2,9-Dihydroxy-3-methoxy-[1]benzofuro[3,2-c]chromen-6-one

Details

• Internal ID: ff2f6328-1f6b-4807-be74-f13cee15c251
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Coumestans
• IUPAC Name: 2,9-dihydroxy-3-methoxy-[1]benzofuro[3,2-c]chromen-6-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)OC(=O)C3=C2OC4=C3C=CC(=C4)O)O
• SMILES (Isomeric): COC1=C(C=C2C(=C1)OC(=O)C3=C2OC4=C3C=CC(=C4)O)O
• InChI: InChI=1S/C16H10O6/c1-20-13-6-12-9(5-10(13)18)15-14(16(19)22-12)8-3-2-7(17)4-11(8)21-15/h2-6,17-18H,1H3
• InChI Key: DZTCHOVSMSHCHK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₆
• Molecular Weight: 298.25 g/mol
• Exact Mass: 298.04773803 g/mol
• Topological Polar Surface Area (TPSA): 89.10 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9673	96.73%
Caco-2	+	0.7509	75.09%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7881	78.81%
OATP2B1 inhibitior	-	0.5760	57.60%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7856	78.56%
P-glycoprotein inhibitior	-	0.6570	65.70%
P-glycoprotein substrate	-	0.6379	63.79%
CYP3A4 substrate	-	0.5063	50.63%
CYP2C9 substrate	-	0.8088	80.88%
CYP2D6 substrate	-	0.8314	83.14%
CYP3A4 inhibition	-	0.5451	54.51%
CYP2C9 inhibition	+	0.5352	53.52%
CYP2C19 inhibition	+	0.8224	82.24%
CYP2D6 inhibition	-	0.5182	51.82%
CYP1A2 inhibition	+	0.8588	85.88%
CYP2C8 inhibition	+	0.5147	51.47%
CYP inhibitory promiscuity	+	0.6502	65.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.3591	35.91%
Eye corrosion	-	0.9763	97.63%
Eye irritation	+	0.7526	75.26%
Skin irritation	-	0.6273	62.73%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8086	80.86%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.6803	68.03%
skin sensitisation	-	0.8595	85.95%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7032	70.32%
Acute Oral Toxicity (c)	III	0.5995	59.95%
Estrogen receptor binding	+	0.8668	86.68%
Androgen receptor binding	+	0.8678	86.78%
Thyroid receptor binding	+	0.6462	64.62%
Glucocorticoid receptor binding	+	0.7600	76.00%
Aromatase binding	+	0.8490	84.90%
PPAR gamma	+	0.8487	84.87%
Honey bee toxicity	-	0.8596	85.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.9075	90.75%

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	98.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.81%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.43%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.84%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.10%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.09%	89.00%
CHEMBL3194	P02766	Transthyretin	90.86%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.53%	94.45%
CHEMBL2535	P11166	Glucose transporter	88.16%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.47%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.86%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.82%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.08%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	82.29%	91.49%
CHEMBL1255126	O15151	Protein Mdm4	82.28%	90.20%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5319352
• LOTUS: LTS0200358
• wikiData: Q104991983