(±)-ETHYL 3-HYDROXY-2-METHYLBUTYRATE
Relevant Data
Food Additives Approved in the United States
General Information
| CAS number: | 27372-03-8 |
| JECFA number: | 1949 |
| FEMA number: | 4391 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2010 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Specs Code: | N |
| Report: | TRS 960-JECFA 73/71 |
| Specification: | Compendium of FAO food additive specifications |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 656467 |
| IUPAC Name | ethyl 3-hydroxy-2-methylbutanoate |
| InChI | InChI=1S/C7H14O3/c1-4-10-7(9)5(2)6(3)8/h5-6,8H,4H2,1-3H3 |
| InChI Key | BZFWGBFTIQSEBN-UHFFFAOYSA-N |
| Canonical SMILES | CCOC(=O)C(C)C(C)O |
| Molecular Formula | C7H14O3 |
| Wikipedia | ethyl 3-hydroxy-2-methylbutyrate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 146.186 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 4 |
| Complexity | 111.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B g 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 A A A A A A A A A A A A A A A A A G g A A C A A A D R S g g A I C C A A A B g A I A A C Q C A A A A A A A A A A A A A E A A A A A E B Q A A A A C Q A A F I A A A A A A A A A A I 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 A A A A = = |
| Topological Polar Surface Area | 46.5 |
| Monoisotopic Mass | 146.094 |
| Exact Mass | 146.094 |
| XLogP3 | None |
| XLogP3-AA | 0.7 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 10 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 2 |
| 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+ | 0.9593 |
| Human Intestinal Absorption | HIA+ | 0.9838 |
| Caco-2 Permeability | Caco2+ | 0.6222 |
| P-glycoprotein Substrate | Non-substrate | 0.7741 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8895 |
| Non-inhibitor | 0.7463 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9214 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8269 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8581 |
| CYP450 2D6 Substrate | Non-substrate | 0.9169 |
| CYP450 3A4 Substrate | Non-substrate | 0.6713 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9020 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9592 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9507 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9370 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9586 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8673 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9830 |
| Non-inhibitor | 0.9458 | |
| AMES Toxicity | Non AMES toxic | 0.8813 |
| Carcinogens | Carcinogens | 0.7430 |
| Fish Toxicity | Low FHMT | 0.8380 |
| Tetrahymena Pyriformis Toxicity | Low TPT | 0.5122 |
| Honey Bee Toxicity | High HBT | 0.8375 |
| Biodegradation | Ready biodegradable | 0.8956 |
| Acute Oral Toxicity | III | 0.8490 |
| Carcinogenicity (Three-class) | Non-required | 0.6245 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -0.3176 | LogS |
| Caco-2 Permeability | 0.9139 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7111 | LD50, mol/kg |
| Fish Toxicity | 2.8100 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.2960 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Hydroxy acids and derivatives |
| Subclass | Beta hydroxy acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Beta hydroxy acids and derivatives |
| Alternative Parents | |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Fatty acid ester - Beta-hydroxy acid - Fatty acyl - Secondary alcohol - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as beta hydroxy acids and derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. |
From ClassyFire