2,3-Dihydroxy-7-(3-methylbut-2-enyl)-[1]benzofuro[2,3-b]chromen-11-one

Details

• Internal ID: 0935a346-bfea-4b1f-8749-696bf36c31c9
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 2,3-dihydroxy-7-(3-methylbut-2-enyl)-[1]benzofuro[2,3-b]chromen-11-one
• SMILES (Canonical): CC(=CCC1=C2C(=CC=C1)C3=C(O2)OC4=CC(=C(C=C4C3=O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C2C(=CC=C1)C3=C(O2)OC4=CC(=C(C=C4C3=O)O)O)C
• InChI: InChI=1S/C20H16O5/c1-10(2)6-7-11-4-3-5-12-17-18(23)13-8-14(21)15(22)9-16(13)24-20(17)25-19(11)12/h3-6,8-9,21-22H,7H2,1-2H3
• InChI Key: QYUIEHPERLKOCH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₅
• Molecular Weight: 336.30 g/mol
• Exact Mass: 336.09977361 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.61
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	-	0.6477	64.77%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7730	77.30%
OATP2B1 inhibitior	-	0.5640	56.40%
OATP1B1 inhibitior	+	0.9394	93.94%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6567	65.67%
P-glycoprotein inhibitior	-	0.5236	52.36%
P-glycoprotein substrate	-	0.6348	63.48%
CYP3A4 substrate	+	0.5482	54.82%
CYP2C9 substrate	-	0.6328	63.28%
CYP2D6 substrate	-	0.7935	79.35%
CYP3A4 inhibition	-	0.6720	67.20%
CYP2C9 inhibition	+	0.8194	81.94%
CYP2C19 inhibition	+	0.8200	82.00%
CYP2D6 inhibition	-	0.6746	67.46%
CYP1A2 inhibition	+	0.5939	59.39%
CYP2C8 inhibition	-	0.7270	72.70%
CYP inhibitory promiscuity	+	0.7585	75.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4942	49.42%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.5548	55.48%
Skin irritation	-	0.6573	65.73%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6236	62.36%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.6566	65.66%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7959	79.59%
Acute Oral Toxicity (c)	III	0.4938	49.38%
Estrogen receptor binding	+	0.9210	92.10%
Androgen receptor binding	+	0.8334	83.34%
Thyroid receptor binding	-	0.4876	48.76%
Glucocorticoid receptor binding	+	0.8917	89.17%
Aromatase binding	+	0.8162	81.62%
PPAR gamma	+	0.9111	91.11%
Honey bee toxicity	-	0.8517	85.17%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	99.26%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.53%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.30%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.58%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.94%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.88%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.87%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.37%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.89%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.35%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.41%	85.14%
CHEMBL3959	P16083	Quinone reductase 2	82.38%	89.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.94%	92.62%

Plants that contains it

• Piscidia piscipula

Cross-Links

• PubChem: 162968577
• LOTUS: LTS0002691
• wikiData: Q105230652