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CHEBI:62841 - AP4 hapten

ChEBI IDCHEBI:62841
ChEBI NameAP4 hapten
Stars
DefinitionA heterodetic cyclic peptide comprising a cyclopentapeptide made up from L-seryl, L-tyrosyl, L-phenylalanyl, L-isoleucyl and L-methoionyl residues and cyclised by formation of an ester bond between the carboxy group of the methionyl residue and the side-chain hydroxy group of the seryl residue. In addition, the exocyclic amino group is acylated by an L-cysteinylamino)ethoxy]ethoxy}acetyl)-L-tyrosyl-L-seryl-L-threonyl group.
Last Modified28 January 2015
SubmitterSteve
DownloadsMolfile
FormulaC57H80N10O17S2
Net Charge0
Average Mass1241.454
Monoisotopic Mass1240.51443
SMILESCC[C@H](C)[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CO)NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)COCCOCCNC(=O)[C@@H](N)CS)[C@@H](C)O)COC(=O)[C@H](CCSC)NC1=O
InChIInChI=1S/C57H80N10O17S2/c1-5-32(2)47-55(79)61-40(19-24-86-4)57(81)84-29-45(54(78)63-42(27-36-13-17-38(71)18-14-36)51(75)62-43(52(76)66-47)25-34-9-7-6-8-10-34)65-56(80)48(33(3)69)67-53(77)44(28-68)64-50(74)41(26-35-11-15-37(70)16-12-35)60-46(72)30-83-23-22-82-21-20-59-49(73)39(58)31-85/h6-18,32-33,39-45,47-48,68-71,85H,5,19-31,58H2,1-4H3,(H,59,73)(H,60,72)(H,61,79)(H,62,75)(H,63,78)(H,64,74)(H,65,80)(H,66,76)(H,67,77)/t32-,33+,39-,40-,41-,42-,43-,44-,45-,47-,48-/m0/s1
InChIKeyJIOPYMJPNUMIJH-ZZGXNYQGSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
hapten  Any substance capable of eliciting an immune response only when attached to a large carrier such as a protein. Examples include dinitrophenols; oligosaccharides; peptides; and heavy metals.
ChEBI Ontology
Outgoing Relation(s)
AP4 hapten (CHEBI:62841) has role hapten (CHEBI:59174)
AP4 hapten (CHEBI:62841) is a heterodetic cyclic peptide (CHEBI:24533)
IUPAC Name 
N-({2-[2-(L-cysteinylamino)ethoxy]ethoxy}acetyl)-L-tyrosyl-L-seryl-N-{(3S,6S,9S,12S,15S)-9-benzyl-6-[(2S)-butan-2-yl]-12-(4-hydroxybenzyl)-3-[2-(methylsulfanyl)ethyl]-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetraazacyclohexadecan-15-yl}-L-threoninamide
Citations