Metabolic Modeling Tutorial
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
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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 Sun Dec 21, 2014, biocyc13.