[(2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5,6-trihydroxyoxan-3-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 77c235bf-d1a3-453e-a4fb-e4e1992e8174
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5,6-trihydroxyoxan-3-yl]methyl 3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C28H24O15/c29-12-3-1-10(2-4-12)24-25(22(36)19-15(31)7-13(30)8-18(19)41-24)42-28-14(20(34)23(37)27(39)43-28)9-40-26(38)11-5-16(32)21(35)17(33)6-11/h1-8,14,20,23,27-35,37,39H,9H2/t14-,20-,23+,27+,28+/m1/s1
• InChI Key: GWDBJTNDUFDXED-QPMYZDFGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₅
• Molecular Weight: 600.50 g/mol
• Exact Mass: 600.11152005 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6029	60.29%
Caco-2	-	0.9093	90.93%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6308	63.08%
OATP2B1 inhibitior	+	0.5867	58.67%
OATP1B1 inhibitior	+	0.7351	73.51%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7952	79.52%
P-glycoprotein inhibitior	+	0.6927	69.27%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6743	67.43%
CYP2C9 substrate	+	0.5438	54.38%
CYP2D6 substrate	-	0.8628	86.28%
CYP3A4 inhibition	-	0.8940	89.40%
CYP2C9 inhibition	-	0.8104	81.04%
CYP2C19 inhibition	-	0.8571	85.71%
CYP2D6 inhibition	-	0.9606	96.06%
CYP1A2 inhibition	-	0.8733	87.33%
CYP2C8 inhibition	+	0.9351	93.51%
CYP inhibitory promiscuity	-	0.8118	81.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7281	72.81%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8794	87.94%
Skin irritation	-	0.7780	77.80%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7556	75.56%
Micronuclear	+	0.7533	75.33%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9181	91.81%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8953	89.53%
Acute Oral Toxicity (c)	IV	0.4029	40.29%
Estrogen receptor binding	+	0.7476	74.76%
Androgen receptor binding	+	0.8299	82.99%
Thyroid receptor binding	-	0.5102	51.02%
Glucocorticoid receptor binding	+	0.5882	58.82%
Aromatase binding	-	0.5324	53.24%
PPAR gamma	+	0.6551	65.51%
Honey bee toxicity	-	0.7929	79.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9595	95.95%

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	99.48%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	99.16%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.18%	89.00%
CHEMBL3194	P02766	Transthyretin	95.60%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.70%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.86%	95.17%
CHEMBL1951	P21397	Monoamine oxidase A	93.52%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.80%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.79%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.93%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.96%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.77%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.24%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.37%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.55%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.28%	83.00%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	85.38%	97.03%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.89%	94.80%
CHEMBL4208	P20618	Proteasome component C5	83.92%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.14%	96.09%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.00%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.77%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.70%	95.89%

Plants that contains it

• Quercus suber

Cross-Links

• PubChem: 162882948
• LOTUS: LTS0160486
• wikiData: Q105022230