5-(3,3'-dimethylguanidino)-2-oxopentanoate

362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API

269 compounds within 3 steps: 3 in 1, 58 in 2, 208 in 3

Three steps

dTTPReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. pyruvate kinase (dTDP)
3. DTTP Nucleotidohydrolase
Catalysed by AGXT2, PKM, PKLR, ENTPD3 and 2 morecytosol, extracellular spaceOne of 11 routes
CHEBI:18095Reach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
3. Transport of Hydroxy-Proline
Catalysed by AGXT2, SLC1A4mitochondrial matrix, extracellular space, cytosol
N(1)-(5-phospho-D-ribosyl)glycinamideReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
3. 5-Phospho-D-ribosylamine:glycine ligase (ADP-forming)
Catalysed by AGXT2, GARTcytosol
ophthalmateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
3. gamma-L-glutamyl-(2S)-2-aminobutanoate + glycine + ATP = ophthalmate + ADP + phosphate + H(+)
Catalysed by AGXT2, GSS
S-methylmercury-L-cysteineReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(1)-methylguanosine(37) in tRNA(Phe) + pyruvate + S-adenosyl-L-methionine = 4-demethylwyosine(37) in tRNA(Phe) + 5'-deoxyadenosine + L-methionine + CO2 + H2O
3. S-methylmercury-L-cysteine(out) + L-methionine(in) = S-methylmercury-L-cysteine(in) + L-methionine(out)
Catalysed by AGXT2, TYW1B, TYW1, SLC7A8inner side of the membrane, outer side of the membraneOne of 2 routes
2-(alpha-Hydroxypropyl)thiamine diphosphateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. 2-oxobutanoate + L-alanine = (2S)-2-aminobutanoate + pyruvate
3. branched chain keto acid dehydrogenase E1 (2-oxobutyrate)
Catalysed by AGXT2, BCKDHA, BCKDHBmitochondrial matrix
2-aminoisobutanoateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
3. 2-aminoisobutanoate(out) + L-alanine(in) = 2-aminoisobutanoate(in) + L-alanine(out)
Catalysed by AGXT2, SLC7A10mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes
D-isoleucineReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. D-serine = pyruvate + NH4(+)
3. D-isoleucine(out) + D-serine(in) = D-isoleucine(in) + D-serine(out)
Catalysed by AGXT2, SRR, SLC7A10inner side of the membrane, outer side of the membrane
5,6,7,8-tetrahydrofolic acidReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
3. 5,10-Methylenetetrahydrofolate:glycine hydroxymethyltransferase
Catalysed by AGXT2, SHMT1cytosolOne of 2 routes
(S)-lactoyl-AMPReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
3. (S)-lactate + ATP + H(+) = (S)-lactoyl-AMP + diphosphate
Catalysed by AGXT2, LDHA, LDHB, LDHC and 4 more
(S)-lactoyl-CoAReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
3. (S)-lactate + ATP + CoA = (S)-lactoyl-CoA + AMP + diphosphate
Catalysed by AGXT2, LDHA, LDHB, LDHC and 3 more
N-acetylneuraminate 9-phosphateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. pyruvate kinase (dTDP)
3. N-acetylneuraminate synthase
Catalysed by AGXT2, PKM, PKLR, NANScytosol
CHEBI:240943Reach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
3. glycine N-acyltransferase (2-methylbutyryl-CoA)
Catalysed by AGXT2, GLYAT, GLYATL2, GLYATL1mitochondrial matrix
a quinolReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. (S)-malate + NAD(+) = pyruvate + CO2 + NADH
3. (S)-malate + a quinone = enol-oxaloacetate + a quinol
Catalysed by AGXT2, ME2, SDHB, SDHA
phenylacetylglycineReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
3. phenylacetyl-CoA:glycine N-phenylacetyltransferase
Catalysed by AGXT2, GLYATcytosolOne of 3 routes
selenomethionineReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. 2-oxobutanoate + L-alanine = (2S)-2-aminobutanoate + pyruvate
3. Selenomethionine methanethiol-lyase (deaminating)
Catalysed by AGXT2, CTHcytosol
CHEBI:27760Reach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. 2-oxobutanoate + L-alanine = (2S)-2-aminobutanoate + pyruvate
3. Selenocystathionine Lysteine-lyase (deaminating)
Catalysed by AGXT2, CTHcytosol
(2-hydroxyphenyl)acetic acidReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
2. glyoxylate + L-phenylalanine = 3-phenylpyruvate + glycine
3. Phenylpyruvate:oxygen oxidoreductase (hydroxylating,decarboxylating)
Catalysed by AGXT2, AADAT, HPDcytosol
3-mercaptolactic acidReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. 2-oxo-3-sulfanylpropanoate + [thioredoxin]-dithiol = [thioredoxin]-disulfide + hydrogen sulfide + pyruvate + H(+)
3. 3-Mercaptolactate:NAD+ oxidoreductase
Catalysed by AGXT2, MPST, LDHB, LDHC and 2 morecytosol
2-oxopentanoateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N(omega)-dimethyl-L-arginine + pyruvate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-alanine
3. 2-oxopentanoate + N(omega),N(omega)-dimethyl-L-arginine = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-2-aminopentanoate
Catalysed by AGXT2
CHEBI:28666Reach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
3. LTD4 hydrolysis
Catalysed by AGXT2cytosol
17alpha-hydroxypregnenoloneReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. transport of acetate and pyruvate (cytosol to extracellular)
3. cytochrome P450 (17alpha-hydroxypregnenolone)
Catalysed by AGXT2, SLC16A4, SLC16A5, SLC16A3 and 3 moreextracellular space, cytosol, endoplasmic reticulum
pyridoxine 5'-phosphateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
3. L-selenocysteine selenide-lyase (L-alanine-forming)
Catalysed by AGXT2, SCLYmitochondrial matrix, cytosol
a dicarboxylateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
2. L-kynurenine + glyoxylate = kynurenate + glycine + H2O
3. kynurenate(out) + a dicarboxylate(in) = kynurenate(in) + a dicarboxylate(out)
Catalysed by AGXT2, KYAT3, AADAT, SLC22A8inner side of the membrane, outer side of the membraneOne of 2 routes
N-glycoloylneuraminateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N-Acetylneuraminate pyruvate-lyase (N-acetyl-D-mannosamine-forming)
3. CMP-N-acetylneuraminate monooxygenase (N-acetylneuraminate)
Catalysed by AGXT2, NPLcytosol
a carboxylateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. a 3-acylpyruvate + H2O = a carboxylate + pyruvate + H(+)
3. a 3-acylpyruvate + H2O = a carboxylate + pyruvate + H(+)
Catalysed by AGXT2, FAHD1
L-ascorbic acidReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
2. N-octanoyl-(2S)-hydroxyglycine = octanamide + glyoxylate
3. N-octanoylglycine + 2 L-ascorbate + O2 = N-octanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
Catalysed by AGXT2, PAMOne of 6 routes
3-methyl-1-hydroxybutylthiamine diphosphateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
2. L-leucine + glyoxylate = 4-methyl-2-oxopentanoate + glycine
3. branched chain keto acid dehydrogenase E1 (4-methyl-2-oxopentanoate)
Catalysed by AGXT2, AADAT, BCKDHA, BCKDHBmitochondrial matrix
Gly-tRNA(Gly)Reach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
3. glycine:tRNA(Gly) ligase (AMP-forming)
Catalysed by AGXT2, GARS1cytosol
chlorine(.)Reach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
3. transport of alanine and chloride (cytosol to extracellular)
Catalysed by AGXT2, SLC6A14mitochondrial matrix, extracellular space, cytosolOne of 9 routes
glycocholateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
3. bile acid-CoA: amino acid N-acyltransferase
Catalysed by AGXT2, BAATperoxisomeOne of 3 routes
hydrogen sulfideReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. 2-oxo-3-sulfanylpropanoate + [thioredoxin]-dithiol = [thioredoxin]-disulfide + hydrogen sulfide + pyruvate + H(+)
3. 2-oxo-3-sulfanylpropanoate + [thioredoxin]-dithiol = [thioredoxin]-disulfide + hydrogen sulfide + pyruvate + H(+)
Catalysed by AGXT2, MPST
L-aspartateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
3. oxaloacetate + L-alanine = L-aspartate + pyruvate
Catalysed by AGXT2mitochondrial matrixOne of 8 routes
citric acidReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. Pyruvate:carbon-dioxide ligase (ADP-forming)
3. acetyl-CoA:oxaloacetate C-acetyltransferase (thioester-hydrolysing)
Catalysed by AGXT2, PC, CSmitochondrial matrixOne of 9 routes
isocitric acidReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. pyruvate kinase (dTDP)
3. transport of isocitrate and PEP (cytosol to mitochondria)
Catalysed by AGXT2, PKM, PKLR, SLC25A1cytosol, mitochondrial matrixOne of 5 routes
glutarateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
2. L-kynurenine + glyoxylate = kynurenate + glycine + H2O
3. kynurenate(out) + glutarate(in) = kynurenate(in) + glutarate(out)
Catalysed by AGXT2, KYAT3, AADAT, SLC22A6inner side of the membrane, outer side of the membraneOne of 2 routes
4-hydroxy-2-oxoglutaric acidReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. Pyruvate:carbon-dioxide ligase (ADP-forming)
3. D-aspartate:2-oxoglutarate aminotransferase
Catalysed by AGXT2, PC, GOT2mitochondrial matrix
cis-aconitic acidReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. pyruvate kinase (dTDP)
3. transport of cis-aconitate and PEP (cytosol to mitochondria)
Catalysed by AGXT2, PKM, PKLR, SLC25A1cytosol, mitochondrial matrixOne of 5 routes
thiosulfateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. (S)-malate + NAD(+) = pyruvate + CO2 + NADH
3. transport of malate and thiosulfate (cytosol to mitochondria)
Catalysed by AGXT2, ME2, SLC25A10mitochondrial matrix, cytosolOne of 4 routes
4-methylthio-2-oxobutanoic acidReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(1)-methylguanosine(37) in tRNA(Phe) + pyruvate + S-adenosyl-L-methionine = 4-demethylwyosine(37) in tRNA(Phe) + 5'-deoxyadenosine + L-methionine + CO2 + H2O
3. L-Methionine:oxygen oxidoreductase (deaminating)
Catalysed by AGXT2, TYW1B, TYW1, IL4I1cytosol
dodecanamideReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
2. N-dodecanoyl-(2S)-hydroxyglycine = dodecanamide + glyoxylate
3. N-dodecanoyl-(2S)-hydroxyglycine = dodecanamide + glyoxylate
Catalysed by AGXT2, PAM
2-oxohexanoateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N(omega)-dimethyl-L-arginine + pyruvate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-alanine
3. 2-oxohexanoate + N(omega),N(omega)-dimethyl-L-arginine = L-2-aminohexanoate + 5-(3,3-dimethylguanidino)-2-oxopentanoate
Catalysed by AGXT2
D-cysteineReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
3. D-cysteine(out) + L-alanine(in) = D-cysteine(in) + L-alanine(out)
Catalysed by AGXT2, SLC7A10mitochondrial matrix, inner side of the membrane, outer side of the membraneOne of 2 routes
L-alpha-aminobutyric acidReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. 2-oxobutanoate + L-alanine = (2S)-2-aminobutanoate + pyruvate
3. glutamic-pyruvic transaminase ((S)-2-aminobutanoate)
Catalysed by AGXT2, GPTcytosol
5-aminolevulinateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
3. succinyl-CoA + glycine + H(+) = 5-aminolevulinate + CO2 + CoA
Catalysed by AGXT2, ALAS1, ALAS2
glycochenodeoxycholateReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
3. chenodeoxycholoyl-CoA + glycine = glycochenodeoxycholate + CoA + H(+)
Catalysed by AGXT2, BAAT
glycochenodeoxycholic acidReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
3. bile acid-CoA: amino acid N-acyltransferase
Catalysed by AGXT2, BAATperoxisomeOne of 3 routes
3-hydroxyisovaleric acidReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
2. L-leucine + glyoxylate = 4-methyl-2-oxopentanoate + glycine
3. 4-methyl-2-oxopentanoate decarboxylation
Catalysed by AGXT2, AADAT, ALOX12B, ALOXE3cytosol
glycolithocholic acidReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine
2. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
3. bile acid-CoA:amino acid N-acyltransferase (glycine)
Catalysed by AGXT2, BAATcytosolOne of 2 routes
decanamideReach from here →
1. N(omega),N('omega)-dimethyl-L-arginine + glyoxylate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + glycine
2. N-decanoyl-(2S)-hydroxyglycine = decanamide + glyoxylate
3. N-decanoyl-(2S)-hydroxyglycine = decanamide + glyoxylate
Catalysed by AGXT2, PAM