(6aS,11aS)-2-[(5-hydroxy-6-methoxy-3-phenyl-1-benzofuran-2-yl)methyl]-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol

Details

• Internal ID: 88a85227-7801-41ff-99a1-e47d9427ec88
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (6aS,11aS)-2-[(5-hydroxy-6-methoxy-3-phenyl-1-benzofuran-2-yl)methyl]-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol
• InChI: InChI=1S/C32H26O7/c1-35-19-8-9-20-23-16-37-26-14-24(33)18(10-22(26)32(23)39-27(20)12-19)11-30-31(17-6-4-3-5-7-17)21-13-25(34)29(36-2)15-28(21)38-30/h3-10,12-15,23,32-34H,11,16H2,1-2H3/t23-,32-/m1/s1
• InChI Key: WBMXIHHKSNLQOS-JIYROHSKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₆O₇
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.16785316 g/mol
• Topological Polar Surface Area (TPSA): 90.50 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.73
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9661	96.61%
Caco-2	-	0.7276	72.76%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8627	86.27%
OATP2B1 inhibitior	-	0.7202	72.02%
OATP1B1 inhibitior	+	0.8784	87.84%
OATP1B3 inhibitior	+	0.8706	87.06%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8357	83.57%
P-glycoprotein inhibitior	+	0.9172	91.72%
P-glycoprotein substrate	+	0.6230	62.30%
CYP3A4 substrate	+	0.6649	66.49%
CYP2C9 substrate	-	0.6458	64.58%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.6754	67.54%
CYP2C9 inhibition	+	0.7454	74.54%
CYP2C19 inhibition	+	0.8312	83.12%
CYP2D6 inhibition	-	0.7400	74.00%
CYP1A2 inhibition	-	0.5624	56.24%
CYP2C8 inhibition	+	0.8817	88.17%
CYP inhibitory promiscuity	+	0.8207	82.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5319	53.19%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8889	88.89%
Skin irritation	-	0.8346	83.46%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	+	0.5772	57.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.9074	90.74%
Micronuclear	+	0.7718	77.18%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8396	83.96%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7404	74.04%
Acute Oral Toxicity (c)	III	0.7302	73.02%
Estrogen receptor binding	+	0.9018	90.18%
Androgen receptor binding	+	0.8242	82.42%
Thyroid receptor binding	+	0.7077	70.77%
Glucocorticoid receptor binding	+	0.8681	86.81%
Aromatase binding	-	0.4903	49.03%
PPAR gamma	+	0.7886	78.86%
Honey bee toxicity	-	0.7160	71.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6151	61.51%
Fish aquatic toxicity	+	0.7423	74.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.94%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.74%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.26%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.17%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.74%	92.62%
CHEMBL2581	P07339	Cathepsin D	93.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.61%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.11%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.67%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.90%	93.99%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.51%	94.03%
CHEMBL1907	P15144	Aminopeptidase N	88.47%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.77%	99.23%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.52%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.84%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.83%	89.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.38%	92.08%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.36%	86.92%
CHEMBL3438	Q05513	Protein kinase C zeta	85.08%	88.48%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.93%	95.89%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	83.67%	95.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.07%	94.80%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.74%	96.00%
CHEMBL2535	P11166	Glucose transporter	82.58%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.21%	97.14%

Plants that contains it

• Dalbergia nitidula

Cross-Links

• PubChem: 10006960
• LOTUS: LTS0191013
• wikiData: Q105300852