Identification

PhytoHub ID
PHUB001288
Name
Protocatechuic acid-3-O-glucuronide
Systematic Name
4-hydroxybenzoic acid-3-glucuronide
Synonyms
  • 4-hydroxybenzoic acid-3-glucuronide
  • 4-Hydroxybenzoic acid-3-O-glucuronide
  • Protocatechuic acid-3-glucuronide
CAS Number
Not Available
Average Mass
330.245
Monoisotopic Mass
330.058696651
Chemical Formula
C13H14O10
IUPAC Name
6-(5-carboxy-2-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI Key
CXNFDJSOAJNKSU-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C13H14O10/c14-5-2-1-4(11(18)19)3-6(5)22-13-9(17)7(15)8(16)10(23-13)12(20)21/h1-3,7-10,13-17H,(H,18,19)(H,20,21)
SMILES
OC1C(O)C(OC2=C(O)C=CC(=C2)C(O)=O)OC(C1O)C(O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
1.59e+01 g/l
LogS (ALOGPS)
-1.32
LogP (ALOGPS)
-0.12
Hydrogen Acceptors
10
Hydrogen Donors
6
Rotatable Bond Count
4
Polar Surface Area
173.98
Refractivity
69.2878
Polarizability
29.151654220708373
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-3.6868279772037007
pKa (strongest acidic)
2.7497060247433
Number of Rings
2
Rule of Five
No
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 Protocatechuic acid-3-O-glucuronidehumanfeces, serum, urineNot AvailableNot AvailableNot AvailableNot AvailableC13H14O10330.058696651 Publications
Coffee Chlorogenic acids Protocatechuic acid-3-O-glucuronidehumanplasmahost-gut microbiota co-metabolite3h-5h<20 nmol/LNot AvailableC13H14O10330.058696651 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Coffee Chlorogenic acids Protocatechuic acid-3-O-glucuronideMicrobiotaEffect, clusters Publications
Back