RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0137812
RefMet name	(S)-Methylmalonic acid semialdehyde
Alternative name	FA 3:0;2Me[S],3oxo
Systematic name	2S-methyl-3-oxo-propanoic 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	1669 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C4H6O3/c1-3(2-5)4(6)7/h2-3H,1H3,(H,6,7)/t3-/m0/s1
InChIKey	VOKUMXABRRXHAR-VKHMYHEASA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C[C@@H](C=O)C(=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 (S)-Methylmalonic acid semialdehyde 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 (S)-Methylmalonic acid semialdehyde
External Links
Pubchem CID	5462303
LIPID MAPS	LMFA01060190
ChEBI ID	27821
KEGG ID	C06002
HMDB ID	HMDB0002217
Chemspider ID	4575365
MetaCyc ID	CH3-MALONATE-S-ALD
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 (S)-Methylmalonic acid semialdehyde

Rxn ID	KEGG Reaction	Enzyme
R00935	(S)-Methylmalonate semialdehyde + CoA + NAD+ <=> Propanoyl-CoA + CO2 + NADH + H+	(S)-Methylmalonate semialdehyde:NAD+ oxidoreductase (CoA-propanoylating)
R03869	(S)-Methylmalonate semialdehyde + NAD+ + H2O <=> Methylmalonate + NADH + H+	(S)-Methylmalonate semialdehyde:NAD+ oxidoreductase
R03871	Methylmalonate + Hydrogen peroxide <=> (S)-Methylmalonate semialdehyde + Oxygen + H2O	(S)-Methylmalonate semialdehyde:oxygen oxidoreductase
R03872	Methylmalonate <=> (S)-Methylmalonate semialdehyde	Methylmalonate <=> (S)-Methylmalonate semialdehyde
R04187	L-Alanine + (S)-Methylmalonate semialdehyde <=> Pyruvate + L-3-Aminoisobutanoate	L-Alanine:3-oxopropanoate aminotransferase
R04188	L-3-Aminoisobutanoate + 2-Oxoglutarate <=> (S)-Methylmalonate semialdehyde + L-Glutamate	L-3-amino-isobutanoate:2-oxoglutarate aminotransferase
R05066	(S)-3-Hydroxyisobutyrate + NAD+ <=> (S)-Methylmalonate semialdehyde + NADH + H+	3-Hydroxy-2-methylpropanoate:NAD+ oxidoreductase

Table of KEGG human pathways containing (S)-Methylmalonic acid semialdehyde

Pathway ID	Human Pathway	# of reactions
hsa00280	Valine, leucine and isoleucine degradation	4
hsa01100	Metabolic pathways	2
hsa00640	Propanoate metabolism	1