RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0134959
RefMet name	alpha-Ketoisoleucine
Alternative name	(S)-3-Methyl-2-oxopentanoic acid
Systematic name	3S-methyl-2-oxo-pentanoic acid
Synonyms	PubChem Synonyms
Exact mass	130.062995 (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	C6H10O3	View other entries in RefMet with this formula
Molecular descriptors
Molfile	324 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C6H10O3/c1-3-4(2)5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)/t4-/m0/s1
InChIKey	JVQYSWDUAOAHFM-BYPYZUCNSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	CC[C@H](C)C(=O)C(=O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Organic acids
Main Class	Keto acids
Sub Class	Short-chain keto acids
Distribution of alpha-Ketoisoleucine 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 alpha-Ketoisoleucine
External Links
Pubchem CID	439286
LIPID MAPS	LMFA01020275
ChEBI ID	15614
KEGG ID	C00671
HMDB ID	HMDB0000491
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 alpha-Ketoisoleucine

Rxn ID	KEGG Reaction	Enzyme
R02196	L-Isoleucine + NAD+ + H2O <=> (S)-3-Methyl-2-oxopentanoic acid + Ammonia + NADH + H+	L-Isoleucine:NAD+ oxidoreductase(deaminating)
R02197	L-Isoleucine + H2O + Oxygen <=> (S)-3-Methyl-2-oxopentanoic acid + Ammonia + Hydrogen peroxide	L-Isoleucine:oxygen oxidoreductase (deaminating)
R02199	L-Isoleucine + 2-Oxoglutarate <=> (S)-3-Methyl-2-oxopentanoic acid + L-Glutamate	L-Isoleucine:2-oxoglutarate aminotransferase
R04225	(S)-3-Methyl-2-oxopentanoic acid + Enzyme N6-(lipoyl)lysine <=> [Dihydrolipoyllysine-residue (2-methylpropanoyl)transferase] S-(2-methylbutanoyl)dihydrolipoyllysine + CO2	(S)-3-Methyl-2-oxopentanoate:[dihydrolipoyllysine-residue (2-methylpropanoyl)transferase] lipoyllysine 2-oxidoreductase (decarboxylating, acceptor-2-methylpropanoylating)

Table of KEGG human pathways containing alpha-Ketoisoleucine

Pathway ID	Human Pathway	# of reactions
hsa00280	Valine, leucine and isoleucine degradation	3
hsa01100	Metabolic pathways	2
hsa00290	Valine, leucine and isoleucine biosynthesis	1
hsa01210	2-Oxocarboxylic acid metabolism	1
hsa01230	Biosynthesis of amino acids	1