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: stigmasterol

Superclasses: a lipid an isoprenoid a terpenoid a triterpenoid
a secondary metabolite a terpenoid a triterpenoid

Citations: [Holmberg02, Schaeffer01]

Chemical Formula: C29H48O

Molecular Weight: 412.7 Daltons

Monoisotopic Molecular Weight: 412.3705161629 Daltons

SMILES: CCC(C=CC(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))(C)))C)C(C)C

InChI: InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24?,25?,26?,27?,28+,29-/m1/s1

InChIKey: InChIKey=HCXVJBMSMIARIN-IAARLTICSA-N

Unification Links: ChEBI:8195 , HMDB:HMDB00937 , KEGG:C05442 , PubChem:25245939

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 522.4438 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

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

Reactions known to produce the compound:

plant sterol biosynthesis :
sitosterol + NADPH + H+ + oxygen → stigmasterol + NADP+ + 2 H2O

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

In Reactions of unknown directionality:

Not in pathways:
UDP-α-D-glucose + stigmasterol = UDP + stigmasterol 3-O-β-D-glucoside + H+


References

Holmberg02: Holmberg N, Harker M, Gibbard CL, Wallace AD, Clayton JC, Rawlins S, Hellyer A, Safford R (2002). "Sterol C-24 methyltransferase type 1 controls the flux of carbon into sterol biosynthesis in tobacco seed." Plant Physiol 130(1);303-11. PMID: 12226510

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

Schaeffer01: Schaeffer A, Bronner R, Benveniste P, Schaller H (2001). "The ratio of campesterol to sitosterol that modulates growth in Arabidopsis is controlled by STEROL METHYLTRANSFERASE 2;1." Plant J 25(6);605-15. PMID: 11319028


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 Wed Nov 26, 2014, biocyc13.