BENZYL ACETOACETATE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | BENZYL ACETYLACETATE, BENZYL beta-KETOBUTYRATE, BENZYL 3-OXOBUTANOATE |
| Chemical Names: | BENZYL 3-OXOBUTYRATE |
| CAS number: | 5396-89-4 |
| COE number: | 244 |
| JECFA number: | 848 |
| FEMA number: | 2136 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2001 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Report: | TRS 909-JECFA 57/73 |
| Tox Monograph: | FAS 48-JECFA 57/227 |
| Specification: | COMPENDIUM ADDENDUM 9/FNP 52 Add.9/140 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 142266 |
| IUPAC Name | benzyl 3-oxobutanoate |
| InChI | InChI=1S/C11H12O3/c1-9(12)7-11(13)14-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3 |
| InChI Key | WOFAGNLBCJWEOE-UHFFFAOYSA-N |
| Canonical SMILES | CC(=O)CC(=O)OCC1=CC=CC=C1 |
| Molecular Formula | C11H12O3 |
| Wikipedia | benzyl acetoacetate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 192.214 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 5 |
| Complexity | 205.0 |
| 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 A A A A D A S g m A I y C I A A B A C I A q D S C A A C A A A g A A A I i A E A C I g I J j a I M R i C M A A k 4 A E I q A e A w C A 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 A A A A = = |
| Topological Polar Surface Area | 43.4 |
| Monoisotopic Mass | 192.079 |
| Exact Mass | 192.079 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 14 |
| 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+ | 0.9817 |
| Human Intestinal Absorption | HIA+ | 0.9968 |
| Caco-2 Permeability | Caco2+ | 0.7064 |
| P-glycoprotein Substrate | Non-substrate | 0.6782 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7791 |
| Non-inhibitor | 0.8989 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8496 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8920 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8387 |
| CYP450 2D6 Substrate | Non-substrate | 0.9148 |
| CYP450 3A4 Substrate | Non-substrate | 0.7288 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.5240 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7202 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9263 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.5497 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9275 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.7145 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9268 |
| Non-inhibitor | 0.9498 | |
| AMES Toxicity | Non AMES toxic | 0.8663 |
| Carcinogens | Non-carcinogens | 0.6172 |
| Fish Toxicity | High FHMT | 0.9007 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9713 |
| Honey Bee Toxicity | High HBT | 0.6690 |
| Biodegradation | Ready biodegradable | 0.9126 |
| Acute Oral Toxicity | III | 0.6699 |
| Carcinogenicity (Three-class) | Non-required | 0.5529 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.7941 | LogS |
| Caco-2 Permeability | 1.1493 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7785 | LD50, mol/kg |
| Fish Toxicity | 0.1652 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.6343 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Benzyloxycarbonyls |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzyloxycarbonyls |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Benzyloxycarbonyl - Beta-keto acid - Fatty acid ester - Fatty acyl - 1,3-dicarbonyl compound - Keto acid - Carboxylic acid ester - Ketone - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. |
From ClassyFire