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MetaCyc Compound: (11Z,14Z,17Z)-icosatrienoyl-CoA

Synonyms: (11Z,14Z,17Z)-eicosatrienoyl-CoA, 20:3Δ11,14,17

Superclasses: an ester a thioester a coenzyme A-activated compound

Summary:
Like other fatty acids, (11Z,14Z,17Z)-icosatrienoate is rarely found in its free form. It is usually found either as (11Z,14Z,17Z)-icosatrienoyl-CoA or incorporated into a lipid.

Chemical Formula: C41H64N7O17P3S

Molecular Weight: 1052.0 Daltons

Monoisotopic Molecular Weight: 1055.3605240149 Daltons

(11Z,14Z,17Z)-icosatrienoyl-CoA compound structure

SMILES: CCC=CCC=CCC=CCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)([O-])OP(=O)([O-])OCC3(OC(N2(C=NC1(C(N)=NC=NC=12)))C(O)C(OP(=O)([O-])[O-])3)

InChI: InChI=1S/C41H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h5-6,8-9,11-12,28-30,34-36,40,51-52H,4,7,10,13-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/p-4/b6-5-,9-8-,12-11-/t30-,34+,35+,36?,40-/m0/s1

InChIKey: InChIKey=BVBYYRVLCDMZNJ-SKYNJMBCSA-J

Unification Links: PubChem:49859609

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -102.49026 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

icosapentaenoate biosynthesis V (Δ8 desaturase) :
(11Z,14Z,17Z)-icosatrienoyl-CoA + a glycerolipid → a [glycerolipid]-(11Z,14Z,17Z)-icosatrienoate + coenzyme A

juniperonate biosynthesis :
(11Z,14Z,17Z)-icosatrienoyl-CoA + 2 a ferrocytochrome b5 + oxygen + 2 H+ → juniperonoyl-CoA + 2 a ferricytochrome b5 + 2 H2O

Not in pathways:
(11Z,14Z,17Z)-icosatrienoyl-CoA + H2O → (11Z,14Z,17Z)-icosatrienoate + coenzyme A + H+

Reactions known to produce the compound:

icosapentaenoate biosynthesis V (Δ8 desaturase) , juniperonate biosynthesis :
(11Z,14Z,17Z)-icosatrienoyl-CoA + NAD+ ← icosatrienoyl-2-enoyl CoA + NADH + H+

Credits:
Created 16-Sep-2010 by Zhang P , TAIR


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 19.0 on Fri Apr 24, 2015, biocyc13.