(e)-4-Hydroxy-3-methylbut-2-enyl benzoate

Details

• Internal ID: 2bf0cadd-d525-4da1-857a-ded2c1bfc27e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(E)-4-hydroxy-3-methylbut-2-enyl] benzoate
• SMILES (Canonical): CC(=CCOC(=O)C1=CC=CC=C1)CO
• SMILES (Isomeric): C/C(=C\COC(=O)C1=CC=CC=C1)/CO
• InChI: InChI=1S/C12H14O3/c1-10(9-13)7-8-15-12(14)11-5-3-2-4-6-11/h2-7,13H,8-9H2,1H3/b10-7+
• InChI Key: ZAMIPZQEKMLQII-JXMROGBWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.24 g/mol
• Exact Mass: 206.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 3
• 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	+	0.9865	98.65%
Caco-2	+	0.8416	84.16%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7398	73.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9468	94.68%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7656	76.56%
P-glycoprotein inhibitior	-	0.9827	98.27%
P-glycoprotein substrate	-	0.9612	96.12%
CYP3A4 substrate	-	0.6337	63.37%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8471	84.71%
CYP3A4 inhibition	-	0.8992	89.92%
CYP2C9 inhibition	-	0.7857	78.57%
CYP2C19 inhibition	-	0.7501	75.01%
CYP2D6 inhibition	-	0.8678	86.78%
CYP1A2 inhibition	-	0.7150	71.50%
CYP2C8 inhibition	-	0.7018	70.18%
CYP inhibitory promiscuity	-	0.6615	66.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6980	69.80%
Carcinogenicity (trinary)	Non-required	0.6710	67.10%
Eye corrosion	-	0.8435	84.35%
Eye irritation	+	0.9706	97.06%
Skin irritation	-	0.5757	57.57%
Skin corrosion	-	0.9541	95.41%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7742	77.42%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.5923	59.23%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.5268	52.68%
Acute Oral Toxicity (c)	III	0.8283	82.83%
Estrogen receptor binding	-	0.5750	57.50%
Androgen receptor binding	-	0.7233	72.33%
Thyroid receptor binding	-	0.8125	81.25%
Glucocorticoid receptor binding	-	0.7816	78.16%
Aromatase binding	-	0.6343	63.43%
PPAR gamma	-	0.6106	61.06%
Honey bee toxicity	-	0.9725	97.25%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.31%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.28%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.31%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.46%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.33%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.29%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	80.88%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.30%	94.62%

Plants that contains it

• Dittrichia graveolens

Cross-Links

• PubChem: 91998745
• LOTUS: LTS0085992
• wikiData: Q105369945