(3R,4S)-4-[4-hydroxy-5-[(3R)-7-hydroxy-3,4-dihydro-2H-chromen-3-yl]-2-methoxyphenyl]-3-(2-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromen-7-ol

Details

• Internal ID: 4568aadf-af19-42fa-99c8-ceeea4869328
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids
• IUPAC Name: (3R,4S)-4-[4-hydroxy-5-[(3R)-7-hydroxy-3,4-dihydro-2H-chromen-3-yl]-2-methoxyphenyl]-3-(2-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-chromen-7-ol
• SMILES (Canonical): COC1=CC(=C(C=C1)C2COC3=C(C2C4=C(C=C(C(=C4)C5CC6=C(C=C(C=C6)O)OC5)O)OC)C=CC(=C3)O)O
• SMILES (Isomeric): COC1=CC(=C(C=C1)[C@@H]2COC3=C([C@H]2C4=C(C=C(C(=C4)[C@H]5CC6=C(C=C(C=C6)O)OC5)O)OC)C=CC(=C3)O)O
• InChI: InChI=1S/C32H30O8/c1-37-21-6-8-22(27(35)12-21)26-16-40-31-11-20(34)5-7-23(31)32(26)25-13-24(28(36)14-30(25)38-2)18-9-17-3-4-19(33)10-29(17)39-15-18/h3-8,10-14,18,26,32-36H,9,15-16H2,1-2H3/t18-,26-,32-/m0/s1
• InChI Key: GMRYHQZTHKNHAY-ZQFJHCPISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₀O₈
• Molecular Weight: 542.60 g/mol
• Exact Mass: 542.19406791 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.55
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9212	92.12%
Caco-2	-	0.6811	68.11%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8561	85.61%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8946	89.46%
OATP1B3 inhibitior	+	0.9849	98.49%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9664	96.64%
P-glycoprotein inhibitior	+	0.8555	85.55%
P-glycoprotein substrate	+	0.5627	56.27%
CYP3A4 substrate	+	0.6494	64.94%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	+	0.5974	59.74%
CYP3A4 inhibition	-	0.7603	76.03%
CYP2C9 inhibition	+	0.6378	63.78%
CYP2C19 inhibition	+	0.8305	83.05%
CYP2D6 inhibition	-	0.7387	73.87%
CYP1A2 inhibition	+	0.5260	52.60%
CYP2C8 inhibition	+	0.7119	71.19%
CYP inhibitory promiscuity	+	0.7728	77.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.6590	65.90%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8822	88.22%
Skin irritation	-	0.8160	81.60%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9101	91.01%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9199	91.99%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6988	69.88%
Acute Oral Toxicity (c)	III	0.5984	59.84%
Estrogen receptor binding	+	0.8772	87.72%
Androgen receptor binding	+	0.7401	74.01%
Thyroid receptor binding	+	0.7150	71.50%
Glucocorticoid receptor binding	+	0.8305	83.05%
Aromatase binding	-	0.5295	52.95%
PPAR gamma	+	0.6456	64.56%
Honey bee toxicity	-	0.7978	79.78%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8907	89.07%

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	98.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.89%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.52%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.30%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.29%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.76%	91.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.46%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.37%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.96%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.86%	97.09%
CHEMBL4208	P20618	Proteasome component C5	89.71%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.61%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.20%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.63%	92.94%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.36%	100.00%
CHEMBL2337	P48067	Glycine transporter 1	87.21%	95.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.76%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.40%	92.62%
CHEMBL2535	P11166	Glucose transporter	86.08%	98.75%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	85.94%	94.67%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.74%	89.05%
CHEMBL2581	P07339	Cathepsin D	84.60%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.10%	95.78%
CHEMBL236	P41143	Delta opioid receptor	82.31%	99.35%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.71%	100.00%
CHEMBL2056	P21728	Dopamine D1 receptor	81.56%	91.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.40%	91.07%
CHEMBL1907	P15144	Aminopeptidase N	80.68%	93.31%

Plants that contains it

• Dalbergia odorifera

Cross-Links

• PubChem: 21629950
• LOTUS: LTS0255606
• wikiData: Q105012127