CHEBI:78518 - mastoparan-M

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ChEBI Name mastoparan-M
ChEBI ID CHEBI:78518
Definition A 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 leucinamide residues coupled in sequence. It is the major active component of the venom of the hornet Vespa mandarinia 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 C70H131N19O15
Net Charge 0
Average Mass 1478.90740
Monoisotopic Mass 1478.00720
InChI InChI=1S/C70H131N19O15/c1-17-40(11)55(75)69(103)88-53(35-54(74)90)68(102)87-51(33-38(7)8)66(100)83-46(25-19-22-28-71)62(96)78-45(16)61(95)89-56(41(12)18-2)70(104)80-42(13)58(92)77-43(14)60(94)85-50(32-37(5)6)65(99)79-44(15)59(93)81-47(26-20-23-29-72)63(97)82-48(27-21-24-30-73)64(98)86-52(34-39(9)10)67(101)84-49(57(76)91)31-36(3)4/h36-53,55-56H,17-35,71-73,75H2,1-16H3,(H2,74,90)(H2,76,91)(H,77,92)(H,78,96)(H,79,99)(H,80,104)(H,81,93)(H,82,97)(H,83,100)(H,84,101)(H,85,94)(H,86,98)(H,87,102)(H,88,103)(H,89,95)/t40-,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,55-,56-/m0/s1
InChIKey NPOAEKOTGBOUST-MVSGICTGSA-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](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](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-M (CHEBI:78518) has role antibacterial agent (CHEBI:33282)
mastoparan-M (CHEBI:78518) is a mastoparans (CHEBI:78506)
mastoparan-M (CHEBI:78518) 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-leucyl-L-alanyl-L-lysyl-L-lysyl-L-leucyl-L-leucinamide
Synonyms Sources
Ile-Asn-Leu-Lys-Ala-Ile-Ala-Ala-Leu-Ala-Lys-Lys-Leu-Leu-NH2 ChEBI
Mast cell degranulating peptide (Vespa mandarinia) ChEBI
MP-M ChEBI
Registry Number Type Source
5490150 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10568222 PubMed citation Europe PMC
10571667 PubMed citation Europe PMC
10724025 PubMed citation Europe PMC
21884742 PubMed citation Europe PMC
Last Modified
10 August 2017