(Z)-3-Hexenyl Angelate

Details

• Internal ID: d9b059fa-bb98-4956-bd07-a87b26fcd2bd
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(Z)-hex-3-enyl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CCC=CCCOC(=O)C(=CC)C
• SMILES (Isomeric): CC/C=C\CCOC(=O)/C(=C\C)/C
• InChI: InChI=1S/C11H18O2/c1-4-6-7-8-9-13-11(12)10(3)5-2/h5-7H,4,8-9H2,1-3H3/b7-6-,10-5-
• InChI Key: JNWQKXUWZWKUAY-BHHIIOOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₂
• Molecular Weight: 182.26 g/mol
• Exact Mass: 182.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 2-Butenoic acid, 2-methyl-, 3-hexenyl ester, (Z,Z)-
• RefChem:467987
• (Z)-3-Hexenyl Angelate
• 84060-80-0
• cis-3-Hexenyl angelate
• (Z,Z)-3-Hexenyl 2-methyl-2-butenoate
• [(Z)-hex-3-enyl] (Z)-2-methylbut-2-enoate
• (Z)-(Z)-Hex-3-en-1-yl 2-methylbut-2-enoate
• (z)-3-hexen-1-yl angelate
• EINECS 281-904-4
• SCHEMBL872853
• DTXSID501264008
• 2-Butenoic acid, 2-methyl-, (3Z)-3-hexen-1-yl ester, (2Z)-
• AKOS015840264
• DB-248229
• (3Z)-3-Hexen-1-yl (2Z)-2-methyl-2-butenoate
• Q67866067

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.9399	93.99%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5687	56.87%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8770	87.70%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6196	61.96%
P-glycoprotein inhibitior	-	0.9825	98.25%
P-glycoprotein substrate	-	0.9522	95.22%
CYP3A4 substrate	-	0.6041	60.41%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.9048	90.48%
CYP2C9 inhibition	-	0.9180	91.80%
CYP2C19 inhibition	-	0.9083	90.83%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	-	0.7208	72.08%
CYP2C8 inhibition	-	0.9303	93.03%
CYP inhibitory promiscuity	-	0.5435	54.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.5641	56.41%
Eye corrosion	+	0.7808	78.08%
Eye irritation	+	0.7664	76.64%
Skin irritation	-	0.6585	65.85%
Skin corrosion	-	0.9962	99.62%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3877	38.77%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.5288	52.88%
Respiratory toxicity	-	0.9000	90.00%
Reproductive toxicity	-	0.9889	98.89%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.4878	48.78%
Acute Oral Toxicity (c)	III	0.8713	87.13%
Estrogen receptor binding	-	0.8682	86.82%
Androgen receptor binding	-	0.7621	76.21%
Thyroid receptor binding	-	0.8114	81.14%
Glucocorticoid receptor binding	-	0.8364	83.64%
Aromatase binding	-	0.5735	57.35%
PPAR gamma	-	0.7962	79.62%
Honey bee toxicity	-	0.8978	89.78%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9230	92.30%

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	95.03%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.88%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.67%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.25%	94.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.01%	97.25%

Plants that contains it

• Lonicera japonica

Cross-Links

• PubChem: 16220109
• NPASS: NPC270264