Vanillin
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
Structure for Vanillin
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
External Links
- PubChem
- 1183
- ChEBI
- 18346
- Chemistry Dashboard
- DTXSID0021969
- MetaboLights
- MTBLC18346
- Phenol-Explorer
- 724
- FooDB (Compounds)
- FDB000838
- PeakForestCompound
- 000502
- FoodComEx
- PC001231
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 ID | Source | Description | View |
|---|---|---|---|
| BML82325 | MassBank | LC-ESI-QTOF Spectrum - -, unspecified | View Spectra |
| BML82326 | MassBank | LC-ESI-QTOF Spectrum - -, unspecified | View Spectra |
| JP000532 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP008443 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP009387 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP011044 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| ML005951 | MassBank | LC-ESI-ITFT Spectrum - 50 % (nominal), unspecified | View Spectra |
| PS073501 | ReSpect | N/A Spectrum - 10, [M+H]+ | View Spectra |
| PS073502 | ReSpect | N/A Spectrum - 20, [M+H]+ | View Spectra |
| PS073503 | ReSpect | N/A Spectrum - 30, [M+H]+ | View Spectra |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Vanilla | Herbs and Spices | Publications | Show | |
| Whisky | Beverages, Alcoholic | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
| Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Vanillin | Vanillin 4-sulfate | human | plasma | gut microbiota metabolite | Not Available | 5-20µmol/L | Not Available | C8H8O6S | 232.004159152 | Detailed Intervention Studies | Publications | ||
| Vanillin | Vanillin-4-glucuronide | human | plasma | host metabolism | Not Available | 0.5-2µmol/L | Not Available | C14H16O9 | 328.079432095 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|