CHEBI:78514 - mastoparan-D

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ChEBI Name mastoparan-D
ChEBI ID CHEBI:78514
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C73H129N19O15
Net Charge 0
Average Mass 1512.92370
Monoisotopic Mass 1511.99155
InChI InChI=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
InChIKey QTEDUQSFCPUIOH-UEUBVZDRSA-N
SMILES CC[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@@H](C)CC)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
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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.
(via mastoparans )
animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
(via mastoparans )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
Ile-Asn-Leu-Lys-Ala-Ile-Ala-Ala-Phe-Ala-Lys-Lys-Leu-Leu-NH2 ChEBI
Mast cell degranulating peptide (Vespa ducalis) ChEBI
MP-D ChEBI
Citation Waiting for Citations Type Source
21884742 PubMed citation Europe PMC
Last Modified
10 August 2017