ChemFOnt: Showing chemical card for 2,3,5-Trimethylphenol (CFc000282077)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:05 UTC

Chemfont ID

CFc000282077

Molecule Identification

Common Name

2,3,5-Trimethylphenol

Definition

2,3,5-trimethylphenol, also known as 1-hydroxy-2,3,5-trimethylbenzene or isopseudocumenol, is a member of the class of compounds known as ortho cresols. Ortho cresols are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, respectively. 2,3,5-trimethylphenol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 2,3,5-trimethylphenol can be synthesized from 1,2,4-trimethylbenzene. 2,3,5-trimethylphenol can also be synthesized into 2,3,5-trimethylphenyl methylcarbamate. 2,3,5-trimethylphenol can be found in arabica coffee, which makes 2,3,5-trimethylphenol a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Hydroxy-2,3,5-trimethylbenzene	ChEBI
Isopseudocumenol	ChEBI

Chemical Formula

C₉H₁₂O

Average Molecular Weight

136.191

Monoisotopic Molecular Weight

136.088815006

IUPAC Name

2,3,5-trimethylphenol

Traditional Name

2,3,5-trimethylphenol

CAS Registry Number

697-82-5

SMILES

CC1=CC(C)=C(C)C(O)=C1

InChI Identifier

InChI=1S/C9H12O/c1-6-4-7(2)8(3)9(10)5-6/h4-5,10H,1-3H3

InChI Key

OGRAOKJKVGDSFR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ortho cresols. These are organic compounds containing an ortho-cresol moiety, which consists of a benzene bearing one hydroxyl group at ring positions 1 and 2, respectively.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

O-cresol
M-cresol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:38570 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302561)

Food

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.88 g/L	ALOGPS
logP	2.73	ALOGPS
logP	3.21	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	10.57	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	43.16 m³·mol⁻¹	ChemAxon
Polarizability	15.99 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302561

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005153

KNApSAcK ID

Not Available

Chemspider ID

12244

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12769

PDB ID

Not Available

ChEBI ID

38570

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2,3,5-Trimethylphenol (CFc000282077)

MOL for CFc000282077 (2,3,5-Trimethylphenol)

3D MOL for CFc000282077 (2,3,5-Trimethylphenol)

3D SDF for CFc000282077 (2,3,5-Trimethylphenol)

3D-SDF for CFc000282077 (2,3,5-Trimethylphenol)

PDB for CFc000282077 (2,3,5-Trimethylphenol)

3D PDB for CFc000282077 (2,3,5-Trimethylphenol)

SMILES for CFc000282077 (2,3,5-Trimethylphenol)

INCHI for CFc000282077 (2,3,5-Trimethylphenol)

Structure for CFc000282077 (2,3,5-Trimethylphenol)

3D Structure for CFc000282077 (2,3,5-Trimethylphenol)