CHEBI:15514 - arachidonoyl-CoA

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ChEBI Name arachidonoyl-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 arachidononic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:22613, CHEBI:13853, CHEBI:13854, CHEBI:2800, CHEBI:22611
Supplier Information
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Formula C41H66N7O17P3S
Net Charge 0
Average Mass 1053.98700
Monoisotopic Mass 1053.34488
InChI InChI=1S/C41H66N7O17P3S/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/h8-9,11-12,14-15,17-18,28-30,34-36,40,51-52H,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)/b9-8-,12-11-,15-14-,18-17-/t30-,34-,35-,36+,40-/m1/s1
SMILES CCCCC\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 arachidonoyl-CoA (CHEBI:15514) has functional parent arachidonic acid (CHEBI:15843)
arachidonoyl-CoA (CHEBI:15514) is a arachidonoyl bioconjugate (CHEBI:76180)
arachidonoyl-CoA (CHEBI:15514) is a unsaturated fatty acyl-CoA (CHEBI:51006)
arachidonoyl-CoA (CHEBI:15514) is conjugate acid of arachidonoyl-CoA(4−) (CHEBI:57368)
Incoming arachidonoyl-CoA(4−) (CHEBI:57368) is conjugate base of arachidonoyl-CoA (CHEBI:15514)
3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
Synonyms Sources
(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraenoyl-CoA ChEBI
(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraenoyl-coenzyme A ChEBI
(5Z,8Z,11Z,14Z)-5,8,11,14-icosatetraenoyl-coenzyme A ChEBI
(5Z,8Z,11Z,14Z)-Icosatetraenoyl-CoA KEGG COMPOUND
all-cis-5,8,11,14-eicosatetraenoyl-CoA ChEBI
all-cis-5,8,11,14-eicosatetraenoyl-coenzyme A ChEBI
Arachidonoyl-CoA KEGG COMPOUND
arachidonoyl-coenzyme A ChEBI
arachidonyl-coenzyme A ChEBI
C20:4-CoA ChEBI
cis5,8,11,14-eicosatetraenoyl-CoA ChEBI
cis5,8,11,14-eicosatetraenoyl-coenzyme A ChEBI
Manual Xrefs Databases
HMDB0006523 HMDB
View more database links
Registry Numbers Types Sources
17046-56-9 CAS Registry Number KEGG COMPOUND
17046-56-9 CAS Registry Number ChemIDplus
9316147 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1323964 PubMed citation Europe PMC
16181777 PubMed citation Europe PMC
16344985 PubMed citation Europe PMC
2105213 PubMed citation Europe PMC
2505330 PubMed citation Europe PMC
2528345 PubMed citation Europe PMC
3989882 PubMed citation Europe PMC
4030780 PubMed citation Europe PMC
6303134 PubMed citation Europe PMC
6466693 PubMed citation Europe PMC
8605368 PubMed citation Europe PMC
Last Modified
10 February 2021
General Comment
2011-05-16 An intermediate in the biosynthesis of unsaturated fatty acids, it is produced from 8,11,14-eicosatrienoyl-CoA via the enzyme fatty acid desaturase 1 (EC 1.14.19.-).