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CHEBI:66676 - marineosin A

ChEBI IDCHEBI:66676
ChEBI Namemarineosin A
Stars
DefinitionA macrocycle isolated from a marine sediment-derived actinomycete, Streptomyces sp. 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-DUENCVSESA-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 A (CHEBI:66676) has role antineoplastic agent (CHEBI:35610)
marineosin A (CHEBI:66676) has role metabolite (CHEBI:25212)
marineosin A (CHEBI:66676) is a azaspiro compound (CHEBI:35624)
marineosin A (CHEBI:66676) is a ether (CHEBI:25698)
marineosin A (CHEBI:66676) is a macrocycle (CHEBI:51026)
marineosin A (CHEBI:66676) is a oxaspiro compound (CHEBI:37948)
marineosin A (CHEBI:66676) is a pyrroles (CHEBI:26455)
IUPAC Name 
(1R,3S,3'R,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:19107683Reaxys
Citations