1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one

Three steps

• S-methylmercury-L-cysteineReach from here →
  1. Acireductone Dixoygenase 1
  2. tyrosine aminotransferase (4-methylthio-2-oxobutanoic acid)
  3. S-methylmercury-L-cysteine(out) + L-methionine(in) = S-methylmercury-L-cysteine(in) + L-methionine(out)

  Catalysed by ADI1, TAT, SLC7A8cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• 5-(3,3-dimethylguanidino)-2-oxopentanoateReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. N(omega),N(omega)-dimethyl-L-arginine + pyruvate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular spaceOne of 2 routes

• 5-(3,3'-dimethylguanidino)-2-oxopentanoateReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular spaceOne of 2 routes

• 5-(3-methylguanidino)-2-oxopentanoateReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. N(omega)-methyl-L-arginine + pyruvate = 5-(3-methylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular spaceOne of 2 routes

• (6R)-5,10-methylenetetrahydrofolic acidReach from here →
  1. 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2 = 3-(methylsulfanyl)propanoate + CO + formate + 2 H(+)
  2. formaldehyde + NAD(+) + H2O = formate + NADH + 2 H(+)
  3. formaldehyde to 5,10-methylene-THF conversion

  Catalysed by ADI1, ALDH9A1cytosol

• 5,6,7,8-tetrahydrofolic acidReach from here →
  1. acireductone dioxygenase
  2. Formate:tetrahydrofolate ligase (ADP-forming)
  3. 10-formyltetrahydrofolate:NADP+ oxidoreductase

  Catalysed by ADI1, MTHFD1, ALDH1L1, ALDH1L2cytosolOne of 4 routes

• CHEBI:240943Reach from here →
  1. acireductone dioxygenase
  2. transport of chloride and formate (cytosol to extracellular)
  3. 2-Methylbutyrylglycine Transport, Extracellular

  Catalysed by ADI1, SLC26A4, SLC6A5cytosol, extracellular spaceOne of 2 routes

• hypochlorous acidReach from here →
  1. acireductone dioxygenase
  2. transport of chloride and formate (cytosol to extracellular)
  3. Peroxidase

  Catalysed by ADI1, SLC26A4, LPOcytosol, extracellular spaceOne of 4 routes

• potassium atomReach from here →
  1. acireductone dioxygenase
  2. transport of chloride and formate (cytosol to extracellular)
  3. transport of chloride (cytosol to extracellular)

  Catalysed by ADI1, SLC26A4, SLC12A2, SLC12A1cytosol, extracellular spaceOne of 2 routes

• 17alpha-hydroxypregnenoloneReach from here →
  1. acireductone dioxygenase
  2. transport of acetate and formate (cytosol to extracellular)
  3. cytochrome P450 (17alpha-hydroxypregnenolone)

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A1 and 1 morecytosol, extracellular space, endoplasmic reticulum

• a dicarboxylateReach from here →
  1. 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2 = 4-methylsulfanyl-2-oxobutanoate + formate + 2 H(+)
  2. 4-methylsulfanyl-2-oxobutanoate + L-kynurenine = kynurenate + L-methionine + H2O
  3. kynurenate(out) + a dicarboxylate(in) = kynurenate(in) + a dicarboxylate(out)

  Catalysed by ADI1, AADAT, SLC22A8inner side of the membrane, outer side of the membraneOne of 2 routes

• glycolateReach from here →
  1. 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2 = 4-methylsulfanyl-2-oxobutanoate + formate + 2 H(+)
  2. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine
  3. glycolate + NADP(+) = glyoxylate + NADPH + H(+)

  Catalysed by ADI1, AADAT, GRHPR

• hydrogen sulfideReach from here →
  1. acireductone dioxygenase
  2. leukotriene-B4 20-monooxygenase (3-(methylthio)propionic acid)
  3. methanethiol + O2 + H2O = hydrogen sulfide + formaldehyde + H2O2 + H(+)

  Catalysed by ADI1, SELENBP1cytosol

• L-aspartateReach from here →
  1. Acireductone Dixoygenase 1
  2. tyrosine aminotransferase (4-methylthio-2-oxobutanoic acid)
  3. L-aspartate(in) + L-methionine(out) = L-aspartate(out) + L-methionine(in)

  Catalysed by ADI1, TAT, SLC7A13cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• malonic acidReach from here →
  1. acireductone dioxygenase
  2. transport of chloride and formate (cytosol to extracellular)
  3. Malonate Transport, Antiport with Chloride

  Catalysed by ADI1, SLC26A4cytosol, extracellular spaceOne of 2 routes

• 3-hydroxypyruvic acidReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. L-Serine:pyruvate aminotransferase

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular spaceOne of 2 routes

• glutarateReach from here →
  1. 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2 = 4-methylsulfanyl-2-oxobutanoate + formate + 2 H(+)
  2. 4-methylsulfanyl-2-oxobutanoate + L-kynurenine = kynurenate + L-methionine + H2O
  3. kynurenate(out) + glutarate(in) = kynurenate(in) + glutarate(out)

  Catalysed by ADI1, AADAT, SLC22A6inner side of the membrane, outer side of the membraneOne of 2 routes

• 3-oxopropanoateReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. 3-oxopropanoate + L-alanine = beta-alanine + pyruvate

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular space

• D-serineReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. D-serine = pyruvate + NH4(+)

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular space

• 3-(4-hydroxyphenyl)pyruvateReach from here →
  1. 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2 = 4-methylsulfanyl-2-oxobutanoate + formate + 2 H(+)
  2. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine
  3. L-tyrosine + glyoxylate = 3-(4-hydroxyphenyl)pyruvate + glycine

  Catalysed by ADI1, AADAT

• (R)-lactic acidReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. (R)-Lactate:NAD+ oxidoreductase

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular space

• (3S)-3-hydroxy-3-methylglutaryl-CoAReach from here →
  1. acireductone dioxygenase
  2. transport of acetoacetate and formate (cytosol to extracellular)
  3. (3S)-3-hydroxy-3-methylglutaryl-CoA = acetoacetate + acetyl-CoA

  Catalysed by ADI1, SLC16A4, SLC16A5, HMGCL and 1 morecytosol, extracellular space

• 2-iminopropanoateReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. 2-iminopropanoate + H2O = pyruvate + NH4(+)

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular space

• phosphoenolpyruvic acidReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. pyruvate kinase (dTDP)

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 4 morecytosol, extracellular space

• 13-cis-retinalReach from here →
  1. acireductone dioxygenase
  2. transport of formate and retinoate (cytosol to extracellular)
  3. retinal dehydrogenase (13-cis-retinal)

  Catalysed by ADI1, SLC16A4, SLC16A5, ALDH1A2 and 1 morecytosol, extracellular space, endoplasmic reticulum

• N-acetyl-beta-neuraminic acidReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. N-Acetylneuraminate pyruvate-lyase (N-acetyl-D-mannosamine-forming)

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular space

• L-ornithineReach from here →
  1. Acireductone Dixoygenase 1
  2. tyrosine aminotransferase (4-methylthio-2-oxobutanoic acid)
  3. transport of methionine and ornithine (cytosol to extracellular)

  Catalysed by ADI1, TAT, SLC7A6cytosol, extracellular spaceOne of 2 routes

• N-(acetyl)-sphing-4-enineReach from here →
  1. acireductone dioxygenase
  2. transport of acetate and formate (cytosol to extracellular)
  3. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A1 and 1 morecytosol, extracellular space

• taurineReach from here →
  1. acireductone dioxygenase
  2. transport of chloride and formate (cytosol to extracellular)
  3. Neurotransmitter:Sodium Symporter (Nss) Tcdb:2.A.22.3.3

  Catalysed by ADI1, SLC26A4, SLC6A6cytosol, extracellular spaceOne of 2 routes

• a 3-acylpyruvateReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. a 3-acylpyruvate + H2O = a carboxylate + pyruvate + H(+)

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular space

• acetoacetyl-CoAReach from here →
  1. acireductone dioxygenase
  2. transport of acetoacetate and formate (cytosol to extracellular)
  3. acetoacetate + ATP + CoA = acetoacetyl-CoA + AMP + diphosphate

  Catalysed by ADI1, SLC16A4, SLC16A5, AACScytosol, extracellular spaceOne of 2 routes

• glycineReach from here →
  1. acireductone dioxygenase
  2. transport of chloride and formate (cytosol to extracellular)
  3. transport of chloride and glycine (cytosol to extracellular)

  Catalysed by ADI1, SLC26A4, SLC6A9, SLC6A14cytosol, extracellular spaceOne of 23 routes

• butanoyl-CoAReach from here →
  1. acireductone dioxygenase
  2. transport of butyrate and formate (cytosol to extracellular)
  3. Butanoate:CoA ligase (AMP-forming)

  Catalysed by ADI1, SLC16A4, SLC16A5, ACSM4 and 5 morecytosol, extracellular spaceOne of 2 routes

• sarcosineReach from here →
  1. 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2 = 3-(methylsulfanyl)propanoate + CO + formate + 2 H(+)
  2. formaldehyde + NAD(+) + H2O = formate + NADH + 2 H(+)
  3. sarcosine + O2 + H2O = formaldehyde + glycine + H2O2

  Catalysed by ADI1, ALDH9A1, PIPOX

• (6S)-5,6,7,8-tetrahydrofolateReach from here →
  1. 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2 = 3-(methylsulfanyl)propanoate + CO + formate + 2 H(+)
  2. (6S)-5,6,7,8-tetrahydrofolate + formate + ATP = (6R)-10-formyltetrahydrofolate + ADP + phosphate
  3. (6R)-10-formyltetrahydrofolate + NADP(+) + H2O = (6S)-5,6,7,8-tetrahydrofolate + CO2 + NADPH + H(+)

  Catalysed by ADI1, MTHFD1, MTHFD1L, ALDH1L1 and 1 moreOne of 4 routes

• (6R)-5,10-methenyltetrahydrofolateReach from here →
  1. acireductone dioxygenase
  2. Formate:tetrahydrofolate ligase (ADP-forming)
  3. 5,10-Methenyltetrahydrofolate 5-hydrolase (decyclizing)

  Catalysed by ADI1, MTHFD1cytosolOne of 3 routes

• 2-oxoadipateReach from here →
  1. 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2 = 4-methylsulfanyl-2-oxobutanoate + formate + 2 H(+)
  2. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine
  3. L-2-aminoadipate + glyoxylate = 2-oxoadipate + glycine

  Catalysed by ADI1, AADAT

• N-acetyl-D-glucosamine 6-phosphateReach from here →
  1. acireductone dioxygenase
  2. transport of acetate and formate (cytosol to extracellular)
  3. N-acetyl-D-glucosamine 6-phosphate + H2O = D-glucosamine 6-phosphate + acetate

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A1 and 1 morecytosol, extracellular space

• 2-(3,4-dihydroxybenzoyloxy)-4,6-dihydroxybenzoateReach from here →
  1. acireductone dioxygenase
  2. quercetin + O2 = 2-(3,4-dihydroxybenzoyloxy)-4,6-dihydroxybenzoate + CO
  3. quercetin + O2 = 2-(3,4-dihydroxybenzoyloxy)-4,6-dihydroxybenzoate + CO

  Catalysed by ADI1, PIRcytosol

• 2-oxo-3-sulfanylpropanoateReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. 2-oxo-3-sulfanylpropanoate + [thioredoxin]-dithiol = [thioredoxin]-disulfide + hydrogen sulfide + pyruvate + H(+)

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular space

• 2-methyl-3-oxopropanoateReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. (R)-3-amino-2-methylpropanoate + pyruvate = 2-methyl-3-oxopropanoate + L-alanine

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular space

• guanidinoacetateReach from here →
  1. acireductone dioxygenase
  2. transport of chloride and formate (cytosol to extracellular)
  3. Transport of Guanidinoacetic Acid

  Catalysed by ADI1, SLC26A4cytosol, extracellular space

• L-tryptophanReach from here →
  1. acireductone dioxygenase
  2. transport of chloride and formate (cytosol to extracellular)
  3. Transport of L-Tryptophan by Atb0 Transporter

  Catalysed by ADI1, SLC26A4, SLC6A14cytosol, extracellular spaceOne of 7 routes

• glutathioneReach from here →
  1. 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2 = 3-(methylsulfanyl)propanoate + CO + formate + 2 H(+)
  2. S-formylglutathione + H2O = formate + glutathione + H(+)
  3. S-formylglutathione + H2O = formate + glutathione + H(+)

  Catalysed by ADI1, ESD

• L-kynurenineReach from here →
  1. 1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2 = 3-(methylsulfanyl)propanoate + CO + formate + 2 H(+)
  2. N-formyl-L-kynurenine + H2O = L-kynurenine + formate + H(+)
  3. N-formyl-L-kynurenine + H2O = L-kynurenine + formate + H(+)

  Catalysed by ADI1, AFMID

• beta-alanineReach from here →
  1. acireductone dioxygenase
  2. transport of chloride and formate (cytosol to extracellular)
  3. transport of beta-alanine and chloride (cytosol to extracellular)

  Catalysed by ADI1, SLC26A4, SLC6A6, SLC6A14cytosol, extracellular spaceOne of 2 routes

• L-alanineReach from here →
  1. acireductone dioxygenase
  2. transport of formate and pyruvate (cytosol to extracellular)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by ADI1, SLC16A4, SLC16A5, SLC16A7 and 3 morecytosol, extracellular space, mitochondrial matrixOne of 27 routes

• L-asparagineReach from here →
  1. acireductone dioxygenase
  2. transport of chloride and formate (cytosol to extracellular)
  3. Transport of L-Asparagine by Atb0 Transporter

  Catalysed by ADI1, SLC26A4, SLC6A14cytosol, extracellular spaceOne of 5 routes

• L-phenylalanineReach from here →
  1. acireductone dioxygenase
  2. transport of chloride and formate (cytosol to extracellular)
  3. Transport of L-Phenylalanine by Atb0 Transporter

  Catalysed by ADI1, SLC26A4, SLC6A14cytosol, extracellular spaceOne of 8 routes

• L-homocysteineReach from here →
  1. Acireductone Dixoygenase 1
  2. tyrosine aminotransferase (4-methylthio-2-oxobutanoic acid)
  3. S-methyl-L-methionine + L-homocysteine = 2 L-methionine + H(+)

  Catalysed by ADI1, TAT, BHMT2cytosol