Methyl 4-hydroxy-3-pent-3-en-2-ylbenzoate

Details

• Internal ID: d4ef3d4a-de45-49d5-8a45-b7068d623f0f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > p-Hydroxybenzoic acid esters > p-Hydroxybenzoic acid alkyl esters
• IUPAC Name: methyl 4-hydroxy-3-pent-3-en-2-ylbenzoate
• SMILES (Canonical): CC=CC(C)C1=C(C=CC(=C1)C(=O)OC)O
• SMILES (Isomeric): CC=CC(C)C1=C(C=CC(=C1)C(=O)OC)O
• InChI: InChI=1S/C13H16O3/c1-4-5-9(2)11-8-10(13(15)16-3)6-7-12(11)14/h4-9,14H,1-3H3
• InChI Key: IMYJIRJMZDCSEI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26 g/mol
• Exact Mass: 220.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8345	83.45%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9095	90.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8791	87.91%
OATP1B3 inhibitior	+	0.9746	97.46%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7869	78.69%
P-glycoprotein inhibitior	-	0.9505	95.05%
P-glycoprotein substrate	-	0.8923	89.23%
CYP3A4 substrate	-	0.5759	57.59%
CYP2C9 substrate	-	0.5939	59.39%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8838	88.38%
CYP2C9 inhibition	-	0.9670	96.70%
CYP2C19 inhibition	-	0.9095	90.95%
CYP2D6 inhibition	-	0.9610	96.10%
CYP1A2 inhibition	-	0.8135	81.35%
CYP2C8 inhibition	-	0.7472	74.72%
CYP inhibitory promiscuity	-	0.7932	79.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6711	67.11%
Carcinogenicity (trinary)	Non-required	0.6305	63.05%
Eye corrosion	-	0.5787	57.87%
Eye irritation	-	0.5828	58.28%
Skin irritation	+	0.6677	66.77%
Skin corrosion	-	0.9742	97.42%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4716	47.16%
Micronuclear	-	0.5793	57.93%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9022	90.22%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7059	70.59%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.5839	58.39%
Acute Oral Toxicity (c)	III	0.8408	84.08%
Estrogen receptor binding	+	0.6762	67.62%
Androgen receptor binding	-	0.7722	77.22%
Thyroid receptor binding	-	0.5867	58.67%
Glucocorticoid receptor binding	-	0.5650	56.50%
Aromatase binding	+	0.6184	61.84%
PPAR gamma	-	0.7379	73.79%
Honey bee toxicity	-	0.8596	85.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9699	96.99%

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	97.07%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.09%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.29%	99.17%
CHEMBL2535	P11166	Glucose transporter	88.96%	98.75%
CHEMBL2581	P07339	Cathepsin D	88.84%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.38%	90.71%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.26%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.72%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.17%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.27%	85.30%
CHEMBL3194	P02766	Transthyretin	81.68%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.37%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	80.23%	91.19%
CHEMBL4208	P20618	Proteasome component C5	80.17%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.14%	86.33%

Plants that contains it

• Piper glabratum

Cross-Links

• PubChem: 163194076
• LOTUS: LTS0119966
• wikiData: Q105116000