CHEBI:65434 - arenamide B

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ChEBI Name arenamide B
ChEBI ID CHEBI:65434
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C34H53N5O7
Net Charge 0
Average Mass 643.81390
Monoisotopic Mass 643.39450
InChI InChI=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
InChIKey HVPYLVISSBODEY-GAXORZTASA-N
SMILES CCCC[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
Metabolite of Species Details
Salinispora arenicola (NCBI:txid168697) See: PubMed
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.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
19756156 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19117399 PubMed citation Europe PMC
Last Modified
21 February 2013