Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
twitter

MetaCyc Compound: (R)-acetoin

Synonyms: (R)-2-acetoin, (R)-3-hydroxy-2-butanone, (R)-3-hydroxybutan-2-one, (R)-dimethylketol, (3R)-3-hydroxybutan-2-one, (-)-acetoin, D-(-)-acetoin, levorotatory acetoin, (R)-acetylmethylcarbinol

Superclasses: an aldehyde or ketone a ketone acetoin

Chemical Formula: C4H8O2

Molecular Weight: 88.106 Daltons

Monoisotopic Molecular Weight: 88.05242950099999 Daltons

SMILES: CC(O)C(=O)C

InChI: InChI=1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3/t3-/m1/s1

InChIKey: InChIKey=ROWKJAVDOGWPAT-GSVOUGTGSA-N

Unification Links: ChEBI:15686 , ChemSpider:388445 , KEGG:C00810 , PubChem:439314

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 10.048964 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

acetoin degradation :
acetoin + coenzyme A + NAD+ → acetaldehyde + acetyl-CoA + NADH + H+

Reactions known to produce the compound:

(R)-acetoin biosynthesis I :
(R)-acetoin + NAD+ ← diacetyl + NADH + H+

(R)-acetoin biosynthesis II :
(S)-2-acetolactate + H+(R)-acetoin + CO2

acetoin biosynthesis III :
2 acetaldehyde → acetoin
pyruvate + acetaldehyde + H+acetoin + CO2

Not in pathways:
acetoin + NAD+ ← diacetyl + NADH + H+

cuticular wax biosynthesis :
a secondary alcohol + an oxidized electron acceptor → a ketone + a reduced electron acceptor


a secondary alcohol + oxygen → a ketone + hydrogen peroxide


a nitroalkane + oxygen + H2O → an aldehyde or ketone + nitrite + hydrogen peroxide + H+

Reactions known to both consume and produce the compound:

(R,R)-butanediol biosynthesis , (R,R)-butanediol degradation :
(R,R)-2,3-butanediol + NAD+(R)-acetoin + NADH + H+

meso-butanediol biosynthesis I :
(R,S)-2,3-butanediol + NAD+(R)-acetoin + NADH + H+

In Reactions of unknown directionality:

Not in pathways:
(S)-acetoin = (R)-acetoin


D-ribose 5-phosphate + acetoin = 1-deoxy-D-altro-heptulose 7-phosphate + acetaldehyde
acetoin + NADP+ = diacetyl + NADPH + H+


a ketone + NADP+ = an enone + NADPH + H+
a secondary alcohol + an oxidized coenzyme F420 = a ketone + a reduced coenzyme F420
a secondary alcohol + NADP+ = a ketone + NADPH + H+
a secondary alcohol + NAD+ = a ketone + NADH + H+


References

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Thu Dec 18, 2014, BIOCYC14B.