E-2-Hexenyl benzoate

Details

• Internal ID: c46613a4-fe69-4351-9acb-d3847c3cb913
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(E)-hex-2-enyl] benzoate
• SMILES (Canonical): CCCC=CCOC(=O)C1=CC=CC=C1
• SMILES (Isomeric): CCC/C=C/COC(=O)C1=CC=CC=C1
• InChI: InChI=1S/C13H16O2/c1-2-3-4-8-11-15-13(14)12-9-6-5-7-10-12/h4-10H,2-3,11H2,1H3/b8-4+
• InChI Key: IRWNFSMZBFIURE-XBXARRHUSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₂
• Molecular Weight: 204.26 g/mol
• Exact Mass: 204.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• (e)-2-hexenyl benzoate
• (2E)-2-Hexenyl benzoate
• trans-2-Hexenyl benzoate
• Benzoic acid 2-hexenyl ester
• (E)-2-Hexen-1-yl-benzoate
• (E)-2-Hexen-1-ol, benzoate
• 2-Hexen-1-ol, benzoate, trans
• IRWNFSMZBFIURE-XBXARRHUSA-N
• Benzoic acid (2E)-2-hexenyl ester
• (2E)-HEX-2-EN-1-YL BENZOATE
• Q67880210

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9238	92.38%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Plasma membrane	0.7032	70.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8892	88.92%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7590	75.90%
P-glycoprotein inhibitior	-	0.9786	97.86%
P-glycoprotein substrate	-	0.9696	96.96%
CYP3A4 substrate	-	0.6607	66.07%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8202	82.02%
CYP3A4 inhibition	-	0.9416	94.16%
CYP2C9 inhibition	-	0.8135	81.35%
CYP2C19 inhibition	-	0.6353	63.53%
CYP2D6 inhibition	-	0.8927	89.27%
CYP1A2 inhibition	+	0.6624	66.24%
CYP2C8 inhibition	-	0.5964	59.64%
CYP inhibitory promiscuity	+	0.5253	52.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.5228	52.28%
Eye corrosion	+	0.5632	56.32%
Eye irritation	+	0.9743	97.43%
Skin irritation	+	0.5252	52.52%
Skin corrosion	-	0.9952	99.52%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4348	43.48%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.8199	81.99%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.8069	80.69%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.5766	57.66%
Acute Oral Toxicity (c)	III	0.9016	90.16%
Estrogen receptor binding	-	0.6383	63.83%
Androgen receptor binding	-	0.7756	77.56%
Thyroid receptor binding	-	0.7649	76.49%
Glucocorticoid receptor binding	-	0.9166	91.66%
Aromatase binding	-	0.5936	59.36%
PPAR gamma	-	0.5994	59.94%
Honey bee toxicity	-	0.9822	98.22%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.51%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.02%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.28%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.69%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.73%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.23%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.18%	94.73%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 5352456
• NPASS: NPC201877