CHEBI:66115 - jaspamide M

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ChEBI Name jaspamide M
ChEBI ID CHEBI:66115
Definition A cyclodepsipeptide isolated from Jaspis splendens. A derivative of jaspamide, it has been shown to exhibit cytotoxic and microfilament disruption activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C35H43BrN4O6
Net Charge 0
Average Mass 695.64300
Monoisotopic Mass 694.23660
InChI InChI=1S/C35H43BrN4O6/c1-19-14-20(2)16-22(4)46-31(42)18-29(24-10-12-25(41)13-11-24)39-35(45)30(40-34(44)23(5)37-33(43)21(3)15-19)17-27-26-8-6-7-9-28(26)38-32(27)36/h6-14,20-23,29-30,38,41H,15-18H2,1-5H3,(H,37,43)(H,39,45)(H,40,44)/b19-14+/t20-,21-,22-,23-,29+,30+/m0/s1
InChIKey MCCCWOHEVPWUGJ-PKWVKXEBSA-N
SMILES C[C@H]1C[C@@H](C)\C=C(C)\C[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](Cc2c(Br)[nH]c3ccccc23)C(=O)N[C@H](CC(=O)O1)c1ccc(O)cc1
Metabolite of Species Details
Jaspis sp.endens (WORMS:169842) Methanolic extract of sponge See: PubMed
Jaspis sp.endens (WORMS:169842) See: DOI
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): animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
actin polymerisation inhibitor
Any substance that inhibits the polymerisation of the protein actin.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing jaspamide M (CHEBI:66115) has role actin polymerisation inhibitor (CHEBI:70728)
jaspamide M (CHEBI:66115) has role animal metabolite (CHEBI:75767)
jaspamide M (CHEBI:66115) has role antineoplastic agent (CHEBI:35610)
jaspamide M (CHEBI:66115) has role marine metabolite (CHEBI:76507)
jaspamide M (CHEBI:66115) is a cyclodepsipeptide (CHEBI:35213)
jaspamide M (CHEBI:66115) is a macrocycle (CHEBI:51026)
jaspamide M (CHEBI:66115) is a organobromine compound (CHEBI:37141)
IUPAC Name
(4R,7R,10S,13S,15E,17R,19S)-7-[(2-bromo-1H-indol-3-yl)methyl]-4-(4-hydroxyphenyl)-10,13,15,17,19-pentamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone
Synonym Source
jaspakinolide M ChEBI
Registry Number Type Source
18837687 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21241058 PubMed citation Europe PMC
Last Modified
13 April 2015