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

Details

• Internal ID: 4200329d-5d21-46a7-afdb-bfec50b20e83
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: [4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C7=CC(=C(C=C7)O)O)O
• SMILES (Isomeric): C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C7=CC(=C(C=C7)O)O)O
• InChI: InChI=1S/C37H30O17/c38-15-8-20(42)28-27(9-15)52-34(13-4-22(44)31(49)23(45)5-13)36(54-37(51)14-6-24(46)32(50)25(47)7-14)30(28)29-21(43)11-18(40)16-10-26(48)33(53-35(16)29)12-1-2-17(39)19(41)3-12/h1-9,11,26,30,33-34,36,38-50H,10H2
• InChI Key: ASOODBVVZLZXTM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₀O₁₇
• Molecular Weight: 746.60 g/mol
• Exact Mass: 746.14829948 g/mol
• Topological Polar Surface Area (TPSA): 308.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 17
• H-Bond Donor: 13
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8367	83.67%
Caco-2	-	0.9167	91.67%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5726	57.26%
OATP2B1 inhibitior	-	0.5636	56.36%
OATP1B1 inhibitior	+	0.8391	83.91%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8741	87.41%
P-glycoprotein inhibitior	+	0.7310	73.10%
P-glycoprotein substrate	-	0.6433	64.33%
CYP3A4 substrate	+	0.6638	66.38%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.7126	71.26%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9429	94.29%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.9403	94.03%
CYP2C8 inhibition	+	0.8181	81.81%
CYP inhibitory promiscuity	-	0.9256	92.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6306	63.06%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8740	87.40%
Skin irritation	-	0.6568	65.68%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8302	83.02%
Micronuclear	+	0.8759	87.59%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8377	83.77%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8022	80.22%
Acute Oral Toxicity (c)	IV	0.4212	42.12%
Estrogen receptor binding	+	0.8050	80.50%
Androgen receptor binding	+	0.8112	81.12%
Thyroid receptor binding	+	0.5831	58.31%
Glucocorticoid receptor binding	+	0.5755	57.55%
Aromatase binding	-	0.6099	60.99%
PPAR gamma	+	0.7164	71.64%
Honey bee toxicity	-	0.7596	75.96%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8606	86.06%

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	99.68%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.56%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.21%	96.09%
CHEMBL3194	P02766	Transthyretin	94.62%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.93%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.47%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.82%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.31%	83.00%
CHEMBL236	P41143	Delta opioid receptor	89.90%	99.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.39%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.01%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.61%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.02%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.46%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.34%	96.12%
CHEMBL2581	P07339	Cathepsin D	85.21%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL233	P35372	Mu opioid receptor	83.99%	97.93%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.54%	96.37%
CHEMBL3401	O75469	Pregnane X receptor	83.14%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.68%	95.89%
CHEMBL2535	P11166	Glucose transporter	80.40%	98.75%

Plants that contains it

• Alhagi sparsifolia
• Hamamelis virginiana
• Quercus robur

Cross-Links

• PubChem: 13831072
• LOTUS: LTS0271693
• wikiData: Q104917971