Vanilloside

Details

• Internal ID: 3e43011f-0b9a-49cd-a862-ae3a11175681
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzaldehyde
• SMILES (Canonical): COC1=C(C=CC(=C1)C=O)OC2C(C(C(C(O2)CO)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
• InChI: InChI=1S/C14H18O8/c1-20-9-4-7(5-15)2-3-8(9)21-14-13(19)12(18)11(17)10(6-16)22-14/h2-5,10-14,16-19H,6H2,1H3/t10-,11-,12+,13-,14-/m1/s1
• InChI Key: LPRNQMUKVDHCFX-RKQHYHRCSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₈
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.10016753 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.60

Synonyms

• 494-08-6
• Vanillin 4-O-b-D-Glucoside
• UNII-H81U1KBS6E
• vanillin-d-glucoside
• H81U1KBS6E
• Vanilloside
• Avenein
• Vanillin Glucoside
• 3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzaldehyde
• 4-(BETA-D-GLUCOPYRANOSYLOXY)-3-METHOXYBENZALDEHYDE
• DTXSID00197782
• 4-(beta-D-Glucopyranosyloxy)-3-methoxy-benzaldehyde
• Benzaldehyde, 4-(beta-D-glucopyranosyloxy)-3-methoxy-
• 3-Methoxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde
• Glucovanillin - Natural
• vanillin-O-beta-d-glucopyranoside
• GLUCOVANILLIN [MI]
• Vanillin 4-O-?-D-Glucoside
• SCHEMBL1646303
• Vanillin 4-O-beta-D-glucoside
• DTXCID60120273
• CHEBI:179508
• 4-o-(beta-d-glucopyranosyl)vanillin
• VANILLIN beta-D-GLUCOPYRANOSIDE
• AKOS016010249
• DS-5749
• VANILLIN .BETA.-D-GLUCOPYRANOSIDE
• XG161401
• VANILLIN-4-O-beta-D-GLUCOPYRANOSIDE
• VANILLIN-O-.BETA.-D-GLUCOPYRANOSIDE
• VANILLIN-4-O-.BETA.-D-GLUCOPYRANOSIDE
• C19808
• C75308
• Q27279742
• 4-(.BETA.-D-GLUCOPYRANOSYLOXY)-3-METHOXYBENZALDEHYDE
• BENZALDEHYDE, 4-(.BETA.-D-GLUCOPYRANOSYLOXY)-3-METHOXY-
• 3-methoxy-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)benzaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.75%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.74%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.43%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.28%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.09%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.70%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	88.43%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.01%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.31%	98.95%
CHEMBL3194	P02766	Transthyretin	82.82%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.17%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.87%	86.92%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.77%	89.62%

Plants that contains it

• Dendrobium moniliforme
• Ruellia patula
• Scutellaria albida
• Stereospermum cylindricum
• Vanilla planifolia

Cross-Links

• PubChem: 6452133
• LOTUS: LTS0164741
• wikiData: Q27279742