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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2013-04-09 21:20:25 UTC
Update Date2021-09-14 15:47:10 UTC
HMDB IDHMDB0060024
Secondary Accession Numbers
  • HMDB60024
Metabolite Identification
Common NameVanillic acid 4-O-glucuronide
DescriptionVanillic acid 4-O-glucuronide is a metabolite of vanillic acid. A glucuronide is any substance produced by linking glucuronic acid to another substance via a glycosidic bond. Glucuronidation, the conversion of chemical compounds to glucuronides, is a method that animals use to assist in the excretion of toxic substances, drugs, or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys. Enzymes that cleave the glycosidic bond of a glucuronide are called glucuronidases (Wikipedia).
Structure
Data?1563866006
Synonyms
ValueSource
Vanillate 4-O-glucuronideGenerator
3-Methoxy-4-glucuronosidobenzoic acidHMDB
4-Carboxy-2-methoxyphenyl beta-D-glucopyranosiduronic acidHMDB
4-Carboxy-2-methoxyphenyl beta-D-glucosiduronic acidHMDB
4-Carboxy-2-methoxyphenyl β-D-glucopyranosiduronic acidHMDB
4-Carboxy-2-methoxyphenyl β-D-glucosiduronic acidHMDB
Vanillic acid 4'-O-beta-D-glucuronideHMDB
Vanillic acid 4'-O-glucuronideHMDB
Vanillic acid 4'-O-β-D-glucuronideHMDB
Vanillic acid 4'-glucuronideHMDB
Vanillic acid 4-O-beta-D-glucuronideHMDB
Vanillic acid 4-O-β-D-glucuronideHMDB
Vanillic acid 4-glucuronideHMDB
Vanillic acid 4’-O-glucuronideHMDB
Vanillic acid 4’-O-β-D-glucuronideHMDB
Vanillic acid 4’-glucuronideHMDB
Vanillic acid-4-O-glucuronideHMDB
Vanillic acid 4-O-glucuronideHMDB
Chemical FormulaC14H16O10
Average Molecular Weight344.272
Monoisotopic Molecular Weight344.074346715
IUPAC Name(2S,3S,4S,5R,6S)-6-(4-carboxy-2-methoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
Traditional Name(2S,3S,4S,5R,6S)-6-(4-carboxy-2-methoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
CAS Registry Number18191-12-3
SMILES
COC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=CC(=C1)C(O)=O
InChI Identifier
InChI=1S/C14H16O10/c1-22-7-4-5(12(18)19)2-3-6(7)23-14-10(17)8(15)9(16)11(24-14)13(20)21/h2-4,8-11,14-17H,1H3,(H,18,19)(H,20,21)/t8-,9-,10+,11-,14+/m0/s1
InChI KeyGRERMCGRRAMWSD-GRZGAGJTSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPhenolic glycosides
Alternative Parents
Substituents
  • Phenolic glycoside
  • 1-o-glucuronide
  • O-glucuronide
  • Glucuronic acid or derivatives
  • O-glycosyl compound
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Phenol
  • Alkyl aryl ether
  • Beta-hydroxy acid
  • Pyran
  • Gamma butyrolactone
  • Monosaccharide
  • Oxane
  • Monocyclic benzene moiety
  • Hydroxy acid
  • Dicarboxylic acid or derivatives
  • Benzenoid
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Secondary alcohol
  • Lactone
  • Carboxylic acid
  • Acetal
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Polyol
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility5.44 g/LALOGPS
logP-0.74ALOGPS
logP-0.78ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)2.94ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area162.98 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity73.77 m³·mol⁻¹ChemAxon
Polarizability31.15 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+174.98130932474
DeepCCS[M-H]-172.58630932474
DeepCCS[M-2H]-205.63430932474
DeepCCS[M+Na]+180.89430932474
AllCCS[M+H]+178.032859911
AllCCS[M+H-H2O]+175.032859911
AllCCS[M+NH4]+180.732859911
AllCCS[M+Na]+181.532859911
AllCCS[M-H]-173.832859911
AllCCS[M+Na-2H]-173.732859911
AllCCS[M+HCOO]-173.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Vanillic acid 4-O-glucuronideCOC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=CC(=C1)C(O)=O4461.8Standard polar33892256
Vanillic acid 4-O-glucuronideCOC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=CC(=C1)C(O)=O2763.2Standard non polar33892256
Vanillic acid 4-O-glucuronideCOC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=CC(=C1)C(O)=O2935.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Vanillic acid 4-O-glucuronide,1TMS,isomer #1COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O2883.0Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,1TMS,isomer #2COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O2882.0Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,1TMS,isomer #3COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C2876.8Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,1TMS,isomer #4COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O2864.1Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,1TMS,isomer #5COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O2860.2Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O2805.5Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TMS,isomer #10COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O2803.4Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TMS,isomer #2COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O2853.5Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TMS,isomer #3COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O2851.6Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TMS,isomer #4COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C2860.0Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TMS,isomer #5COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O2810.7Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TMS,isomer #6COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O2839.4Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TMS,isomer #7COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2850.4Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TMS,isomer #8COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C2816.5Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TMS,isomer #9COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C2845.8Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O2800.8Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TMS,isomer #10COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C2798.7Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TMS,isomer #2COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O2799.5Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TMS,isomer #3COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C2819.9Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TMS,isomer #4COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O2840.9Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TMS,isomer #5COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C2859.7Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TMS,isomer #6COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2830.2Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TMS,isomer #7COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O2797.4Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TMS,isomer #8COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2802.0Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TMS,isomer #9COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2830.0Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,4TMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O2838.3Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,4TMS,isomer #2COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C2868.3Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,4TMS,isomer #3COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2822.2Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,4TMS,isomer #4COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2891.5Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,4TMS,isomer #5COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2829.9Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,5TMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2890.2Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,1TBDMS,isomer #1COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O3140.1Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,1TBDMS,isomer #2COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O3150.8Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,1TBDMS,isomer #3COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3150.9Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,1TBDMS,isomer #4COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O3166.1Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,1TBDMS,isomer #5COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O3149.0Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TBDMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O3337.0Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TBDMS,isomer #10COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O3341.4Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TBDMS,isomer #2COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O3367.7Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TBDMS,isomer #3COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O3325.5Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TBDMS,isomer #4COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3340.6Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TBDMS,isomer #5COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O3345.9Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TBDMS,isomer #6COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O3363.9Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TBDMS,isomer #7COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3332.0Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TBDMS,isomer #8COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3353.0Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,2TBDMS,isomer #9COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3369.0Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TBDMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O3544.2Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TBDMS,isomer #10COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3547.4Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TBDMS,isomer #2COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O3507.2Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TBDMS,isomer #3COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3533.8Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TBDMS,isomer #4COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O3522.5Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TBDMS,isomer #5COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3562.0Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TBDMS,isomer #6COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3504.7Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TBDMS,isomer #7COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O3538.9Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TBDMS,isomer #8COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3515.3Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,3TBDMS,isomer #9COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3522.7Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,4TBDMS,isomer #1COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O3670.7Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,4TBDMS,isomer #2COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3712.1Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,4TBDMS,isomer #3COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3661.1Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,4TBDMS,isomer #4COC1=CC(C(=O)O)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3717.4Semi standard non polar33892256
Vanillic acid 4-O-glucuronide,4TBDMS,isomer #5COC1=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3675.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Vanillic acid 4-O-glucuronide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanillic acid 4-O-glucuronide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-glucuronide 10V, Positive-QTOFsplash10-056s-0249000000-188098ebf9d809d25c8e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-glucuronide 20V, Positive-QTOFsplash10-0lgj-0954000000-91c4dd634a2dc03601d82021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-glucuronide 40V, Positive-QTOFsplash10-0lfr-2910000000-eb35c652a9ceb9e163952021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-glucuronide 10V, Negative-QTOFsplash10-0007-0279000000-f083cf85227d36a29d892021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-glucuronide 20V, Negative-QTOFsplash10-0fsj-2971000000-2d57126c08fda2d621b62021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanillic acid 4-O-glucuronide 40V, Negative-QTOFsplash10-0l6s-4940000000-5a815fe801776e0544972021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)MaleNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Diabetes mellitus
details
Associated Disorders and Diseases
Disease References
Diabetes mellitus type 2
  1. Llorach R, Urpi-Sarda M, Tulipani S, Garcia-Aloy M, Monagas M, Andres-Lacueva C: Metabolomic fingerprint in patients at high risk of cardiovascular disease by cocoa intervention. Mol Nutr Food Res. 2013 Jun;57(6):962-73. doi: 10.1002/mnfr.201200736. Epub 2013 May 2. [PubMed:23637065 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound101579718
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. van der Hooft JJ, de Vos RC, Mihaleva V, Bino RJ, Ridder L, de Roo N, Jacobs DM, van Duynhoven JP, Vervoort J: Structural elucidation and quantification of phenolic conjugates present in human urine after tea intake. Anal Chem. 2012 Aug 21;84(16):7263-71. doi: 10.1021/ac3017339. Epub 2012 Aug 2. [PubMed:22827565 ]