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CHEBI:66630 - NK154183B

ChEBI IDCHEBI:66630
ChEBI NameNK154183B
Stars
DefinitionA 24-membered macrolide antibiotic isolated from the fermentation broth of Streptomyces sp.NK154183. It exhibits antifungal and antitumour activity against the human colon adenocarcinoma.
Last Modified26 February 2013
DownloadsMolfile
FormulaC49H85NO14
Net Charge0
Average Mass912.212
Monoisotopic Mass911.59701
SMILESCCC(O)CC1CCCC2(CC3OC(=O)/C=C/C(C)(O)C(O)C(C)C(O)C(OC4CCC(N(C)C)C(C)O4)C(O)C(C)(O)CCCCC/C=C/C4CC(C)(C)OC4(O)CC(O2)C3C)O1
InChIInChI=1S/C49H85NO14/c1-11-34(51)26-35-19-17-24-48(62-35)28-37-30(2)38(63-48)29-49(58)33(27-45(5,6)64-49)18-15-13-12-14-16-23-46(7,56)44(55)42(61-40-21-20-36(50(9)10)32(4)59-40)41(53)31(3)43(54)47(8,57)25-22-39(52)60-37/h15,18,22,25,30-38,40-44,51,53-58H,11-14,16-17,19-21,23-24,26-29H2,1-10H3/b18-15+,25-22+
InChIKeyXGECDDPXIKFBTE-WXJXXXITSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. (ncbitaxon:1931) - PubMed (9031676) Strain: NK154183
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
NK154183B (CHEBI:66630) has role antifungal agent (CHEBI:35718)
NK154183B (CHEBI:66630) has role antineoplastic agent (CHEBI:35610)
NK154183B (CHEBI:66630) has role metabolite (CHEBI:25212)
NK154183B (CHEBI:66630) is a cyclic hemiketal (CHEBI:59780)
NK154183B (CHEBI:66630) is a macrolide antibiotic (CHEBI:25105)
NK154183B (CHEBI:66630) is a secondary alcohol (CHEBI:35681)
NK154183B (CHEBI:66630) is a spiroketal (CHEBI:72600)
NK154183B (CHEBI:66630) is a tertiary alcohol (CHEBI:26878)
NK154183B (CHEBI:66630) is a tertiary amine (CHEBI:32876)
IUPAC Name 
(4E,18E)-13-{[5-(dimethylamino)-6-methyltetrahydro-2H-pyran-2-yl]oxy}-11,12,14,16,17,27a-hexahydroxy-6'-(2-hydroxybutyl)-2,2,11,15,17,28-hexamethyl-2,3,3',3a,4',5',6,6',7,8,9,10,11,12,13,14,15,16,17,22,23,26,27,27a-tetracosahydro-20H-spiro[22,26-methanofuro[2,3-h][1,5]dioxacyclohexacosine-24,2'-pyran]-20-one
Registry NumbersSources
Reaxys:8182998Reaxys
CAS:152986-49-7ChemIDplus
Citations