CHEBI:66111 - jaspamide H

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ChEBI Name jaspamide H
ChEBI ID CHEBI:66111
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 694.237
InChI InChI=1S/C35H43BrN4O6/c1-20-9-8-10-22(3)46-31(42)19-29(24-13-15-25(41)16-14-24)39-34(44)30(18-27-26-11-6-7-12-28(26)38-32(27)36)40(5)35(45)23(4)37-33(43)21(2)17-20/h6-7,9,11-16,21-23,29-30,38,41H,8,10,17-19H2,1-5H3,(H,37,43)(H,39,44)/b20-9+/t21-,22-,23-,29+,30+/m0/s1
InChIKey RDBNISBUPIBNGP-RAMWEYKWSA-N
SMILES [H]C1C[C@H](C)OC(=O)C[C@@H](NC(=O)[C@@H](Cc2c(Br)[nH]c3ccccc23)N(C)C(=O)[C@H](C)NC(=O)[C@@H](C)C\C(C)=C\1)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): 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.
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 H (CHEBI:66111) has role actin polymerisation inhibitor (CHEBI:70728)
jaspamide H (CHEBI:66111) has role animal metabolite (CHEBI:75767)
jaspamide H (CHEBI:66111) has role antineoplastic agent (CHEBI:35610)
jaspamide H (CHEBI:66111) has role marine metabolite (CHEBI:76507)
jaspamide H (CHEBI:66111) is a cyclodepsipeptide (CHEBI:35213)
jaspamide H (CHEBI:66111) is a macrocycle (CHEBI:51026)
jaspamide H (CHEBI:66111) is a organobromine compound (CHEBI:37141)
IUPAC Name
(4R,7R,10S,13S,15E,19S)-7-[(2-bromo-1H-indol-3-yl)methyl]-4-(4-hydroxyphenyl)-8,10,13,15,19-pentamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone
Last Modified
13 April 2015
General Comment
2013-03-06 Tetrahedron (2008),64, 7127-7130.