CHEBI:15499 - 4-coumaroyl-CoA

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ChEBI Name 4-coumaroyl-CoA
ChEBI ID CHEBI:15499
Definition The S-(4-coumaroyl) derivative of coenzyme A.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:1813, CHEBI:11979, CHEBI:20349
Supplier Information ZINC000221521990
Download Molfile XML SDF
Formula C30H42N7O18P3S
Net Charge 0
Average Mass 913.67814
Monoisotopic Mass 913.15199
InChI InChI=1S/C30H42N7O18P3S/c1-30(2,25(42)28(43)33-10-9-20(39)32-11-12-59-21(40)8-5-17-3-6-18(38)7-4-17)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h3-8,15-16,19,23-25,29,38,41-42H,9-14H2,1-2H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/t19-,23-,24-,25+,29-/m1/s1
InChIKey DMZOKBALNZWDKI-FUEUKBNZSA-N
SMILES CC(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)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C=Cc1ccc(O)cc1
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 4-coumaroyl-CoA (CHEBI:15499) has functional parent 4-coumaric acid (CHEBI:36090)
4-coumaroyl-CoA (CHEBI:15499) has functional parent cinnamoyl-CoA (CHEBI:15463)
4-coumaroyl-CoA (CHEBI:15499) is a 2-enoyl-CoA (CHEBI:19573)
4-coumaroyl-CoA (CHEBI:15499) is a monounsaturated fatty acyl-CoA (CHEBI:139575)
4-coumaroyl-CoA (CHEBI:15499) is conjugate acid of 4-coumaroyl-CoA(4−) (CHEBI:57355)
Incoming trans-4-coumaroyl-CoA (CHEBI:85531) is a 4-coumaroyl-CoA (CHEBI:15499)
4-coumaroyl-CoA(4−) (CHEBI:57355) is conjugate base of 4-coumaroyl-CoA (CHEBI:15499)
IUPAC Name
3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[3-(4-hydroxyphenyl)prop-2-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
Synonyms Sources
4-Coumaroyl-CoA KEGG COMPOUND
4-Coumaroyl-coa ChemIDplus
4-Coumaroyl-CoA KEGG COMPOUND
4-Coumaroyl-coenzyme A ChemIDplus
4-Hydroxycinnamoyl-CoA KEGG COMPOUND
Manual Xrefs Databases
C00007280 KNApSAcK
C00223 KEGG COMPOUND
View more database links
Registry Number Type Source
7683149 Reaxys Registry Number Reaxys
Last Modified
05 February 2018