methyl (E)-4-(7-hydroxy-2-oxochromen-3-yl)-2-methylbut-2-enoate

Details

• Internal ID: ea433f95-00fb-4a79-91ab-a54020d1916f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: methyl (E)-4-(7-hydroxy-2-oxochromen-3-yl)-2-methylbut-2-enoate
• SMILES (Canonical): CC(=CCC1=CC2=C(C=C(C=C2)O)OC1=O)C(=O)OC
• SMILES (Isomeric): C/C(=C\CC1=CC2=C(C=C(C=C2)O)OC1=O)/C(=O)OC
• InChI: InChI=1S/C15H14O5/c1-9(14(17)19-2)3-4-11-7-10-5-6-12(16)8-13(10)20-15(11)18/h3,5-8,16H,4H2,1-2H3/b9-3+
• InChI Key: HGGHSLWURIOHDI-YCRREMRBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 5
• 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	+	0.9866	98.66%
Caco-2	+	0.7581	75.81%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7187	71.87%
OATP2B1 inhibitior	-	0.7207	72.07%
OATP1B1 inhibitior	+	0.8012	80.12%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7671	76.71%
P-glycoprotein inhibitior	-	0.8678	86.78%
P-glycoprotein substrate	-	0.5801	58.01%
CYP3A4 substrate	-	0.5056	50.56%
CYP2C9 substrate	-	0.5603	56.03%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	-	0.8144	81.44%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.6122	61.22%
CYP2D6 inhibition	-	0.8097	80.97%
CYP1A2 inhibition	+	0.6820	68.20%
CYP2C8 inhibition	-	0.6251	62.51%
CYP inhibitory promiscuity	+	0.7133	71.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6203	62.03%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.7339	73.39%
Skin irritation	-	0.7173	71.73%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5059	50.59%
Micronuclear	+	0.6159	61.59%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8536	85.36%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5362	53.62%
Acute Oral Toxicity (c)	II	0.4851	48.51%
Estrogen receptor binding	+	0.7974	79.74%
Androgen receptor binding	+	0.6522	65.22%
Thyroid receptor binding	-	0.5585	55.85%
Glucocorticoid receptor binding	+	0.6338	63.38%
Aromatase binding	+	0.7363	73.63%
PPAR gamma	-	0.5678	56.78%
Honey bee toxicity	-	0.8883	88.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	98.82%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.49%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.76%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.34%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.87%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.65%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.12%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.63%	94.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.55%	85.00%
CHEMBL4208	P20618	Proteasome component C5	83.10%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.70%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.24%	96.95%
CHEMBL3959	P16083	Quinone reductase 2	80.36%	89.49%

Plants that contains it

• Phebalium clavatum

Cross-Links

• PubChem: 11119274
• LOTUS: LTS0265471
• wikiData: Q105027731