[6-[5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 6b87e0da-a51f-49aa-b8b7-cd294a241ddd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O
• InChI: InChI=1S/C29H26O16/c1-41-17-6-10(2-3-13(17)31)26-27(23(37)20-14(32)7-12(30)8-18(20)43-26)45-29-25(39)24(38)22(36)19(44-29)9-42-28(40)11-4-15(33)21(35)16(34)5-11/h2-8,19,22,24-25,29-36,38-39H,9H2,1H3
• InChI Key: AXNDDQYIYNIUAJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₆O₁₆
• Molecular Weight: 630.50 g/mol
• Exact Mass: 630.12208474 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5652	56.52%
Caco-2	-	0.8933	89.33%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6519	65.19%
OATP2B1 inhibitior	-	0.5642	56.42%
OATP1B1 inhibitior	+	0.8028	80.28%
OATP1B3 inhibitior	+	0.9763	97.63%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6786	67.86%
P-glycoprotein inhibitior	+	0.6661	66.61%
P-glycoprotein substrate	-	0.5101	51.01%
CYP3A4 substrate	+	0.6716	67.16%
CYP2C9 substrate	-	0.8261	82.61%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.9191	91.91%
CYP2C9 inhibition	-	0.8624	86.24%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9532	95.32%
CYP1A2 inhibition	-	0.9163	91.63%
CYP2C8 inhibition	+	0.9253	92.53%
CYP inhibitory promiscuity	-	0.8330	83.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6679	66.79%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.8296	82.96%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.5828	58.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3600	36.00%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9399	93.99%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9663	96.63%
Acute Oral Toxicity (c)	III	0.6409	64.09%
Estrogen receptor binding	+	0.7734	77.34%
Androgen receptor binding	+	0.7371	73.71%
Thyroid receptor binding	-	0.5076	50.76%
Glucocorticoid receptor binding	+	0.7069	70.69%
Aromatase binding	+	0.5386	53.86%
PPAR gamma	+	0.6537	65.37%
Honey bee toxicity	-	0.8159	81.59%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8651	86.51%

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	99.19%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.79%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.00%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.51%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.11%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.49%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.13%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.96%	96.09%
CHEMBL3194	P02766	Transthyretin	94.12%	90.71%
CHEMBL220	P22303	Acetylcholinesterase	93.68%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.38%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.83%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.06%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.62%	95.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.02%	94.33%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	84.81%	98.21%
CHEMBL4208	P20618	Proteasome component C5	84.66%	90.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.60%	83.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.45%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.44%	94.42%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.22%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.02%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.36%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.35%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.86%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.65%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.98%	99.23%
CHEMBL2424	Q04760	Glyoxalase I	80.32%	91.67%
CHEMBL1951	P21397	Monoamine oxidase A	80.27%	91.49%

Plants that contains it

• Quercus cerris

Cross-Links

• PubChem: 14162289
• LOTUS: LTS0209246
• wikiData: Q104920656