5,7-dihydroxy-3-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: 5da070d2-3e6d-4e20-9adb-b5ed3c37d05e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5,7-dihydroxy-3-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(CO3)O)O)O)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@@H]([C@@H]2O[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)CO)O)O)O)O
• InChI: InChI=1S/C32H38O19/c1-10-19(38)23(42)25(44)31(46-10)49-27-21(40)17(8-33)48-32(29(27)51-30-24(43)20(39)15(37)9-45-30)50-28-22(41)18-14(36)6-13(35)7-16(18)47-26(28)11-2-4-12(34)5-3-11/h2-7,10,15,17,19-21,23-25,27,29-40,42-44H,8-9H2,1H3/t10-,15+,17+,19-,20-,21+,23+,24+,25+,27-,29+,30-,31-,32+/m0/s1
• InChI Key: MVXYVHBRCFDZCJ-IRIIMWQRSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₉
• Molecular Weight: 726.60 g/mol
• Exact Mass: 726.20072898 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.93
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

• 5,7-dihydroxy-3-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one
• Kampferol 3-O-(2-O-xylopyranosyl-6-O-rhamnopyranosyl)glucopyranoside
• 4H-1-Benzopyran-4-one, 3-((O-6-deoxy-alpha-L-mannopyranosyl-(1-6)-O-(beta-D-xylopyranosyl-(1-2))-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-
• DTXSID30157117

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4670	46.70%
Caco-2	-	0.9177	91.77%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5874	58.74%
OATP2B1 inhibitior	-	0.8472	84.72%
OATP1B1 inhibitior	+	0.8711	87.11%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8392	83.92%
P-glycoprotein inhibitior	-	0.5641	56.41%
P-glycoprotein substrate	+	0.6289	62.89%
CYP3A4 substrate	+	0.6860	68.60%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9515	95.15%
CYP2C9 inhibition	-	0.9608	96.08%
CYP2C19 inhibition	-	0.9462	94.62%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9105	91.05%
CYP2C8 inhibition	+	0.7872	78.72%
CYP inhibitory promiscuity	-	0.8508	85.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6795	67.95%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9089	90.89%
Skin irritation	-	0.8303	83.03%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	+	0.5563	55.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.3994	39.94%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.6351	63.51%
skin sensitisation	-	0.9236	92.36%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9385	93.85%
Acute Oral Toxicity (c)	III	0.6207	62.07%
Estrogen receptor binding	+	0.8519	85.19%
Androgen receptor binding	+	0.6191	61.91%
Thyroid receptor binding	+	0.5572	55.72%
Glucocorticoid receptor binding	+	0.5423	54.23%
Aromatase binding	+	0.6238	62.38%
PPAR gamma	+	0.7689	76.89%
Honey bee toxicity	-	0.7173	71.73%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7336	73.36%

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	99.66%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.36%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.30%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.09%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.26%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.09%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.63%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.31%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.41%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.62%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.35%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.90%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.95%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.41%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.59%	86.92%
CHEMBL1937	Q92769	Histone deacetylase 2	84.57%	94.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.88%	95.78%
CHEMBL4208	P20618	Proteasome component C5	83.83%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.13%	94.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.83%	93.10%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.30%	99.15%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.26%	92.78%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 5748461
• LOTUS: LTS0142189
• wikiData: Q83025241