trans-2-Hexenyl butyrate

Details

• Internal ID: 5c51b3ed-b607-4dd6-b400-8c857dc826b5
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(E)-hex-2-enyl] butanoate
• SMILES (Canonical): CCCC=CCOC(=O)CCC
• SMILES (Isomeric): CCC/C=C/COC(=O)CCC
• InChI: InChI=1S/C10H18O2/c1-3-5-6-7-9-12-10(11)8-4-2/h6-7H,3-5,8-9H2,1-2H3/b7-6+
• InChI Key: PCGACKLJNBBQGM-VOTSOKGWSA-N
• Popularity: 68 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25 g/mol
• Exact Mass: 170.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 53398-83-7
• (E)-2-Hexenyl butyrate
• [(E)-hex-2-enyl] butanoate
• 2-hexenyl butanoate
• (E)-Hex-2-enyl butyrate
• 2-Hexenyl butyrate, (2E)-
• Butanoic acid, 2-hexenyl ester, (E)-
• (2E)-2-Hexenyl butyrate
• Butanoic acid, (2E)-2-hexen-1-yl ester
• trans-2-hexenyl butanoate
• (E)-2-Hexenyl butanoate
• Butanoic acid, (2E)-2-hexenyl ester
• trans-2-Hexenyl n-butyrate
• (2E)-Hexen-1-yl butyrate
• n-Butyric acid trans-2-hexen-1-yl ester
• Z60BMY964J
• (E)-Hex-2-en-1-yl butyrate
• (E)-2-Hexen-1-ol, butanoate
• WE(6:1(2E)/4:0)
• Butyric Acid trans-2-Hexenyl Ester
• UNII-Z60BMY964J
• EINECS 258-515-3
• AI3-35967
• (Z)-2-Hexenyl butanoate
• SCHEMBL873581
• SCHEMBL873582
• (E)-Hex-2-en-1-ylbutyrate
• FEMA NO. 3926
• FEMA 3926
• DTXSID90886052
• (2E)-hex-2-en-1-yl butanoate
• CHEBI:180204
• PCGACKLJNBBQGM-UHFFFAOYSA-N
• PCGACKLJNBBQGM-VOTSOKGWSA-N
• 2-Hexenyl butanoate, isomer # 1
• 2-Hexenyl Ester(z)-Butanoic Acid
• LMFA07010585
• MFCD00036546
• (E)-2-HEXENYL BUTYRATE [FHFI]
• LS-13873
• B1075
• CS-0206600
• trans-2-Hexenyl butyrate, >=96%, stabilized, FG
• Q27295045
• InChI=1/C10H18O2/c1-3-5-6-7-9-12-10(11)8-4-2/h6-7H,3-5,8-9H2,1-2H3/b7-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.9202	92.02%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Plasma membrane	0.5731	57.31%
OATP2B1 inhibitior	-	0.8460	84.60%
OATP1B1 inhibitior	+	0.8727	87.27%
OATP1B3 inhibitior	+	0.9279	92.79%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8500	85.00%
P-glycoprotein inhibitior	-	0.9864	98.64%
P-glycoprotein substrate	-	0.9667	96.67%
CYP3A4 substrate	-	0.6017	60.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	-	0.9435	94.35%
CYP2C9 inhibition	-	0.9269	92.69%
CYP2C19 inhibition	-	0.9196	91.96%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.9289	92.89%
CYP inhibitory promiscuity	-	0.7276	72.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.5568	55.68%
Eye corrosion	+	0.9737	97.37%
Eye irritation	+	0.9645	96.45%
Skin irritation	-	0.5489	54.89%
Skin corrosion	-	0.9905	99.05%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4778	47.78%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.8663	86.63%
Respiratory toxicity	-	0.9667	96.67%
Reproductive toxicity	-	0.9778	97.78%
Mitochondrial toxicity	-	1.0000	100.00%
Nephrotoxicity	-	0.5689	56.89%
Acute Oral Toxicity (c)	III	0.8125	81.25%
Estrogen receptor binding	-	0.9129	91.29%
Androgen receptor binding	-	0.9565	95.65%
Thyroid receptor binding	-	0.8744	87.44%
Glucocorticoid receptor binding	-	0.7935	79.35%
Aromatase binding	-	0.8652	86.52%
PPAR gamma	-	0.8323	83.23%
Honey bee toxicity	-	0.9365	93.65%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5745	57.45%
Fish aquatic toxicity	+	0.9452	94.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	92.50%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.59%	96.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.98%	94.33%

Plants that contains it

• Capillipedium parviflorum

Cross-Links

• PubChem: 5352461
• LOTUS: LTS0025356
• wikiData: Q27295045