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Term:
2-methyl-3-oxopropanoic acid (CHEBI:16256)
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aldehyde +     
(+)-DCA-CL 
(+)-pisiferal 
(-)-(7R,8S,7''S,8''R)-3,3'',5,5'-tetramethoxy-4''-hydroxy-4',7-epoxy-8',9'-dinor-4,8''-oxy-8,3'-sesquineolignan-7'',9,9''-triol-7'-al 
(-)-DCA-CL 
(-)-secologanin 
(11R)-dihydroartemisinic aldehyde 
(1R,2S,3S,4S)-4-formyl-2-methoxy-3-[(2E)-6-methylhept-2-en-2-yl]cyclohexyl (2E)-3-(4-methoxyphenyl)acrylate 
(1S)-1-hydroxy-23-oxo-24,25,26,27-tetranorcalciol 
(1S,7S)-7-amino-7-benzyl-8-oxohexahydro-1H-pyrazolo[1,2-a]pyridazine-1-carbaldehyde 
(1S,7S)-7-amino-7-methyl-8-oxohexahydro-1H-pyrazolo[1,2-a]pyridazine-1-carbaldehyde 
(20R)-28-hydroxylupen-30-al-3-one 
(2E)-2-ethyl-2-butenal 
(2R,4S)-2-[(1R)-1-carboxy-2-hydroxy-2-methylpropyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid 
(2S)-2-(4-\{[(1R,2S)-2-hydroxycyclopentyl]methyl\}phenyl)propanoic acid 
(2S)-2-[(2R,4S,5S)-3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-\{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy\}ethyl)-4-methyl-1,3-thiazolidin-2-yl]-2-hydroxypropanoic acid 
(2S)-2-[3-(aminomethyl)phenyl]-3-[(S)-\{(1R)-1-[(2,1,3-benzothiadiazol-4-ylsulfonyl)amino]-2-methylpropyl\}(hydroxy)phosphoryl]propanoic acid 
(2S)-3-(7-carbamimidoylnaphthalen-2-yl)-2-[4-(\{(3R)-1-[(1Z)-ethanimidoyl]pyrrolidin-3-yl\}oxy)phenyl]propanoic acid 
(2S)-3-(7-carbamimidoylnaphthalen-2-yl)-2-[4-(\{1-[(1E)-ethanimidoyl]piperidin-4-yl\}oxy)phenyl]propanoic acid 
(2S)-5,7-dimethoxy-8-formylflavanone 
(2S)-6-formyl-8-methyl-7-O-methylpinocembrin 
(2S)-8-formyl-5-hydroxy-7-methoxy-6-methylflavanone 
(4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde 
(4S,5S)-4,5-dihydroxy-2,6-dioxohexanoic acid 
(5S)-5-amino-3-oxohexanoic acid 
(7R)-6-deoxy-D-manno-oct-7-ulosuronic acid 
(E)-2-((N-methylformamido)methylene) succinate 
(methylsulfanyl)acetaldehyde +  
(R)-2,4-dihydroxy-3-oxobutanoic acid 
(R)-3-(5-benzyloxyindol-3-yl)lactic acid 
(R)-4-dehydropantoic acid 
(R)-indole-3-lactic acid 
(S)-2,4-dihydroxy-3-oxobutanoic acid 
(S)-2-acetyl-2-hydroxybutanoic acid 
(S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propionic acid 
(S)-2-chloropropanoic acid 
(S)-3-fluorolactic acid 
(S)-methylmalonaldehydic acid 
1-hexadecanoyl-2-(7-oxoheptanoyl)-sn-glycero-3-phosphocholine 
1-hexadecanoyl-2-(9-oxononanoyl)-sn-glycero-3-phosphocholine 
1-O-palmitoyl-2-O-(5-oxovaleryl)-sn-glycero-3-phosphocholine  
1-p-menth-1-ene-9-al 
1-palmitoyl-2-propionyl-sn-glycero-3-phosphocholine 
12-oxo-cis-dodec-9-enoic acid 
16-epivellosimine 
2'-deamino-2'-hydroxy-6'-dehydroparomamine 
2,2'-iminodipropanoic acid +  
2,2-bis(4-hydroxyphenyl)propanoic acid 
2,3-dihydroxy-2-methylpropanoic acid 
2,3-epoxygerianial 
2,5-dioxopentanoic acid 
2-(2',3-epoxy-1',3'-heptadienyl)-6-hydroxy-5-(3-methyl-2-butenyl)benzaldehyde 
2-(2-methyl-4-oxo-3-pyranyl)acetaldehyde 
2-(4-cyclohexyl-1-naphthyl)propanoic acid +  
2-(4-oxo-2-propyl-3-pyranyl)acetaldehyde 
2-(carboxyethoxy)propanal 
2-acetoxypropanal 
2-acetyllactic acid +  
2-amino-3-oxobutanoic acid +  
2-aminobenzoylacetic acid 
2-aminoisobutyric acid +  
2-arylpropionic acid +   
2-deoxy-2-fluoro-aldehydo-D-glucose +  
2-ethyl-3-ketopentanoic acid 
2-ethylacetoacetic acid 
2-formylglutaric acid 
2-formylporphyrin 
2-hydroxy-3-oxopropanoic acid 
2-hydroxypropanoic acid +   
2-methyl-2-(4-\{[(\{4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl\}carbonyl)amino]methyl\}phenoxy)propanoic acid 
2-methyl-3-ketovaleric acid 
2-methyl-3-oxopropanoic acid +  
The 2-methyl-3-oxo derivative of propanoic acid.
2-methylacetoacetic acid +  
20-oxo-5-O-beta-mycaminosyltylactone 
20-oxoleukotriene E4 
3''-adenylylstreptomycin 
3,4,5-trimethoxydihydrocinnamic acid 
3,4-dihydroxymandelaldehyde 
3,6-anhydro-D-galactose 
3,6-anhydro-D-glucose 
3,8-dioxooct-5-enoyl-CoA 
3-(1H-indol-3-yl)propanoic acid  
3-(2,2,3-trimethylcyclopent-3-enyl)cyclohex-3-enecarbaldehyde 
3-(2,3-dihydroxyphenyl)propanoic acid 
3-(2-hydroxyphenyl)propanoic acid 
3-(3,4-dimethoxyphenyl)propanoic acid 
3-(3-hydroxyphenyl)propanoic acid +  
3-(3-sulfooxyphenyl)propanoic acid 
3-(4-tert-butylamino-6-methylthiol-s-triazin-2-ylamino)propionaldehyde 
3-(methylthio)propionic acid +  
3-(N-Nitrosomethylamino)propionaldehyde 
3-(trimethylsilyl)propionic acid 
3-[(4S)-2,5-dioxoimidazolidin-4-yl]propanoic acid 
3-[(5E)-5-\{[5-(4-chlorophenyl)furan-2-yl]methylidene\}-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]propanoic acid 
3-[2-(trifluoromethyl)phenyl]propanoic acid +  
3-\{(2Z)-2-\{[3-(2-carboxyethyl)-5-\{(Z)-[(3E,4S)-3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene]methyl\}-4-methyl-1H-pyrrol-2-yl]methylene\}-4-methyl-5-[(Z)-(3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-2H-pyrrol-3-yl\}propanoic acid 
3-acetamido-3,5-dideoxy-L-lyxo-hept-6-ulopyranosuronic acid 
3-amino-3-(4-hydroxyphenyl)propanoic acid 
3-aminoalanine +  
3-chloroacrylaldehyde 
3-dehydro-D-gluconic acid 
3-dehydro-L-erythrose 4-phosphate 
3-formylsalicylic acid 
3-formylthiophene 
3-furaldehyde 
3-guanidinopropanoic acid  
3-hydroxy-1-methoxy-9,10-dioxo-2-anthracenecarboxaldehyde 
3-hydroxyisobutyric acid +  
3-hydroxylubimin 
3-hydroxyphenyl propanoate 
3-hydroxypropionic acid +   
3-mercapto-2-mercaptomethylpropanoic acid 
3-methyl-4-\{[(1Z)-prop-1-en-1-yl]oxy\}butanal 
3-nitropropanoic acid  
3-oxo fatty acid +   
3-oxo-3-phenylpropionic acid +  
3-oxo-3-ureidopropanoic acid 
3-oxodocosanoic acid +  
3-oxohexanoic acid +  
3-oxoicosanoic acid +  
3-oxopropanoic acid +  
3-oxotetracosanoic acid +  
3-phenylpropionic acid +   
3-sulfopropanoic acid 
4'-O-demethylsordarin 
4-(2,2,3-trimethylcyclopent-3-enyl)cyclohex-3-enecarbaldehyde 
4-formylsalicylic acid 
4-Methylaminobutanal 
4-oxobutyl alpha-L-rhamnoside +  
4-quinolone-3-carboxaldehyde 
5-(2'-formylethyl)-4,6-dihydroxypicolinic acid 
5-dehydro-4-deoxy-2-O-sulfo-D-glucuronic acid 
5-dehydro-4-deoxy-D-glucuronic acid +  
5-formyluracil 
5-O-beta-D-mycaminosyl-20-oxotylonolide 
5-O-mycaminosyltylonolide 
6'-oxoparomamine 
6-acetamido-3-oxohexanoic acid 
6-formylpterin  
6-methoxy-2,6-dimethyloctanal 
7-deoxyloganetic aldehyde 
7-methyl-3-oxooct-6-enoic acid 
7-methyl-3-oxooctanoic acid +  
9-fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid +   
9beta-pimara-7,15-dien-19-al 
acetaldehyde +   
acetylleucyl-leucyl-norleucinal  
alanine +   
alcaftadine 
aldehydic acid +   
aldehydo-ascarylose 
aldehydo-L-rhamnose 
aliphatic aldehyde +   
alkanal 
alpha,beta-unsaturated aldehyde +   
alpha-CH2-containing aldehyde +   
amino aldehyde +   
andrastin A  
arenecarbaldehyde +   
artemisinic aldehyde +  
arugosin A (hydroxy-aldehyde form) 
aziridine aldehyde +  
benoxaprofen  
beta-alanopine +  
beta-Aminopropion aldehyde 
bezafibrate  
bkos#9 +  
buddlenol A 
butanals +   
butynal +  
carotenal +  
chaetopyranin 
citronellal +   
clethroidoside G 
clobetasol propionate 
cyclosporin A metabolite M1cAL 
demethyllactenocin 
demethylmacrocin 
dialdehyde +   
dihydrochanoclavine-I aldehyde 
dihydroferulic acid +  
dihydrourocanic acid 
egonolpropanoate 
ethyl 4-oxobutanoate 
fatsicarpain C 
fellutamide C 
fellutamide D 
feruloylacetic acid 
flunoxaprofen 
fluoroacetaldehyde 
flurbiprofen +   
formaldehyde +   
formylindanone +  
formylthiophene 
fumagalone +  
furfural 
gamma-glutamyl-gamma-aminobutyraldehyde 
GI254023X 
gibberellin A12 aldehyde 
gibberellin A24 
glyceraldehyde 3-phosphate +   
glyceric acid +   
glycolaldehyde phosphate 
glycolaldehyde triphosphate 
glycolaldehydes +   
glyoxylate ester +  
gypsogenin +  
gypsosaponin A 
gypsosaponin B 
gyromitrin 
hadacidin 
Helminthosporal 
heteroarenecarbaldehyde +   
Hibiscoquinone A 
hydroxyaldehyde +   
hydroxypolyether aldehyde +  
ibuprofen +   
imidazolylacetaldehyde +  
indoleacetaldehyde +   
indoprofen  
integrastatin B 
inumakal 
Isopropyl propionate 
Isovelleral 
jaspamide G 
josamycin  
ketoaldehyde +   
ketoprofen  
L-mimosine  
leupeptin  
lilac aldehyde +  
liphagal 
loxoprofen +   
lucialdehyde B 
lucialdehyde C 
luzonial A 
luzonial B 
luzonidial B 
macrocin 
maoecrystal Z 
marneral 
mercaptopropanoic acid +   
meta-hydroxyphenylhydracrylic acid 
miroprofen 
mollicellin B 
mollicellin C 
mollicellin E 
mollicellin F 
mollicellin H 
mollicellin J 
mollicellin K 
mollicellin L 
mollicellin M 
mollicellin N 
morellin +  
N(3)-oxalyl-L-2,3-diaminopropionic acid 
N-(2-hydroxyethyl)iminodiacetic acid 
N-carbamoyl-beta-alanine 
N-propanoyl-L-methionine 
N-substituted pyrraline +  
O-propanoylcarnitine +  
ofloxacin +   
omega-oxo fatty acid +   
oxaprozin  
pannarin 
perillyl aldehyde  
phenylacetaldehydes +   
phloretic acid  
Polygodial  
polyneuridine aldehyde 
propanals +   
propanoate ester +   
propanoyl phosphate 
propanoyl-AMP 
propanoyl-AMP(1-) 
propanoyl-CoAs +  
propionamide +   
propionyl group +  
propionyl-CoA +   
propionylglycine 
prosolanapyrone III 
pyrraline +  
pyruvic acid +   
quillaic acid +  
quillaic acid alpha-L-Arap-(1->4)-alpha-L-Arap-(1->3)-beta-D-Xylp-(1->4)-alpha-L-Rhap-(1->2)-beta-D-fucopyranosyl ester 
rel-hopan-27-al-6beta,11alpha,22-triol 
retinals +   
rosaramicin 
rubiarboside G 28-al 
S-(4-oxobutan-2-yl)glutathione 
sordaricin 
spiramycin I 
spiramycin II 
steroid aldehyde +   
Succinic aldehyde 
trichloroacetaldehyde +   
tropic acid +   
tylosin 
tyrosine +   
uridine-5'-aldehyde 
valeraldehyde +  
vanilloylacetic acid +  
vellosimine 
versiconal hydroxyaldehyde form 
Z-Val-Phe-H  
zymosterol intermediate 1b 

Synonyms
Related Synonyms: 2-Methyl-3-oxopropanoate ;   3-Oxo-2-methylpropanoate ;   Formula=C4H6O3 ;   InChI=1S/C4H6O3/c1-3(2-5)4(6)7/h2-3H,1H3,(H,6,7) ;   InChIKey=VOKUMXABRRXHAR-UHFFFAOYSA-N ;   Methylmalonate semialdehyde ;   SMILES=CC(C=O)C(O)=O
Alternate IDs: CHEBI:11609 ;   CHEBI:11610 ;   CHEBI:1193 ;   CHEBI:19682
Xrefs: KEGG:C00349
Cyclic Relationships: is_conjugate_acid_of CHEBI:57700

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.