2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3S,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxolan-2-yl]oxychromen-4-one

Details

• Internal ID: c3f51b91-46d1-4f36-9483-b8f4d44af5a0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3S,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxolan-2-yl]oxychromen-4-one
• InChI: InChI=1S/C25H26O15/c26-6-15-18(33)23(40-24-20(35)17(32)13(31)7-36-24)25(38-15)39-22-19(34)16-12(30)4-9(27)5-14(16)37-21(22)8-1-2-10(28)11(29)3-8/h1-5,13,15,17-18,20,23-33,35H,6-7H2/t13-,15-,17+,18-,20-,23+,24-,25-/m1/s1
• InChI Key: ZUPASDOWHXCIHQ-GVSALVCHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₁₅
• Molecular Weight: 566.50 g/mol
• Exact Mass: 566.12717012 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.44
• 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	+	0.6369	63.69%
Caco-2	-	0.9269	92.69%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5979	59.79%
OATP2B1 inhibitior	-	0.5527	55.27%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6454	64.54%
P-glycoprotein inhibitior	-	0.5773	57.73%
P-glycoprotein substrate	-	0.5879	58.79%
CYP3A4 substrate	+	0.6743	67.43%
CYP2C9 substrate	-	0.6709	67.09%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.8728	87.28%
CYP2C9 inhibition	-	0.9368	93.68%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	-	0.8992	89.92%
CYP2C8 inhibition	+	0.8323	83.23%
CYP inhibitory promiscuity	-	0.7531	75.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6124	61.24%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8833	88.33%
Skin irritation	-	0.8157	81.57%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3936	39.36%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.5245	52.45%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9181	91.81%
Acute Oral Toxicity (c)	III	0.5932	59.32%
Estrogen receptor binding	+	0.8216	82.16%
Androgen receptor binding	+	0.6860	68.60%
Thyroid receptor binding	+	0.5782	57.82%
Glucocorticoid receptor binding	+	0.5862	58.62%
Aromatase binding	+	0.6616	66.16%
PPAR gamma	+	0.7667	76.67%
Honey bee toxicity	-	0.6955	69.55%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.7875	78.75%

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	99.81%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.16%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.40%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.71%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.04%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.86%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.48%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.41%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.52%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.42%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.01%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.96%	95.64%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.59%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.26%	95.83%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.90%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.51%	99.17%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.91%	80.33%
CHEMBL4208	P20618	Proteasome component C5	82.90%	90.00%
CHEMBL3194	P02766	Transthyretin	82.41%	90.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.58%	95.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.42%	90.71%

Plants that contains it

• Andromeda polifolia

Cross-Links

• PubChem: 162842992
• LOTUS: LTS0128003
• wikiData: Q105384002