4-Hydroxybenzoic acid
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | 4-Hydroxybenzoic acid |
| CAS number | 99-96-7 |
| COE number | 693 |
| JECFA number | 957 |
| Flavouring type | substances |
| FL No. | 08.040 |
| 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 | 135 |
| IUPAC Name | 4-hydroxybenzoic acid |
| InChI | InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10) |
| InChI Key | FJKROLUGYXJWQN-UHFFFAOYSA-N |
| Canonical SMILES | C1=CC(=CC=C1C(=O)O)O |
| Molecular Formula | C7H6O3 |
| Wikipedia | 4-hydroxybenzoic acid |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 138.122 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Complexity | 125.0 |
| CACTVS Substructure Key Fingerprint | A A A D c Y B g 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 B A A A A G g A A C A A A D A S A m A A w D o A A A g C I A i D S C A A C A A A k I A A I i A E G C M g I J j K C F R K A c Q A k w B E I m Y e I 7 C T O I A A A A A A A A A B A A A A A A A A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 57.5 |
| Monoisotopic Mass | 138.032 |
| Exact Mass | 138.032 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 10 |
| 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
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.5320 |
| Human Intestinal Absorption | HIA+ | 0.9872 |
| Caco-2 Permeability | Caco2+ | 0.8937 |
| P-glycoprotein Substrate | Non-substrate | 0.7493 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9890 |
| Non-inhibitor | 0.9927 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9078 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.9063 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8115 |
| CYP450 2D6 Substrate | Non-substrate | 0.9377 |
| CYP450 3A4 Substrate | Non-substrate | 0.7652 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9752 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9697 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9827 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9651 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9493 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9554 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9617 |
| Non-inhibitor | 0.9771 | |
| AMES Toxicity | Non AMES toxic | 0.9826 |
| Carcinogens | Non-carcinogens | 0.8226 |
| Fish Toxicity | High FHMT | 0.7616 |
| Tetrahymena Pyriformis Toxicity | Low TPT | 0.8365 |
| Honey Bee Toxicity | High HBT | 0.7797 |
| Biodegradation | Ready biodegradable | 0.8413 |
| Acute Oral Toxicity | III | 0.5472 |
| Carcinogenicity (Three-class) | Non-required | 0.6300 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.3479 | LogS |
| Caco-2 Permeability | 1.1511 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.3983 | LD50, mol/kg |
| Fish Toxicity | 2.2036 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.8949 | 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 | Not available |
| Direct Parent | Hydroxybenzoic acid derivatives |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Hydroxybenzoic acid - Benzoic acid - Benzoyl - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. These are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. |
From ClassyFire