 (Beilstein Handbook Reference)
• 5-isopropenyl-2-methylcyclohex-2-en-1-yl acetate
• DTXCID904738
• 5-hydroxy-d-lysine- 5-hydroxy-l-lysine hydrochloride(1:1:2)
• 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, 1-acetate
• laevo-Carvyl acetate
• trans-Carveyl acetate
• (?)-Carvyl acetate
• CAS-97-42-7
• cis-2-Methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate
• 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, acetate, (1R,5R)-rel-
• Carvyl acetate E;
• 5-Isopropenyl-2-methyl-2-cyclohexen-1-yl acetate #
• (-)-CARVYLACETATE
• SCHEMBL347350
• 6-Acetoxy-p-menta-1,8-diene
• 6-Acetoxy-p-mentha-1,8-diene
• CHEMBL1351619
• FEMA 2250
• cis - 2 - methyl - 5 - (1 - methylvinyl)cyclohex - 2 - en - 1 - yl acetate
• YTHRBOFHFYZBRJ-UHFFFAOYSA-N
• Tox21_201728
• Tox21_303105
• MFCD00001559
• AKOS015912485
• LS-2026
• NCGC00091401-01
• NCGC00091401-02
• NCGC00256971-01
• NCGC00259277-01
• 5-Isopropenyl-2-methyl-2-cyclohexen-1-yl acetate
• SR-01000481252
• p - mentha - 1(6),8 - dien - 2 - yl acetate
• Q4686651
• SR-01000481252-1
• 2-ciclohexen-1-ol, 2-metil-5-(1-metiletenil)-, 1-acetato

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.7637	76.37%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7629	76.29%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9565	95.65%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8069	80.69%
P-glycoprotein inhibitior	-	0.9577	95.77%
P-glycoprotein substrate	-	0.8703	87.03%
CYP3A4 substrate	-	0.5399	53.99%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.9650	96.50%
CYP2C19 inhibition	-	0.7156	71.56%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8789	87.89%
CYP2C8 inhibition	-	0.9079	90.79%
CYP inhibitory promiscuity	-	0.8208	82.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6337	63.37%
Carcinogenicity (trinary)	Non-required	0.6412	64.12%
Eye corrosion	-	0.8178	81.78%
Eye irritation	+	0.7407	74.07%
Skin irritation	+	0.5333	53.33%
Skin corrosion	-	0.9933	99.33%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3953	39.53%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.7053	70.53%
skin sensitisation	+	0.7596	75.96%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.5528	55.28%
Acute Oral Toxicity (c)	III	0.8429	84.29%
Estrogen receptor binding	-	0.9146	91.46%
Androgen receptor binding	-	0.8055	80.55%
Thyroid receptor binding	-	0.7648	76.48%
Glucocorticoid receptor binding	-	0.8416	84.16%
Aromatase binding	-	0.7607	76.07%
PPAR gamma	-	0.6585	65.85%
Honey bee toxicity	-	0.7526	75.26%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9826	98.26%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	39810.7 nM	Potency	via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	794.3 nM; 794.3 nM; 794.3 nM	Potency; Potency; Potency	via CMAUP; via CMAUP; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.61%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.87%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.66%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.25%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.90%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.91%	97.25%
CHEMBL2581	P07339	Cathepsin D	83.42%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.43%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	80.44%	83.82%

Plants that contains it

• Agathosma betulina
• Citrus maxima
• Mentha pulegium
• Santolina chamaecyparissus

Cross-Links

• PubChem: 7335
• NPASS: NPC19241
• ChEMBL: CHEMBL1351619
• LOTUS: LTS0049357
• wikiData: Q4686651