CHEBI:27537 - trans-oct-2-enoyl-CoA

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name trans-oct-2-enoyl-CoA
ChEBI ID CHEBI:27537
ChEBI ASCII Name trans-oct-2-enoyl-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 trans-oct-2-enoic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:27078, CHEBI:10732
Supplier Information ChemicalBook:CB3940781, ChemicalBook:CB9499483, ZINC000024492326
Download Molfile XML SDF
Formula C29H48N7O17P3S
Net Charge 0
Average Mass 891.71568
Monoisotopic Mass 891.20403
InChI InChI=1S/C29H48N7O17P3S/c1-4-5-6-7-8-9-20(38)57-13-12-31-19(37)10-11-32-27(41)24(40)29(2,3)15-50-56(47,48)53-55(45,46)49-14-18-23(52-54(42,43)44)22(39)28(51-18)36-17-35-21-25(30)33-16-34-26(21)36/h8-9,16-18,22-24,28,39-40H,4-7,10-15H2,1-3H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/b9-8+/t18-,22-,23-,24+,28-/m1/s1
InChIKey CPSDNAXXKWVYIY-NTLMCJQISA-N
SMILES CCCCC\C=C\C(=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:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
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.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing trans-oct-2-enoyl-CoA (CHEBI:27537) has functional parent coenzyme A (CHEBI:15346)
trans-oct-2-enoyl-CoA (CHEBI:27537) has role Escherichia coli metabolite (CHEBI:76971)
trans-oct-2-enoyl-CoA (CHEBI:27537) has role human metabolite (CHEBI:77746)
trans-oct-2-enoyl-CoA (CHEBI:27537) has role mouse metabolite (CHEBI:75771)
trans-oct-2-enoyl-CoA (CHEBI:27537) is a trans-2-enoyl-CoA (CHEBI:50998)
trans-oct-2-enoyl-CoA (CHEBI:27537) is a medium-chain fatty acyl-CoA (CHEBI:61907)
trans-oct-2-enoyl-CoA (CHEBI:27537) is a monounsaturated fatty acyl-CoA (CHEBI:139575)
trans-oct-2-enoyl-CoA (CHEBI:27537) is conjugate acid of trans-oct-2-enoyl-CoA(4−) (CHEBI:62242)
Incoming trans-oct-2-enoyl-CoA(4−) (CHEBI:62242) is conjugate base of trans-oct-2-enoyl-CoA (CHEBI:27537)
IUPAC Name
3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-({3-[(2-{[(2E)-oct-2-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-4-oxobutyl] dihydrogen diphosphate}
Synonyms Sources
(2E)-Octenoyl-CoA KEGG COMPOUND
(2E)-octenoyl-coenzyme A ChEBI
2,3-trans-octenoyl coenzyme A ChEBI
2E-octenoyl-CoA LIPID MAPS
2E-octenoyl-coenzyme A ChEBI
oct-2-trans-enoyl-CoA ChEBI
oct-trans-2-enoyl-CoA ChEBI
trans-2-octenoyl-coenzyme A ChEBI
trans-Oct-2-enoyl-CoA KEGG COMPOUND
trans-oct-2-enoyl-coenzyme A ChEBI
Manual Xrefs Databases
C05276 KEGG COMPOUND
CPD0-2108 MetaCyc
HMDB0003949 HMDB
LMFA07050024 LIPID MAPS
View more database links
Registry Number Type Source
11165742 Reaxys Registry Number Reaxys
Citation Type Source
16046200 PubMed citation Europe PMC
Last Modified
05 February 2018
General Comment
2011-05-03 The main metabolite produced in medium-chain acyl-CoA dehydrogenase (EC 1.3.99.3, MCAD) deficiency. http://www.hmdb.ca/metabolites/HMDB03949.