CHEBI:78511 - mastoparan-B

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ChEBI Name mastoparan-B
ChEBI ID CHEBI:78511
Definition A member of the class of mastopyrans that is a 14-amino acid polypeptide comprising leucyl, lysyl, leucyl, lysyl, seryl, isoleucyl, valyl, seryl, tryptophyl, alanyl, lysyl, lysyl, valyl, and leucinamide residues coupled in sequence. It is the major active component of the venom of the hornet Vespa basalis 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 C78H138N20O16
Net Charge 0
Average Mass 1612.05470
Monoisotopic Mass 1611.05997
InChI InChI=1S/C78H138N20O16/c1-14-47(12)64(98-75(111)61(41-100)94-70(106)55(29-19-23-33-81)90-73(109)58(37-44(6)7)92-69(105)54(28-18-22-32-80)88-67(103)51(83)35-42(2)3)78(114)97-63(46(10)11)77(113)95-60(40-99)74(110)93-59(38-49-39-85-52-26-16-15-25-50(49)52)72(108)86-48(13)66(102)87-53(27-17-21-31-79)68(104)89-56(30-20-24-34-82)71(107)96-62(45(8)9)76(112)91-57(65(84)101)36-43(4)5/h15-16,25-26,39,42-48,51,53-64,85,99-100H,14,17-24,27-38,40-41,79-83H2,1-13H3,(H2,84,101)(H,86,108)(H,87,102)(H,88,103)(H,89,104)(H,90,109)(H,91,112)(H,92,105)(H,93,110)(H,94,106)(H,95,113)(H,96,107)(H,97,114)(H,98,111)/t47-,48-,51-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-/m0/s1
InChIKey NSFBOCKFBVQQKB-CQWNSWRRSA-N
SMILES CC[C@H](C)[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](N)CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(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-B (CHEBI:78511) has role antibacterial agent (CHEBI:33282)
mastoparan-B (CHEBI:78511) is a mastoparans (CHEBI:78506)
mastoparan-B (CHEBI:78511) is a peptidyl amide (CHEBI:15722)
IUPAC Name
L-leucyl-L-lysyl-L-leucyl-L-lysyl-L-seryl-L-isoleucyl-L-valyl-L-seryl-L-tryptophyl-L-alanyl-L-lysyl-L-lysyl-L-valyl-L-leucinamide
Synonyms Sources
Leu-Lys-Leu-Lys-Ser-Ile-Val-Ser-Trp-Ala-Lys-Lys-Val-Leu-NH2 ChEBI
Mast cell degranulating peptide (Vespa basalis) ChemIDplus
MP-B ChEBI
Registry Number Type Source
137354-65-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10667861 PubMed citation Europe PMC
11245254 PubMed citation Europe PMC
11478963 PubMed citation Europe PMC
17298553 PubMed citation Europe PMC
2006909 PubMed citation Europe PMC
21884742 PubMed citation Europe PMC
21924309 PubMed citation Europe PMC
7982452 PubMed citation Europe PMC
8495209 PubMed citation Europe PMC
8547331 PubMed citation Europe PMC
8555423 PubMed citation Europe PMC
8744984 PubMed citation Europe PMC
8896194 PubMed citation Europe PMC
9710249 PubMed citation Europe PMC
Last Modified
10 August 2017