Methyl 3-[4-hydroxy-3-(3-methylbut-2-enoyl)phenyl]prop-2-enoate

Details

• Internal ID: 1c4d13ec-24f1-4dfc-8a4b-75ac4ea25138
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: methyl 3-[4-hydroxy-3-(3-methylbut-2-enoyl)phenyl]prop-2-enoate
• SMILES (Canonical): CC(=CC(=O)C1=C(C=CC(=C1)C=CC(=O)OC)O)C
• SMILES (Isomeric): CC(=CC(=O)C1=C(C=CC(=C1)C=CC(=O)OC)O)C
• InChI: InChI=1S/C15H16O4/c1-10(2)8-14(17)12-9-11(4-6-13(12)16)5-7-15(18)19-3/h4-9,16H,1-3H3
• InChI Key: SNCJUGHLORZYKO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 4
• 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	+	0.9913	99.13%
Caco-2	+	0.9067	90.67%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8937	89.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9508	95.08%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5580	55.80%
P-glycoprotein inhibitior	-	0.8552	85.52%
P-glycoprotein substrate	-	0.9196	91.96%
CYP3A4 substrate	-	0.5823	58.23%
CYP2C9 substrate	-	0.6034	60.34%
CYP2D6 substrate	-	0.8935	89.35%
CYP3A4 inhibition	-	0.8854	88.54%
CYP2C9 inhibition	-	0.7386	73.86%
CYP2C19 inhibition	-	0.5199	51.99%
CYP2D6 inhibition	-	0.9027	90.27%
CYP1A2 inhibition	-	0.6143	61.43%
CYP2C8 inhibition	-	0.6268	62.68%
CYP inhibitory promiscuity	-	0.7304	73.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5998	59.98%
Carcinogenicity (trinary)	Non-required	0.6422	64.22%
Eye corrosion	-	0.9396	93.96%
Eye irritation	+	0.9119	91.19%
Skin irritation	-	0.6692	66.92%
Skin corrosion	-	0.9778	97.78%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5576	55.76%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.6428	64.28%
skin sensitisation	-	0.7416	74.16%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6574	65.74%
Acute Oral Toxicity (c)	II	0.5361	53.61%
Estrogen receptor binding	+	0.8645	86.45%
Androgen receptor binding	+	0.9067	90.67%
Thyroid receptor binding	+	0.5338	53.38%
Glucocorticoid receptor binding	-	0.4665	46.65%
Aromatase binding	+	0.6999	69.99%
PPAR gamma	-	0.5563	55.63%
Honey bee toxicity	-	0.8836	88.36%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	98.97%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.56%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.50%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.43%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.50%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.32%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.93%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.81%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.60%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.14%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.53%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.53%	95.50%
CHEMBL2535	P11166	Glucose transporter	80.86%	98.75%
CHEMBL3194	P02766	Transthyretin	80.86%	90.71%

Plants that contains it

• Werneria nubigena

Cross-Links

• PubChem: 129664075
• LOTUS: LTS0157004
• wikiData: Q105256339