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CHEBI:82754 - microcin c

ChEBI IDCHEBI:82754
ChEBI Namemicrocin c
Stars
DefinitionA member of the family of microcins comprising a heptapeptide covalently liinked to 3-aminopropyl-AMP via an acylphosphoramide linkage. A potent inhibitor of aspartyl-tRNA synthetase.
Last Modified21 August 2014
SubmitterSteve
DownloadsMolfile
FormulaC42H69N18O18PS
Net Charge0
Average Mass1177.163
Monoisotopic Mass1176.44955
SMILES[H]C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@H](C(=O)NCC(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(=O)O)C(=O)NP(=O)(OCCCN)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)[C@@H](C)O
InChIInChI=1S/C42H69N18O18PS/c1-19(35(69)57-24(13-28(65)66)39(73)59-79(75,76-10-5-8-43)77-15-25-31(67)32(68)41(78-25)60-17-52-30-33(45)50-16-51-34(30)60)54-38(72)23(12-26(44)63)55-27(64)14-49-40(74)29(20(2)62)58-37(71)22(6-4-9-48-42(46)47)56-36(70)21(53-18-61)7-11-80-3/h16-25,29,31-32,41,62,67-68H,4-15,43H2,1-3H3,(H2,44,63)(H,49,74)(H,53,61)(H,54,72)(H,55,64)(H,56,70)(H,57,69)(H,58,71)(H,65,66)(H2,45,50,51)(H4,46,47,48)(H,59,73,75)/t19-,20+,21-,22-,23-,24-,25+,29-,31+,32+,41+,79?/m0/s1
InChIKeyPQZVLCSYKIYYRQ-CRNXWWIHSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 6.1.1.12 (aspartate--tRNA ligase) inhibitor  An EC 6.1.1.* (ligases forming aminoacyl tRNA and related compounds) inhibitor that specifically inhibits the action of aspartate—tRNA ligase (EC 6.1.1.12).
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
microcin c (CHEBI:82754) has functional parent adenosine 5'-monophosphate (CHEBI:16027)
microcin c (CHEBI:82754) has role EC 6.1.1.12 (aspartate—tRNA ligase) inhibitor (CHEBI:82756)
microcin c (CHEBI:82754) is a microcin (CHEBI:64627)
IUPAC Name 
5'-O-{(3-aminopropoxy)[(N-formyl-L-methionyl-L-arginyl-L-threonylglycyl-L-asparaginyl-L-alanyl-L-α-aspartyl)amino]phosphoryl}adenosine
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CPD0-1129MetaCyc
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