CHEBI:66116 - jaspamide N

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ChEBI Name jaspamide N
ChEBI ID CHEBI:66116
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 C36H45BrN4O7
Net Charge 0
Average Mass 725.66900
Monoisotopic Mass 724.24716
InChI InChI=1S/C36H45BrN4O7/c1-19-15-20(2)17-22(4)48-29(43)18-28(24-11-13-25(42)14-12-24)40-35(46)31(41(6)36(47)23(5)38-34(45)21(3)16-19)32(44)30-26-9-7-8-10-27(26)39-33(30)37/h7-15,20-23,28,31-32,39,42,44H,16-18H2,1-6H3,(H,38,45)(H,40,46)/b19-15+/t20-,21-,22-,23-,28+,31?,32?/m0/s1
InChIKey RGEDKIOYAMGHKE-MPPAWCMYSA-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(C(O)c2c(Br)[nH]c3ccccc23)C(=O)N[C@H](CC(=O)O1)c1ccc(O)cc1
Metabolite of Species Details
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): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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 N (CHEBI:66116) has role actin polymerisation inhibitor (CHEBI:70728)
jaspamide N (CHEBI:66116) has role antineoplastic agent (CHEBI:35610)
jaspamide N (CHEBI:66116) has role metabolite (CHEBI:25212)
jaspamide N (CHEBI:66116) is a cyclodepsipeptide (CHEBI:35213)
jaspamide N (CHEBI:66116) is a macrocycle (CHEBI:51026)
jaspamide N (CHEBI:66116) is a organobromine compound (CHEBI:37141)
jaspamide N (CHEBI:66116) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(4R,10S,13S,15E,17R,19S)-7-[(2-bromo-1H-indol-3-yl)(hydroxy)methyl]-4-(4-hydroxyphenyl)-8,10,13,15,17,19-hexamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone
Registry Number Type Source
18837686 Reaxys Registry Number Reaxys
Last Modified
06 March 2013
General Comment
2013-03-06 Tetrahedron(2009), 65, 51 - 56.