4-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,8,9-triol

Details

• Internal ID: 8b1ace49-4035-475f-8b23-7163767ede85
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 4-(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,8,9-triol
• InChI: InChI=1S/C20H20O5/c1-10(2)3-4-11-15(21)6-5-12-19(11)24-9-14-13-7-16(22)17(23)8-18(13)25-20(12)14/h3,5-8,14,20-23H,4,9H2,1-2H3
• InChI Key: JCVINYPLRARDTP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9817	98.17%
Caco-2	+	0.5252	52.52%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8183	81.83%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8451	84.51%
P-glycoprotein inhibitior	-	0.6121	61.21%
P-glycoprotein substrate	-	0.6579	65.79%
CYP3A4 substrate	+	0.5085	50.85%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	+	0.4351	43.51%
CYP3A4 inhibition	-	0.6811	68.11%
CYP2C9 inhibition	+	0.7443	74.43%
CYP2C19 inhibition	+	0.7701	77.01%
CYP2D6 inhibition	-	0.6573	65.73%
CYP1A2 inhibition	+	0.7954	79.54%
CYP2C8 inhibition	-	0.5785	57.85%
CYP inhibitory promiscuity	+	0.7598	75.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6904	69.04%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7647	76.47%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4341	43.41%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.6905	69.05%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7694	76.94%
Acute Oral Toxicity (c)	III	0.5737	57.37%
Estrogen receptor binding	+	0.8817	88.17%
Androgen receptor binding	+	0.6938	69.38%
Thyroid receptor binding	+	0.6396	63.96%
Glucocorticoid receptor binding	+	0.7755	77.55%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8328	83.28%
Honey bee toxicity	-	0.8587	85.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	99.39%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.59%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.99%	93.40%
CHEMBL2581	P07339	Cathepsin D	91.60%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.01%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.37%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	88.11%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.01%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.51%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.31%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.79%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.72%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.39%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.02%	96.95%

Plants that contains it

• Bituminaria bituminosa

Cross-Links

• PubChem: 162882136
• LOTUS: LTS0206219
• wikiData: Q105125158