CHEBI:66677 - marineosin B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name marineosin B
ChEBI ID CHEBI:66677
Definition A macrocycle isolated from a marine sediment-derived actinomycete, Streptomyces sp. A stereoisomer of marineosin A, it exhibits cytotoxicity against colon tumour cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C25H35N3O2
Net Charge 0
Average Mass 409.56430
Monoisotopic Mass 409.27293
InChI InChI=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
InChIKey JPTGQNMDWMSVSF-XOLQFJJLSA-N
SMILES [H][C@@]12CCCCCCCc3ccc([nH]3)[C@@]1([H])[C@@]1(O[C@@H](C)C2)N=C(C[C@@H]1OC)c1ccc[nH]1
Metabolite of Species Details
Streptomyces sp. (NCBI:txid1931) See: PubMed
Roles Classification
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 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 Number Type Source
19107684 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19007176 PubMed citation Europe PMC
20141121 PubMed citation Europe PMC
20218641 PubMed citation Europe PMC
Last Modified
18 October 2012