CHEBI:15463 - cinnamoyl-CoA

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ChEBI Name cinnamoyl-CoA
ChEBI ID CHEBI:15463
Definition An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of cinnamic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:13995, CHEBI:3712
Supplier Information
Download Molfile XML SDF
Formula C30H42N7O17P3S
Net Charge 0
Average Mass 897.67874
Monoisotopic Mass 897.15708
InChI InChI=1S/C30H42N7O17P3S/c1-30(2,25(41)28(42)33-11-10-20(38)32-12-13-58-21(39)9-8-18-6-4-3-5-7-18)15-51-57(48,49)54-56(46,47)50-14-19-24(53-55(43,44)45)23(40)29(52-19)37-17-36-22-26(31)34-16-35-27(22)37/h3-9,16-17,19,23-25,29,40-41H,10-15H2,1-2H3,(H,32,38)(H,33,42)(H,46,47)(H,48,49)(H2,31,34,35)(H2,43,44,45)/t19-,23-,24-,25+,29-/m1/s1
InChIKey JVNVHNHITFVWIX-FUEUKBNZSA-N
SMILES [H]C(=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)c1ccccc1
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 cinnamoyl-CoA (CHEBI:15463) has functional parent coenzyme A (CHEBI:15346)
cinnamoyl-CoA (CHEBI:15463) is a acyl-CoA (CHEBI:17984)
cinnamoyl-CoA (CHEBI:15463) is conjugate acid of cinnamoyl-CoA(4−) (CHEBI:57324)
Incoming 4-coumaroyl-CoA (CHEBI:15499) has functional parent cinnamoyl-CoA (CHEBI:15463)
(E)-cinnamoyl-CoA (CHEBI:10956) is a cinnamoyl-CoA (CHEBI:15463)
cinnamoyl-CoA(4−) (CHEBI:57324) is conjugate base of cinnamoyl-CoA (CHEBI:15463)
IUPAC Name
3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3-phenylprop-2-enoyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate}
Synonyms Sources
3-phenylacryloyl-CoA ChEBI
3-phenylacryloyl-coenzyme A ChEBI
3-phenylprop-2-enoyl-coenzyme A ChEBI
benzylideneacetyl-CoA ChEBI
benzylideneacetyl-coenzyme A ChEBI
β-phenylacryloyl-CoA ChEBI
β-phenylacryloyl-coenzyme A ChEBI
Cinnamoyl-CoA KEGG COMPOUND
cinnamoyl-coenzyme A ChEBI
Manual Xrefs Databases
C00007263 KNApSAcK
C00540 KEGG COMPOUND
View more database links
Registry Number Type Source
18909906 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11851410 PubMed citation Europe PMC
1426272 PubMed citation Europe PMC
15870094 PubMed citation Europe PMC
8136368 PubMed citation Europe PMC
Last Modified
04 August 2014