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

Details

• Internal ID: f2d0635d-bc2a-400a-b2db-e8a7e1e9f0bf
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
• IUPAC Name: 2-benzylidene-5-methylhex-5-enoic acid
• SMILES (Canonical): CC(=C)CCC(=CC1=CC=CC=C1)C(=O)O
• SMILES (Isomeric): CC(=C)CCC(=CC1=CC=CC=C1)C(=O)O
• InChI: InChI=1S/C14H16O2/c1-11(2)8-9-13(14(15)16)10-12-6-4-3-5-7-12/h3-7,10H,1,8-9H2,2H3,(H,15,16)
• InChI Key: KHPMNBWLJBACBO-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: 3.90
• Atomic LogP (AlogP): 3.51
• 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	+	0.9946	99.46%
Caco-2	+	0.8932	89.32%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5024	50.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.8905	89.05%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7012	70.12%
P-glycoprotein inhibitior	-	0.9720	97.20%
P-glycoprotein substrate	-	0.9509	95.09%
CYP3A4 substrate	-	0.6799	67.99%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.8920	89.20%
CYP3A4 inhibition	-	0.8495	84.95%
CYP2C9 inhibition	-	0.8213	82.13%
CYP2C19 inhibition	-	0.8032	80.32%
CYP2D6 inhibition	-	0.8871	88.71%
CYP1A2 inhibition	-	0.8237	82.37%
CYP2C8 inhibition	-	0.8141	81.41%
CYP inhibitory promiscuity	-	0.8281	82.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6974	69.74%
Carcinogenicity (trinary)	Non-required	0.6938	69.38%
Eye corrosion	-	0.7459	74.59%
Eye irritation	+	0.9288	92.88%
Skin irritation	+	0.6906	69.06%
Skin corrosion	-	0.5605	56.05%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5893	58.93%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	+	0.8574	85.74%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5137	51.37%
Acute Oral Toxicity (c)	III	0.7594	75.94%
Estrogen receptor binding	-	0.7546	75.46%
Androgen receptor binding	+	0.7283	72.83%
Thyroid receptor binding	-	0.5575	55.75%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5769	57.69%
PPAR gamma	+	0.5206	52.06%
Honey bee toxicity	-	0.9655	96.55%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	94.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.66%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.37%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.08%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.47%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	85.81%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.55%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.34%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.70%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	80.93%	90.17%

Plants that contains it

• Pandanus tectorius

Cross-Links

• PubChem: 163189786
• LOTUS: LTS0041559
• wikiData: Q105141279