CHEBI:66104 - jaspamide

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ChEBI Name jaspamide
ChEBI ID CHEBI:66104
Definition A cyclodepsipeptide isolated from Jaspis splendens and has been shown to exhibit antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H45BrN4O6
Net Charge 0
Average Mass 709.67000
Monoisotopic Mass 708.25225
InChI InChI=1S/C36H45BrN4O6/c1-20-15-21(2)17-23(4)47-32(43)19-30(25-11-13-26(42)14-12-25)40-35(45)31(18-28-27-9-7-8-10-29(27)39-33(28)37)41(6)36(46)24(5)38-34(44)22(3)16-20/h7-15,21-24,30-31,39,42H,16-19H2,1-6H3,(H,38,44)(H,40,45)/b20-15+/t21-,22-,23-,24-,30+,31+/m0/s1
InChIKey GQWYWHOHRVVHAP-DHKPLNAMSA-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)[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): marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing jaspamide (CHEBI:66104) has role animal metabolite (CHEBI:75767)
jaspamide (CHEBI:66104) has role antineoplastic agent (CHEBI:35610)
jaspamide (CHEBI:66104) has role apoptosis inducer (CHEBI:68495)
jaspamide (CHEBI:66104) has role marine metabolite (CHEBI:76507)
jaspamide (CHEBI:66104) is a cyclodepsipeptide (CHEBI:35213)
jaspamide (CHEBI:66104) is a phenols (CHEBI:33853)
IUPAC Name
(4R,7R,10S,13S,15E,17R,19S)-7-[(2-bromo-1H-indol-3-yl)methyl]-4-(4-hydroxyphenyl)-8,10,13,15,17,19-hexamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone
Synonyms Sources
beta-Alanine, N-(2-bromo-N-(N-(8-hydroxy-2,4,6-trimethyl-1-oxo-4-nonenyl)-L-alanyl)-N-methyl-D-tryptophyl)-L-3-(4-hydroxyphenyl)-, p-lactone, (2S-(2R*,4E,6S*,8R*))- ChemIDplus
Jaspamide ChemIDplus
Jasplakinolide ChemIDplus
Manual Xrefs Databases
C16883 KEGG COMPOUND
KR20030085421 Patent
View more database links
Registry Numbers Types Sources
102396-24-7 CAS Registry Number KEGG COMPOUND
102396-24-7 CAS Registry Number ChemIDplus
4649870 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20678932 PubMed citation Europe PMC
21241058 PubMed citation Europe PMC
22115418 PubMed citation Europe PMC
23261645 PubMed citation Europe PMC
Last Modified
13 April 2015