Diethyl malate
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | Diethyl malate |
| CAS number | 7554-12-3 |
| COE number | 382 |
| JECFA number | 620 |
| Flavouring type | substances |
| FL No. | 09.439 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | |
| Reference body | JECFA |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 24197 |
| IUPAC Name | diethyl 2-hydroxybutanedioate |
| InChI | InChI=1S/C8H14O5/c1-3-12-7(10)5-6(9)8(11)13-4-2/h6,9H,3-5H2,1-2H3 |
| InChI Key | VKNUORWMCINMRB-UHFFFAOYSA-N |
| Canonical SMILES | CCOC(=O)CC(C(=O)OCC)O |
| Molecular Formula | C8H14O5 |
| Wikipedia | diethyl malate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 190.195 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 7 |
| Complexity | 177.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B w 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 A A A A A A A A A A A A A G g A A C A A A C B S g g A I C C A A A B g A I A A C Q C A I A A A A A A A A A A A F A A A A B E B Q A A A A C Q A A F I A A D A A B D 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 | 72.8 |
| Monoisotopic Mass | 190.084 |
| Exact Mass | 190.084 |
| XLogP3 | None |
| XLogP3-AA | 0.1 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 13 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| 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+ | 0.8889 |
| Human Intestinal Absorption | HIA+ | 0.7926 |
| Caco-2 Permeability | Caco2- | 0.5929 |
| P-glycoprotein Substrate | Non-substrate | 0.5723 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7590 |
| Non-inhibitor | 0.6421 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9164 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8690 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8827 |
| CYP450 2D6 Substrate | Non-substrate | 0.8943 |
| CYP450 3A4 Substrate | Non-substrate | 0.6291 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9314 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8837 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9209 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8634 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8553 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9252 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9787 |
| Non-inhibitor | 0.8524 | |
| AMES Toxicity | Non AMES toxic | 0.6618 |
| Carcinogens | Non-carcinogens | 0.5479 |
| Fish Toxicity | High FHMT | 0.7248 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9513 |
| Honey Bee Toxicity | High HBT | 0.6828 |
| Biodegradation | Ready biodegradable | 0.7372 |
| Acute Oral Toxicity | IV | 0.7534 |
| Carcinogenicity (Three-class) | Non-required | 0.7270 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -0.7462 | LogS |
| Caco-2 Permeability | 0.2045 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.4513 | LD50, mol/kg |
| Fish Toxicity | 2.6867 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.1455 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Hydroxy acids and derivatives |
| Subclass | Beta hydroxy acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Beta hydroxy acids and derivatives |
| Alternative Parents | |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Fatty acid ester - Beta-hydroxy acid - Fatty acyl - Dicarboxylic acid or derivatives - Secondary alcohol - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as beta hydroxy acids and derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. |
From ClassyFire