precursor

Showing entry for Vanillin

Identification

PhytoHub ID
PHUB000645
Name
Vanillin
Systematic Name
4-hydroxy-3-methoxybenzaldehyde
Synonyms
  • 3-Methoxy-4-hydroxybenzaldehyde
  • 4-Hydroxy-3-methoxy-benzoic aldehyde
  • 4-Hydroxy-3-methoxybenzaldehyde
  • Methylprotocatechuic aldehyde
  • p-Vanillin
  • Vanillic aldehyde
CAS Number
121-33-5
Average Mass
152.149
Monoisotopic Mass
152.047344118
Chemical Formula
C8H8O3
IUPAC Name
4-hydroxy-3-methoxybenzaldehyde
InChI Key
MWOOGOJBHIARFG-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3
SMILES
COC1=CC(C=O)=CC=C1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
5.05e+00 g/l
LogS (ALOGPS)
-1.48
LogP (ALOGPS)
1.31
Hydrogen Acceptors
3
Hydrogen Donors
1
Rotatable Bond Count
2
Polar Surface Area
46.53
Refractivity
41.0861
Polarizability
14.869597454405493
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-4.895506955382694
pKa (strongest acidic)
7.807246236597697
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Phenolic acids
Sub-class
Hydroxybenzoic acids

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Phenols
Super-class
Benzenoids
Sub-class
Methoxyphenols
Direct Parent Name
Methoxyphenols
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "Alkyl aryl ethers", "Anisoles", "Benzoyl derivatives", "Hydrocarbon derivatives", "Hydroxybenzaldehydes", "Methoxybenzenes", "Organic oxides", "Phenoxy compounds"]
External Descriptor Annotations
["a small molecule", "benzaldehydes", "monomethoxybenzene", "phenols"]
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "Aldehyde", "Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Aryl-aldehyde", "Benzaldehyde", "Benzoyl", "Ether", "Hydrocarbon derivative", "Hydroxybenzaldehyde", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol ether", "Phenoxy compound"]

Spectra from Online Resources

Record IDSourceDescriptionView
BML82325MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
BML82326MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
JP000532MassBankEI-B Spectrum - -, [M]+*View Spectra
JP008443MassBankEI-B Spectrum - -, [M]+*View Spectra
JP009387MassBankEI-B Spectrum - -, [M]+*View Spectra
JP011044MassBankEI-B Spectrum - -, [M]+*View Spectra
ML005951MassBankLC-ESI-ITFT Spectrum - 50 % (nominal), unspecifiedView Spectra
PS073501ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS073502ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS073503ReSpectN/A Spectrum - 30, [M+H]+View Spectra

Spectra from Phytohub

Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-1900000000-46e0edb3260b8896145e2017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-7900000000-ee0a0ad1232fa889e5672017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-9800000000-d8f749f48a78e7c9c3bf2017-09-12View Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00di-1960000000-b6678c7961ee7df779a12017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-1900000000-46e0edb3260b8896145e2018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-7900000000-ee0a0ad1232fa889e5672018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0udi-9800000000-d8f749f48a78e7c9c3bf2018-05-18View Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00di-1960000000-b6678c7961ee7df779a12018-05-18View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fk9-1900000000-68ebbe847e88a001f8fa2016-09-22View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-05fr-7950000000-08c9e1cb0dbb3704f8ee2017-10-06View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Positivesplash10-0udi-0900000000-334e2cf1c60f75229fd12017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0uy0-0900200200-4cbd13b45290ded181ee2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0udr-0900000000-d67b08f1b4f6e90cd2702017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-000i-1900000000-9fc5182650ced222b1a12021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-052b-9800000000-312c82e1fbcda8abeaf72021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-0a4j-9700000000-c0da5ed12872161ea30e2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-000l-5900000000-8c4d3cd8abfc264729a32021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9000000000-a9b7f966d85c30f6174c2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-d1e812bea83f6f84570d2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-000f-7900000000-9d9283afc35603b0121c2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-014i-9000000000-146c4b184605c821d8222021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00kf-9500000000-f5a8328127a89c12c19e2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-014i-9000000000-44efadd4b0c1fe89c39c2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-014i-9100000000-70cac2e87a3ecb4ec8672021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0udr-0900000000-10b0539cab1169d8d8772021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-000i-0900000000-17943fa1f4f19dd4878a2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0udr-0900000000-2e50ec52313e18cddbd02021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-0f79-1900000000-98d502286eb47c703f642021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-052e-9800000000-03597a1112a480b91d5e2021-09-20View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-e949414f752aab5e96062015-05-27View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-1dcee0be3ba8e1431a7c2015-05-27View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ff9-9400000000-dcd0372357bd9c46926d2015-05-27View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-6cc5e0ed993af0b790e62015-05-27View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-1900000000-cf1b6af77251971154f92015-05-27View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000l-9500000000-302ce8740fbb7b9295b92015-05-27View Spectrum

Food Sources

NameGroup
VanillaHerbs and Spices PublicationsShow
WhiskyBeverages, Alcoholic PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Vanillin Vanillin 4-sulfatehumanplasmagut microbiota metaboliteNot Available5-20µmol/LNot AvailableC8H8O6S232.004159152 Detailed Intervention Studies Publications
Vanillin Vanillin-4-glucuronidehumanplasmahost metabolismNot Available0.5-2µmol/LNot AvailableC14H16O9328.079432095 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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