ChemFOnt: Showing chemical card for 3,5-Di-tert-butyl-4-hydroxybenzoic acid (CFc000220895)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:40:20 UTC

Chemfont ID

CFc000220895

Molecule Identification

Common Name

3,5-Di-tert-butyl-4-hydroxybenzoic acid

Definition

3,5-Di-tert-butyl-4-hydroxybenzoic acid, also known as BHT-COOH or 4-carboxy-2,6-di-tert-butylphenol, 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. BHT-COOH is a metabolite of 2,6-di-tert-butyl-4-methylphenol (BHA), a synthetic phenolic antioxidant (SPA). SPAs are a family of chemicals used widely in foods, polymers, and cosmetics as radical trapping agents to slow down degradation due to oxidation. Given their widespread use, human exposure is unavoidable and there is public concern regarding environmental contamination by these chemicals. BHT-OH was detected in human urine (PMID: 31265952 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,5-Di-tert-butyl-4-hydroxybenzoate	Generator
BHT-COOH	HMDB
2,6-Di-tert-butyl-4-carboxyphenol	HMDB
3,5-Bis(1,1-dimethylethyl)-4-hydroxybenzoic acid	HMDB
4-Carboxy-2,6-di-tert-butylphenol	HMDB
4-Hydroxy-3,5-di-tert-butylbenzoic acid	HMDB
3,5-Di-tert-butyl-4-hydroxybenzoic acid	MeSH

Chemical Formula

C₁₅H₂₂O₃

Average Molecular Weight

250.338

Monoisotopic Molecular Weight

250.156894568

IUPAC Name

3,5-di-tert-butyl-4-hydroxybenzoic acid

Traditional Name

3,5-di-tert-butyl-4-hydroxybenzoic acid

CAS Registry Number

1421-49-4

SMILES

CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)C(O)=O

InChI Identifier

InChI=1S/C15H22O3/c1-14(2,3)10-7-9(13(17)18)8-11(12(10)16)15(4,5)6/h7-8,16H,1-6H3,(H,17,18)

InChI Key

YEXOWHQZWLCHHD-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
Phenylpropane
Benzoic acid
Benzoyl
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

Not Available

Functional Ontology

Not Available

Urine (PMID: 31265952)

Source

Exogenous

Exogenous (HMDB: HMDB0240642)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	4.5	ALOGPS
logP	4.42	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-5.2	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	3	ChemAxon
Refractivity	72.63 m³·mol⁻¹	ChemAxon
Polarizability	28.44 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0240642

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

14285

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15007

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,5-Di-tert-butyl-4-hydroxybenzoic acid (CFc000220895)

MOL for CFc000220895 (3,5-Di-tert-butyl-4-hydroxybenzoic acid)

3D MOL for CFc000220895 (3,5-Di-tert-butyl-4-hydroxybenzoic acid)

3D SDF for CFc000220895 (3,5-Di-tert-butyl-4-hydroxybenzoic acid)

3D-SDF for CFc000220895 (3,5-Di-tert-butyl-4-hydroxybenzoic acid)

PDB for CFc000220895 (3,5-Di-tert-butyl-4-hydroxybenzoic acid)

3D PDB for CFc000220895 (3,5-Di-tert-butyl-4-hydroxybenzoic acid)

SMILES for CFc000220895 (3,5-Di-tert-butyl-4-hydroxybenzoic acid)

INCHI for CFc000220895 (3,5-Di-tert-butyl-4-hydroxybenzoic acid)

Structure for CFc000220895 (3,5-Di-tert-butyl-4-hydroxybenzoic acid)

3D Structure for CFc000220895 (3,5-Di-tert-butyl-4-hydroxybenzoic acid)