Perillyl acetate

Details

• Internal ID: c4903f60-5a11-4ca9-906f-9b2cf2225c27
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (4-prop-1-en-2-ylcyclohexen-1-yl)methyl acetate
• SMILES (Canonical): CC(=C)C1CCC(=CC1)COC(=O)C
• SMILES (Isomeric): CC(=C)C1CCC(=CC1)COC(=O)C
• InChI: InChI=1S/C12H18O2/c1-9(2)12-6-4-11(5-7-12)8-14-10(3)13/h4,12H,1,5-8H2,2-3H3
• InChI Key: WTXBCFKGCNWPLS-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: 2.70
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• Perilla acetate
• 15111-96-3
• Dihydrocuminyl acetate
• p-Mentha-1,8-dien-7-yl acetate
• Menthadien-7-carbinyl acetate
• p-Mentha-1,8-dien-7-ol, acetate
• 1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-, acetate
• FEMA No. 3561
• 1,8-P-Menthadien-7-yl acetate
• (4-prop-1-en-2-ylcyclohexen-1-yl)methyl acetate
• EINECS 239-162-4
• DIHYDRO CUMINYL ACETATE
• 4-(1-Methylvinyl)cyclohex-1-ene-1-methyl acetate
• 4-Isopropenyl-1-cyclohexene carbinyl acetate
• UNII-7P95D01XYJ
• 4-(1-Methylethenyl)-1-cyclohexene-1-methyl acetate
• 7P95D01XYJ
• (4-Isopropenyl-1-cyclohexen-1-yl)methyl acetate
• 1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-, 1-acetate
• [4-(PROP-1-EN-2-YL)CYCLOHEX-1-EN-1-YL]METHYL ACETATE
• Cyclohex-1-ene-1-methanol-4-(1-methylethenyl)-acetate
• Perilla alcohol, acetate
• SCHEMBL1302136
• DTXSID4051740
• FEMA 3561
• AKOS006274505
• 4-i-propenylcyclohex-1-enylmethyl acetate
• LS-179020
• P-MENTHA-1,8-DIEN-7-YL ACETATE [FHFI]
• (+/-)-P-MENTHA-1,8-DIEN-7-YL ACETATE
• (4-prop-1-en-2-yl-1-cyclohexenyl)methyl acetate
• 4-ISOPROPENYL-1-CYCLOHEXENE CARBINOL ACETATE
• P-MENTHA-1,8-DIEN-7-YL ACETATE, (+/-)-
• 4-(1-METHYLVINYL)CYCLOHEX-1-ENE-1-METHYLACETATE
• 4 - (1 - methylvinyl)cyclohex - 1 - ene - 1 - methyl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.5935	59.35%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6587	65.87%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9403	94.03%
OATP1B3 inhibitior	+	0.9022	90.22%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8425	84.25%
P-glycoprotein inhibitior	-	0.9680	96.80%
P-glycoprotein substrate	-	0.9138	91.38%
CYP3A4 substrate	-	0.5272	52.72%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8610	86.10%
CYP2C9 inhibition	-	0.9141	91.41%
CYP2C19 inhibition	-	0.8559	85.59%
CYP2D6 inhibition	-	0.9026	90.26%
CYP1A2 inhibition	-	0.6861	68.61%
CYP2C8 inhibition	-	0.8308	83.08%
CYP inhibitory promiscuity	-	0.6206	62.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7528	75.28%
Carcinogenicity (trinary)	Non-required	0.6388	63.88%
Eye corrosion	+	0.5753	57.53%
Eye irritation	+	0.8882	88.82%
Skin irritation	+	0.5641	56.41%
Skin corrosion	-	0.9971	99.71%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6146	61.46%
skin sensitisation	+	0.7740	77.40%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	+	0.6481	64.81%
Acute Oral Toxicity (c)	III	0.8408	84.08%
Estrogen receptor binding	-	0.9116	91.16%
Androgen receptor binding	-	0.8311	83.11%
Thyroid receptor binding	-	0.8860	88.60%
Glucocorticoid receptor binding	-	0.7294	72.94%
Aromatase binding	-	0.7389	73.89%
PPAR gamma	-	0.8512	85.12%
Honey bee toxicity	-	0.9235	92.35%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.59%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.59%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.72%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.73%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	85.72%	83.82%
CHEMBL2581	P07339	Cathepsin D	85.39%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.20%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.01%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.74%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.50%	96.95%

Plants that contains it

• Citrus × aurantium
• Citrus deliciosa
• Cnidium monnieri
• Elsholtzia ciliata
• Helianthus annuus
• Leonurus japonicus
• Mosla chinensis
• Salvia dorisiana
• Valeriana officinalis

Cross-Links

• PubChem: 61780
• NPASS: NPC186996
• LOTUS: LTS0074587
• wikiData: Q81984803