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CHEBI:78511 - mastoparan-B

ChEBI IDCHEBI:78511
ChEBI Namemastoparan-B
Stars
DefinitionA member of the class of mastopyrans that is a 14-amino acid polypeptide comprising leucyl, lysyl, leucyl, lysyl, seryl, isoleucyl, valyl, seryl, tryptophyl, alanyl, lysyl, lysyl, valyl, and leucinamide residues coupled in sequence. It is the major active component of the venom of the hornet Vespa basalis and causes degranulation of mast cells. It exhibits antimicrobial activity against both Gram-positive and -negative bacteria as well as haemolytic activity on chicken, human and sheep erythrocytes.
Last Modified10 August 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC78H138N20O16
Net Charge0
Average Mass1612.086
Monoisotopic Mass1611.05997
SMILESCC[C@H](C)[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](N)CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1cnc2ccccc12)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N[C@@H](CC(C)C)C(N)=O)C(C)C)C(C)C
InChIInChI=1S/C78H138N20O16/c1-14-47(12)64(98-75(111)61(41-100)94-70(106)55(29-19-23-33-81)90-73(109)58(37-44(6)7)92-69(105)54(28-18-22-32-80)88-67(103)51(83)35-42(2)3)78(114)97-63(46(10)11)77(113)95-60(40-99)74(110)93-59(38-49-39-85-52-26-16-15-25-50(49)52)72(108)86-48(13)66(102)87-53(27-17-21-31-79)68(104)89-56(30-20-24-34-82)71(107)96-62(45(8)9)76(112)91-57(65(84)101)36-43(4)5/h15-16,25-26,39,42-48,51,53-64,85,99-100H,14,17-24,27-38,40-41,79-83H2,1-13H3,(H2,84,101)(H,86,108)(H,87,102)(H,88,103)(H,89,104)(H,90,109)(H,91,112)(H,92,105)(H,93,110)(H,94,106)(H,95,113)(H,96,107)(H,97,114)(H,98,111)/t47-,48-,51-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-/m0/s1
InChIKeyNSFBOCKFBVQQKB-CQWNSWRRSA-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:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
animal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
venom  A toxin used by animals and injected into their victims by a bite or sting.
ChEBI Ontology
Outgoing Relation(s)
mastoparan-B (CHEBI:78511) has role antibacterial agent (CHEBI:33282)
mastoparan-B (CHEBI:78511) is a mastoparans (CHEBI:78506)
mastoparan-B (CHEBI:78511) is a peptidyl amide (CHEBI:15722)
IUPAC Name 
L-leucyl-L-lysyl-L-leucyl-L-lysyl-L-seryl-L-isoleucyl-L-valyl-L-seryl-L-tryptophyl-L-alanyl-L-lysyl-L-lysyl-L-valyl-L-leucinamide
Synonyms  Source
Mast cell degranulating peptide (Vespa basalis)ChemIDplus
MP-BChEBI
Leu-Lys-Leu-Lys-Ser-Ile-Val-Ser-Trp-Ala-Lys-Lys-Val-Leu-NH2ChEBI
Registry NumbersSources
CAS:137354-65-5ChemIDplus
Citations