(3-hydroxy-6-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-9-yl) formate

Details

• Internal ID: 7c09953c-0ae8-43ee-8b3f-bfac9d504812
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (3-hydroxy-6-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-9-yl) formate
• SMILES (Canonical): COC1C2C(C3=C(O1)C=C(C=C3)O)OC4=C2C=CC(=C4)OC=O
• SMILES (Isomeric): COC1C2C(C3=C(O1)C=C(C=C3)O)OC4=C2C=CC(=C4)OC=O
• InChI: InChI=1S/C17H14O6/c1-20-17-15-11-5-3-10(21-8-18)7-14(11)22-16(15)12-4-2-9(19)6-13(12)23-17/h2-8,15-17,19H,1H3
• InChI Key: DOEDQEULWVUKQY-UHFFFAOYSA-N
• Popularity: 0 references 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): 74.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.6157	61.57%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7570	75.70%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8798	87.98%
OATP1B3 inhibitior	+	0.9805	98.05%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5817	58.17%
P-glycoprotein inhibitior	-	0.6066	60.66%
P-glycoprotein substrate	-	0.7919	79.19%
CYP3A4 substrate	+	0.5883	58.83%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.7460	74.60%
CYP3A4 inhibition	+	0.5883	58.83%
CYP2C9 inhibition	+	0.7925	79.25%
CYP2C19 inhibition	+	0.7953	79.53%
CYP2D6 inhibition	+	0.6610	66.10%
CYP1A2 inhibition	+	0.9517	95.17%
CYP2C8 inhibition	+	0.6465	64.65%
CYP inhibitory promiscuity	+	0.5271	52.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4358	43.58%
Eye corrosion	-	0.9518	95.18%
Eye irritation	-	0.7756	77.56%
Skin irritation	-	0.6223	62.23%
Skin corrosion	-	0.9822	98.22%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5149	51.49%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6226	62.26%
skin sensitisation	-	0.8884	88.84%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6672	66.72%
Acute Oral Toxicity (c)	II	0.4620	46.20%
Estrogen receptor binding	+	0.9075	90.75%
Androgen receptor binding	+	0.5665	56.65%
Thyroid receptor binding	+	0.5328	53.28%
Glucocorticoid receptor binding	+	0.8055	80.55%
Aromatase binding	+	0.7601	76.01%
PPAR gamma	+	0.7899	78.99%
Honey bee toxicity	-	0.7529	75.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8764	87.64%

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	96.37%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.41%	95.56%
CHEMBL240	Q12809	HERG	94.95%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.95%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.36%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.28%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.45%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.54%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.25%	99.15%
CHEMBL4208	P20618	Proteasome component C5	83.10%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.82%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.18%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.11%	95.89%

Plants that contains it

• Sophora tomentosa

Cross-Links

• PubChem: 162921262
• LOTUS: LTS0200245
• wikiData: Q104985938