[(2R,3R)-8-[(2S,4R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 42a6f3c4-d389-4ea4-b379-6b4bd27164d3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: [(2R,3R)-8-[(2S,4R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C2=C(C=C(C=C2OC1C3=CC(=C(C=C3)O)O)O)O)C4=C(C=C(C5=C4OC(C(C5)OC(=O)C6=CC(=C(C(=C6)O)O)O)C7=CC(=C(C(=C7)O)O)O)O)O
• SMILES (Isomeric): C1[C@H](C2=C(C=C(C=C2O[C@@H]1C3=CC(=C(C=C3)O)O)O)O)C4=C(C=C(C5=C4O[C@@H]([C@@H](C5)OC(=O)C6=CC(=C(C(=C6)O)O)O)C7=CC(=C(C(=C7)O)O)O)O)O
• InChI: InChI=1S/C37H30O16/c38-16-8-22(42)31-18(11-28(51-29(31)9-16)13-1-2-19(39)21(41)3-13)32-23(43)12-20(40)17-10-30(52-37(50)15-6-26(46)34(49)27(47)7-15)35(53-36(17)32)14-4-24(44)33(48)25(45)5-14/h1-9,12,18,28,30,35,38-49H,10-11H2/t18-,28+,30-,35-/m1/s1
• InChI Key: KCTCMHLOHIMJEX-IQPRVWKTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₀O₁₆
• Molecular Weight: 730.60 g/mol
• Exact Mass: 730.15338487 g/mol
• Topological Polar Surface Area (TPSA): 288.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.71
• H-Bond Acceptor: 16
• H-Bond Donor: 12
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6509	65.09%
Caco-2	-	0.9050	90.50%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6387	63.87%
OATP2B1 inhibitior	-	0.8445	84.45%
OATP1B1 inhibitior	+	0.8215	82.15%
OATP1B3 inhibitior	+	0.8138	81.38%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9043	90.43%
P-glycoprotein inhibitior	+	0.7376	73.76%
P-glycoprotein substrate	-	0.6274	62.74%
CYP3A4 substrate	+	0.6815	68.15%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7271	72.71%
CYP3A4 inhibition	-	0.7771	77.71%
CYP2C9 inhibition	-	0.7324	73.24%
CYP2C19 inhibition	-	0.7343	73.43%
CYP2D6 inhibition	-	0.9065	90.65%
CYP1A2 inhibition	-	0.8007	80.07%
CYP2C8 inhibition	+	0.8053	80.53%
CYP inhibitory promiscuity	-	0.8246	82.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6132	61.32%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8849	88.49%
Skin irritation	-	0.6654	66.54%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8810	88.10%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8714	87.14%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6958	69.58%
Acute Oral Toxicity (c)	IV	0.3316	33.16%
Estrogen receptor binding	+	0.8252	82.52%
Androgen receptor binding	+	0.8248	82.48%
Thyroid receptor binding	+	0.5717	57.17%
Glucocorticoid receptor binding	+	0.5950	59.50%
Aromatase binding	-	0.5804	58.04%
PPAR gamma	+	0.6862	68.62%
Honey bee toxicity	-	0.7453	74.53%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9034	90.34%

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	99.40%	91.11%
CHEMBL3194	P02766	Transthyretin	96.59%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	95.29%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.71%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.36%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.70%	83.00%
CHEMBL4040	P28482	MAP kinase ERK2	91.91%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.37%	99.17%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	90.81%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.65%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.74%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.95%	99.23%
CHEMBL2535	P11166	Glucose transporter	87.37%	98.75%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	86.69%	96.37%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.02%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.64%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.46%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.21%	99.15%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.70%	85.11%
CHEMBL2581	P07339	Cathepsin D	83.22%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.63%	96.12%
CHEMBL340	P08684	Cytochrome P450 3A4	81.40%	91.19%
CHEMBL236	P41143	Delta opioid receptor	80.92%	99.35%
CHEMBL233	P35372	Mu opioid receptor	80.12%	97.93%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.01%	95.78%

Plants that contains it

• Phyllanthus emblica

Cross-Links

• PubChem: 162920581
• LOTUS: LTS0010730
• wikiData: Q105138929