CHEBI:78496 - mastoparan

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ChEBI Name mastoparan
ChEBI ID CHEBI:78496
Definition A member of the class of mastopyrans that is a 14-amino acid polypeptide comprising isoleucyl, asparaginyl, leucyl, lysyl, alanyl, leucyl, alanyl, alanyl, leucyl, alanyl, lysyl, lysyl, isoleucyl, and leucinamide residues coupled in sequence. It is the major active component of the venom of the vespid wasp, Vespula lewisii and causes degranulation of mast cells.
Stars This entity has been manually annotated by the ChEBI Team.
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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)87-52(34-39(9)10)67(101)83-46(25-19-22-28-71)62(96)78-45(16)61(95)86-50(32-37(5)6)65(99)79-42(13)58(92)77-43(14)60(94)85-51(33-38(7)8)66(100)80-44(15)59(93)81-47(26-20-23-29-72)63(97)82-48(27-21-24-30-73)64(98)89-56(41(12)18-2)70(104)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,80,100)(H,81,93)(H,82,97)(H,83,101)(H,84,104)(H,85,94)(H,86,95)(H,87,102)(H,88,103)(H,89,98)/t40-,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,55-,56-/m0/s1
InChIKey MASXKPLGZRMBJF-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](CC(C)C)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@@H](C)CC)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): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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 (CHEBI:78496) has role antimicrobial agent (CHEBI:33281)
mastoparan (CHEBI:78496) is a mastoparans (CHEBI:78506)
mastoparan (CHEBI:78496) is a peptidyl amide (CHEBI:15722)
IUPAC Name
L-isoleucyl-L-asparaginyl-L-leucyl-L-lysyl-L-alanyl-L-leucyl-L-alanyl-L-alanyl-L-leucyl-L-alanyl-L-lysyl-L-lysyl-L-isoleucyl-L-leucinamide
Synonyms Sources
Ile-Asn-Leu-Lys-Ala-Leu-Ala-Ala-Leu-Ala-Lys-Lys-Ile-Leu-NH2 ChEBI
INLKALAALAKKIL-NH2 ChEBI
Mast cell degranulating peptide (Vespula lewisii) ChemIDplus
Manual Xrefs Databases
C15947 KEGG COMPOUND
Mastoparan Wikipedia
View more database links
Registry Number Type Source
72093-21-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
16714348 PubMed citation Europe PMC
2044701 PubMed citation Europe PMC
2175826 PubMed citation Europe PMC
2204429 PubMed citation Europe PMC
23463512 PubMed citation Europe PMC
25584012 PubMed citation Europe PMC
540362 PubMed citation Europe PMC
Last Modified
06 February 2018