Quercetin-4'-o-glucoside

Details

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Internal ID a825bbdf-edee-4d7c-9d46-dc317e017109
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 3,5,7-trihydroxy-2-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
SMILES (Canonical) C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
InChI InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-11-2-1-7(3-9(11)24)20-18(29)16(27)14-10(25)4-8(23)5-12(14)31-20/h1-5,13,15,17,19,21-26,28-30H,6H2
InChI Key OIUBYZLTFSLSBY-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H20O12
Molecular Weight 464.40 g/mol
Exact Mass 464.09547607 g/mol
Topological Polar Surface Area (TPSA) 207.00 Ų
XlogP 0.40
Atomic LogP (AlogP) -0.54
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 4

Synonyms

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SCHEMBL3732402
FT-0645061
3,5,7-Trihydroxy-2-[3-hydroxy-4-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

2D Structure

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2D Structure of Quercetin-4'-o-glucoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5116 51.16%
Caco-2 - 0.9373 93.73%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6068 60.68%
OATP2B1 inhibitior + 0.5911 59.11%
OATP1B1 inhibitior + 0.8926 89.26%
OATP1B3 inhibitior + 0.9265 92.65%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.5686 56.86%
P-glycoprotein inhibitior - 0.6025 60.25%
P-glycoprotein substrate - 0.6577 65.77%
CYP3A4 substrate + 0.6235 62.35%
CYP2C9 substrate - 0.6762 67.62%
CYP2D6 substrate - 0.8575 85.75%
CYP3A4 inhibition - 0.9193 91.93%
CYP2C9 inhibition - 0.9296 92.96%
CYP2C19 inhibition - 0.9289 92.89%
CYP2D6 inhibition - 0.9513 95.13%
CYP1A2 inhibition - 0.9084 90.84%
CYP2C8 inhibition + 0.9186 91.86%
CYP inhibitory promiscuity - 0.7728 77.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7144 71.44%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.8575 85.75%
Skin irritation - 0.8036 80.36%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis + 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6042 60.42%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6071 60.71%
skin sensitisation - 0.9122 91.22%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8736 87.36%
Acute Oral Toxicity (c) III 0.4045 40.45%
Estrogen receptor binding + 0.7296 72.96%
Androgen receptor binding + 0.6144 61.44%
Thyroid receptor binding + 0.5730 57.30%
Glucocorticoid receptor binding + 0.5829 58.29%
Aromatase binding + 0.5648 56.48%
PPAR gamma + 0.7459 74.59%
Honey bee toxicity - 0.7620 76.20%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6499 64.99%
Fish aquatic toxicity + 0.8218 82.18%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 98.70% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.17% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.72% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.32% 94.00%
CHEMBL3194 P02766 Transthyretin 93.76% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 92.77% 95.64%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 92.65% 95.78%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.95% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 91.67% 91.49%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.78% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.69% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 88.56% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.81% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.08% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.07% 96.09%
CHEMBL2424 Q04760 Glyoxalase I 83.78% 91.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.31% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.97% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.29% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.11% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.75% 90.71%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 80.01% 83.57%

Plants that contains it

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Cross-Links

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PubChem 12442954
NPASS NPC139381
LOTUS LTS0006451
wikiData Q105192765