Diethyl citrate
General Information
| Chemical name | Diethyl citrate |
| CAS number | 32074-56-9 |
| Flavouring type | substances |
| FL No. | 09.349 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | |
| Reference body | EFSA |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 15384083 |
| IUPAC Name | 5-ethoxy-3-ethoxycarbonyl-3-hydroxy-5-oxopentanoic acid |
| InChI | InChI=1S/C10H16O7/c1-3-16-8(13)6-10(15,5-7(11)12)9(14)17-4-2/h15H,3-6H2,1-2H3,(H,11,12) |
| InChI Key | KGYXYKHTHJPEBX-UHFFFAOYSA-N |
| Canonical SMILES | CCOC(=O)CC(CC(=O)O)(C(=O)OCC)O |
| Molecular Formula | C10H16O7 |
| Wikipedia | 1,2-diethyl citrate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 248.231 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 9 |
| Complexity | 299.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e 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 D E 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 A B Y A A A A C Q A A F I A A D A A D L J g g K 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 | 110.0 |
| Monoisotopic Mass | 248.09 |
| Exact Mass | 248.09 |
| XLogP3 | None |
| XLogP3-AA | -0.6 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 17 |
| 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+ | 0.7913 |
| Human Intestinal Absorption | HIA- | 0.5640 |
| Caco-2 Permeability | Caco2- | 0.6602 |
| P-glycoprotein Substrate | Substrate | 0.5912 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8303 |
| Non-inhibitor | 0.5979 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9306 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8404 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8862 |
| CYP450 2D6 Substrate | Non-substrate | 0.8910 |
| CYP450 3A4 Substrate | Non-substrate | 0.5648 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9071 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8566 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9138 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8427 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8986 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9265 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9919 |
| Non-inhibitor | 0.7944 | |
| AMES Toxicity | Non AMES toxic | 0.7378 |
| Carcinogens | Non-carcinogens | 0.6154 |
| Fish Toxicity | Low FHMT | 0.5676 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9048 |
| Honey Bee Toxicity | High HBT | 0.6693 |
| Biodegradation | Not ready biodegradable | 0.8270 |
| Acute Oral Toxicity | IV | 0.5312 |
| Carcinogenicity (Three-class) | Non-required | 0.7159 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -0.4102 | LogS |
| Caco-2 Permeability | -0.1102 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.6186 | LD50, mol/kg |
| Fish Toxicity | 3.1523 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.2047 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Tricarboxylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Tricarboxylic acids and derivatives |
| Alternative Parents | |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Tricarboxylic acid or derivatives - Fatty acid ester - Fatty acyl - Tertiary alcohol - Carboxylic acid ester - Carboxylic acid - 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 tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. |
From ClassyFire