1-O-vanilloyl-beta-D-glucose

Details

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Internal ID 52efaf60-825c-4975-b1dc-fba934ecd8c2
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4-hydroxy-3-methoxybenzoate
SMILES (Canonical) COC1=C(C=CC(=C1)C(=O)OC2C(C(C(C(O2)CO)O)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
InChI InChI=1S/C14H18O9/c1-21-8-4-6(2-3-7(8)16)13(20)23-14-12(19)11(18)10(17)9(5-15)22-14/h2-4,9-12,14-19H,5H2,1H3/t9-,10-,11+,12-,14+/m1/s1
InChI Key YROOZUQRTLHXIO-DIACKHNESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C14H18O9
Molecular Weight 330.29 g/mol
Exact Mass 330.09508215 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP -0.70

Synonyms

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1-O-(4-hydroxy-3-methoxybenzoyl)-beta-D-glucopyranose
Vanilloyl glucose
CHEBI:71512
C20470
1-O-(4-hydroxy-3-methoxybenzoyl)-beta-D-glucose
Q27139670
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4-hydroxy-3-methoxybenzoate

2D Structure

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2D Structure of 1-O-vanilloyl-beta-D-glucose

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
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 98.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.67% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.01% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.90% 86.33%
CHEMBL3194 P02766 Transthyretin 90.08% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.28% 94.00%
CHEMBL4208 P20618 Proteasome component C5 87.41% 90.00%
CHEMBL2581 P07339 Cathepsin D 87.27% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.36% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.18% 89.00%
CHEMBL2535 P11166 Glucose transporter 83.09% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.02% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.57% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 81.50% 94.73%

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.
Capsicum annuum
Sargentodoxa cuneata

Cross-Links

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PubChem 14132344
LOTUS LTS0258367
wikiData Q27139670