3,9-dimethoxy-6H-[1]benzofuro[3,2-c]chromene-1,7-diol

Details

• Internal ID: e0454260-795b-4e74-90d3-7c4087e8c5d6
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 3,9-dimethoxy-6H-[1]benzofuro[3,2-c]chromene-1,7-diol
• SMILES (Canonical): COC1=CC(=C2C(=C1)OCC3=C2OC4=CC(=CC(=C34)O)OC)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OCC3=C2OC4=CC(=CC(=C34)O)OC)O
• InChI: InChI=1S/C17H14O6/c1-20-8-4-12(19)16-13(5-8)22-7-10-15-11(18)3-9(21-2)6-14(15)23-17(10)16/h3-6,18-19H,7H2,1-2H3
• InChI Key: RVGZSUMTFIEORY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 81.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 1,7-Dihydroxy-3,9-dimethoxypterocarpene
• 480453-23-4
• SCHEMBL31047636

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9567	95.67%
Caco-2	+	0.6335	63.35%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8045	80.45%
OATP2B1 inhibitior	-	0.7114	71.14%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4842	48.42%
P-glycoprotein inhibitior	-	0.5133	51.33%
P-glycoprotein substrate	-	0.8398	83.98%
CYP3A4 substrate	-	0.5089	50.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.8348	83.48%
CYP2C19 inhibition	+	0.8731	87.31%
CYP2D6 inhibition	+	0.7891	78.91%
CYP1A2 inhibition	+	0.9042	90.42%
CYP2C8 inhibition	+	0.4692	46.92%
CYP inhibitory promiscuity	+	0.8550	85.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5183	51.83%
Eye corrosion	-	0.9863	98.63%
Eye irritation	+	0.6888	68.88%
Skin irritation	-	0.7942	79.42%
Skin corrosion	-	0.9694	96.94%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5877	58.77%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8626	86.26%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7398	73.98%
Acute Oral Toxicity (c)	III	0.6635	66.35%
Estrogen receptor binding	+	0.7954	79.54%
Androgen receptor binding	+	0.8290	82.90%
Thyroid receptor binding	+	0.7704	77.04%
Glucocorticoid receptor binding	+	0.7207	72.07%
Aromatase binding	+	0.7141	71.41%
PPAR gamma	+	0.8681	86.81%
Honey bee toxicity	-	0.8824	88.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.7614	76.14%

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	99.14%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.33%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.25%	94.00%
CHEMBL4208	P20618	Proteasome component C5	92.58%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.52%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.20%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.49%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.00%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.11%	89.00%
CHEMBL3194	P02766	Transthyretin	84.43%	90.71%
CHEMBL2581	P07339	Cathepsin D	82.37%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.68%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.34%	86.33%
CHEMBL2535	P11166	Glucose transporter	81.16%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.99%	97.09%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	80.64%	95.55%

Plants that contains it

• Corethrodendron multijugum

Cross-Links

• PubChem: 5316760
• NPASS: NPC64050