4-Hydroxyphenylacetone

4-Hydroxyphenylacetone
Names
	Preferred IUPAC name 1-(4-Hydroxyphenyl)propan-2-one
	Other names p-Hydroxyphenylacetone; para-Hydroxyphenylacetone
Identifiers
CAS Number	770-39-8 ;
3D model (JSmol)	Interactive image;
ChemSpider	5382241;
ECHA InfoCard	100.129.975
PubChem CID	7019274;
UNII	7K79N2OO7F ;
CompTox Dashboard (EPA)	DTXSID40427095 ;
	InChI InChI=1S/C9H10O2/c1-7(10)6-8-2-4-9(11)5-3-8/h2-5,11H,6H2,1H3 Key: VWMVAQHMFFZQGD-UHFFFAOYSA-N;
	SMILES CC(=O)CC1=CC=C(C=C1)O;
Properties
Chemical formula	C9H10O2
Molar mass	150.177 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

4-Hydroxyphenylacetone is the para-hydroxy analog of phenylacetone, an inactive metabolite of amphetamine in humans. When it occurs as a metabolite of amphetamine, it is produced directly from the inactive metabolite phenylacetone.

Metabolic pathways of amphetamine in humans

Phenylacetone

Norephedrine

4-Hydroxynorephedrine

Para-
Hydroxylation

CYP2D6

unidentified

Beta-
Hydroxylation

DBH

Oxidative
Deamination

FMO3

Oxidation

unidentified

Glycine
Conjugation

XM-ligase
GLYAT

In humans, 4-hydroxyphenylacetone occurs as a metabolite of amphetamine and phenylacetone.

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