2-Benzylidene-5-methylhex-4-enoic acid

Details

• Internal ID: a8e6418d-f456-4646-9c79-53f32a5498d9
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
• IUPAC Name: 2-benzylidene-5-methylhex-4-enoic acid
• SMILES (Canonical): CC(=CCC(=CC1=CC=CC=C1)C(=O)O)C
• SMILES (Isomeric): CC(=CCC(=CC1=CC=CC=C1)C(=O)O)C
• InChI: InChI=1S/C14H16O2/c1-11(2)8-9-13(14(15)16)10-12-6-4-3-5-7-12/h3-8,10H,9H2,1-2H3,(H,15,16)
• InChI Key: ZKVOPDUGWCSBPC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.27 g/mol
• Exact Mass: 216.115029749 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8930	89.30%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7289	72.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9398	93.98%
OATP1B3 inhibitior	+	0.9245	92.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4509	45.09%
P-glycoprotein inhibitior	-	0.9524	95.24%
P-glycoprotein substrate	-	0.9584	95.84%
CYP3A4 substrate	-	0.6837	68.37%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8920	89.20%
CYP3A4 inhibition	-	0.9389	93.89%
CYP2C9 inhibition	-	0.7275	72.75%
CYP2C19 inhibition	-	0.9363	93.63%
CYP2D6 inhibition	-	0.8883	88.83%
CYP1A2 inhibition	-	0.9530	95.30%
CYP2C8 inhibition	-	0.9269	92.69%
CYP inhibitory promiscuity	-	0.8435	84.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5412	54.12%
Carcinogenicity (trinary)	Non-required	0.7968	79.68%
Eye corrosion	-	0.8239	82.39%
Eye irritation	+	0.9774	97.74%
Skin irritation	+	0.7776	77.76%
Skin corrosion	+	0.5739	57.39%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6334	63.34%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	+	0.9011	90.11%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5541	55.41%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5139	51.39%
Acute Oral Toxicity (c)	III	0.8636	86.36%
Estrogen receptor binding	-	0.4901	49.01%
Androgen receptor binding	+	0.5839	58.39%
Thyroid receptor binding	-	0.6307	63.07%
Glucocorticoid receptor binding	+	0.6310	63.10%
Aromatase binding	+	0.5426	54.26%
PPAR gamma	+	0.6317	63.17%
Honey bee toxicity	-	0.9753	97.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9889	98.89%

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	92.14%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.19%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.14%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.74%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.48%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.70%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.15%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.67%	96.00%

Plants that contains it

• Pandanus tectorius

Cross-Links

• PubChem: 68520111
• LOTUS: LTS0253940
• wikiData: Q105378767