(R)-Acetoin (BioCAD00000000854)

plant natural products microbial natural products

Metabolite Card

Formula: C4H8O2 (88.0524)
SMILES: C[C@@H](O)C(C)=O

Synonyms [en]

(R)-acetoin; (R)-dimethylketol; (R)-2-acetoin; (R)-3-Hydroxy-2-butanone; (3R)-3-hydroxybutan-2-one; (R)-3-Hydroxybutan-2-one

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

(R)-Acetoin. 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: BioCAD00000000854). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Constituent of butter and produced by many microorganisms [DFC] Acetoin is a colorless or pale yellow to green yellow liquid with a pleasant, buttery odor. Acetoin is used as an external energy store by a number of fermentive bacteria. Acetoin, along with diacetyl, is one of the compounds giving butter its characteristic flavor. Acetoin is used as a food flavoring (in baked goods) and a fragrance. It can be found in apples, butter, yogurt, asparagus, black currants, blackberry, wheat, broccoli, brussels sprouts, cantaloupe. [Wikipedia].

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 513-86-0
  • CAS Registry Number: 53584-56-8
  • PubChem: 439314
  • ChEBI: ChEBI:15686
  • HMDB: HMDB0303161
  • LipidMaps: LMFA12000064
  • KEGG: C00810
  • BioCyc: CPD-10353
  • DrugBank: DB04364
  • RefMet: RM0155793
  • Metlin: METLIN_98109
  • Coconut NaturalProduct: CNP0395416.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R02855 1.1.1.303 (R)-acetoin:NAD+ oxidoreductase
KEGG:R02856 C00810 + C00006<=>C00741 + C00005 + C00080
KEGG:R02946 1.1.1.4 (R,R)-butane-2,3-diol:NAD+ oxidoreductase
KEGG:R02948 4.1.1.5 (S)-2-hydroxy-2-methyl-3-oxobutanoate carboxy-lyase
KEGG:R02949 5.1.2.4 (R)-acetoin racemase
KEGG:R10505 1.1.1.- meso-2,3-butanediol:NAD+ oxidoreductase [(R)-acetoin forming]
KEGG:R13177 2.3.1.190 acetyl-CoA:acetaldehyde acetyltransferase
Rhea:RHEA:12093 5.1.2.4 (S)-acetoin => (R)-acetoin
Rhea:RHEA:12094 5.1.2.4 (R)-acetoin => (S)-acetoin
Rhea:RHEA:12095 5.1.2.4 (S)-acetoin <=> (R)-acetoin
Rhea:RHEA:21581 4.1.1.5 (2S)-2-acetolactate + H+ => (R)-acetoin + CO2
Rhea:RHEA:21582 4.1.1.5 (R)-acetoin + CO2 => (2S)-2-acetolactate + H+
Rhea:RHEA:21583 4.1.1.5 (2S)-2-acetolactate + H+ <=> (R)-acetoin + CO2
Rhea:RHEA:22901 1.1.1.303 (R)-acetoin + NAD+ => diacetyl + NADH + H+
Rhea:RHEA:22902 1.1.1.303 diacetyl + NADH + H+ => (R)-acetoin + NAD+
Rhea:RHEA:22903 1.1.1.303 (R)-acetoin + NAD+ <=> diacetyl + NADH + H+
Rhea:RHEA:24341 1.1.1.4 (R,R)-butane-2,3-diol + NAD+ => (R)-acetoin + NADH + H+
Rhea:RHEA:24342 1.1.1.4 (R)-acetoin + NADH + H+ => (R,R)-butane-2,3-diol + NAD+
Rhea:RHEA:24343 1.1.1.4 (R,R)-butane-2,3-diol + NAD+ <=> (R)-acetoin + NADH + H+
Rhea:RHEA:75424 (R,S)-butane-2,3-diol + NAD+ => (R)-acetoin + NADH + H+
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Organism Source

Taxonomy Source

  1. Lycium barbarum [ncbi taxid: 112863]
  2. Lycium chinense [ncbi taxid: 112883]
  3. Saccharomyces cerevisiae [ncbi taxid: 4932]

Pathway Synthetic

pathway id name
BioCyc:META_P125-PWY superpathway of (R,R)-butanediol biosynthesis
BioCyc:META_PWY-6396 superpathway of 2,3-butanediol biosynthesis
BioCyc:YEAST_PWY3O-981 superpathway of acetoin and butanediol biosynthesis
BioCyc:YEAST_PWY3O-246 (R,R)-butanediol degradation
BioCyc:LEISH_P125-PWY superpathway of (R,R)-butanediol biosynthesis
BioCyc:TRYPANO_P125-PWY superpathway of (R,R)-butanediol biosynthesis
BioCyc:VCHO_PWY-5951 (R,R)-butanediol biosynthesis
BioCyc:ANTHRA_PWY-5938 (R)-acetoin biosynthesis I
BioCyc:BSUB_P125-PWY superpathway of (R,R)-butanediol biosynthesis
BioCyc:BSUB_PWY-5939 pyruvate fermentation to (R)-acetoin II
BioCyc:PCHR_PWY-5951 (R,R)-butanediol biosynthesis
BioCyc:PCHR_PWY3O-246 (R,R)-butanediol degradation
BioCyc:LACTORHA_PWY-5939 (R)-acetoin biosynthesis II
BioCyc:META_PWY-5939 pyruvate fermentation to (R)-acetoin II
BioCyc:YEAST_PWY-5938 (R)-acetoin biosynthesis I
BioCyc:YEAST_PWY3O-661 butanediol biosynthesis
BioCyc:LEISH_PWY-5951 (R,R)-butanediol biosynthesis
BioCyc:VCHO_PWY3O-246 (R,R)-butanediol degradation
BioCyc:CAULO_PWY-5938 (R)-acetoin biosynthesis I
BioCyc:ANTHRA_PWY-5939 (R)-acetoin biosynthesis II
View All Pathways