ETHYL PROTOCATECHUATE
General Information
| Chemical Names: | ETHYL 3,4-DIHYDROXYBENZOATE; ETHYL ESTER OF 3,4-DIHYDROXYBENZOIC ACID |
| CAS number: | 3943-89-3 |
| Functional Class: |
Food Additives ANTIOXIDANT |
From apps.who.int
Evaluations
| Evaluation year: | 1973 |
| Meeting: | 17 |
| Specs Code: | R |
| Specification: | COMPENDIUM ADDENDUM 11/FNP 52 Add. 11/89 (METALS LIMITS) (2003). R; FAO JECFA Monographs 1 vol.2/41 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 77547 |
| IUPAC Name | ethyl 3,4-dihydroxybenzoate |
| InChI | InChI=1S/C9H10O4/c1-2-13-9(12)6-3-4-7(10)8(11)5-6/h3-5,10-11H,2H2,1H3 |
| InChI Key | KBPUBCVJHFXPOC-UHFFFAOYSA-N |
| Canonical SMILES | CCOC(=O)C1=CC(=C(C=C1)O)O |
| Molecular Formula | C9H10O4 |
| Wikipedia | ethyl protocatechuate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 182.175 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Complexity | 181.0 |
| 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 w A A A A A A A A A A A B A A A A G g A A C A A A D A S g m A I y D o A A B g C I A i D S C A A C A A A k I A A I i A E G i M g J J j K C N R q C c Q E k w B E J u Y f K 7 D z O I A A B A A A A Q A B A A A I A A A C A A A A A A A A A A A = = |
| Topological Polar Surface Area | 66.8 |
| Monoisotopic Mass | 182.058 |
| Exact Mass | 182.058 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 13 |
| Defined Atom Stereocenter Count | 0 |
| 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- | 0.7962 |
| Human Intestinal Absorption | HIA+ | 0.9362 |
| Caco-2 Permeability | Caco2+ | 0.5072 |
| P-glycoprotein Substrate | Non-substrate | 0.5056 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9255 |
| Non-inhibitor | 0.9600 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9140 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.9358 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8074 |
| CYP450 2D6 Substrate | Non-substrate | 0.8980 |
| CYP450 3A4 Substrate | Non-substrate | 0.6654 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7518 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7250 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9512 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8823 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9591 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8485 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9783 |
| Non-inhibitor | 0.9012 | |
| AMES Toxicity | Non AMES toxic | 0.8715 |
| Carcinogens | Non-carcinogens | 0.8719 |
| Fish Toxicity | High FHMT | 0.9319 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9794 |
| Honey Bee Toxicity | High HBT | 0.6590 |
| Biodegradation | Ready biodegradable | 0.9023 |
| Acute Oral Toxicity | III | 0.8197 |
| Carcinogenicity (Three-class) | Non-required | 0.6657 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.6144 | LogS |
| Caco-2 Permeability | 0.1327 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7989 | LD50, mol/kg |
| Fish Toxicity | 1.5367 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.1284 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Benzoic acids and derivatives |
| Intermediate Tree Nodes | Benzoic acid esters - p-Hydroxybenzoic acid esters |
| Direct Parent | p-Hydroxybenzoic acid alkyl esters |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | P-hydroxybenzoic acid alkyl ester - M-hydroxybenzoic acid ester - Dihydroxybenzoic acid - Benzoyl - Catechol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organooxygen compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group. |
From ClassyFire