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: 4α-hydroxymethyl-stigmasta-7,24(241)-dien-3β-ol

Superclasses: a lipid an isoprenoid a terpenoid a triterpenoid
a secondary metabolite a terpenoid a triterpenoid
a steroid a hydroxysteroid a sterol

Citations: [Benveniste02]

Chemical Formula: C30H50O2

Molecular Weight: 442.72 Daltons

Monoisotopic Molecular Weight: 442.3810808492 Daltons

SMILES: CC=C(CCC(C)C2(CCC1(C3(=CCC4(C(CO)C(O)CCC(C)(C(CCC(C)12)3)4)))))C(C)C

InChI: InChI=1S/C30H50O2/c1-7-21(19(2)3)9-8-20(4)24-12-13-25-22-10-11-26-23(18-31)28(32)15-17-30(26,6)27(22)14-16-29(24,25)5/h7,10,19-20,23-28,31-32H,8-9,11-18H2,1-6H3/b21-7-/t20-,23+,24?,25?,26?,27?,28+,29-,30+/m1/s1

InChIKey: InChIKey=NUAGPLGAOGOSCQ-UHNXXBSUSA-N

Unification Links: PubChem:50986085

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 514.13605 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

plant sterol biosynthesis :
4α-hydroxymethyl-stigmasta-7,24(241)-dien-3β-ol + NADH + oxygen + H+ → 4α-formyl-stigmasta-7,24(241)-dien-3β-ol + NAD+ + 2 H2O

linoleate biosynthesis I (plants) :
oleoyl-CoA + a lipid + H+ → a lipid oleoyl-group + coenzyme A

Not in pathways:
a steroid + 2 a reduced adrenodoxin + oxygen + 2 H+ → an 11-β-hydroxysteroid + 2 an oxidized adrenodoxin + H2O

Reactions known to produce the compound:

plant sterol biosynthesis :
24-ethylidenelophenol + NADH + oxygen + H+4α-hydroxymethyl-stigmasta-7,24(241)-dien-3β-ol + NAD+ + H2O

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

Not in pathways:
a steryl-ester + H2O → a fatty acid + a sterol + H+

glutathione redox reactions I :
a lipid hydroperoxide + 2 glutathione + H+a lipid + glutathione disulfide + 2 H2O

In Reactions of unknown directionality:

Not in pathways:
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:
Created 10-Dec-2010 by Dreher KA , TAIR


References

Benveniste02: Benveniste, P. (2002). "Sterol Metabolism." : March 27, 2002. The Arabidopsis Book. Rockville, MD: American Society of Plant Biologists. doi: 10.1199/tab.0004, http://www.aspb.org/publications/arabidopsis/.

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 Sun Nov 23, 2014, BIOCYC13B.