Vanillin isobutyrate
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | Vanillin isobutyrate |
| CAS number | 20665-85-4 |
| JECFA number | 891 |
| Flavouring type | substances |
| FL No. | 09.811 |
| 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 | 539829 |
| IUPAC Name | (4-formyl-2-methoxyphenyl) 2-methylpropanoate |
| InChI | InChI=1S/C12H14O4/c1-8(2)12(14)16-10-5-4-9(7-13)6-11(10)15-3/h4-8H,1-3H3 |
| InChI Key | BGKAKRUFBSTALK-UHFFFAOYSA-N |
| Canonical SMILES | CC(C)C(=O)OC1=C(C=C(C=C1)C=O)OC |
| Molecular Formula | C12H14O4 |
| Wikipedia | vanillin isobutyrate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 222.24 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Complexity | 249.0 |
| 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 A A A A D Q S g m A I y D o A A B A C I A i j S i A A C C A A k I A A I i A E G i M g N J j K E N R q C O y K k w B E K q 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 | 52.6 |
| Monoisotopic Mass | 222.089 |
| Exact Mass | 222.089 |
| XLogP3 | None |
| XLogP3-AA | 2.1 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 16 |
| 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
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.8318 |
| Human Intestinal Absorption | HIA+ | 0.9738 |
| Caco-2 Permeability | Caco2+ | 0.7222 |
| P-glycoprotein Substrate | Non-substrate | 0.6624 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.6340 |
| Non-inhibitor | 0.8268 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9205 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8928 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8100 |
| CYP450 2D6 Substrate | Non-substrate | 0.7915 |
| CYP450 3A4 Substrate | Substrate | 0.5056 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.6554 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8637 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9525 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.6962 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9098 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8555 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9818 |
| Non-inhibitor | 0.9591 | |
| AMES Toxicity | Non AMES toxic | 0.8453 |
| Carcinogens | Non-carcinogens | 0.8103 |
| Fish Toxicity | High FHMT | 0.9599 |
| Tetrahymena Pyriformis Toxicity | Low TPT | 0.5433 |
| Honey Bee Toxicity | High HBT | 0.8089 |
| Biodegradation | Ready biodegradable | 0.7997 |
| Acute Oral Toxicity | III | 0.6517 |
| Carcinogenicity (Three-class) | Non-required | 0.6252 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.8821 | LogS |
| Caco-2 Permeability | 0.9828 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.2950 | LD50, mol/kg |
| Fish Toxicity | 0.7479 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.0864 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Phenol esters |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Phenol esters |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Phenol ester - Phenoxy compound - Anisole - Benzaldehyde - Methoxybenzene - Phenol ether - Benzoyl - Alkyl aryl ether - Aryl-aldehyde - Monocyclic benzene moiety - Carboxylic acid ester - Ether - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Carbonyl group - 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 phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. |
From ClassyFire