Identification

PhytoHub ID
PHUB001294
Name
Vanillic acid-4-O-sulfate
Systematic Name
3-methoxybenzoic acid-4-sulfate
Synonyms
  • 3-Methoxybenzoic acid-4-sulfate
  • Vanillic acid-4-sulfate
CAS Number
Not Available
Average Mass
248.21
Monoisotopic Mass
247.999073772
Chemical Formula
C8H8O7S
IUPAC Name
3-methoxy-4-(sulfooxy)benzoic acid
InChI Key
TXRKUXPAEPOCIX-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C8H8O7S/c1-14-7-4-5(8(9)10)2-3-6(7)15-16(11,12)13/h2-4H,1H3,(H,9,10)(H,11,12,13)
SMILES
COC1=C(OS(O)(=O)=O)C=CC(=C1)C(O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
2.38e+00 g/l
LogS (ALOGPS)
-2.02
LogP (ALOGPS)
-0.77
Hydrogen Acceptors
6
Hydrogen Donors
2
Rotatable Bond Count
4
Polar Surface Area
110.13000000000001
Refractivity
51.75010000000001
Polarizability
21.064637082458326
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-4.929206541662974
pKa (strongest acidic)
-2.5583886644089846
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
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
Vanillic acidPolyphenolsPhenolic acidsHydroxybenzoic acidsShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Benzene and substituted derivatives
Super-class
Benzenoids
Sub-class
Benzoic acids and derivatives
Direct Parent Name
M-methoxybenzoic acids and derivatives
Alternative Parent Names
["Alkyl aryl ethers", "Anisoles", "Benzoic acids", "Benzoyl derivatives", "Carboxylic acids", "Hydrocarbon derivatives", "Methoxybenzenes", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds", "Phenylsulfates", "Sulfuric acid monoesters"]
External Descriptor Annotations
Not Available
Substituent Names
["Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Arylsulfate", "Benzoic acid", "Benzoyl", "Carboxylic acid", "Carboxylic acid derivative", "Ether", "Hydrocarbon derivative", "M-methoxybenzoic acid or derivatives", "Methoxybenzene", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organic sulfuric acid or derivatives", "Organooxygen compound", "Phenol ether", "Phenoxy compound", "Phenylsulfate", "Sulfate-ester", "Sulfuric acid ester", "Sulfuric acid monoester"]

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-sulfatehumanfeces, serum, urineNot AvailableNot AvailableNot AvailableNot AvailableC8H8O7S247.999073772 Publications
Coffee Chlorogenic acids Vanillic acid-4-O-sulfatehumanurinehost-gut microbiota co-metaboliteNot AvailableNot Available5-10%C8H8O7S247.999073772 Detailed Intervention Studies Publications
Vanillic acid Vanillic acid-4-O-sulfatehumanplasmahost metabolismNot Available0.5-2┬Ámol/LNot AvailableC8H8O7S247.999073772 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

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