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CHEBI:66677 - marineosin B

ChEBI IDCHEBI:66677
ChEBI Namemarineosin B
Stars
DefinitionA macrocycle isolated from a marine sediment-derived actinomycete, Streptomyces sp. A stereoisomer of marineosin A, it exhibits cytotoxicity against colon tumour cell lines.
Last Modified18 October 2012
DownloadsMolfile
FormulaC25H35N3O2
Net Charge0
Average Mass409.574
Monoisotopic Mass409.27293
SMILES[H][C@@]12CCCCCCCc3ccc(n3)[C@@]1([H])[C@]1(N=C(c3cccn3)C[C@@H]1OC)O[C@@H](C)C2
InChIInChI=1S/C25H35N3O2/c1-17-15-18-9-6-4-3-5-7-10-19-12-13-21(27-19)24(18)25(30-17)23(29-2)16-22(28-25)20-11-8-14-26-20/h8,11-14,17-18,23-24,26-27H,3-7,9-10,15-16H2,1-2H3/t17-,18-,23-,24-,25+/m0/s1
InChIKeyJPTGQNMDWMSVSF-XOLQFJJLSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. (ncbitaxon:1931) - PubMed (19007176)
Roles Classification
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)
marineosin B (CHEBI:66677) has role antineoplastic agent (CHEBI:35610)
marineosin B (CHEBI:66677) has role metabolite (CHEBI:25212)
marineosin B (CHEBI:66677) is a azaspiro compound (CHEBI:35624)
marineosin B (CHEBI:66677) is a ether (CHEBI:25698)
marineosin B (CHEBI:66677) is a macrocycle (CHEBI:51026)
marineosin B (CHEBI:66677) is a oxaspiro compound (CHEBI:37948)
marineosin B (CHEBI:66677) is a pyrroles (CHEBI:26455)
IUPAC Name 
(1s,3S,3'S,4aS,15aS)-3'-methoxy-3-methyl-5'-(1H-pyrrol-2-yl)-3',4,4',4a,5,6,7,8,9,10,11,15a-dodecahydro-3H-spiro[12,15-epiminocyclotrideca[c]pyran-1,2'-pyrrole]
Registry NumbersSources
Reaxys:19107684Reaxys
Citations