L-MENTHYL ACETOACETATE
Relevant Data
Food Additives Approved by WHO:
General Information
| Mainterm | L-MENTHYL ACETOACETATE |
| Doc Type | EAF |
| CAS Reg.No.(or other ID) | 59557-05-0 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 11413787 |
| IUPAC Name | [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 3-oxobutanoate |
| InChI | InChI=1S/C14H24O3/c1-9(2)12-6-5-10(3)7-13(12)17-14(16)8-11(4)15/h9-10,12-13H,5-8H2,1-4H3/t10-,12+,13-/m1/s1 |
| InChI Key | QSVQIPXQOCAWHP-KGYLQXTDSA-N |
| Canonical SMILES | CC1CCC(C(C1)OC(=O)CC(=O)C)C(C)C |
| Molecular Formula | C14H24O3 |
| Wikipedia | (-)-menthyl acetoacetate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 240.343 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 5 |
| Complexity | 283.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e 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 A A A A A G g A A A A A A D R 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 Y I A A A C A A A E I A A A A A G A w P A O g A A A A A A A A A C A A A I A A B A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 43.4 |
| Monoisotopic Mass | 240.173 |
| Exact Mass | 240.173 |
| XLogP3 | None |
| XLogP3-AA | 3.4 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 17 |
| Defined Atom Stereocenter Count | 3 |
| 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+ | 0.9560 |
| Human Intestinal Absorption | HIA+ | 0.9923 |
| Caco-2 Permeability | Caco2+ | 0.6993 |
| P-glycoprotein Substrate | Non-substrate | 0.6312 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.5866 |
| Non-inhibitor | 0.5160 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8426 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8970 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8417 |
| CYP450 2D6 Substrate | Non-substrate | 0.8718 |
| CYP450 3A4 Substrate | Substrate | 0.5324 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8755 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7812 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9255 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7748 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8906 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9564 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8535 |
| Non-inhibitor | 0.9067 | |
| AMES Toxicity | Non AMES toxic | 0.7896 |
| Carcinogens | Non-carcinogens | 0.7882 |
| Fish Toxicity | High FHMT | 0.9838 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9637 |
| Honey Bee Toxicity | High HBT | 0.7943 |
| Biodegradation | Not ready biodegradable | 0.7212 |
| Acute Oral Toxicity | III | 0.8039 |
| Carcinogenicity (Three-class) | Non-required | 0.6348 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -4.2536 | LogS |
| Caco-2 Permeability | 1.0780 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7131 | LD50, mol/kg |
| Fish Toxicity | 0.4899 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.2932 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Prenol lipids |
| Subclass | Monoterpenoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Menthane monoterpenoids |
| Alternative Parents | |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | P-menthane monoterpenoid - Monocyclic monoterpenoid - Beta-keto acid - Fatty acid ester - Keto acid - Fatty acyl - 1,3-dicarbonyl compound - Carboxylic acid ester - Ketone - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organooxygen compound - Aliphatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. |
From ClassyFire