CHEBI:63539 - (5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA

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ChEBI Name (5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA
ChEBI ID CHEBI:63539
ChEBI ASCII Name (5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA
Definition An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (5Z,8Z,11Z,14Z,17Z)-icosapentaenoic acid. It is a member of n-3 PUFA and by-product of α-linolenic acid metabolism.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Phani Vijay Garapati
Supplier Information
Download Molfile XML SDF
Formula C41H64N7O17P3S
Net Charge 0
Average Mass 1051.97000
Monoisotopic Mass 1051.329
InChI InChI=1S/C41H64N7O17P3S/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/h5-6,8-9,11-12,14-15,17-18,28-30,34-36,40,51-52H,4,7,10,13,16,19-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b6-5-,9-8-,12-11-,15-14-,18-17-/t30-,34-,35-,36+,40-/m1/s1
InChIKey JWZLRYCDDXHXDL-LCMHIRPZSA-N
SMILES CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12
Roles Classification
Chemical Role(s): acyl donor
Any donor that can transfer acyl groups between molecular entities.
(via acyl-CoA )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA (CHEBI:63539) is a long-chain fatty acyl-CoA (CHEBI:33184)
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA (CHEBI:63539) is a timnodonoyl bioconjugate (CHEBI:76189)
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA (CHEBI:63539) is a unsaturated fatty acyl-CoA (CHEBI:51006)
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA (CHEBI:63539) is conjugate acid of (5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA(4−) (CHEBI:73862)
Incoming (5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA(4−) (CHEBI:73862) is conjugate base of (5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA (CHEBI:63539)
IUPAC Name
3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-[(2-{[(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)butyl] dihydrogen diphosphate}
Synonyms Sources
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoyl-CoA ChEBI
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA ChEBI
20:5(n-3) SUBMITTER
5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl-CoA LIPID MAPS
all-cis-5,8,11,14,17-eicosapentaenoyl-CoA ChEBI
all-cis-5,8,11,14,17-icosapentaenoyl-CoA ChEBI
CoA(20:5(5Z,8Z,11Z,14Z,17Z)) LIPID MAPS
Manual Xrefs Databases
C16165 KEGG COMPOUND
LMFA07050063 LIPID MAPS
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Last Modified
13 November 2013