L-MENTHYL (R,S)-3-HYDROXYBUTYRATE
Relevant Data
Food Additives Approved in the United States
General Information
Chemical Names: | L-MENTHYL (R,S)-3-HYDROXYBUTYRATE |
CAS number: | 108766-16-1 |
JECFA number: | 1855 |
FEMA number: | 4308 |
Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
Evaluation year: | 2008 |
ADI: | No safety concern at current levels of intake when used as a flavouring agent |
Meeting: | 69 |
Specs Code: | N |
Report: | RS 952-JECFA 69/141 |
Tox Monograph: | FAS 60-JECFA 69/626 |
Specification: | FAO JECFA Monographs 5/101 |
From apps.who.int
Computed Descriptors
Download SDF2D Structure | |
CID | 11586787 |
IUPAC Name | (5-methyl-2-propan-2-ylcyclohexyl) 3-hydroxybutanoate |
InChI | InChI=1S/C14H26O3/c1-9(2)12-6-5-10(3)7-13(12)17-14(16)8-11(4)15/h9-13,15H,5-8H2,1-4H3 |
InChI Key | XSJPRWBZLUYOOI-UHFFFAOYSA-N |
Canonical SMILES | CC1CCC(C(C1)OC(=O)CC(C)O)C(C)C |
Molecular Formula | C14H26O3 |
From Pubchem
Computed Properties
Property Name | Property Value |
---|---|
Molecular Weight | 242.359 |
Hydrogen Bond Donor Count | 1 |
Hydrogen Bond Acceptor Count | 3 |
Rotatable Bond Count | 5 |
Complexity | 250.0 |
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 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 Y A A A A C Q A A F 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 | 46.5 |
Monoisotopic Mass | 242.188 |
Exact Mass | 242.188 |
XLogP3 | None |
XLogP3-AA | 3.3 |
Compound Is Canonicalized | True |
Formal Charge | 0 |
Heavy Atom Count | 17 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 4 |
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+ | 0.8945 |
Human Intestinal Absorption | HIA+ | 0.9887 |
Caco-2 Permeability | Caco2+ | 0.7340 |
P-glycoprotein Substrate | Non-substrate | 0.5548 |
P-glycoprotein Inhibitor | Non-inhibitor | 0.7544 |
Non-inhibitor | 0.5755 | |
Renal Organic Cation Transporter | Non-inhibitor | 0.8762 |
Distribution | ||
Subcellular localization | Mitochondria | 0.8587 |
Metabolism | ||
CYP450 2C9 Substrate | Non-substrate | 0.8106 |
CYP450 2D6 Substrate | Non-substrate | 0.8634 |
CYP450 3A4 Substrate | Substrate | 0.5226 |
CYP450 1A2 Inhibitor | Non-inhibitor | 0.9187 |
CYP450 2C9 Inhibitor | Non-inhibitor | 0.8434 |
CYP450 2D6 Inhibitor | Non-inhibitor | 0.9394 |
CYP450 2C19 Inhibitor | Non-inhibitor | 0.8675 |
CYP450 3A4 Inhibitor | Non-inhibitor | 0.8962 |
CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9787 |
Excretion | ||
Toxicity | ||
Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9093 |
Non-inhibitor | 0.8851 | |
AMES Toxicity | Non AMES toxic | 0.7647 |
Carcinogens | Non-carcinogens | 0.8327 |
Fish Toxicity | High FHMT | 0.9665 |
Tetrahymena Pyriformis Toxicity | High TPT | 0.9975 |
Honey Bee Toxicity | High HBT | 0.8027 |
Biodegradation | Not ready biodegradable | 0.7828 |
Acute Oral Toxicity | III | 0.6332 |
Carcinogenicity (Three-class) | Non-required | 0.7351 |
From admetSAR
ADMET Predicted Profile --- Regression
Model | Value | Unit |
---|---|---|
Absorption | ||
Aqueous solubility | -3.9360 | LogS |
Caco-2 Permeability | 1.1689 | LogPapp, cm/s |
Distribution | ||
Metabolism | ||
Excretion | ||
Toxicity | ||
Rat Acute Toxicity | 2.1793 | LD50, mol/kg |
Fish Toxicity | 1.0958 | pLC50, mg/L |
Tetrahymena Pyriformis Toxicity | 1.5476 | 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-hydroxy acid - Fatty acid ester - Fatty acyl - Hydroxy acid - Carboxylic acid ester - Secondary alcohol - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic oxide - Alcohol - Carbonyl group - Organic oxygen compound - 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