BUTYL ACETOACETATE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | BUTYL 3-KETOBUTANOATE, BUTYL beta-KETOBUTANOATE, BUTYL 3-OXOBUTANOATE |
| Chemical Names: | BUTYL 3-OXOBUTYRATE |
| CAS number: | 591-60-6 |
| COE number: | 241 |
| JECFA number: | 596 |
| FEMA number: | 2176 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 1999 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Report: | TRS 896-JECFA 53/67 |
| Tox Monograph: | FAS 44-JECFA 53/229 |
| Specification: | COMPENDIUM ADDENDUM 8/FNP 52 Add.8/156 (2000) |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 11576 |
| IUPAC Name | butyl 3-oxobutanoate |
| InChI | InChI=1S/C8H14O3/c1-3-4-5-11-8(10)6-7(2)9/h3-6H2,1-2H3 |
| InChI Key | REIYHFWZISXFKU-UHFFFAOYSA-N |
| Canonical SMILES | CCCCOC(=O)CC(=O)C |
| Molecular Formula | C8H14O3 |
| Wikipedia | butyl acetoacetate |
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 | 6 |
| Complexity | 140.0 |
| 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 C A S g g A I C C A A A B A A I A I C Q C A A A A A A A A A A A A A E A A A A A A B Q I A A A C A A A E 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 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+ | 0.9760 |
| Human Intestinal Absorption | HIA+ | 0.9954 |
| Caco-2 Permeability | Caco2+ | 0.6849 |
| P-glycoprotein Substrate | Non-substrate | 0.6609 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7856 |
| Non-inhibitor | 0.7970 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8691 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8478 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8886 |
| CYP450 2D6 Substrate | Non-substrate | 0.8863 |
| CYP450 3A4 Substrate | Non-substrate | 0.6578 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.6465 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8427 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9305 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8237 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9290 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8350 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9213 |
| Non-inhibitor | 0.9141 | |
| AMES Toxicity | Non AMES toxic | 0.9621 |
| Carcinogens | Carcinogens | 0.5281 |
| Fish Toxicity | High FHMT | 0.9063 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9817 |
| Honey Bee Toxicity | High HBT | 0.7506 |
| Biodegradation | Ready biodegradable | 0.9484 |
| Acute Oral Toxicity | III | 0.4334 |
| Carcinogenicity (Three-class) | Non-required | 0.6084 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.3226 | LogS |
| Caco-2 Permeability | 0.9850 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7040 | LD50, mol/kg |
| Fish Toxicity | 0.8984 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.4555 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Keto acids and derivatives |
| Subclass | Beta-keto acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Beta-keto acids and derivatives |
| Alternative Parents | |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Fatty acid ester - Beta-keto acid - Fatty acyl - 1,3-dicarbonyl compound - 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 beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom. |
From ClassyFire