Metabolic Modeling Tutorial
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: 5β-cholestane-3α,7α,12α-triol

Superclasses: a steroid a hydroxysteroid a 17-alpha-hydroxysteroid
a steroid a hydroxysteroid a sterol a 3alpha-hydroxysteroid

Chemical Formula: C27H48O3

Molecular Weight: 420.67 Daltons

Monoisotopic Molecular Weight: 420.3603454071 Daltons

SMILES: CC(C)CCCC(C)[CH]2(CC[CH]3([CH]4(C(O)C[CH]1(CC(O)CCC(C)1[CH](CC(O)C(C)23)4))))

InChI: InChI=1S/C27H48O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h16-25,28-30H,6-15H2,1-5H3/t17-,18+,19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1

InChIKey: InChIKey=RIVQQZVHIVNQFH-XJZYBRFWSA-N

Unification Links: ChEBI:16496 , ChemSpider:141053 , HMDB:HMDB01457 , KEGG:C05454 , LIPID MAPS:LMST04030035 , MetaboLights:MTBLC16496 , PubChem:160520

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 409.5238 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

bile acid biosynthesis, neutral pathway :
5β-cholestane-3α,7α,12α-triol + NADPH + H+ + oxygen → (25R)-5β-cholestane-3α,7α,12α,26-tetraol + NADP+ + H2O

Not in pathways:
5β-cholestane-3α,7α,12α-triol + 3 NADPH + 2 H+ + 3 oxygen → (25R)-3α,7α,12α-trihydroxy-5β-cholestan-26-oate + 3 NADP+ + 4 H2O


a steroid + 2 a reduced adrenodoxin + oxygen + 2 H+ → an 11-β-hydroxysteroid + 2 an oxidized adrenodoxin + H2O

Reactions known to produce the compound:

bile acid biosynthesis, neutral pathway :
5β-cholestane-3α,7α,12α-triol + NAD(P)+ ← 7α,12α-dihydroxy-5β-cholestan-3-one + NAD(P)H + H+

Not in pathways:
5β-cholestane-3α,7α-diol + NAD(P)H + oxygen + H+5β-cholestane-3α,7α,12α-triol + NAD(P)+ + H2O

sphingolipid biosynthesis (plants) :
a dihydroceramide + an O-glucosylsterol → a D-glucosyl-N-acylsphinganine + a sterol


a steryl-ester + H2O → a fatty acid + a sterol + H+

In Reactions of unknown directionality:

Not in pathways:
a 3α-hydroxysteroid + NAD(P)+ = a 3-oxosteroid + NAD(P)H + H+


a sterol + a phosphatidylcholine = a 2-lyso-phosphatidylcholine + a steryl-ester
a sterol + a 1,2-diacyl-sn-glycerol = 1-acyl-sn-glycerol + a steryl-ester
UDP-α-D-glucose + a sterol = UDP + an O-glucosylsterol + H+

Credits:
Revised 12-Nov-2012 by Caspi R , SRI International


References

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Fri Nov 28, 2014, biocyc13.