CHEBI:66117 - jaspamide O

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name jaspamide O
ChEBI ID CHEBI:66117
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
Download Molfile XML SDF
Formula C35H46N4O7
Net Charge 0
Average Mass 634.76230
Monoisotopic Mass 634.33665
InChI InChI=1S/C35H46N4O7/c1-20-15-21(2)17-23(4)46-32(42)18-29(25-11-13-26(40)14-12-25)38-34(44)30(19-31(41)27-9-7-8-10-28(27)36)39(6)35(45)24(5)37-33(43)22(3)16-20/h7-15,21-24,29-30,40H,16-19,36H2,1-6H3,(H,37,43)(H,38,44)/b20-15+/t21-,22-,23-,24-,29+,30+/m0/s1
InChIKey BPHLRINTBGJQFP-BEZABZTFSA-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](CC(=O)c2ccccc2N)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 O (CHEBI:66117) has role actin polymerisation inhibitor (CHEBI:70728)
jaspamide O (CHEBI:66117) has role antineoplastic agent (CHEBI:35610)
jaspamide O (CHEBI:66117) has role metabolite (CHEBI:25212)
jaspamide O (CHEBI:66117) is a cyclodepsipeptide (CHEBI:35213)
jaspamide O (CHEBI:66117) is a macrocycle (CHEBI:51026)
jaspamide O (CHEBI:66117) is a substituted aniline (CHEBI:48975)
IUPAC Name
(4R,7R,10S,13S,15E,17R,19S)-7-[2-(2-aminophenyl)-2-oxoethyl]-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
18837685 Reaxys Registry Number Reaxys
Last Modified
14 March 2013
General Comment
2013-03-06 Tetrahedron (2009), 65, 51-56.