Kaempferol-7-o-glucoside

Details

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Internal ID 12226e5d-7bcf-4536-b74f-64e3dd16b718
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical) C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O
InChI InChI=1S/C21H20O11/c22-7-13-15(25)17(27)19(29)21(32-13)30-10-5-11(24)14-12(6-10)31-20(18(28)16(14)26)8-1-3-9(23)4-2-8/h1-6,13,15,17,19,21-25,27-29H,7H2
InChI Key YPWHZCPMOQGCDQ-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O11
Molecular Weight 448.40 g/mol
Exact Mass 448.10056145 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -0.24
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 4

Synonyms

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kaempferol-7-O-hexoside
Kaempferol 7-b-D-glucopyranoside
3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Kaempferol-7-O-B-D-glucopyranoside
FT-0697784
B0005-224057
3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one

2D Structure

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2D Structure of Kaempferol-7-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 - 0.9536 95.36%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6068 60.68%
OATP2B1 inhibitior + 0.5966 59.66%
OATP1B1 inhibitior + 0.8995 89.95%
OATP1B3 inhibitior + 0.9265 92.65%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6323 63.23%
P-glycoprotein inhibitior - 0.8031 80.31%
P-glycoprotein substrate - 0.7577 75.77%
CYP3A4 substrate + 0.6096 60.96%
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 + 0.8424 84.24%
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 - 0.8597 85.97%
Skin irritation - 0.8036 80.36%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis + 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5198 51.98%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.7321 73.21%
skin sensitisation - 0.9122 91.22%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8619 86.19%
Acute Oral Toxicity (c) III 0.4045 40.45%
Estrogen receptor binding + 0.7245 72.45%
Androgen receptor binding + 0.6776 67.76%
Thyroid receptor binding + 0.5374 53.74%
Glucocorticoid receptor binding + 0.6328 63.28%
Aromatase binding + 0.6487 64.87%
PPAR gamma + 0.8154 81.54%
Honey bee toxicity - 0.7532 75.32%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5850 58.50%
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 99.53% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 96.41% 91.49%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 96.22% 95.64%
CHEMBL2581 P07339 Cathepsin D 95.87% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.83% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.61% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.52% 99.15%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.32% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 90.87% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.99% 97.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.89% 95.78%
CHEMBL3194 P02766 Transthyretin 88.83% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.80% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.05% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.31% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.67% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.65% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.55% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.36% 96.21%
CHEMBL242 Q92731 Estrogen receptor beta 80.88% 98.35%

Cross-Links

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PubChem 5480982
LOTUS LTS0262914
wikiData Q105351972