ciliatamide B (CHEBI:65631)

EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:65631 - ciliatamide B

Take structure to advanced search

ChEBI ID	CHEBI:65631
ChEBI Name	ciliatamide B
Stars
Definition	A lipopeptide that contains N-methylphenylalanine and lysine as the amino acid residues linked to a octanoyl moiety via an amide linkage (the R,R stereoisomer). It is isolated from the deep sea sponge Aaptos ciliata and exhibits antileishmanial and moderate cytotoxicity towards HeLa cells.
Last Modified	11 December 2012
Downloads	Molfile

Formula	C24H37N3O3
Net Charge	0
Average Mass	415.578
Monoisotopic Mass	415.28349
SMILES	CCCCCCCC(=O)N(C)[C@H](Cc1ccccc1)C(=O)N[C@@H]1CCCCNC1=O
InChI	InChI=1S/C24H37N3O3/c1-3-4-5-6-10-16-22(28)27(2)21(18-19-13-8-7-9-14-19)24(30)26-20-15-11-12-17-25-23(20)29/h7-9,13-14,20-21H,3-6,10-12,15-18H2,1-2H3,(H,25,29)(H,26,30)/t20-,21-/m1/s1
InChIKey	FNPKNWJUFWGJJV-NHCUHLMSSA-N

Species of Metabolite	Component	Source	Comments
Aaptos ciliata (WORMS:170732)	-	PubMed (18257536)

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. antileishmanial agent An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
Applications:	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. antileishmanial agent An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.

ChEBI Ontology

Outgoing Relation(s)
	ciliatamide B (CHEBI:65631) has functional parent octanoic acid (CHEBI:28837)
	ciliatamide B (CHEBI:65631) has role antileishmanial agent (CHEBI:70868)
	ciliatamide B (CHEBI:65631) has role antineoplastic agent (CHEBI:35610)
	ciliatamide B (CHEBI:65631) has role metabolite (CHEBI:25212)
	ciliatamide B (CHEBI:65631) is a caprolactams (CHEBI:23000)
	ciliatamide B (CHEBI:65631) is a lipopeptide (CHEBI:46895)

IUPAC Name
Nα-methyl-Nα-octanoyl-N-[(3R)-2-oxoazepan-3-yl]-D-phenylalaninamide

Synonyms	Source
N-methyl-N-[(2R)-1-oxo-1-[[(3R)-2-oxoazepan-3-yl]amino]-3-phenylpropan-2-yl]octanamide	ChEBI
(R,R)-ciliatamide B	ChEBI

Registry Numbers	Sources
Reaxys:19040123	Reaxys

Citations