CHEBI:15541 - stearoyl-CoA

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ChEBI Name stearoyl-CoA
ChEBI ID CHEBI:15541
Definition A long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of stearic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9256, CHEBI:15107, CHEBI:26754
Supplier Information
Download Molfile XML SDF
Formula C39H70N7O17P3S
Net Charge 0
Average Mass 1033.99736
Monoisotopic Mass 1033.376
InChI InChI=1S/C39H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h26-28,32-34,38,49-50H,4-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/t28-,32-,33-,34+,38-/m1/s1
InChIKey SIARJEKBADXQJG-LFZQUHGESA-N
SMILES CCCCCCCCCCCCCCCCCC(=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
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Roles Classification
Chemical Role(s): acyl donor
Any donor that can transfer acyl groups between molecular entities.
(via acyl-CoA )
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing stearoyl-CoA (CHEBI:15541) has functional parent octadecanoic acid (CHEBI:28842)
stearoyl-CoA (CHEBI:15541) has role Escherichia coli metabolite (CHEBI:76971)
stearoyl-CoA (CHEBI:15541) has role mouse metabolite (CHEBI:75771)
stearoyl-CoA (CHEBI:15541) is a 11,12-saturated fatty acyl-CoA (CHEBI:85348)
stearoyl-CoA (CHEBI:15541) is a long-chain fatty acyl-CoA (CHEBI:33184)
stearoyl-CoA (CHEBI:15541) is conjugate acid of stearoyl-CoA(4−) (CHEBI:57394)
Incoming stearoyl-CoA(4−) (CHEBI:57394) is conjugate base of stearoyl-CoA (CHEBI:15541)
IUPAC Name
3'-phosphoadenosine 5'-(3-{(3R)-3-hydroxy-2,2-dimethyl-4-[(3-{[2-(octadecanoylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-4-oxobutyl} dihydrogen diphosphate)
Synonyms Sources
C18:0-CoA ChEBI
C18:0-coenzyme A ChEBI
octadecanoyl-CoA ChEBI
octadecanoyl-coenzyme A ChEBI
S-stearoyl-CoA ChEBI
S-stearoylcoenzyme A ChemIDplus
Stearoyl-CoA KEGG COMPOUND
stearoyl-coenzyme A ChEBI
Stearyl coenzyme A KEGG COMPOUND
Stearyl-CoA KEGG COMPOUND
Database Links Databases
C00412 KEGG COMPOUND
HMDB0001114 HMDB
View more database links
Registry Numbers Types Sources
362-66-3 CAS Registry Number KEGG COMPOUND
362-66-3 CAS Registry Number ChemIDplus
8033851 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
6472736 PubMed citation Europe PMC
7480063 PubMed citation Europe PMC
9434139 PubMed citation Europe PMC
Last Modified
27 January 2016
General Comment
2011-05-13 A long-chain fatty acyl-CoA thioester that acts as an intermediate metabolite in the biosynthesis of monounsaturated fatty acids.