Identification

PhytoHub ID
PHUB001293
Name
Vanillic acid 4-O-glucuronide
Systematic Name
3-methoxybenzoic acid-4-glucuronide
Synonyms
  • 3-Methoxybenzoic acid-4-O-glucuronide
  • Vanillic acid-4-glucuronide
CAS Number
Not Available
Average Mass
344.272
Monoisotopic Mass
344.074346715
Chemical Formula
C14H16O10
IUPAC Name
6-(5-carboxy-2-methoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI Key
MBNPZIKKKDDLLL-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C15H18O9/c1-6-10(16)11(17)12(14(20)21)24-15(6)23-8-4-3-7(13(18)19)5-9(8)22-2/h3-6,10-12,15-17H,1-2H3,(H,18,19)(H,20,21)
SMILES
COC1=CC=C(C=C1OC1OC(C(O)C(O)C1O)C(O)=O)C(O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
Not Available
LogS (ALOGPS)
Not Available
LogP (ALOGPS)
Not Available
Hydrogen Acceptors
10
Hydrogen Donors
5
Rotatable Bond Count
5
Polar Surface Area
162.98
Refractivity
73.77010000000001
Polarizability
30.932203762501892
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-3.6868279779861006
pKa (strongest acidic)
2.8302259686292097
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
(Poly)phenol metabolites
Class
Phenolic acid metabolites
Sub-class
Benzoic and hippuric acids

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
Cyanidin 3-O-glucosidePolyphenolsFlavonoidsAnthocyaninsShow Food Phytochemical
Coffee Chlorogenic acidsPolyphenolsPhenolic acidsHydroxycinnamic acidsShow Food Phytochemical

Spectra from Online Resources

No spectra information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Cyanidin 3-O-glucoside Vanillic acid 4-O-glucuronidehumanfeces, serum, urineNot AvailableNot AvailableNot AvailableNot AvailableC14H16O10344.074346715 Publications
Coffee Chlorogenic acids Vanillic acid 4-O-glucuronidehumanplasma, urinehost-gut microbiota co-metabolite5h-8h20-50 nmol/L1-5%C14H16O10344.074346715 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Coffee Chlorogenic acids Vanillic acid 4-O-glucuronideMicrobiotaEffect, clusters Publications
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