l-Malic acid
Relevant Data
Food Additives Approved by WHO:
Food Additives Approved by European Union:
General Information
| Chemical name | l-Malic acid |
| CAS number | 6915-15-7 |
| COE number | 17 |
| JECFA number | 619 |
| Flavouring type | substances |
| FL No. | 08.017 |
| 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 | 525 |
| IUPAC Name | 2-hydroxybutanedioic acid |
| InChI | InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9) |
| InChI Key | BJEPYKJPYRNKOW-UHFFFAOYSA-N |
| Canonical SMILES | C(C(C(=O)O)O)C(=O)O |
| Molecular Formula | C4H6O5 |
| Wikipedia | malic acid |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 134.087 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Complexity | 129.0 |
| CACTVS Substructure Key Fingerprint | A A A D c Y B g 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 A C A A A A 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 A Q A A F I A A B 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 | 94.8 |
| Monoisotopic Mass | 134.022 |
| Exact Mass | 134.022 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 9 |
| 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
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.7572 |
| Human Intestinal Absorption | HIA- | 0.5481 |
| Caco-2 Permeability | Caco2- | 0.8903 |
| P-glycoprotein Substrate | Non-substrate | 0.7117 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9602 |
| Non-inhibitor | 0.9676 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9675 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.6921 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8812 |
| CYP450 2D6 Substrate | Non-substrate | 0.9020 |
| CYP450 3A4 Substrate | Non-substrate | 0.7628 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9521 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9691 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9587 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9716 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9066 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9934 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9880 |
| Non-inhibitor | 0.9665 | |
| AMES Toxicity | Non AMES toxic | 0.9132 |
| Carcinogens | Non-carcinogens | 0.8138 |
| Fish Toxicity | High FHMT | 0.5431 |
| Tetrahymena Pyriformis Toxicity | Low TPT | 0.8367 |
| Honey Bee Toxicity | High HBT | 0.6290 |
| Biodegradation | Ready biodegradable | 0.9522 |
| Acute Oral Toxicity | III | 0.8028 |
| Carcinogenicity (Three-class) | Non-required | 0.7593 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | 0.2767 | LogS |
| Caco-2 Permeability | -0.9145 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.6100 | LD50, mol/kg |
| Fish Toxicity | 2.3205 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.7401 | 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 | Short-chain hydroxy acid - Beta-hydroxy acid - Fatty acid - Dicarboxylic acid or derivatives - Alpha-hydroxy acid - Secondary alcohol - Carboxylic acid - 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