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CHEBI:78507 - mastoparan-AF

ChEBI IDCHEBI:78507
ChEBI Namemastoparan-AF
Stars
DefinitionA member of the class of mastopyrans that is a 14-amino acid polypeptide comprising isoleucyl, asparaginyl, leucyl, lysyl, alanyl, isoleucyl, alanyl, alanyl, leucyl, alanyl, lysyl, lysyl, leucyl, and phenylalninamide residues coupled in sequence. It is the major active component of the venom of the hornet Vespa affinis 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
FormulaC72H127N19O15
Net Charge0
Average Mass1498.926
Monoisotopic Mass1497.97590
SMILESCC[C@H](C)[C@H](N)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@H](C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)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](Cc1ccccc1)C(N)=O)C(C)C)[C@@H](C)CC
InChIInChI=1S/C72H127N19O15/c1-15-41(9)56(77)70(104)89-54(37-55(76)92)69(103)88-53(35-39(5)6)68(102)85-48(28-20-23-31-73)64(98)80-46(14)63(97)91-58(42(10)16-2)72(106)82-43(11)60(94)79-44(12)62(96)87-52(34-38(3)4)67(101)81-45(13)61(95)83-49(29-21-24-32-74)65(99)84-50(30-22-25-33-75)66(100)90-57(40(7)8)71(105)86-51(59(78)93)36-47-26-18-17-19-27-47/h17-19,26-27,38-46,48-54,56-58H,15-16,20-25,28-37,73-75,77H2,1-14H3,(H2,76,92)(H2,78,93)(H,79,94)(H,80,98)(H,81,101)(H,82,106)(H,83,95)(H,84,99)(H,85,102)(H,86,105)(H,87,96)(H,88,103)(H,89,104)(H,90,100)(H,91,97)/t41-,42-,43-,44-,45-,46-,48-,49-,50-,51-,52-,53-,54-,56-,57-,58-/m0/s1
InChIKeySBRZIHLYZVNBSC-HVXQVQMZSA-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.
venom  A toxin used by animals and injected into their victims by a bite or sting.
animal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
ChEBI Ontology
Outgoing Relation(s)
mastoparan-AF (CHEBI:78507) has role antibacterial agent (CHEBI:33282)
mastoparan-AF (CHEBI:78507) is a mastoparans (CHEBI:78506)
mastoparan-AF (CHEBI:78507) is a peptidyl amide (CHEBI:15722)
IUPAC Names 
Mast cell degranulating peptide (Vespa affinis)
Ile-Asn-Leu-Lys-Ala-Ile-Ala-Ala-Leu-Ala-Lys-Lys-Leu-Phe-NH2
L-isoleucyl-L-asparaginyl-L-leucyl-L-lysyl-L-alanyl-L-isoleucyl-L-alanyl-L-alanyl-L-leucyl-L-alanyl-L-lysyl-L-lysyl-L-valyl-LL-phenylalaninamide
Synonym  Source
MP-AFChEBI
Citations