RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0153222
RefMet name	Acetoacetic acid
Alternative name	FA 4:1;O
Systematic name	3-oxo-butanoic acid
Synonyms	PubChem Synonyms
Sum Composition	FA 4:1;O	View other entries in RefMet with this sum composition
Exact mass	102.031695 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C4H6O3	View other entries in RefMet with this formula
Molecular descriptors
Molfile	1527 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7)
InChIKey	WDJHALXBUFZDSR-UHFFFAOYSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	CC(=O)CC(=O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Fatty Acyls
Main Class	Fatty acids
Sub Class	Oxo FA
Distribution of Acetoacetic acid in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting Acetoacetic acid
External Links
Pubchem CID	96
LIPID MAPS	LMFA01060003
ChEBI ID	15344
KEGG ID	C00164
HMDB ID	HMDB0000060
Chemspider ID	94
MetaCyc ID	3-KETOBUTYRATE
EPA CompTox	DTXCID00124932
Spectral data for Acetoacetic acid standards
NP-MRD ID(NMR)	View NMR spectra
MassBank(EU)	View MS spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Acetoacetic acid

Rxn ID	KEGG Reaction	Enzyme
R00410	Succinyl-CoA + Acetoacetate <=> Succinate + Acetoacetyl-CoA	succinyl-CoA:acetoacetate CoA-transferase
R01357	ATP + Acetoacetate + CoA <=> AMP + Diphosphate + Acetoacetyl-CoA	Acetoacetate:CoA ligase (AMP-forming)
R01358	Acetoacetyl-CoA + H2O <=> Acetoacetate + CoA	acetoacetyl-CoA hydrolase
R01359	Acetoacetyl-CoA + Acetate <=> Acetoacetate + Acetyl-CoA	acetoacetyl-CoA:acetate CoA-transferase
R01360	(S)-3-Hydroxy-3-methylglutaryl-CoA <=> Acetyl-CoA + Acetoacetate	(S)-3-hydroxy-3-methylglutaryl-CoA acetoacetate-lyase (acetyl-CoA-forming)
R01361	(R)-3-Hydroxybutanoate + NAD+ <=> Acetoacetate + NADH + H+	(R)-3-Hydroxybutanoate:NAD+ oxidoreductase

Table of KEGG human pathways containing Acetoacetic acid

Pathway ID	Human Pathway	# of reactions
hsa00650	Butanoate metabolism	4
hsa00072	Synthesis and degradation of ketone bodies	3
hsa00280	Valine, leucine and isoleucine degradation	3
hsa01100	Metabolic pathways	2
hsa00350	Tyrosine metabolism	1