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4-Hydroxyphenylacetone
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.
| Column 1 | Column 2 |
|---|---|
| Preferred IUPAC name | |
| 1-(4-Hydroxyphenyl)propan-2-one | |
| Other names | |
| p-Hydroxyphenylacetone; para-Hydroxyphenylacetone | |
| CAS Number | .mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}770-39-8 Y |
| 3D model (JSmol) | Interactive image |
| ChemSpider | 5382241 |
| ECHA InfoCard | 100.129.975 |
| PubChem CID | 7019274 |
| UNII | 7K79N2OO7F Y |
| CompTox Dashboard (EPA) | DTXSID40427095 |
| InChI | |
| InChI=1S/C9H10O2/c1-7(10)6-8-2-4-9(11)5-3-8/h2-5,11H,6H2,1H3Key: VWMVAQHMFFZQGD-UHFFFAOYSA-N | |
| SMILES | |
| CC(=O)CC1=CC=C(C=C1)O | |
| 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.
| Column 1 |
|---|
| Metabolic pathways of amphetamine in humans |
4-Hydroxyphenylacetone Phenylacetone Benzoic acid Hippuric acid Amphetamine Norephedrine 4-Hydroxyamphetamine 4-Hydroxynorephedrine Para-Hydroxylation Para-Hydroxylation Para-Hydroxylation CYP2D6 CYP2D6 unidentified Beta-Hydroxylation Beta-Hydroxylation DBH DBH OxidativeDeamination FMO3 Oxidation unidentified GlycineConjugation XM-ligaseGLYAT
In humans, 4-hydroxyphenylacetone occurs as a metabolite of amphetamine and phenylacetone. |
- 4-hydroxyphenylacetone at the U.S. National Library of Medicine Medical Subject Headings (MeSH)
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