cortisol

Three steps

• (S)-lactateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. (S)-lactate + NAD(+) = pyruvate + NADH + H(+)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 10 morecytosol, extracellular space

• 2-oxobutanoateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of 2-hydroxybutyrate and acetate (cytosol to extracellular)
  3. 2-hydroxybutyrate:NAD+ oxidoreductase

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 8 morecytosol, extracellular spaceOne of 2 routes

• 2-oxoglutaramateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. L-Glutamine:pyruvate aminotransferase

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular spaceOne of 2 routes

• 3-fumarylpyruvateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. 3-fumarylpyruvate + H2O = fumarate + pyruvate + H(+)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• ferrocytochrome cReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and L-lactate (cytosol to extracellular)
  3. (S)-Lactate:ferricytochrome-c 2-oxidoreductase

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 7 morecytosol, extracellular space, mitochondrial matrix

• 3-hydroxypyruvateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. L-serine + pyruvate = 3-hydroxypyruvate + L-alanine

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• 4-methylumbelliferoneReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. 4-methylumbelliferyl acetate + H2O = 4-methylumbelliferone + acetate + H(+)
  3. 4-methylumbelliferyl acetate + H2O = 4-methylumbelliferone + acetate + H(+)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 3 morecytosol

• aceneuramateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. aceneuramate = aldehydo-N-acetyl-D-mannosamine + pyruvate

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• 5'-deoxyadenosineReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. N(1)-methylguanosine(37) in tRNA(Phe) + pyruvate + S-adenosyl-L-methionine = 4-demethylwyosine(37) in tRNA(Phe) + 5'-deoxyadenosine + L-methionine + CO2 + H2O

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 7 morecytosol, extracellular space

• urateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and L-lactate (cytosol to extracellular)
  3. transport of L-lactate and urate (cytosol to extracellular)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 7 morecytosol, extracellular space

• all-trans-retinalReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and retinoate (cytosol to extracellular)
  3. retinoate reduction

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 3 morecytosol, extracellular space

• 4-fumarylacetoacetateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and acetoacetate (cytosol to extracellular)
  3. 4-fumarylacetoacetate + H2O = acetoacetate + fumarate + H(+)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• dTDPReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. pyruvate kinase (dTDP)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 7 morecytosol, extracellular space

• 5-(3,3-dimethylguanidino)-2-oxopentanoateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. N(omega),N(omega)-dimethyl-L-arginine + pyruvate = 5-(3,3-dimethylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• 5-(3,3'-dimethylguanidino)-2-oxopentanoateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. N(omega),N('omega)-dimethyl-L-arginine + pyruvate = 5-(3,3'-dimethylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• 5-(3-methylguanidino)-2-oxopentanoateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. N(omega)-methyl-L-arginine + pyruvate = 5-(3-methylguanidino)-2-oxopentanoate + L-alanine

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• 17alpha,21-dihydroxypregnenoloneReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. cytochrome P450

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 1 morecytosol, endoplasmic reticulum

• 11-deoxycortisolReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. cytochrome P450 (17alpha-hydroxyprogesterone)
  3. cytochrome P450 (17alpha-hydroxyprogesterone)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 1 morecytosol, endoplasmic reticulumOne of 3 routes

• 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholineReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 2 morecytosolOne of 3 routes

• 3beta-hydroxyandrost-5-en-17-oneReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. cytochrome P450 (17alpha-hydroxypregnenolone)
  3. cytochrome P450 (17alpha-hydroxypregnenolone)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2cytosol, endoplasmic reticulumOne of 6 routes

• CHEBI:29052Reach from here →
  1. cytochrome P450 (cortisol)
  2. deoxyribose-phosphate aldolase
  3. deoxyribose-phosphate aldolase

  Catalysed by CYP17A1, DERAendoplasmic reticulum, cytosol

• chlorine(.)Reach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and formate (cytosol to extracellular)
  3. transport of chloride and formate (cytosol to extracellular)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 4 morecytosol, extracellular spaceOne of 2 routes

• 3-hydroxypyruvic acidReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. L-Serine:pyruvate aminotransferase

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular spaceOne of 2 routes

• putrescineReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. N-acetylputrescine + H2O = putrescine + acetate
  3. N-acetylputrescine + H2O = putrescine + acetate

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 1 morecytosol

• 3-oxopropanoateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. 3-oxopropanoate + L-alanine = beta-alanine + pyruvate

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• a phenolReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. a phenyl acetate + H2O = a phenol + acetate + H(+)
  3. a phenyl acetate + H2O = a phenol + acetate + H(+)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 3 morecytosol

• D-serineReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. D-serine = pyruvate + NH4(+)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• (R)-lactic acidReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. (R)-Lactate:NAD+ oxidoreductase

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• (3S)-3-hydroxy-3-methylglutaryl-CoAReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and acetoacetate (cytosol to extracellular)
  3. (3S)-3-hydroxy-3-methylglutaryl-CoA = acetoacetate + acetyl-CoA

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 7 morecytosol, extracellular space

• 2-iminopropanoateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. 2-iminopropanoate + H2O = pyruvate + NH4(+)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• phosphoenolpyruvic acidReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. pyruvate kinase (dTDP)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 7 morecytosol, extracellular space

• 13-cis-retinalReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and retinoate (cytosol to extracellular)
  3. retinal dehydrogenase (13-cis-retinal)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 5 morecytosol, extracellular space, endoplasmic reticulum

• N-acetyl-beta-neuraminic acidReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. N-Acetylneuraminate pyruvate-lyase (N-acetyl-D-mannosamine-forming)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• L-ornithineReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. N2-Acetyl-L-ornithine amidohydrolase
  3. N2-Acetyl-L-ornithine amidohydrolase

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 1 morecytosol

• 2-deoxy-alpha-D-ribose 1-phosphateReach from here →
  1. cytochrome P450 (cortisol)
  2. 2-deoxy-D-ribose 5-phosphate = D-glyceraldehyde 3-phosphate + acetaldehyde
  3. 2-deoxy-alpha-D-ribose 1-phosphate = 2-deoxy-D-ribose 5-phosphate

  Catalysed by CYP17A1, DERA, PGM2endoplasmic reticulum

• a 3-acylpyruvateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. a 3-acylpyruvate + H2O = a carboxylate + pyruvate + H(+)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• acetoacetyl-CoAReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and acetoacetate (cytosol to extracellular)
  3. acetoacetate + ATP + CoA = acetoacetyl-CoA + AMP + diphosphate

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular spaceOne of 2 routes

• butanoyl-CoAReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and butyrate (cytosol to extracellular)
  3. Butanoate:CoA ligase (AMP-forming)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 10 morecytosol, extracellular spaceOne of 2 routes

• ethanolamineReach from here →
  1. cytochrome P450 (cortisol)
  2. phosphoethanolamine + H2O = acetaldehyde + NH4(+) + phosphate
  3. phosphoethanolamine + H2O = ethanolamine + phosphate

  Catalysed by CYP17A1, ETNPPL, ALPL, PHOSPHO1endoplasmic reticulum

• 2-oxo-3-sulfanylpropanoateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. 2-oxo-3-sulfanylpropanoate + [thioredoxin]-dithiol = [thioredoxin]-disulfide + hydrogen sulfide + pyruvate + H(+)

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• 2-methyl-3-oxopropanoateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. (R)-3-amino-2-methylpropanoate + pyruvate = 2-methyl-3-oxopropanoate + L-alanine

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space

• sphing-4-enineReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 1 morecytosol

• N-acetyl-alpha-D-glucosamine 1-phosphateReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. N-acetyl-D-glucosamine 6-phosphate + H2O = D-glucosamine 6-phosphate + acetate
  3. N-acetyl-alpha-D-glucosamine 1-phosphate = N-acetyl-D-glucosamine 6-phosphate

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 2 morecytosol

• spermidineReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. N(8)-acetylspermidine + H2O = spermidine + acetate
  3. N8-acetylspermidine to spermidine conversion

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 1 morecytosolOne of 2 routes

• L-methionineReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. N(1)-methylguanosine(37) in tRNA(Phe) + pyruvate + S-adenosyl-L-methionine = 4-demethylwyosine(37) in tRNA(Phe) + 5'-deoxyadenosine + L-methionine + CO2 + H2O

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 7 morecytosol, extracellular space

• a 2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 2-acyl-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 2 morecytosol

• CDP-ethanolamineReach from here →
  1. cytochrome P450 (cortisol)
  2. phosphoethanolamine + H2O = acetaldehyde + NH4(+) + phosphate
  3. phosphoethanolamine + CTP + H(+) = CDP-ethanolamine + diphosphate

  Catalysed by CYP17A1, ETNPPL, PCYT2endoplasmic reticulumOne of 2 routes

• L-alanineReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. transport of acetate and pyruvate (cytosol to extracellular)
  3. (R)-3-Amino-2-methylpropanoate:pyruvate aminotransferase

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 6 morecytosol, extracellular space, mitochondrial matrixOne of 18 routes

• a 1-acyl-sn-glycero-3-phosphocholineReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. N-(acetyl)-sphing-4-enine + H2O = sphing-4-enine + acetate
  3. N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phosphocholine

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 2 morecytosol

• cadaverineReach from here →
  1. steroid 11beta-monooxygenase (cortisol)
  2. N-acetylcadaverine + H2O = cadaverine + acetate
  3. N-acetylcadaverine + H2O = cadaverine + acetate

  Catalysed by CYP17A1, CYP11B1, CYP11B2, BCO2 and 1 morecytosol