3,9-Dihydroxy-1,8-dimethoxy-[1]benzofuro[3,2-c]chromen-6-one

Details

• Internal ID: 963df678-3545-45e7-b760-ef9f6e12f498
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Coumestans
• IUPAC Name: 3,9-dihydroxy-1,8-dimethoxy-[1]benzofuro[3,2-c]chromen-6-one
• SMILES (Canonical): COC1=CC(=CC2=C1C3=C(C4=CC(=C(C=C4O3)O)OC)C(=O)O2)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C3=C(C4=CC(=C(C=C4O3)O)OC)C(=O)O2)O
• InChI: InChI=1S/C17H12O7/c1-21-11-5-8-10(6-9(11)19)23-16-14(8)17(20)24-13-4-7(18)3-12(22-2)15(13)16/h3-6,18-19H,1-2H3
• InChI Key: CLNZQVXWRSBGSG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₇
• Molecular Weight: 328.27 g/mol
• Exact Mass: 328.05830272 g/mol
• Topological Polar Surface Area (TPSA): 98.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 7
• 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	+	0.9560	95.60%
Caco-2	+	0.6660	66.60%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7872	78.72%
OATP2B1 inhibitior	-	0.5773	57.73%
OATP1B1 inhibitior	+	0.9258	92.58%
OATP1B3 inhibitior	+	0.8096	80.96%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8118	81.18%
P-glycoprotein inhibitior	-	0.5105	51.05%
P-glycoprotein substrate	-	0.8363	83.63%
CYP3A4 substrate	+	0.5099	50.99%
CYP2C9 substrate	-	0.8088	80.88%
CYP2D6 substrate	-	0.8314	83.14%
CYP3A4 inhibition	-	0.5290	52.90%
CYP2C9 inhibition	-	0.5806	58.06%
CYP2C19 inhibition	+	0.8065	80.65%
CYP2D6 inhibition	+	0.5656	56.56%
CYP1A2 inhibition	+	0.7295	72.95%
CYP2C8 inhibition	+	0.4699	46.99%
CYP inhibitory promiscuity	+	0.6654	66.54%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.3822	38.22%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.6552	65.52%
Skin irritation	-	0.6975	69.75%
Skin corrosion	-	0.9704	97.04%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7900	79.00%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8531	85.31%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7369	73.69%
Acute Oral Toxicity (c)	II	0.5248	52.48%
Estrogen receptor binding	+	0.8657	86.57%
Androgen receptor binding	+	0.7886	78.86%
Thyroid receptor binding	+	0.5846	58.46%
Glucocorticoid receptor binding	+	0.8434	84.34%
Aromatase binding	+	0.8083	80.83%
PPAR gamma	+	0.8025	80.25%
Honey bee toxicity	-	0.8354	83.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.9248	92.48%

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	98.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.45%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.99%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.35%	89.00%
CHEMBL3194	P02766	Transthyretin	90.74%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.94%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.25%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.63%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.70%	99.17%
CHEMBL2535	P11166	Glucose transporter	85.72%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.57%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.86%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.67%	99.15%

Plants that contains it

• Mnium hornum

Cross-Links

• PubChem: 15895182
• LOTUS: LTS0041051
• wikiData: Q104963705