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CHEBI:77637 - Para-LP-01

Default Structure
ChEBI IDCHEBI:77637
ChEBI NamePara-LP-01
Stars
DefinitionA lipopeptide consisting of the methyl ester of a D-Phe-N-Me-L-Val-L-Ile-L-Phe-L-Ala hexapeptide, to the nitrogen of the D-phenylalanine residue of which is linked a C20 (icosanoyl) fatty-acyl chain. It is a major cell wall lipopeptide of Mycobacterium avium ssp. paratuberculosis (MAP), the causative agent of Johne's disease in cattle and other ruminants.
Last Modified3 March 2015
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC54H87N5O7
Net Charge0
Average Mass918.318
Monoisotopic Mass917.66055
SMILESCCCCCCCCCCCCCCCCCCCC(=O)N[C@H](Cc1ccccc1)C(=O)N(C)[C@H](C(=O)N[C@H](C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)OC)C(C)CC)C(C)C
InChIInChI=1S/C54H87N5O7/c1-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-32-37-47(60)56-46(39-44-35-30-27-31-36-44)53(64)59(7)49(40(3)4)52(63)58-48(41(5)10-2)51(62)57-45(38-43-33-28-26-29-34-43)50(61)55-42(6)54(65)66-8/h26-31,33-36,40-42,45-46,48-49H,9-25,32,37-39H2,1-8H3,(H,55,61)(H,56,60)(H,57,62)(H,58,63)/t41?,42-,45-,46+,48-,49-/m0/s1
InChIKeyQELDWYWOKVBKFM-YOFCLZFBSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
antigen  Any substance that stimulates an immune response in the body, such as through antibody production or by presentation to a T-cell receptor after binding to a major histocompability complex (MHC).
ChEBI Ontology
Outgoing Relation(s)
Para-LP-01 (CHEBI:77637) has role antigen (CHEBI:59132)
Para-LP-01 (CHEBI:77637) is a lipopeptide (CHEBI:46895)
Para-LP-01 (CHEBI:77637) is a methyl ester (CHEBI:25248)
IUPAC Name 
methyl N-icosanoyl-D-phenylalanyl-N-methyl-L-valyl-L-isoleucyl-L-phenylalanyl-L-alaninate
Synonym  Source
C20 fatty acyl-D-Phe-N-Me-L-Val-L-Ile-L-Phe-L-Ala methyl esterChEBI
Citations