(6S,6As,11aR)-6,9-dimethoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol

Details

• Internal ID: e66815dc-0b5c-49e6-ab6f-ac7f766f6533
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (6S,6aS,11aR)-6,9-dimethoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol
• InChI: InChI=1S/C17H16O5/c1-19-10-4-6-11-14(8-10)21-16-12-5-3-9(18)7-13(12)22-17(20-2)15(11)16/h3-8,15-18H,1-2H3/t15-,16-,17-/m0/s1
• InChI Key: VDHFFCPQILOKFG-ULQDDVLXSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 1674359-82-0
• (6S,6As,11aR)-6,9-dimethoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol
• AKOS040762353

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	+	0.7037	70.37%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6825	68.25%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9053	90.53%
OATP1B3 inhibitior	+	0.9019	90.19%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6239	62.39%
P-glycoprotein inhibitior	-	0.6075	60.75%
P-glycoprotein substrate	-	0.7594	75.94%
CYP3A4 substrate	+	0.5458	54.58%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	+	0.3724	37.24%
CYP3A4 inhibition	-	0.5571	55.71%
CYP2C9 inhibition	+	0.6249	62.49%
CYP2C19 inhibition	+	0.7281	72.81%
CYP2D6 inhibition	+	0.7866	78.66%
CYP1A2 inhibition	+	0.9236	92.36%
CYP2C8 inhibition	+	0.5998	59.98%
CYP inhibitory promiscuity	+	0.6416	64.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.4275	42.75%
Eye corrosion	-	0.9735	97.35%
Eye irritation	-	0.7534	75.34%
Skin irritation	-	0.7465	74.65%
Skin corrosion	-	0.9804	98.04%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5577	55.77%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.7560	75.60%
skin sensitisation	-	0.8586	85.86%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	II	0.5695	56.95%
Estrogen receptor binding	+	0.7729	77.29%
Androgen receptor binding	+	0.6269	62.69%
Thyroid receptor binding	+	0.7520	75.20%
Glucocorticoid receptor binding	+	0.6718	67.18%
Aromatase binding	+	0.6135	61.35%
PPAR gamma	+	0.6412	64.12%
Honey bee toxicity	-	0.8547	85.47%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.8553	85.53%

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	97.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.69%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.90%	95.56%
CHEMBL240	Q12809	HERG	91.70%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.56%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.63%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.72%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.53%	95.89%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	83.46%	95.55%
CHEMBL2581	P07339	Cathepsin D	83.38%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.33%	97.09%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.00%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.38%	94.00%
CHEMBL4208	P20618	Proteasome component C5	81.32%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.37%	97.14%

Plants that contains it

• Sophora tomentosa

Cross-Links

• PubChem: 131849416
• LOTUS: LTS0114599
• wikiData: Q105284167