Quercetin 3-rutinoside-7-glucoside

Details

• Internal ID: 87a916fb-7aa5-4b78-9e38-4f159cbcfc31
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C33H40O21/c1-9-19(38)23(42)26(45)31(49-9)48-8-17-21(40)25(44)28(47)33(53-17)54-30-22(41)18-14(37)5-11(50-32-27(46)24(43)20(39)16(7-34)52-32)6-15(18)51-29(30)10-2-3-12(35)13(36)4-10/h2-6,9,16-17,19-21,23-28,31-40,42-47H,7-8H2,1H3/t9-,16+,17+,19-,20+,21+,23+,24-,25-,26+,27+,28+,31+,32+,33-/m0/s1
• InChI Key: SPUFXPFDJYNCFD-YQJBXTIASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₂₁
• Molecular Weight: 772.70 g/mol
• Exact Mass: 772.20620828 g/mol
• Topological Polar Surface Area (TPSA): 345.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -4.21
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 9

Synonyms

• 30311-61-6
• Quercetin 3-O-rutinoside-7-O-glucoside
• Quercetin 3-rhamnoglucoside 7-beta-glucoside
• Quercetin 3-rutinoside 7-glucoside (Morkotin A)
• 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• Flavone, 3,3',4',5,7-pentahydroxy-, 3-(6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside) 7-beta-D-glucopyranoside
• DTXSID10184406
• C33H40O21
• HY-N10407
• AKOS040735111
• C33-H40-O21
• XQ172648
• CS-0527737
• Quercetin 3- O- rutinoside- 7- O- glucoside
• Quercetin 3-O-rutinoside-7-O-glucoside, tentative

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5372	53.72%
Caco-2	-	0.9095	90.95%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6684	66.84%
OATP2B1 inhibitior	-	0.7106	71.06%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7748	77.48%
P-glycoprotein inhibitior	-	0.4715	47.15%
P-glycoprotein substrate	+	0.5103	51.03%
CYP3A4 substrate	+	0.6381	63.81%
CYP2C9 substrate	-	0.6847	68.47%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.9550	95.50%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.9129	91.29%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.8948	89.48%
CYP2C8 inhibition	+	0.8044	80.44%
CYP inhibitory promiscuity	-	0.6991	69.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.5064	50.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7884	78.84%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9289	92.89%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8724	87.24%
Acute Oral Toxicity (c)	III	0.5567	55.67%
Estrogen receptor binding	+	0.7787	77.87%
Androgen receptor binding	+	0.5567	55.67%
Thyroid receptor binding	-	0.4870	48.70%
Glucocorticoid receptor binding	-	0.5294	52.94%
Aromatase binding	+	0.5389	53.89%
PPAR gamma	+	0.7214	72.14%
Honey bee toxicity	-	0.7344	73.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.8024	80.24%

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	99.65%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.24%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.34%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.21%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.05%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.77%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.69%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	93.69%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.91%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.01%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.31%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.23%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.64%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.23%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.28%	97.36%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.25%	95.78%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.22%	80.78%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.43%	93.65%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.12%	94.80%
CHEMBL3194	P02766	Transthyretin	80.02%	90.71%

Plants that contains it

• Albizia altissima
• Artocarpus altilis
• Campanula persicifolia
• Centaurea solstitialis
• Corydalis bungeana
• Cosmos diversifolius
• Cryptocarya oblata
• Curcuma caesia
• Datura discolor
• Erythrina pallida
• Eucalyptus radiata subsp. radiata
• Hemerocallis fulva
• Inga velutina
• Lactuca serriola
• Lagochilus leiacanthus
• Nicotiana cavicola
• Ocimum africanum
• Onobrychis viciifolia
• Phelline lucida
• Piptostigma fugax
• Pyrrosia hastata
• Pyrrosia lingua
• Pyrrosia petiolosa
• Ranunculus peltatus
• Rhododendron mucronatum
• Saussurea involucrata
• Strychnos tricalysioides
• Trichodesma incanum
• Urochloa eminii
• Withania somnifera
• Xanthorrhoea resinosa

Cross-Links

• PubChem: 10190763
• NPASS: NPC215435
• LOTUS: LTS0010754
• wikiData: Q83055325