ISOAMYL PYRUVATE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | ISOAMYL PYRORACEMATE, ISOPENTYL PYRUVATE |
| Chemical Names: | 3-METHYLBUTYL 2-OXOPROPANOATE |
| CAS number: | 7779-72-8 |
| COE number: | 431 |
| JECFA number: | 939 |
| FEMA number: | 2083 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2002 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Comments: | Note: At the fifty-seventh meeting (2001), this substance was mistakenly included in the evaluation of aliphatic acyclic diols, triols and related substances, even though there was no information on its current use as a flavouring agent. For the fifty-ninth meeting (2002), the flavour industry provided annual volume data on the use of this substance in foods. The Committee confirmed that there is no safety concern in relation to the use of isoamyl pyruvate as a flavouring agent |
| Report: | TRS 913-JECFA 59/118 |
| Tox Monograph: | FAS 48-JECFA 57/333 (2001) |
| Specification: | COMPENDIUM ADDENDUM 9/FNP 52 Add.9/152 (2001) |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 537682 |
| IUPAC Name | 3-methylbutyl 2-oxopropanoate |
| InChI | InChI=1S/C8H14O3/c1-6(2)4-5-11-8(10)7(3)9/h6H,4-5H2,1-3H3 |
| InChI Key | LBKWGGFVEDOVEP-UHFFFAOYSA-N |
| Canonical SMILES | CC(C)CCOC(=O)C(=O)C |
| Molecular Formula | C8H14O3 |
| Wikipedia | isoamyl pyruvate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 158.197 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 5 |
| Complexity | 149.0 |
| 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 A A A A A A A A A A A A A A A A A G g A A A A A A D Q S g g A I C C A A A B A A I A I C Q C A I A A A A A A A A A A A F A A A A A A A A A A A Q C A A A E A 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 | 43.4 |
| Monoisotopic Mass | 158.094 |
| Exact Mass | 158.094 |
| 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
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9796 |
| Human Intestinal Absorption | HIA+ | 0.9779 |
| Caco-2 Permeability | Caco2+ | 0.6421 |
| P-glycoprotein Substrate | Non-substrate | 0.6953 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.6701 |
| Non-inhibitor | 0.6264 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8797 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8690 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8541 |
| CYP450 2D6 Substrate | Non-substrate | 0.8815 |
| CYP450 3A4 Substrate | Non-substrate | 0.5000 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7843 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8509 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9562 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9083 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9465 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9244 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9827 |
| Non-inhibitor | 0.9088 | |
| AMES Toxicity | Non AMES toxic | 0.8005 |
| Carcinogens | Carcinogens | 0.5311 |
| Fish Toxicity | High FHMT | 0.5922 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.5988 |
| Honey Bee Toxicity | High HBT | 0.7369 |
| Biodegradation | Ready biodegradable | 0.9381 |
| Acute Oral Toxicity | IV | 0.6348 |
| Carcinogenicity (Three-class) | Non-required | 0.5641 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.9329 | LogS |
| Caco-2 Permeability | 0.9939 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.0761 | LD50, mol/kg |
| Fish Toxicity | 1.3546 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.0666 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Keto acids and derivatives |
| Subclass | Alpha-keto acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Alpha-keto acids and derivatives |
| Alternative Parents | |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Alpha-keto acid - Ketone - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as alpha-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon. |
From ClassyFire