(2S)-2-(3-hydroxy-4,5-dimethoxyphenyl)-5-[(2S)-8-hydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-chromen-5-yl]-7-methoxy-3,4-dihydro-2H-chromen-8-ol

Details

• Internal ID: 9021c82e-3983-446f-b76a-e747c7b5c507
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2S)-2-(3-hydroxy-4,5-dimethoxyphenyl)-5-[(2S)-8-hydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-chromen-5-yl]-7-methoxy-3,4-dihydro-2H-chromen-8-ol
• InChI: InChI=1S/C37H40O12/c1-41-27-16-22(20-8-10-25(48-34(20)32(27)39)18-12-24(38)36(46-6)29(13-18)43-3)23-17-28(42-2)33(40)35-21(23)9-11-26(49-35)19-14-30(44-4)37(47-7)31(15-19)45-5/h12-17,25-26,38-40H,8-11H2,1-7H3/t25-,26-/m0/s1
• InChI Key: BXMDPVWZQNENII-UIOOFZCWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₀O₁₂
• Molecular Weight: 676.70 g/mol
• Exact Mass: 676.25197671 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.66
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

• (2S),(2''S)-8,8''-5'-trihydroxy-7,7''-3,3''-4,4''-5''-heptamethoxy-5,5''-biflavan
• (2S)-2-(3-hydroxy-4,5-dimethoxyphenyl)-5-[(2S)-8-hydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-chromen-5-yl]-7-methoxy-3,4-dihydro-2H-chromen-8-ol
• (2S,2'S)-2-(3-hydroxy-4,5-dimethoxyphenyl)-7,7'-dimethoxy-2'-(3,4,5-trimethoxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-5,5'-bichromene-8,8'-diol
• (M/P),(2S),(2''S)-8,8''-5'-trihydroxy-7,7''-3,3''-4,4''-5''-heptamethoxy-5,5''-biflavan
• CHEMBL504440
• Q27134970

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8708	87.08%
Caco-2	-	0.7815	78.15%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8160	81.60%
OATP2B1 inhibitior	-	0.7142	71.42%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9690	96.90%
P-glycoprotein inhibitior	+	0.8424	84.24%
P-glycoprotein substrate	-	0.8394	83.94%
CYP3A4 substrate	+	0.6086	60.86%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	+	0.6029	60.29%
CYP3A4 inhibition	-	0.8751	87.51%
CYP2C9 inhibition	-	0.6882	68.82%
CYP2C19 inhibition	+	0.5093	50.93%
CYP2D6 inhibition	-	0.7366	73.66%
CYP1A2 inhibition	+	0.6204	62.04%
CYP2C8 inhibition	+	0.7041	70.41%
CYP inhibitory promiscuity	+	0.5894	58.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5268	52.68%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8829	88.29%
Skin irritation	-	0.7719	77.19%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9199	91.99%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9082	90.82%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8828	88.28%
Acute Oral Toxicity (c)	III	0.5614	56.14%
Estrogen receptor binding	+	0.8362	83.62%
Androgen receptor binding	+	0.6094	60.94%
Thyroid receptor binding	+	0.6061	60.61%
Glucocorticoid receptor binding	+	0.7581	75.81%
Aromatase binding	+	0.6267	62.67%
PPAR gamma	+	0.6843	68.43%
Honey bee toxicity	-	0.8173	81.73%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.4088	40.88%

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	98.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.75%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.38%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.34%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.98%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	88.34%	82.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.33%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.23%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.20%	98.75%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.26%	91.79%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.89%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.79%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.15%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.80%	89.62%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	82.47%	89.32%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.33%	95.89%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.28%	98.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.87%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.26%	95.56%
CHEMBL5747	Q92793	CREB-binding protein	81.13%	95.12%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.39%	99.18%
CHEMBL3438	Q05513	Protein kinase C zeta	80.35%	88.48%

Plants that contains it

• Muntingia calabura

Cross-Links

• PubChem: 44567057
• LOTUS: LTS0167140
• wikiData: Q27134970