Vanillic acid
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | Vanillic acid |
| CAS number | 121-34-6 |
| COE number | 697 |
| JECFA number | 959 |
| Flavouring type | substances |
| FL No. | 08.043 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | |
| Reference body | EFSA |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 8468 |
| IUPAC Name | 4-hydroxy-3-methoxybenzoic acid |
| InChI | InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11) |
| InChI Key | WKOLLVMJNQIZCI-UHFFFAOYSA-N |
| Canonical SMILES | COC1=C(C=CC(=C1)C(=O)O)O |
| Molecular Formula | C8H8O4 |
| Wikipedia | vanillic acid |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 168.148 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 2 |
| Complexity | 168.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B w O A A A A A A A A A A A A A A A A A A A A A A A A A A w A A A A A A A A A A A B A A A A G g A A C A A A D A S A m A I y D o A A B g C I A i D S C A A C C A A k I A A I i A E G i M g N J j K G N R q A c S M k w B E L u Y f K 7 D T O I A A B A A A A Q A B A A A I A A A C A A A A A A A A A A A = = |
| Topological Polar Surface Area | 66.8 |
| Monoisotopic Mass | 168.042 |
| Exact Mass | 168.042 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 12 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB- | 0.5146 |
| Human Intestinal Absorption | HIA+ | 0.9231 |
| Caco-2 Permeability | Caco2+ | 0.7063 |
| P-glycoprotein Substrate | Non-substrate | 0.6042 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9390 |
| Non-inhibitor | 0.9165 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9064 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8990 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7718 |
| CYP450 2D6 Substrate | Non-substrate | 0.8907 |
| CYP450 3A4 Substrate | Non-substrate | 0.6484 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8864 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8125 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9702 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8249 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9711 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8904 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9811 |
| Non-inhibitor | 0.9545 | |
| AMES Toxicity | Non AMES toxic | 0.9419 |
| Carcinogens | Non-carcinogens | 0.9046 |
| Fish Toxicity | High FHMT | 0.8047 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.8679 |
| Honey Bee Toxicity | High HBT | 0.7224 |
| Biodegradation | Ready biodegradable | 0.8496 |
| Acute Oral Toxicity | III | 0.4923 |
| Carcinogenicity (Three-class) | Non-required | 0.6294 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.9690 | LogS |
| Caco-2 Permeability | 0.6340 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8710 | LD50, mol/kg |
| Fish Toxicity | 1.7523 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.3249 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Benzoic acids and derivatives |
| Intermediate Tree Nodes | Methoxybenzoic acids and derivatives |
| Direct Parent | M-methoxybenzoic acids and derivatives |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | M-methoxybenzoic acid or derivatives - Hydroxybenzoic acid - Methoxyphenol - Benzoic acid - Anisole - Phenoxy compound - Benzoyl - Phenol ether - Methoxybenzene - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Monocarboxylic acid or derivatives - Ether - Carboxylic acid - Carboxylic acid derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. |
From ClassyFire
Targets
- General Function:
- Chorismate lyase activity
- Specific Function:
- Removes the pyruvyl group from chorismate, with concomitant aromatization of the ring, to provide 4-hydroxybenzoate (4HB) for the ubiquinone pathway.
- Gene Name:
- ubiC
- Uniprot ID:
- P26602
- Molecular Weight:
- 18776.68 Da
From T3DB