2-Benzylidene-5-phenylpent-4-enoic acid

Details

• Internal ID: 81c1c3d5-c263-497c-ab88-673242effacb
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
• IUPAC Name: 2-benzylidene-5-phenylpent-4-enoic acid
• InChI: InChI=1S/C18H16O2/c19-18(20)17(14-16-10-5-2-6-11-16)13-7-12-15-8-3-1-4-9-15/h1-12,14H,13H2,(H,19,20)
• InChI Key: LWQZMOOZYZFJBS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₂
• Molecular Weight: 264.30 g/mol
• Exact Mass: 264.115029749 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6204	62.04%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5269	52.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9053	90.53%
OATP1B3 inhibitior	+	0.8603	86.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4501	45.01%
P-glycoprotein inhibitior	-	0.9428	94.28%
P-glycoprotein substrate	-	0.9832	98.32%
CYP3A4 substrate	-	0.7197	71.97%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.8573	85.73%
CYP3A4 inhibition	-	0.9348	93.48%
CYP2C9 inhibition	-	0.6802	68.02%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.8355	83.55%
CYP inhibitory promiscuity	-	0.6415	64.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5198	51.98%
Carcinogenicity (trinary)	Non-required	0.7061	70.61%
Eye corrosion	-	0.9528	95.28%
Eye irritation	+	0.9869	98.69%
Skin irritation	+	0.6140	61.40%
Skin corrosion	-	0.8516	85.16%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6712	67.12%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.8781	87.81%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6371	63.71%
Acute Oral Toxicity (c)	III	0.7783	77.83%
Estrogen receptor binding	+	0.8538	85.38%
Androgen receptor binding	+	0.6549	65.49%
Thyroid receptor binding	-	0.6304	63.04%
Glucocorticoid receptor binding	-	0.7326	73.26%
Aromatase binding	+	0.8489	84.89%
PPAR gamma	+	0.6645	66.45%
Honey bee toxicity	-	0.9672	96.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.40%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.62%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.35%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.17%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.21%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	82.16%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.99%	99.17%
CHEMBL2581	P07339	Cathepsin D	80.61%	98.95%

Plants that contains it

• Goniothalamus borneensis

Cross-Links

• PubChem: 54056537
• LOTUS: LTS0074534
• wikiData: Q105158519