(3S)-3-(2-hydroxy-4-methoxyphenyl)-8-[(5-hydroxy-6-methoxy-3-phenyl-1-benzofuran-2-yl)methyl]-3,4-dihydro-2H-chromen-7-ol

Details

• Internal ID: bed58090-b774-47f7-bb4e-13937003b443
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids
• IUPAC Name: (3S)-3-(2-hydroxy-4-methoxyphenyl)-8-[(5-hydroxy-6-methoxy-3-phenyl-1-benzofuran-2-yl)methyl]-3,4-dihydro-2H-chromen-7-ol
• InChI: InChI=1S/C32H28O7/c1-36-21-9-10-22(26(34)13-21)20-12-19-8-11-25(33)23(32(19)38-17-20)15-30-31(18-6-4-3-5-7-18)24-14-27(35)29(37-2)16-28(24)39-30/h3-11,13-14,16,20,33-35H,12,15,17H2,1-2H3/t20-/m1/s1
• InChI Key: MISLZMBKJVLQPK-HXUWFJFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₈O₇
• Molecular Weight: 524.60 g/mol
• Exact Mass: 524.18350323 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.54
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9370	93.70%
Caco-2	-	0.7495	74.95%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8777	87.77%
OATP2B1 inhibitior	-	0.5749	57.49%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.9299	92.99%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9154	91.54%
P-glycoprotein inhibitior	+	0.9165	91.65%
P-glycoprotein substrate	+	0.6747	67.47%
CYP3A4 substrate	+	0.6897	68.97%
CYP2C9 substrate	-	0.6458	64.58%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.7244	72.44%
CYP2C9 inhibition	+	0.7028	70.28%
CYP2C19 inhibition	+	0.7992	79.92%
CYP2D6 inhibition	-	0.7339	73.39%
CYP1A2 inhibition	-	0.5921	59.21%
CYP2C8 inhibition	+	0.8994	89.94%
CYP inhibitory promiscuity	+	0.7996	79.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5683	56.83%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8781	87.81%
Skin irritation	-	0.8409	84.09%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	+	0.5202	52.02%
Human Ether-a-go-go-Related Gene inhibition	+	0.9022	90.22%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8652	86.52%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8943	89.43%
Acute Oral Toxicity (c)	III	0.6117	61.17%
Estrogen receptor binding	+	0.9021	90.21%
Androgen receptor binding	+	0.8375	83.75%
Thyroid receptor binding	+	0.6893	68.93%
Glucocorticoid receptor binding	+	0.7497	74.97%
Aromatase binding	+	0.5437	54.37%
PPAR gamma	+	0.7526	75.26%
Honey bee toxicity	-	0.7209	72.09%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8488	84.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.82%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.28%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.66%	99.15%
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.95%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.73%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.56%	95.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	95.15%	94.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.75%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	92.23%	93.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.60%	96.09%
CHEMBL3438	Q05513	Protein kinase C zeta	89.94%	88.48%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.05%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.19%	92.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	87.98%	91.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.89%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.20%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.77%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.38%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.07%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.93%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.79%	96.95%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	82.80%	95.71%
CHEMBL233	P35372	Mu opioid receptor	82.42%	97.93%
CHEMBL3891	P07384	Calpain 1	81.20%	93.04%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.75%	96.39%

Plants that contains it

• Dalbergia nitidula
• Fissistigma oldhamii

Cross-Links

• PubChem: 10052515
• LOTUS: LTS0241662
• wikiData: Q105162514