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

Details

• Internal ID: b6136f6c-f93c-40aa-b5ae-fbb8d496372a
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Coumestans
• IUPAC Name: 1,9-dihydroxy-3,8-dimethoxy-[1]benzofuro[3,2-c]chromen-6-one
• InChI: InChI=1S/C17H12O7/c1-21-7-3-10(19)15-13(4-7)24-17(20)14-8-5-12(22-2)9(18)6-11(8)23-16(14)15/h3-6,18-19H,1-2H3
• InChI Key: YUIUJLUTHXVYEZ-UHFFFAOYSA-N
• Popularity: 2 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	+	0.6199	61.99%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7872	78.72%
OATP2B1 inhibitior	+	0.5569	55.69%
OATP1B1 inhibitior	+	0.9309	93.09%
OATP1B3 inhibitior	+	0.8096	80.96%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8068	80.68%
P-glycoprotein inhibitior	-	0.4599	45.99%
P-glycoprotein substrate	-	0.8685	86.85%
CYP3A4 substrate	+	0.5132	51.32%
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	-	0.5691	56.91%
CYP inhibitory promiscuity	+	0.6654	66.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.3822	38.22%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.6526	65.26%
Skin irritation	-	0.6975	69.75%
Skin corrosion	-	0.9704	97.04%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8542	85.42%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8531	85.31%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7447	74.47%
Acute Oral Toxicity (c)	II	0.5248	52.48%
Estrogen receptor binding	+	0.8666	86.66%
Androgen receptor binding	+	0.7820	78.20%
Thyroid receptor binding	+	0.6089	60.89%
Glucocorticoid receptor binding	+	0.8728	87.28%
Aromatase binding	+	0.7489	74.89%
PPAR gamma	+	0.8944	89.44%
Honey bee toxicity	-	0.8482	84.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
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	98.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.69%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.31%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.88%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.51%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.27%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.79%	99.23%
CHEMBL3194	P02766	Transthyretin	88.43%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.85%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.37%	98.95%
CHEMBL2535	P11166	Glucose transporter	87.04%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.86%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.29%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	83.66%	93.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.43%	95.50%
CHEMBL4208	P20618	Proteasome component C5	80.30%	90.00%

Plants that contains it

• Mnium hornum

Cross-Links

• PubChem: 15895183
• LOTUS: LTS0100553
• wikiData: Q105363021