6a-(3-Methylbut-2-enyl)-6,11a-dihydro-[1]benzofuro[3,2-c]chromene-3,9-diol

Details

• Internal ID: 47708db2-8308-4499-8e61-fdffcc1f96d4
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: 6a-(3-methylbut-2-enyl)-6,11a-dihydro-[1]benzofuro[3,2-c]chromene-3,9-diol
• InChI: InChI=1S/C20H20O4/c1-12(2)7-8-20-11-23-17-9-13(21)3-5-15(17)19(20)24-18-10-14(22)4-6-16(18)20/h3-7,9-10,19,21-22H,8,11H2,1-2H3
• InChI Key: IRVDWFYPCQFZTA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 4
• 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	+	0.9908	99.08%
Caco-2	+	0.6431	64.31%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7980	79.80%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8330	83.30%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6607	66.07%
P-glycoprotein inhibitior	-	0.6834	68.34%
P-glycoprotein substrate	+	0.6194	61.94%
CYP3A4 substrate	+	0.5327	53.27%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	+	0.4587	45.87%
CYP3A4 inhibition	-	0.5999	59.99%
CYP2C9 inhibition	+	0.8165	81.65%
CYP2C19 inhibition	+	0.8220	82.20%
CYP2D6 inhibition	-	0.5984	59.84%
CYP1A2 inhibition	+	0.8250	82.50%
CYP2C8 inhibition	+	0.5708	57.08%
CYP inhibitory promiscuity	+	0.9039	90.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6177	61.77%
Eye corrosion	-	0.9895	98.95%
Eye irritation	+	0.7323	73.23%
Skin irritation	-	0.7631	76.31%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5465	54.65%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.6371	63.71%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5266	52.66%
Acute Oral Toxicity (c)	III	0.6393	63.93%
Estrogen receptor binding	+	0.7668	76.68%
Androgen receptor binding	+	0.7518	75.18%
Thyroid receptor binding	+	0.8000	80.00%
Glucocorticoid receptor binding	+	0.8283	82.83%
Aromatase binding	+	0.6988	69.88%
PPAR gamma	+	0.8240	82.40%
Honey bee toxicity	-	0.8739	87.39%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9830	98.30%

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	98.88%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.89%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.53%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.04%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.70%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.52%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	87.02%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	86.71%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.15%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.33%	95.89%
CHEMBL240	Q12809	HERG	85.00%	89.76%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.63%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.52%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.38%	95.56%

Plants that contains it

• Lespedeza homoloba

Cross-Links

• PubChem: 101040106
• LOTUS: LTS0273023
• wikiData: Q105119225