RefMet Compound Details

MW structure4428 (View MW Metabolite Database details)
RefMet nameAcetoacetyl-CoA
Alternative nameCoA 4:0;3oxo
Systematic nameAcetoacetyl-CoA
SMILESCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@H](n2cnc3c(N)ncnc23)O1)O
)OP(=O)(O)O)O
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Sum CompositionCoA 4:1;O View other entries in RefMet with this sum composition
Exact mass851.136349 (neutral)
Calculate m/z:   
View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
FormulaC25H40N7O18P3SView other entries in RefMet with this formula
InChIInChI=1S/C25H40N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,
40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-12,14,18-20,24,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,4
5)(H2,26,29,30)(H2,39,40,41)/t14-,18-,19-,20+,24-/m1/s1
InChIKeyOJFDKHTZOUZBOS-CITAKDKDSA-NView other enantiomers/diastereomers of this metabolite in RefMet
Super ClassFatty Acyls
Main ClassFatty esters
Sub ClassAcyl CoAs
Pubchem CID92153
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Acetoacetyl-CoA

Rxn IDKEGG ReactionEnzyme
R00238 2 Acetyl-CoA <=> CoA + Acetoacetyl-CoAacetyl-CoA:acetyl-CoA C-acetyltransferase
R00410 Succinyl-CoA + Acetoacetate <=> Succinate + Acetoacetyl-CoAsuccinyl-CoA:acetoacetate CoA-transferase
R01357 ATP + Acetoacetate + CoA <=> AMP + Diphosphate + Acetoacetyl-CoAAcetoacetate:CoA ligase (AMP-forming)
R01358 Acetoacetyl-CoA + H2O <=> Acetoacetate + CoAacetoacetyl-CoA hydrolase
R01359 Acetoacetyl-CoA + Acetate <=> Acetoacetate + Acetyl-CoAacetoacetyl-CoA:acetate CoA-transferase
R01975 (S)-3-Hydroxybutanoyl-CoA + NAD+ <=> Acetoacetyl-CoA + NADH + H+(S)-3-Hydroxybutanoyl-CoA:NAD+ oxidoreductase
R01976 (S)-3-Hydroxybutanoyl-CoA + NADP+ <=> Acetoacetyl-CoA + NADPH + H+(S)-3-Hydroxybutanoyl-CoA:NADP+ oxidoreductase

Table of KEGG human pathways containing Acetoacetyl-CoA

Pathway IDHuman Pathway# of reactions
hsa00650 Butanoate metabolism 5
hsa00280 Valine, leucine and isoleucine degradation 4
hsa01100 Metabolic pathways 3
hsa00072 Synthesis and degradation of ketone bodies 3
hsa00071 Fatty acid degradation 2
hsa00310 Lysine degradation 2
hsa00380 Tryptophan metabolism 2
hsa00900 Terpenoid backbone biosynthesis 2
hsa01212 Fatty acid metabolism 2
hsa01200 Carbon metabolism 1
hsa00620 Pyruvate metabolism 1
hsa00640 Propanoate metabolism 1
hsa00630 Glyoxylate and dicarboxylate metabolism 1
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