all-trans-retinoic acid

Three steps

• CHEBI:15467Reach from here →
  1. transport of acetoacetate and retinoate (cytosol to extracellular)
  2. Acetoacetate:CoA ligase (AMP-forming)
  3. 3-hydroxy-3-methylglutaryl-CoA synthase (acetoacetyl-CoA)

  Catalysed by SLC16A4, SLC16A5, AACS, HMGCS1extracellular space, cytosolOne of 3 routes

• CHEBI:15570Reach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. alanine racemase

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 3 moreextracellular space, cytosol, mitochondrial matrix

• L-leucineReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of alanine and leucine (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 12 routes

• all-trans-3-hydroxyretinolReach from here →
  1. retinoate reduction
  2. all-trans-retinol + NADP(+) = all-trans-retinal + NADPH + H(+)
  3. all-trans-retinol + 2 reduced [adrenodoxin] + O2 + 2 H(+) = all-trans-3-hydroxyretinol + 2 oxidized [adrenodoxin] + H2O

  Catalysed by AKR1B15, AKR1B10, DHRS3, AKR1B1 and 8 morecytosol

• CHEBI:15699Reach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of alanine and homoserine (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 6 routes

• malonateReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (S)-malate + NAD(+) = pyruvate + CO2 + NADH
  3. malonate(out) + (S)-malate(in) = malonate(in) + (S)-malate(out)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• (R)-2-hydroxyglutarateReach from here →
  1. transport of acetoacetate and retinoate (cytosol to extracellular)
  2. (S)-3-hydroxybutanoate + 2-oxoglutarate = (R)-2-hydroxyglutarate + acetoacetate
  3. AKG[m] + (S)-3-hydroxybutanoate[m] = acetoacetate[m] + (R)-2-hydroxyglutarate[m]

  Catalysed by SLC16A4, SLC16A5, ADHFE1extracellular space, cytosol, mitochondrial matrixOne of 2 routes

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

  Catalysed by SLC16A4, SLC16A5, SLC16A7, AMDHD2 and 1 moreextracellular space, cytosol

• CHEBI:15971Reach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of alanine and histidine (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• ferricytochrome cReach from here →
  1. transport of L-lactate and retinoate (cytosol to extracellular)
  2. (S)-Lactate:ferricytochrome-c 2-oxidoreductase
  3. 13(S)-HPODE to 13-oxy-radical-octadecadienoate conversion

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 3 moreextracellular space, cytosol, mitochondrial matrixOne of 4 routes

• CHEBI:16174Reach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. pyruvate kinase (dTDP)
  3. nucleoside-diphosphate kinase (dADP)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 10 moreextracellular space, cytosolOne of 3 routes

• sulfateReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (S)-malate + NAD(+) = pyruvate + CO2 + NADH
  3. transport of malate and sulfate (cytosol to mitochondria)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 5 routes

• ureaReach from here →
  1. transport of L-lactate and retinoate (cytosol to extracellular)
  2. transport of L-lactate and urate (cytosol to extracellular)
  3. Peroxidase

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, nucleusOne of 3 routes

• L-cystineReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. Transport of L-Cystine (L-Alanine antiport) by B0, +At Transporter

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 5 moreextracellular space, cytosol, mitochondrial matrix

• CHEBI:16284Reach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. pyruvate kinase (dTDP)
  3. deoxythymidylate kinase (dADP)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 5 moreextracellular space, cytosol, mitochondrial matrixOne of 3 routes

• 11-cis-retinolReach from here →
  1. retinoate reduction
  2. all-trans-Retinal 11-cis-trans-isomerase
  3. 11-cis-retinol:NAD+ oxidoreductase

  Catalysed by RBP1, RBP2, HSD17B6, RDH16 and 5 morecytosolOne of 6 routes

• (R)-3-aminoisobutyric acidReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. (S)-3-amino-2-methylpropionate transaminase (2-methyl-3-oxopropanoate)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 3 routes

• L-citrullineReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of alanine and citrulline (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 4 routes

• iodideReach from here →
  1. transport of formate and retinoate (cytosol to extracellular)
  2. transport of chloride and formate (cytosol to extracellular)
  3. transport of chloride and iodide (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC26A4extracellular space, cytosol

• L-valineReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of alanine and valine (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 11 routes

• (17R,20S)-17,20-dihydroxypregn-4-en-3-oneReach from here →
  1. transport of acetate and retinoate (cytosol to extracellular)
  2. cytochrome P450 (17alpha-hydroxyprogesterone)
  3. (17R,20S)-17,20-dihydroxypregn-4-en-3-one + NAD(+) = 17alpha-hydroxyprogesterone + NADH + H(+)

  Catalysed by SLC16A4, SLC16A5, SLC16A7, CYP17A1 and 1 moreextracellular space, cytosol, endoplasmic reticulumOne of 2 routes

• androst-4-ene-3,17-dioneReach from here →
  1. transport of acetate and retinoate (cytosol to extracellular)
  2. cytochrome P450 (17alpha-hydroxyprogesterone)
  3. cytochrome P450 (17alpha-hydroxyprogesterone)

  Catalysed by SLC16A4, SLC16A5, SLC16A7, CYP17A1extracellular space, cytosol, endoplasmic reticulumOne of 5 routes

• L-arginineReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of alanine and arginine (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 10 routes

• CHEBI:16497Reach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. pyruvate kinase (dTDP)
  3. dGTP:pyruvate 2-O-phosphotransferase

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol

• protein polypeptide chainReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. PROTEIN_BS

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 3 moreextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• CHEBI:16633Reach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. L-selenocysteine selenide-lyase (L-alanine-forming)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrix

• Met-tRNA(Met)Reach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  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:tRNAMet ligase (AMP-forming)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 5 moreextracellular space, cytosol

• (R)-glycerateReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. L-Serine:pyruvate aminotransferase
  3. D-glycerate:NADP+ 2-oxidoreductase

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosolOne of 4 routes

• 4-methylsulfanyl-2-oxobutanoateReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  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. glyoxylate + L-methionine = 4-methylsulfanyl-2-oxobutanoate + glycine

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 5 moreextracellular space, cytosol

• N-[(S)-lactoyl]-L-phenylalanineReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)
  3. (S)-lactate + L-phenylalanine = N-[(S)-lactoyl]-L-phenylalanine + H2O

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 8 moreextracellular space, cytosol

• CHEBI:16856Reach from here →
  1. transport of L-lactate and retinoate (cytosol to extracellular)
  2. Transport of Prostaglandin A2, Lactate Antiport
  3. transport of GSH and prostaglandin A2 (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 3 moreextracellular space, cytosolOne of 4 routes

• CHEBI:16857Reach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of alanine and threonine (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 8 routes

• oxalic acidReach from here →
  1. transport of formate and retinoate (cytosol to extracellular)
  2. transport of chloride and formate (cytosol to extracellular)
  3. transport of chloride and oxalate (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC26A4, SLC26A6extracellular space, cytosol

• glycolaldehydeReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. L-Serine:pyruvate aminotransferase
  3. hydroxypyruvate carboxy-lyase (glycolaldehyde-forming)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 3 moreextracellular space, cytosolOne of 2 routes

• 4-maleylacetoacetateReach from here →
  1. transport of acetoacetate and retinoate (cytosol to extracellular)
  2. 4-fumarylacetoacetate + H2O = acetoacetate + fumarate + H(+)
  3. 4-maleylacetoacetate = 4-fumarylacetoacetate

  Catalysed by SLC16A4, SLC16A5, FAH, GSTZ1extracellular space, cytosol

• aldehydo-N-acetyl-D-mannosamineReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. N-Acetylneuraminate pyruvate-lyase (N-acetyl-D-mannosamine-forming)
  3. N-Acetylneuraminate pyruvate-lyase (N-acetyl-D-mannosamine-forming)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 3 moreextracellular space, cytosolOne of 2 routes

• L-isoleucineReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of alanine and isoleucine (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 8 routes

• CHEBI:17203Reach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of alanine and proline (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 8 routes

• CHEBI:17208Reach from here →
  1. transport of L-lactate and retinoate (cytosol to extracellular)
  2. transport of L-lactate and urate (cytosol to extracellular)
  3. ascorbate to monodehydroascorbate conversion

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 3 moreextracellular space, cytosol

• 4-methylumbelliferoneReach from here →
  1. transport of acetate and retinoate (cytosol to extracellular)
  2. 4-methylumbelliferyl acetate + H2O = 4-methylumbelliferone + acetate + H(+)
  3. 4-methylumbelliferyl acetate + H2O = 4-methylumbelliferone + acetate + H(+)

  Catalysed by SLC16A4, SLC16A5, SLC16A7, CES2 and 2 moreextracellular space, cytosol

• 3-hydroxy-3-methylglutarateReach from here →
  1. transport of acetoacetate and retinoate (cytosol to extracellular)
  2. (3S)-3-hydroxy-3-methylglutaryl-CoA = acetoacetate + acetyl-CoA
  3. 3-hydroxy-3-methylglutarate + succinyl-CoA = (3S)-3-hydroxy-3-methylglutaryl-CoA + succinate

  Catalysed by SLC16A4, SLC16A5, HMGCL, HMGCLL1 and 1 moreextracellular space, cytosolOne of 3 routes

• sulfiteReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (S)-malate + NAD(+) = pyruvate + CO2 + NADH
  3. transport of malate and sulfite (cytosol to mitochondria)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 2 routes

• enol-oxaloacetateReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (S)-malate + NAD(+) = pyruvate + CO2 + NADH
  3. (S)-malate + a quinone = enol-oxaloacetate + a quinol

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 5 moreextracellular space, cytosol

• AH2Reach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. Mo-molybdopterin + L-cysteine + AH2 = thio-Mo-molybdopterin + L-alanine + A + H2O

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 7 routes

• 1-O-acyl-sn-glycero-3-phosphocholine(1+)Reach from here →
  1. retinoate reduction
  2. all-trans-retinol + NADP(+) = all-trans-retinal + NADPH + H(+)
  3. Lecithin Retinol Acyltransferase

  Catalysed by AKR1B15, AKR1B10, DHRS3, AKR1B1 and 8 morecytosol

• L-cysteineReach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. transport of alanine and cysteine (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrixOne of 23 routes

• all-trans-retinyl hexadecanoateReach from here →
  1. retinoate reduction
  2. all-trans-retinol + NADP(+) = all-trans-retinal + NADPH + H(+)
  3. all-trans-retinol + hexadecanoyl-CoA = all-trans-retinyl hexadecanoate + CoA

  Catalysed by AKR1B15, AKR1B10, DHRS3, AKR1B1 and 12 morecytosolOne of 2 routes

• xanthineReach from here →
  1. transport of L-lactate and retinoate (cytosol to extracellular)
  2. transport of L-lactate and urate (cytosol to extracellular)
  3. xanthine + NAD(+) + H2O = urate + NADH + H(+)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosolOne of 2 routes

• Ala-tRNA(Ala)Reach from here →
  1. transport of pyruvate and retinoate (cytosol to extracellular)
  2. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase
  3. L-Alanine:tRNA(Ala) ligase (AMP-forming)

  Catalysed by SLC16A4, SLC16A5, SLC16A3, SLC16A7 and 4 moreextracellular space, cytosol, mitochondrial matrix

• glycine betaineReach from here →
  1. transport of formate and retinoate (cytosol to extracellular)
  2. transport of chloride and formate (cytosol to extracellular)
  3. transport of betaine and chloride (cytosol to extracellular)

  Catalysed by SLC16A4, SLC16A5, SLC26A4, SLC6A12extracellular space, cytosolOne of 3 routes