Vanillin
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | Vanillin |
| CAS number | 121-33-5 |
| COE number | 107 |
| JECFA number | 889 |
| Flavouring type | substances |
| FL No. | 05.018 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 1183 |
| IUPAC Name | 4-hydroxy-3-methoxybenzaldehyde |
| InChI | InChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3 |
| InChI Key | MWOOGOJBHIARFG-UHFFFAOYSA-N |
| Canonical SMILES | COC1=C(C=CC(=C1)C=O)O |
| Molecular Formula | C8H8O3 |
| Wikipedia | vanillin |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 152.149 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Complexity | 135.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B w M 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 g m A I y B o A A B g C I A i h S g 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 e K z B D 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 | 46.5 |
| Monoisotopic Mass | 152.047 |
| Exact Mass | 152.047 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 11 |
| 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+ | 0.7465 |
| Human Intestinal Absorption | HIA+ | 0.9954 |
| Caco-2 Permeability | Caco2+ | 0.9065 |
| P-glycoprotein Substrate | Non-substrate | 0.6592 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8476 |
| Non-inhibitor | 0.8664 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8820 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.9328 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7444 |
| CYP450 2D6 Substrate | Non-substrate | 0.8552 |
| CYP450 3A4 Substrate | Non-substrate | 0.6548 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7125 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9643 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9662 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7401 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9561 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8592 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9664 |
| Non-inhibitor | 0.9442 | |
| AMES Toxicity | Non AMES toxic | 0.9311 |
| Carcinogens | Non-carcinogens | 0.8759 |
| Fish Toxicity | High FHMT | 0.7007 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9242 |
| Honey Bee Toxicity | High HBT | 0.7610 |
| Biodegradation | Ready biodegradable | 0.7561 |
| Acute Oral Toxicity | III | 0.8545 |
| Carcinogenicity (Three-class) | Non-required | 0.5099 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.3461 | LogS |
| Caco-2 Permeability | 1.3620 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.9642 | LD50, mol/kg |
| Fish Toxicity | 1.7984 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.1291 | pIGC50, ug/L |
From admetSAR
Toxicity Profile
| Route of Exposure | |
|---|---|
| Mechanism of Toxicity | |
| Metabolism | |
| Toxicity Values | |
| Lethal Dose | |
| Carcinogenicity (IARC Classification) | No indication of carcinogenicity to humans (not listed by IARC). |
| Minimum Risk Level | |
| Health Effects | |
| Treatment | |
| Reference |
|
From T3DB
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Phenols |
| Subclass | Methoxyphenols |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Methoxyphenols |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Methoxyphenol - Hydroxybenzaldehyde - Anisole - Benzaldehyde - Benzoyl - Phenoxy compound - Phenol ether - Methoxybenzene - Alkyl aryl ether - Aryl-aldehyde - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Ether - Organooxygen compound - Aldehyde - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. |
From ClassyFire
Targets
- General Function:
- Zinc ion binding
- Specific Function:
- Can degrade fibronectin, laminin, gelatins of type I, III, IV, and V; collagens III, IV, X, and IX, and cartilage proteoglycans. Activates procollagenase.
- Gene Name:
- MMP3
- Uniprot ID:
- P08254
- Molecular Weight:
- 53976.84 Da
References
- Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]
From T3DB