5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl beta-L-glucopyranoside

Details

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Internal ID bc22df00-5f91-4325-bd15-b8de5149bd28
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m0/s1
InChI Key KMOUJOKENFFTPU-RQUKQETFSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O10
Molecular Weight 432.40 g/mol
Exact Mass 432.10564683 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP -0.10

Synonyms

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CHEBI:132818
Cosmosiin; Apigenin 7-O-glucoside
7-O-beta-L-(beta-L-glucosyl)apigenin
7-O-beta-L-(beta-L-glucopyranosyl)apigenin
5,4'-dihydroxy-7-O-beta-L-glucosyloxyflavone
7-O-beta-L-glucosyl-5,7,4'-trihydroxyflavone
5,4'-dihydroxy-7-O-beta-L-glucopyranosyloxyflavone
5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl beta-L-glucopyranoside

2D Structure

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2D Structure of 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl beta-L-glucopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1825 P01375 TNF-alpha 200 nM
Kd
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.32% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.74% 94.00%
CHEMBL2581 P07339 Cathepsin D 95.39% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.51% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.74% 99.15%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.90% 86.92%
CHEMBL3194 P02766 Transthyretin 91.80% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 89.31% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.73% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 88.56% 94.73%
CHEMBL242 Q92731 Estrogen receptor beta 87.75% 98.35%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.54% 95.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.44% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.10% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.28% 86.33%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.61% 83.57%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.41% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.50% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.44% 91.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.74% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.42% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.32% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.77% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Dracocephalum nutans
Galinsoga parviflora
Gratiola officinalis

Cross-Links

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PubChem 101339211
LOTUS LTS0082751
wikiData Q105143117