Quercetin 7,4'-diglucoside

Details

• Internal ID: 497fb517-3072-4c95-9ea2-dcffa052652d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3,5-dihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C27H30O17/c28-6-14-17(32)20(35)23(38)26(43-14)40-9-4-11(31)16-13(5-9)41-25(22(37)19(16)34)8-1-2-12(10(30)3-8)42-27-24(39)21(36)18(33)15(7-29)44-27/h1-5,14-15,17-18,20-21,23-24,26-33,35-39H,6-7H2/t14-,15-,17-,18-,20+,21+,23-,24-,26-,27-/m1/s1
• InChI Key: QZXHFNCQMMUANB-UINLEYECSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₇
• Molecular Weight: 626.50 g/mol
• Exact Mass: 626.14829948 g/mol
• Topological Polar Surface Area (TPSA): 286.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -3.07
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 7

Synonyms

• Quercetin 4',7-diglucoside
• 42900-82-3
• quercetin 4',7-O-diglucoside
• CHEMBL2206210
• 11E, 13E-Octadecadienoic acid
• CHEBI:131499
• DTXSID701311392
• quercetin 4',7-O-beta-D-diglucoside
• quercetin 7,4'-di-O-beta-D-glucoside
• 4-[7-(beta-D-glucopyranosyloxy)-3,5-dihydroxy-4-oxo-4H-1-benzopyran-2-yl]-2-hydroxyphenyl beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5736	57.36%
Caco-2	-	0.9197	91.97%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5848	58.48%
OATP2B1 inhibitior	-	0.5523	55.23%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5826	58.26%
P-glycoprotein inhibitior	-	0.5210	52.10%
P-glycoprotein substrate	-	0.6870	68.70%
CYP3A4 substrate	+	0.6136	61.36%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.9047	90.47%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9180	91.80%
CYP2C8 inhibition	+	0.8645	86.45%
CYP inhibitory promiscuity	-	0.7526	75.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6848	68.48%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8924	89.24%
Skin irritation	-	0.8255	82.55%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.6436	64.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7484	74.84%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7321	73.21%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8874	88.74%
Acute Oral Toxicity (c)	IV	0.4763	47.63%
Estrogen receptor binding	+	0.7537	75.37%
Androgen receptor binding	+	0.5420	54.20%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6167	61.67%
Aromatase binding	+	0.5751	57.51%
PPAR gamma	+	0.7744	77.44%
Honey bee toxicity	-	0.7442	74.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6199	61.99%
Fish aquatic toxicity	+	0.7958	79.58%

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	98.74%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.46%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.40%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.18%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.14%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	94.01%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.84%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.79%	86.92%
CHEMBL3194	P02766	Transthyretin	91.19%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.10%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.02%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.04%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.99%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.72%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.65%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.71%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.85%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.44%	95.89%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.07%	83.57%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.75%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.56%	95.56%

Plants that contains it

• Allium cepa
• Allium victorialis
• Rhodomyrtus tomentosa
• Solanum lycopersicum

Cross-Links

• PubChem: 11968881
• NPASS: NPC285197
• LOTUS: LTS0243352
• wikiData: Q105232439