EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:65434 - arenamide B

ChEBI IDCHEBI:65434
ChEBI Namearenamide B
Stars
DefinitionA 19-membered cyclodepsipeptide that is isolated from the fermentation broth of marine actinomycete Salinispora arenicola; it has been found to block tumour necrosis factor (TNF)-induced activation of NFκB-Luc human embryonic kidney cells.
Last Modified21 February 2013
DownloadsMolfile
FormulaC34H53N5O7
Net Charge0
Average Mass643.826
Monoisotopic Mass643.39450
SMILESCCCC[C@H](C)[C@@H]1CC(=O)NCC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc2ccccc2)C(=O)O1
InChIInChI=1S/C34H53N5O7/c1-8-9-13-22(6)27-18-28(40)35-19-29(41)39-30(21(4)5)33(44)37-25(16-20(2)3)32(43)36-23(7)31(42)38-26(34(45)46-27)17-24-14-11-10-12-15-24/h10-12,14-15,20-23,25-27,30H,8-9,13,16-19H2,1-7H3,(H,35,40)(H,36,43)(H,37,44)(H,38,42)(H,39,41)/t22-,23-,25-,26-,27-,30-/m0/s1
InChIKeyHVPYLVISSBODEY-GAXORZTASA-N
Species of MetaboliteComponentSourceComments
Salinispora arenicola (ncbitaxon:168697) - PubMed (19117399)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
arenamide B (CHEBI:65434) has functional parent (3S,4S)-3-hydroxy-4-methyloctanoic acid (CHEBI:72563)
arenamide B (CHEBI:65434) has role antineoplastic agent (CHEBI:35610)
arenamide B (CHEBI:65434) has role metabolite (CHEBI:25212)
arenamide B (CHEBI:65434) is a cyclodepsipeptide (CHEBI:35213)
arenamide B (CHEBI:65434) is a macrocycle (CHEBI:51026)
IUPAC Name 
(3S,6S,9S,12S,19S)-3-benzyl-19-[(2S)-hexan-2-yl]-9-isobutyl-12-isopropyl-6-methyl-1-oxa-4,7,10,13,16-pentaazacyclononadecane-2,5,8,11,14,17-hexone
Registry NumbersSources
Reaxys:19756156Reaxys
Citations