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CHEBI:15346 - coenzyme A

ChEBI IDCHEBI:15346
ChEBI Namecoenzyme A
Stars
DefinitionA thiol comprising a panthothenate unit in phosphoric anhydride linkage with a 3',5'-adenosine diphosphate unit; and an aminoethanethiol unit.
Secondary ChEBI IDsCHEBI:3771, CHEBI:13294, CHEBI:13295, CHEBI:13298, CHEBI:23355, CHEBI:41597, CHEBI:41631, CHEBI:741566
Last Modified6 June 2024
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC21H36N7O16P3S
Net Charge0
Average Mass767.541
Monoisotopic Mass767.11521
SMILESCC(C)(COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)(O)O)[C@@H](O)C(=O)NCCC(=O)NCCS
InChIInChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1
InChIKeyRGJOEKWQDUBAIZ-IBOSZNHHSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
coenzyme  A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
ChEBI Ontology
Outgoing Relation(s)
coenzyme A (CHEBI:15346) has functional parent 3'-phosphate-adenosine-5'-diphosphate (CHEBI:44672)
coenzyme A (CHEBI:15346) has role Escherichia coli metabolite (CHEBI:76971)
coenzyme A (CHEBI:15346) has role coenzyme (CHEBI:23354)
coenzyme A (CHEBI:15346) has role mouse metabolite (CHEBI:75771)
coenzyme A (CHEBI:15346) is a 6-aminopurines (CHEBI:20706)
coenzyme A (CHEBI:15346) is a nucleotide derivative (CHEBI:231540)
coenzyme A (CHEBI:15346) is a secondary carboxamide (CHEBI:140325)
coenzyme A (CHEBI:15346) is a thiol (CHEBI:29256)
coenzyme A (CHEBI:15346) is conjugate acid of coenzyme A(4−) (CHEBI:57287)
Incoming Relation(s)
(E,E)-piperonyl-CoA (CHEBI:15464) has functional parent coenzyme A (CHEBI:15346)
(E)-4-(trimethylammonio)but-2-enoyl-CoA (CHEBI:61123) has functional parent coenzyme A (CHEBI:15346)
(R)-methylmalonyl-CoA (CHEBI:15465) has functional parent coenzyme A (CHEBI:15346)
(R)-phenyllactoyl-CoA (CHEBI:11010) has functional parent coenzyme A (CHEBI:15346)
(S)-3-hydroxyhexanoyl-CoA (CHEBI:28276) has functional parent coenzyme A (CHEBI:15346)
(S)-methylmalonyl-CoA (CHEBI:15466) has functional parent coenzyme A (CHEBI:15346)
(1-hydroxycyclohexyl)acetyl-CoA (CHEBI:15448) has functional parent coenzyme A (CHEBI:15346)
(2-trans,6-cis)-dodeca-2,6-dienoyl-CoA (CHEBI:28387) has functional parent coenzyme A (CHEBI:15346)
(2,3,3-trimethyl-5-oxocyclopent-3-enyl)acetyl-CoA (CHEBI:27866) has functional parent coenzyme A (CHEBI:15346)
(2E,4Z)-deca-2,4-dienoyl-CoA (CHEBI:29119) has functional parent coenzyme A (CHEBI:15346)
(3S)-citryl-CoA (CHEBI:15459) has functional parent coenzyme A (CHEBI:15346)
(3Z,6Z)-dodecadienoyl-CoA (CHEBI:28002) has functional parent coenzyme A (CHEBI:15346)
N-methylanthraniloyl-CoA (CHEBI:30305) has functional parent coenzyme A (CHEBI:15346)
O3-(phosphoribosyl dephospho-CoA)-L-serine (CHEBI:21979) has functional parent coenzyme A (CHEBI:15346)
S-nitroso-coenzyme A (CHEBI:229721) has functional parent coenzyme A (CHEBI:15346)
cis-dodec-3-enoyl-CoA (CHEBI:27989) has functional parent coenzyme A (CHEBI:15346)
cis-geranoyl-CoA (CHEBI:15523) has functional parent coenzyme A (CHEBI:15346)
cis-tetradec-11-enoyl-CoA (CHEBI:15461) has functional parent coenzyme A (CHEBI:15346)
cis-tetradec-3-enoyl-CoA (CHEBI:62014) has functional parent coenzyme A (CHEBI:15346)
S-alkyl-CoA (CHEBI:62204) has functional parent coenzyme A (CHEBI:15346)
trans-3-methylglutaconyl-CoA (CHEBI:15488) has functional parent coenzyme A (CHEBI:15346)
trans-4-carboxybut-2-enoyl-CoA (CHEBI:15497) has functional parent coenzyme A (CHEBI:15346)
trans-dec-2-enoyl-CoA (CHEBI:10723) has functional parent coenzyme A (CHEBI:15346)
trans-dodec-2-enoyl-CoA (CHEBI:15471) has functional parent coenzyme A (CHEBI:15346)
trans-feruloyl-CoA (CHEBI:15511) has functional parent coenzyme A (CHEBI:15346)
trans-hex-2-enoyl-CoA (CHEBI:28706) has functional parent coenzyme A (CHEBI:15346)
trans-oct-2-enoyl-CoA (CHEBI:27537) has functional parent coenzyme A (CHEBI:15346)
trans-tetradec-11-enoyl-CoA (CHEBI:15460) has functional parent coenzyme A (CHEBI:15346)
trans-tetradec-2-enoyl-CoA (CHEBI:27721) has functional parent coenzyme A (CHEBI:15346)
2-amino-5-oxocyclohex-1-enecarbonyl-CoA (CHEBI:18206) has functional parent coenzyme A (CHEBI:15346)
2-benzylsuccinyl-CoA (CHEBI:22746) has functional parent coenzyme A (CHEBI:15346)
2-furoyl-CoA (CHEBI:15474) has functional parent coenzyme A (CHEBI:15346)
2-methylbutanoyl-CoA (CHEBI:15477) has functional parent coenzyme A (CHEBI:15346)
2'-(5-triphosphoribosyl)-3'-dephospho-CoA (CHEBI:11392) has functional parent coenzyme A (CHEBI:15346)
2'-(5''-phosphoribosyl)-3'-dephospho-CoA (CHEBI:65338) has functional parent coenzyme A (CHEBI:15346)
3-(4-methylpent-3-en-1-yl)pent-2-enedioyl-CoA (CHEBI:15480) has functional parent coenzyme A (CHEBI:15346)
3-hydroxy-3-(4-methylpent-3-en-1-yl)glutaryl-CoA (CHEBI:15483) has functional parent coenzyme A (CHEBI:15346)
3-hydroxy-3-methylbutyl-CoA (CHEBI:27874) has functional parent coenzyme A (CHEBI:15346)
3-isopropenylpimeloyl-CoA (CHEBI:37439) has functional parent coenzyme A (CHEBI:15346)
3-methylbut-3-enoyl-CoA (CHEBI:28188) has functional parent coenzyme A (CHEBI:15346)
3-oxooctadecanoyl-CoA (CHEBI:50571) has functional parent coenzyme A (CHEBI:15346)
3,4-dihydro-7-methoxy-2-methylene-3-oxo-2H-1,4-benzoxazine-5-carbonyl-CoA (CHEBI:1373) has functional parent coenzyme A (CHEBI:15346)
3,4,4-trimethylhepta-2,5-dienoyl-CoA (CHEBI:23608) has functional parent coenzyme A (CHEBI:15346)
3'-dephospho-CoA (CHEBI:15468) has functional parent coenzyme A (CHEBI:15346)
4,8,12-trimethyltridecanoyl-CoA (CHEBI:15495) has functional parent coenzyme A (CHEBI:15346)
5-hydroxythiophene-2-carbonyl-CoA (CHEBI:15502) has functional parent coenzyme A (CHEBI:15346)
6-hydroxycyclohex-1-ene-1-carbonyl-CoA (CHEBI:15505) has functional parent coenzyme A (CHEBI:15346)
6-hydroxyhex-3-enoyl-CoA (CHEBI:49281) has functional parent coenzyme A (CHEBI:15346)
6-oxocyclohex-1-ene-1-carbonyl-CoA (CHEBI:28168) has functional parent coenzyme A (CHEBI:15346)
acetyl-CoA (CHEBI:15351) has functional parent coenzyme A (CHEBI:15346)
acryloyl-CoA (CHEBI:15513) has functional parent coenzyme A (CHEBI:15346)
acyl-CoA (CHEBI:17984) has functional parent coenzyme A (CHEBI:15346)
alk-2-enoyl-CoA (CHEBI:15469) has functional parent coenzyme A (CHEBI:15346)
but-2-enoyl-CoA (CHEBI:36926) has functional parent coenzyme A (CHEBI:15346)
butyryl-CoA (CHEBI:15517) has functional parent coenzyme A (CHEBI:15346)
cinnamoyl-CoA (CHEBI:15463) has functional parent coenzyme A (CHEBI:15346)
citramalyl-CoA (CHEBI:15457) has functional parent coenzyme A (CHEBI:15346)
CoA-glutathione (CHEBI:17586) has functional parent coenzyme A (CHEBI:15346)
cyclohexa-1,4-diene-1-carbonyl-CoA (CHEBI:28443) has functional parent coenzyme A (CHEBI:15346)
cyclohexa-1,5-diene-1-carbonyl-CoA (CHEBI:15520) has functional parent coenzyme A (CHEBI:15346)
cyclohexa-2,5-diene-1-carbonyl-CoA (CHEBI:27610) has functional parent coenzyme A (CHEBI:15346)
decanoyl-CoA (CHEBI:28493) has functional parent coenzyme A (CHEBI:15346)
deoxycholoyl-CoA (CHEBI:50111) has functional parent coenzyme A (CHEBI:15346)
farnesoyl-CoA (CHEBI:28562) has functional parent coenzyme A (CHEBI:15346)
feruloyl-CoA (CHEBI:14261) has functional parent coenzyme A (CHEBI:15346)
glutaryl-CoA (CHEBI:15524) has functional parent coenzyme A (CHEBI:15346)
heptanoyl-CoA (CHEBI:37283) has functional parent coenzyme A (CHEBI:15346)
hexanoyl-CoA (CHEBI:27540) has functional parent coenzyme A (CHEBI:15346)
icosanoyl-CoA (CHEBI:15527) has functional parent coenzyme A (CHEBI:15346)
indol-3-ylacetyl-CoA (CHEBI:12755) has functional parent coenzyme A (CHEBI:15346)
isobutyryl-CoA (CHEBI:15479) has functional parent coenzyme A (CHEBI:15346)
itaconyl-CoA (CHEBI:15528) has functional parent coenzyme A (CHEBI:15346)
linoleoyl-CoA (CHEBI:15530) has functional parent coenzyme A (CHEBI:15346)
malonyl-CoA (CHEBI:15531) has functional parent coenzyme A (CHEBI:15346)
malonyl-CoA lithium salt (CHEBI:232859) has functional parent coenzyme A (CHEBI:15346)
methacrylyl-CoA (CHEBI:27754) has functional parent coenzyme A (CHEBI:15346)
myristoyl-CoA (CHEBI:15532) has functional parent coenzyme A (CHEBI:15346)
n-propionyl-CoA lithium salt (CHEBI:233091) has functional parent coenzyme A (CHEBI:15346)
nonanoyl-CoA (CHEBI:27770) has functional parent coenzyme A (CHEBI:15346)
oleoyl-CoA (CHEBI:15534) has functional parent coenzyme A (CHEBI:15346)
palmitoyl-CoA (CHEBI:15525) has functional parent coenzyme A (CHEBI:15346)
pent-2-enoyl-CoA (CHEBI:27962) has functional parent coenzyme A (CHEBI:15346)
pentanoyl-CoA (CHEBI:15536) has functional parent coenzyme A (CHEBI:15346)
phenylglyoxylyl-CoA (CHEBI:50117) has functional parent coenzyme A (CHEBI:15346)
phytanoyl-CoA (CHEBI:15538) has functional parent coenzyme A (CHEBI:15346)
pimeloyl-CoA (CHEBI:15504) has functional parent coenzyme A (CHEBI:15346)
propionyl-CoA (CHEBI:15539) has functional parent coenzyme A (CHEBI:15346)
sinapoyl-CoA (CHEBI:15540) has functional parent coenzyme A (CHEBI:15346)
succinyl-CoA (CHEBI:15380) has functional parent coenzyme A (CHEBI:15346)
succinyl-CoA sodium salt (CHEBI:233981) has functional parent coenzyme A (CHEBI:15346)
sulfoacetyl-CoA (CHEBI:61992) has functional parent coenzyme A (CHEBI:15346)
tetracosanoyl-CoA (CHEBI:52974) has functional parent coenzyme A (CHEBI:15346)
tetradecenoyl-CoA (CHEBI:26900) has functional parent coenzyme A (CHEBI:15346)
thiophene-2-carbonyl-CoA (CHEBI:15542) has functional parent coenzyme A (CHEBI:15346)
vinylacetyl-CoA (CHEBI:15543) has functional parent coenzyme A (CHEBI:15346)
γ-butyrobetainyl-CoA (CHEBI:61517) has functional parent coenzyme A (CHEBI:15346)
coenzyme A(4−) (CHEBI:57287) is conjugate base of coenzyme A (CHEBI:15346)
IUPAC Name 
3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl] dihydrogen diphosphate}
Synonyms  Source
CoAKEGG COMPOUND
Coenzyme AKEGG COMPOUND
CoA-SHKEGG COMPOUND
Koenzym AChEBI
CoASHChEBI
COENZYME APDBeChem
Manual XrefsDatabases
C00010KEGG COMPOUND
COAPDBeChem
COZPDBeChem
Coenzyme_AWikipedia
DB01992DrugBank
C00007258KNApSAcK
Registry NumbersSources
Beilstein:77809Beilstein
CAS:85-61-0KEGG COMPOUND
CAS:85-61-0ChemIDplus
Citations