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CHEBI:78514 - mastoparan-D

ChEBI IDCHEBI:78514
ChEBI Namemastoparan-D
Stars
DefinitionA member of the class of mastopyrans that is a 14-amino acid polypeptide comprising isoleucyl, asparaginyl, leucyl, lysyl, alanyl, isoleucyl, alanyl, alanyl, phenylalanyl, alanyl, lysyl, lysyl, leucyl, and leucinamide residues coupled in sequence. It is the major active component of the venom of the hornet Vespa ducalis 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
FormulaC73H129N19O15
Net Charge0
Average Mass1512.953
Monoisotopic Mass1511.99155
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](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(N)=O)[C@@H](C)CC
InChIInChI=1S/C73H129N19O15/c1-15-42(9)58(78)72(106)91-56(38-57(77)93)71(105)90-53(35-40(5)6)69(103)86-49(28-20-23-31-74)65(99)81-47(14)64(98)92-59(43(10)16-2)73(107)83-44(11)61(95)80-45(12)63(97)88-55(37-48-26-18-17-19-27-48)68(102)82-46(13)62(96)84-50(29-21-24-32-75)66(100)85-51(30-22-25-33-76)67(101)89-54(36-41(7)8)70(104)87-52(60(79)94)34-39(3)4/h17-19,26-27,39-47,49-56,58-59H,15-16,20-25,28-38,74-76,78H2,1-14H3,(H2,77,93)(H2,79,94)(H,80,95)(H,81,99)(H,82,102)(H,83,107)(H,84,96)(H,85,100)(H,86,103)(H,87,104)(H,88,97)(H,89,101)(H,90,105)(H,91,106)(H,92,98)/t42-,43-,44-,45-,46-,47-,49-,50-,51-,52-,53-,54-,55-,56-,58-,59-/m0/s1
InChIKeyQTEDUQSFCPUIOH-UEUBVZDRSA-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-D (CHEBI:78514) has role antibacterial agent (CHEBI:33282)
mastoparan-D (CHEBI:78514) is a mastoparans (CHEBI:78506)
mastoparan-D (CHEBI:78514) is a peptidyl amide (CHEBI:15722)
IUPAC Name 
L-isoleucyl-L-asparaginyl-L-leucyl-L-lysyl-L-alanyl-L-isoleucyl-L-alanyl-L-alanyl-L-phenylalanyl-L-alanyl-L-lysyl-L-lysyl-L-leucyl-L-leucinamide
Synonyms  Source
Mast cell degranulating peptide (Vespa ducalis)ChEBI
MP-DChEBI
Ile-Asn-Leu-Lys-Ala-Ile-Ala-Ala-Phe-Ala-Lys-Lys-Leu-Leu-NH2ChEBI
Citations