CHEBI:28291 - 3-hydroxyisovaleryl-CoA

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 3-hydroxyisovaleryl-CoA
ChEBI ID CHEBI:28291
Definition A hydroxy fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 3-hydroxyisovaleric acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:1545, CHEBI:20073
Supplier Information
Download Molfile XML SDF
Formula C26H44N7O18P3S
Net Charge 0
Average Mass 867.65122
Monoisotopic Mass 867.16764
InChI InChI=1S/C26H44N7O18P3S/c1-25(2,20(37)23(38)29-6-5-15(34)28-7-8-55-16(35)9-26(3,4)39)11-48-54(45,46)51-53(43,44)47-10-14-19(50-52(40,41)42)18(36)24(49-14)33-13-32-17-21(27)30-12-31-22(17)33/h12-14,18-20,24,36-37,39H,5-11H2,1-4H3,(H,28,34)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t14-,18-,19-,20+,24-/m1/s1
InChIKey PEVZKILCBDEOBT-CITAKDKDSA-N
SMILES CC(C)(O)CC(=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
Roles Classification
Chemical Role(s): acyl donor
Any donor that can transfer acyl groups between molecular entities.
(via acyl-CoA )
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-hydroxyisovaleryl-CoA (CHEBI:28291) has functional parent 3-hydroxyisovaleric acid (CHEBI:37084)
3-hydroxyisovaleryl-CoA (CHEBI:28291) has functional parent butyryl-CoA (CHEBI:15517)
3-hydroxyisovaleryl-CoA (CHEBI:28291) has role mouse metabolite (CHEBI:75771)
3-hydroxyisovaleryl-CoA (CHEBI:28291) is a 3-hydroxy fatty acyl-CoA (CHEBI:20060)
3-hydroxyisovaleryl-CoA (CHEBI:28291) is a hydroxybutanoyl-CoA (CHEBI:24685)
3-hydroxyisovaleryl-CoA (CHEBI:28291) is a methylbutanoyl-CoA (CHEBI:25286)
3-hydroxyisovaleryl-CoA (CHEBI:28291) is conjugate acid of 3-hydroxyisovaleryl-CoA(4−) (CHEBI:62555)
Incoming 3-hydroxyisovaleryl-CoA(4−) (CHEBI:62555) is conjugate base of 3-hydroxyisovaleryl-CoA (CHEBI:28291)
IUPAC Name
3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-{[3-({2-[(3-hydroxy-3-methylbutanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
Synonyms Sources
3-hydroxy-3-methylbutanoyl-CoA ChEBI
3-hydroxy-3-methylbutanoyl-coenzyme A ChEBI
3-hydroxy-3-methylbutyryl-CoA ChEBI
3-hydroxy-3-methylbutyryl-coenzyme A ChEBI
3-Hydroxyisovaleryl coenzyme A KEGG COMPOUND
3-Hydroxyisovaleryl-CoA KEGG COMPOUND
β-hydroxyisovaleryl-CoA ChEBI
β-hydroxyisovaleryl-coenzyme-A ChEBI
Manual Xrefs Databases
3-HYDROXY-ISOVALERYL-COA MetaCyc
C05998 KEGG COMPOUND
HMDB0006870 HMDB
View more database links
Last Modified
27 January 2016
General Comment
2011-04-29 An end product of leucine degradation, it is converted from 3-methylbut-2-enoyl-CoA by the enzyme enoyl-CoA hydratase.