ChemFOnt: Showing chemical card for 2-Acetyl-1-hydroxy-4-methylbenzene (CFc000334041)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:14:46 UTC

Chemfont ID

CFc000334041

Molecule Identification

Common Name

2-Acetyl-1-hydroxy-4-methylbenzene

Definition

2'-hydroxy-5'-methylacetophenone, also known as 1-(2-hydroxy-5-methylphenyl)-ethanone or 1-hydroxy-2-acetyl-4-methylbenzene, is a member of the class of compounds known as alkyl-phenylketones. Alkyl-phenylketones are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 2'-hydroxy-5'-methylacetophenone is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 2'-hydroxy-5'-methylacetophenone is a sweet, floral, and heavy tasting compound found in coffee and coffee products, which makes 2'-hydroxy-5'-methylacetophenone a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-(2-Hydroxy-5-methylphenyl)-ethanone	HMDB
1-(2-Hydroxy-5-methylphenyl)ethanone	HMDB
1-(2-Hydroxy-5-methylphenyl)ethanone, 9ci	HMDB
1-Hydroxy-2-acetyl-4-methylbenzene	HMDB
2'-Hydroxy-5'-methyl-acetophenone	HMDB
2-Acetyl-4-methylphenol	HMDB
2-Acetyl-P-cresol	HMDB
2-Hydroxy-5-methylacetophenone	HMDB
Methyl 6-hydroxy-m-tolyl ketone	HMDB
O-Acetyl-P-cresol	HMDB

Chemical Formula

C₉H₁₀O₂

Average Molecular Weight

150.1745

Monoisotopic Molecular Weight

150.068079564

IUPAC Name

1-(2-hydroxy-5-methylphenyl)ethan-1-one

Traditional Name

2-acetyl-4-methylphenol

CAS Registry Number

1450-72-2

SMILES

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

InChI Identifier

InChI=1S/C9H10O2/c1-6-3-4-9(11)8(5-6)7(2)10/h3-5,11H,1-2H3

InChI Key

YNPDFBFVMJNGKZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Acetophenone
Aryl alkyl ketone
P-cresol
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0032592)

Food

Nut

Black walnut (FooDB: FOOD00093)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.48 g/L	ALOGPS
logP	1.91	ALOGPS
logP	2.39	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	10.5	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	43.48 m³·mol⁻¹	ChemAxon
Polarizability	16.03 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

HMDB0032592

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010529

KNApSAcK ID

Not Available

Chemspider ID

14340

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15068

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-Acetyl-1-hydroxy-4-methylbenzene (CFc000334041)

MOL for CFc000334041 (2-Acetyl-1-hydroxy-4-methylbenzene)

3D MOL for CFc000334041 (2-Acetyl-1-hydroxy-4-methylbenzene)

3D SDF for CFc000334041 (2-Acetyl-1-hydroxy-4-methylbenzene)

3D-SDF for CFc000334041 (2-Acetyl-1-hydroxy-4-methylbenzene)

PDB for CFc000334041 (2-Acetyl-1-hydroxy-4-methylbenzene)

3D PDB for CFc000334041 (2-Acetyl-1-hydroxy-4-methylbenzene)

SMILES for CFc000334041 (2-Acetyl-1-hydroxy-4-methylbenzene)

INCHI for CFc000334041 (2-Acetyl-1-hydroxy-4-methylbenzene)

Structure for CFc000334041 (2-Acetyl-1-hydroxy-4-methylbenzene)

3D Structure for CFc000334041 (2-Acetyl-1-hydroxy-4-methylbenzene)