ChemFOnt: Showing chemical card for 4-Hydroxy-3-methylbenzoic acid (CFc000002194)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:47:01 UTC

Chemfont ID

CFc000002194

Molecule Identification

Common Name

4-Hydroxy-3-methylbenzoic acid

Definition

4-Hydroxy-3-methylbenzoic acid, also known as 4,3-cresotic acid or 4-hydroxy-m-toluic acid, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and hydroxyl groups.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4,3-Cresotic acid	ChEBI
4-Hydroxy-m-toluic acid	ChEBI
4,3-Cresotate	Generator
4-Hydroxy-m-toluate	Generator
4-Hydroxy-3-methylbenzoate	Generator
3-Methyl-4-hydroxybenzoate	HMDB
3-Methyl-4-hydroxybenzoic acid	HMDB
4-Hydroxy-3-methyl-benzoate	HMDB
4-Hydroxy-3-methyl-benzoic acid	HMDB
4-Hydroxy-3-methoxybenzoic acid	HMDB
Vanillic acid	HMDB
4-Hydroxy-3-methylbenzoic acid	HMDB

Chemical Formula

C₈H₈O₃

Average Molecular Weight

152.1473

Monoisotopic Molecular Weight

152.047344122

IUPAC Name

4-hydroxy-3-methylbenzoic acid

Traditional Name

4-hydroxy-3-methylbenzoic acid

CAS Registry Number

499-76-3

SMILES

CC1=CC(=CC=C1O)C(O)=O

InChI Identifier

InChI=1S/C8H8O3/c1-5-4-6(8(10)11)2-3-7(5)9/h2-4,9H,1H3,(H,10,11)

InChI Key

LTFHNKUKQYVHDX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hydroxybenzoic acid derivatives

Alternative Parents

Substituents

Hydroxybenzoic acid
Benzoic acid
O-cresol
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

toluenes (CHEBI:85239 )
monohydroxybenzoic acid (CHEBI:85239 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0004815)

Excreta

Biofluid or Excreta

Urine (PMID: 8087979)

Source

Endogenous

Endogenous (HMDB: HMDB0004815)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.52 g/L	ALOGPS
logP	1.86	ALOGPS
logP	1.84	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	4.38	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	40.34 m³·mol⁻¹	ChemAxon
Polarizability	15.01 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0004815

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023425

KNApSAcK ID

Not Available

Chemspider ID

61446

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68138

PDB ID

Not Available

ChEBI ID

85239

Food Biomarker Ontology

Not Available

References

Synthesis Reference

King, L. Carroll; McWhirter, Margaret; Barton, Daniel M. Reactions of acetophenols with iodine and pyridine and the preparation of hydroxybenzoic acids. Journal of the American Chemical Society (1945), 67 2089-92.

Showing chemical card for 4-Hydroxy-3-methylbenzoic acid (CFc000002194)

MOL for CFc000002194 (4-Hydroxy-3-methylbenzoic acid)

3D MOL for CFc000002194 (4-Hydroxy-3-methylbenzoic acid)

3D SDF for CFc000002194 (4-Hydroxy-3-methylbenzoic acid)

3D-SDF for CFc000002194 (4-Hydroxy-3-methylbenzoic acid)

PDB for CFc000002194 (4-Hydroxy-3-methylbenzoic acid)

3D PDB for CFc000002194 (4-Hydroxy-3-methylbenzoic acid)

SMILES for CFc000002194 (4-Hydroxy-3-methylbenzoic acid)

INCHI for CFc000002194 (4-Hydroxy-3-methylbenzoic acid)

Structure for CFc000002194 (4-Hydroxy-3-methylbenzoic acid)

3D Structure for CFc000002194 (4-Hydroxy-3-methylbenzoic acid)