Compound

2-methylpropanoyl-CoA

A short chain fatty acyl-CoA(4−) that is the tetraanion of isobutyryl-CoA, arising from deprotonation of phosphate and diphosphate functions.

Definition from ChEBI (CHEBI:57338), read 2026-09-23. CC BY 4.0.

CHEBI:57338ChEBI

Open in the graph

Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C25H38N7O17P3S
Mass: 833.6 g/mol
Charge: -4
InChIKey: AEWHYWSPVRZHCT-NDZSKPAWSA-J
SMILES: CC(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)([O-])[O-]
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

Reactions

12 reactions

3-methyl-2-oxobutanoate+2oxidized [2Fe-2S]-[ferredoxin]+coenzyme A(4-)2-methylpropanoyl-CoA+2reduced [2Fe-2S]-[ferredoxin]+carbon dioxide+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:11712CC BY 4.0Reference data
2-methylpropanoyl-CoAbutanoyl-CoA
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:13141CC BY 4.0Reference data
3-methyl-2-oxobutanoate+NAD(1-)+coenzyme A(4-)2-methylpropanoyl-CoA+carbon dioxide+NADH(2-)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:13997CC BY 4.0Reference data
N(6)-[(R)-dihydrolipoyl]-L-lysyl-[protein]+2-methylpropanoyl-CoAN(6)-[(R)-S(8)-2-methylpropanoyldihydrolipoyl]-L-lysyl-[protein]+coenzyme A(4-)
Catalysed by DBT
Reaction pageRight to leftBalance undeterminable
Rhea RHEA:18865CC BY 4.0Reference data
2-methylpropanoyl-CoA+water2-methylpropanoate+coenzyme A(4-)+hydron
Catalysed by ACOT8 or ACOT9
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:40799CC BY 4.0Reference data
2-methylpropanoyl-CoA+malonyl-[ACP]+hydron4-methyl-3-oxopentanoyl-[ACP]+carbon dioxide+coenzyme A(4-)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:42268CC BY 4.0Reference data
2-methylpropanoyl-CoA+oxidized [electron-transfer flavoprotein]+hydronCHEBI:62500+reduced [electron-transfer flavoprotein]
Catalysed by ACADSB or ACAD8
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:44180CC BY 4.0Reference data
2-methylpropanoyl-CoA+(R)-carnitineCHEBI:84838+coenzyme A(4-)
Catalysed by CRAT
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:44988CC BY 4.0Reference data
CHEBI:48943+NAD(1-)+coenzyme A(4-)2-methylpropanoyl-CoA+NADH(2-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:46004CC BY 4.0Reference data
2-methylpropanoate+ATP(4-)+coenzyme A(4-)2-methylpropanoyl-CoA+AMP+diphosphate(3-)
Catalysed by ACSM3
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:46176CC BY 4.0Reference data
2-methylpropanoyl-CoA+3malonyl-CoA+3hydronCHEBI:133419+3carbon dioxide+4coenzyme A(4-)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:67000CC BY 4.0Reference data
2-methylpropanoyl-CoA+L-lysyl-[protein]N(6)-isobutanoyl-L-lysyl-[protein]+coenzyme A(4-)+hydron
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:85279CC BY 4.0Reference data

Other names

11 names

Resolves to: 2-methylpropanoyl-CoA

Also called: 2-methylpropanoyl-CoA(4-)2-methylpropanoyl-CoA(4−)2-methylpropionyl-CoA(4-)2-methylpropionyl-CoA(4−)isobutanoyl-CoAisobutyryl-CoA tetraanionisobutyryl-coenzyme A(4-)isobutyryl-coenzyme A(4−)S-(2-methylpropanoyl)-coenzyme A(4-)S-(2-methylpropanoyl)-coenzyme A(4−)
Systematic name: 3'-phosphonatoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-{[3-({2-[(2-methylpropanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-4-oxobutyl]diphosphate}