Terpinyl propionate

Details

• Internal ID: 7e1c1e5e-e074-4fb2-bf0b-e07ee0200f31
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 2-(4-methylcyclohex-3-en-1-yl)propan-2-yl propanoate
• SMILES (Canonical): CCC(=O)OC(C)(C)C1CCC(=CC1)C
• SMILES (Isomeric): CCC(=O)OC(C)(C)C1CCC(=CC1)C
• InChI: InChI=1S/C13H22O2/c1-5-12(14)15-13(3,4)11-8-6-10(2)7-9-11/h6,11H,5,7-9H2,1-4H3
• InChI Key: CMKQOKAXUWQAHG-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₂
• Molecular Weight: 210.31 g/mol
• Exact Mass: 210.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• Terpineol propionate
• Terpineol, propanoate
• p-Menthanyl propionate
• alpha-Terpinyl propionate
• p-Menth-1-en-8-yl propionate
• p-Menth-1-en-8-yl propanoate
• Propionic acid, terpineol ester
• .alpha.-Terpinyl propionate
• FEMA No. 3053
• 62395-45-3
• EINECS 201-266-2
• EINECS 263-530-3
• 7JE9M43B3K
• DTXSID3044833
• AI3-24377
• 3-CYCLOHEXENE-1-METHANOL, .ALPHA.,.ALPHA.,4-TRIMETHYL-, PROPANOATE
• alpha,alpha,4-Trimethyl-3-cyclohexene-1-methyl propionate
• 3GKH6X9TE3
• MENTHEN-1-YL-8-ATE
• DTXCID1024833
• 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-, propanoate
• 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-, propionate
• P-MENTH-1-EN-8-OL PROPIONATE
• FEMA NO. 3053, .ALPHA.-
• 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-, 1-propanoate
• 3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, 1-propanoate
• RefChem:891485
• DTXSID901060705
• TERPINYL PROPIONATE [FHFI]
• FEMA NO. 3053, ALPHA-
• 263-530-3
• 80-27-3
• 2-(4-methylcyclohex-3-en-1-yl)propan-2-yl propanoate
• alpha-Terpineol propanoate
• Terpinyl n-propionate
• 4-Terpinenyl ester of propanoic acid
• TERPINYLPROPIONATE
• UNII-3GKH6X9TE3
• UNII-7JE9M43B3K
• p-menth-1-en-8-yl-propionate
• Terpinylpropionat
• Terpenyl propionate
• a-Terpineol propanoate
• Terpinyl propionate FCC
• alpha -terpinyl propionate
• SCHEMBL129843
• CHEMBL3188389
• FEMA 3053
• 1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl propionate
• CHEBI:174065
• Tox21_301775
• alpha -terpinyl ester of propanoic acid
• CAS-80-27-3
• .alpha.-Terpinyl ester of propanoic acid
• NCGC00256174-01
• DB-253747
• NS00013201
• E79720
• Q27268406
• 2-(4-methylcyclohex-3-en-1-yl)propan-2-yl propionate
• 1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl propionate #
• Alpha,alpha,4-trimethyl-3-cyclohexene-1-methanol 1-propanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.9309	93.09%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5253	52.53%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9495	94.95%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8684	86.84%
P-glycoprotein inhibitior	-	0.9476	94.76%
P-glycoprotein substrate	-	0.8642	86.42%
CYP3A4 substrate	-	0.5061	50.61%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8024	80.24%
CYP2C9 inhibition	-	0.7947	79.47%
CYP2C19 inhibition	-	0.6216	62.16%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	-	0.7319	73.19%
CYP2C8 inhibition	-	0.5951	59.51%
CYP inhibitory promiscuity	-	0.5673	56.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Warning	0.4996	49.96%
Eye corrosion	-	0.8799	87.99%
Eye irritation	+	0.7134	71.34%
Skin irritation	-	0.5570	55.70%
Skin corrosion	-	0.9971	99.71%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4074	40.74%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	+	0.9022	90.22%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.7497	74.97%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	-	0.7649	76.49%
Acute Oral Toxicity (c)	III	0.7208	72.08%
Estrogen receptor binding	-	0.6538	65.38%
Androgen receptor binding	-	0.7891	78.91%
Thyroid receptor binding	-	0.7232	72.32%
Glucocorticoid receptor binding	-	0.8208	82.08%
Aromatase binding	-	0.8444	84.44%
PPAR gamma	-	0.8431	84.31%
Honey bee toxicity	-	0.9511	95.11%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9914	99.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.05%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.09%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.10%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.60%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.30%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.97%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.68%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.36%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.78%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.88%	95.89%

Plants that contains it

• Elettaria cardamomum

Cross-Links

• PubChem: 62328
• NPASS: NPC165808