Hydroxyacetone (BioCAD00000012238)
feces urine plant natural products microbial natural products
Metabolite Card
Formula: C3H6O2 (74.0368)
SMILES: CC(=O)CO
Synonyms [en]
hydroxyacetone; acetol; 1-Hydroxy-2-propanone; Pyruvinalcohol; Pyruvic alcohol; Methylketol
Last reviewed on 2024-06-28.
Cite this Page
Hydroxyacetone. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000012238). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Hydroxyacetone, also known as acetol or acetone alcohol, belongs to the class of organic compounds known as alpha-hydroxy ketones. These are organic compounds containing a carboxylic acid, and an amine group attached to the alpha carbon atom, relative to the C=O group. Hydroxyacetone exists in all living organisms, ranging from bacteria to humans. Hydroxyacetone is a sweet, caramel, and ethereal tasting compound. hydroxyacetone has been detected, but not quantified in several different foods, such as bog bilberries, cardoons, amaranths, black salsifies, and komatsuna. This could make hydroxyacetone a potential biomarker for the consumption of these foods. Hydroxyacetone is an intermediate in glycine, serine, and threonine metabolism.
DBLinks
- CAS Registry Number: 116-09-6
- PubChem CID: 8299
- ChEBI: 27957
- HMDB: HMDB0006961
- LipidMaps:
- KEGG: C05235
- BioCyc: ACETOL
- NCBI MeSH: acetol
- Wikipedia: Hydroxyacetone
Other DBLinks
- CAS Registry Number: 116-09-6
- PubChem: 8299
- ChEBI: ChEBI:27957
- HMDB: HMDB0006961
- KEGG: C05235
- BioCyc: ACETOL
- NCBI MeSH: acetol
- Wikipedia: Hydroxyacetone
- RefMet: RM0136327
- MoNA: FiehnLib000062
- MoNA: FiehnLib000063
- MoNA: FiehnLib000064
- MoNA: FiehnLib000065
- MoNA: FiehnLib000066
- MoNA: HMDB0006961_c_ms_99939
- MoNA: HMDB0006961_c_ms_99940
- MoNA: HMDB0006961_c_ms_99941
- MoNA: HMDB0006961_c_ms_99942
- MoNA: HMDB0006961_c_ms_99943
- MoNA: HMDB0006961_c_ms_99944
- MoNA: HMDB0006961_c_ms_99945
- MoNA: JP007023
- Coconut NaturalProduct: CNP0487266.0
Class / Ontology
- WishartLab ClassyFire: [Carbonyl compounds] Carbonyl compounds
- RefMet: [Other carbonyl compounds] Other carbonyl compounds
- ChEBI: [CHEBI:27957] hydroxyacetone
| ID | EC Number | Name |
|---|---|---|
| KEGG:R02528 | 1.1.1.- | C00546 + C00005 + C00080<=>C05235 + C00006 |
| KEGG:R10717 | 1.1.1.6 | propane-1,2-diol:NAD+ 2-oxidoreductase |
| KEGG:R10718 | 1.1.1.- | hydroxyacetone:NAD+ 1-oxidoreductase |
| KEGG:R12150 | 4.1.99.24 | L-tyrosine:D-ribulose-5-phosphate lyase (isonitrile-forming) |
| KEGG:R12151 | 4.1.99.25 | L-tryptophan:D-ribulose-5-phosphate lyase (isonitrile-forming) |
| KEGG:R12764 | 4.4.1.41 | (2S)-2,3-dihydroxypropane-1-sulfonate sulfite-lyase |
| BioCyc:RXN0-4281 | 1.1.1.21 | PROTON + METHYL-GLYOXAL + NADPH --> ACETOL + NADP |
| BioCyc:RXN-8632 | PROPANE-1-2-DIOL + NAD<=>ACETOL + NADH + PROTON | |
| BioCyc:RXN0-5213 | 1.1.1.- | PROTON + METHYL-GLYOXAL + NADH --> ACETOL + NAD |
| Rhea:RHEA:27987 | hydroxyacetone + NADP+ => methylglyoxal + NADPH + H+ | |
| Rhea:RHEA:27988 | methylglyoxal + NADPH + H+ => hydroxyacetone + NADP+ | |
| Rhea:RHEA:27989 | hydroxyacetone + NADP+ <=> methylglyoxal + NADPH + H+ | |
| Rhea:RHEA:28668 | hydroxyacetone + NADH + H+ => (S)-propane-1,2-diol + NAD+ | |
| Rhea:RHEA:28669 | (S)-propane-1,2-diol + NAD+ => hydroxyacetone + NADH + H+ | |
| Rhea:RHEA:28670 | hydroxyacetone + NADH + H+ <=> (S)-propane-1,2-diol + NAD+ | |
| Rhea:RHEA:35616 | hydroxyacetone + NAD+ => methylglyoxal + NADH + H+ | |
| Rhea:RHEA:35617 | methylglyoxal + NADH + H+ => hydroxyacetone + NAD+ | |
| Rhea:RHEA:35618 | hydroxyacetone + NAD+ <=> methylglyoxal + NADH + H+ | |
| Rhea:RHEA:45733 | 4.1.99.24 | D-ribulose 5-phosphate + L-tyrosine => (2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O + H+ |
| Rhea:RHEA:45734 | 4.1.99.24 | (2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O + H+ => D-ribulose 5-phosphate + L-tyrosine |
Taxonomy Source
- Escherichia coli [ncbi taxid: 562]
- Eucalyptus melliodora [ncbi taxid: 183838]
- Homo sapiens [ncbi taxid: 9606]
- Mus musculus [ncbi taxid: 10090]
- Pogostemon cablin [ncbi taxid: 28511]
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:HUMAN_PWY-5453 | methylglyoxal degradation III |
| BioCyc:META_PWY-7955 | paerucumarin biosynthesis |
| BioCyc:ECO_PWY-5453 | methylglyoxal degradation III |
| BioCyc:ARA_PWY-6786 | detoxification of reactive carbonyls in chloroplasts |
| BioCyc:ECOL199310_PWY-5453 | methylglyoxal degradation III |
| BioCyc:ECOL413997_PWY-5453 | methylglyoxal degradation III |
| BioCyc:HUMAN_PWY-5451 | acetone degradation I (to methylglyoxal) |
| BioCyc:META_PWY-6786 | detoxification of reactive carbonyls in chloroplasts |
| BioCyc:META_PWY-7775 | propane degradation II |
| BioCyc:ECO_METHGLYUT-PWY | superpathway of methylglyoxal degradation |
| BioCyc:ECOO157_PWY-5453 | methylglyoxal degradation III |
| BioCyc:CLOSSAC_METHGLYUT-PWY | superpathway of methylglyoxal degradation |
| BioCyc:CLOSSAC_PWY-5453 | methylglyoxal degradation III |
| BioCyc:META_PWY-7466 | acetone degradation III (to propane-1,2-diol) |
| BioCyc:META_PWY-7959 | 12-epi-hapalindole biosynthesis |
| BioCyc:META_PWY-7960 | rhabduscin biosynthesis |
| BioCyc:META_PWY-7957 | hapalindole H biosynthesis |
| BioCyc:META_PWY-5453 | methylglyoxal degradation III |
| BioCyc:SHIGELLA_PWY-5453 | methylglyoxal degradation III |
| BioCyc:ECOL316407_METHGLYUT-PWY | superpathway of methylglyoxal degradation |