Terpinyl butyrate

Details

• Internal ID: da72170f-2dd5-4b4a-ae5b-a7abc7a6c4b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 2-(4-methylcyclohex-3-en-1-yl)propan-2-yl butanoate
• SMILES (Canonical): CCCC(=O)OC(C)(C)C1CCC(=CC1)C
• SMILES (Isomeric): CCCC(=O)OC(C)(C)C1CCC(=CC1)C
• InChI: InChI=1S/C14H24O2/c1-5-6-13(15)16-14(3,4)12-9-7-11(2)8-10-12/h7,12H,5-6,8-10H2,1-4H3
• InChI Key: LWKWNIYBQLKBMQ-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₂
• Molecular Weight: 224.34 g/mol
• Exact Mass: 224.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• Terpinyl butyrate
• alpha-Terpinyl butyrate
• 2-(4-methylcyclohex-3-en-1-yl)propan-2-yl butanoate
• Butanoic acid, 1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl ester
• alpha-Terpineol butanoate
• .alpha.-Terpinyl butyrate
• Terpinyl n-butyrate
• Butyric acid, p-menth-1-en-8-yl ester
• 2-(4-methylcyclohex-3-en-1-yl)propan-2-yl butyrate
• P-Menth-1-en-8-yl butyrate
• L94B6AU40N
• 4-Terpinenyl ester of n-butanoic acid
• 1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl butanoate
• 1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl butyrate
• Terpinylbutyrat
• trans-.beta.-Terpinyl butanoate
• a-Terpineol butanoate
• alpha -terpinyl butyrate
• UNII-L94B6AU40N
• FEMA No. 3049
• SCHEMBL3504597
• CHEMBL4159021
• FEMA 3049
• DTXSID30862850
• CHEBI:171778
• LWKWNIYBQLKBMQ-UHFFFAOYSA-N
• EINECS 218-445-6
• Butanoic acid,1-methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl ester
• FEMA NO. 3049, .ALPHA.-
• alpha -terpinyl ester of N-butanoic acid
• BS-32139
• (+/-)-.ALPHA.-TERPINYL BUTYRATE
• .alpha.-Terpinyl ester of n-butanoic acid
• CS-0206229
• .ALPHA.-TERPINYL BUTYRATE, (+/-)-
• 2-(4-methylcyclohex-3-en-1-yl)propan-2-ylbutyrate
• Q27282860
• 1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl butyrate #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.9180	91.80%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5253	52.53%
OATP2B1 inhibitior	-	0.8482	84.82%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8466	84.66%
P-glycoprotein inhibitior	-	0.9286	92.86%
P-glycoprotein substrate	-	0.8287	82.87%
CYP3A4 substrate	-	0.5000	50.00%
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	-	0.5883	58.83%
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	+	0.7824	78.24%
Skin irritation	-	0.5570	55.70%
Skin corrosion	-	0.9971	99.71%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3789	37.89%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6021	60.21%
skin sensitisation	+	0.9022	90.22%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.7497	74.97%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	-	0.7431	74.31%
Acute Oral Toxicity (c)	III	0.7208	72.08%
Estrogen receptor binding	-	0.6153	61.53%
Androgen receptor binding	-	0.8301	83.01%
Thyroid receptor binding	-	0.7650	76.50%
Glucocorticoid receptor binding	-	0.7010	70.10%
Aromatase binding	-	0.8233	82.33%
PPAR gamma	-	0.8146	81.46%
Honey bee toxicity	-	0.9477	94.77%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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	98.47%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.67%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.61%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.53%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.46%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.23%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%

Plants that contains it

• Scutellaria barbata

Cross-Links

• PubChem: 578423
• NPASS: NPC99350