CHEBI:66630 - NK154183B

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ChEBI Name NK154183B
ChEBI ID CHEBI:66630
Definition A 24-membered macrolide antibiotic isolated from the fermentation broth of Streptomyces sp.NK154183. It exhibits antifungal and antitumour activity against the human colon adenocarcinoma.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C49H85NO14
Net Charge 0
Average Mass 912.19750
Monoisotopic Mass 911.59701
InChI InChI=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+
InChIKey XGECDDPXIKFBTE-WXJXXXITSA-N
SMILES CCC(O)CC1CCCC2(CC3OC(=O)\C=C\C(C)(O)C(O)C(C)C(O)C(OC4CCC(C(C)O4)N(C)C)C(O)C(C)(O)CCCCC\C=C\C4CC(C)(C)OC4(O)CC(O2)C3C)O1
Metabolite of Species Details
Streptomyces sp. (NCBI:txid1931) of strain NK154183 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): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via macrolide antibiotic )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Numbers Types Sources
152986-49-7 CAS Registry Number ChemIDplus
8182998 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
9031676 PubMed citation Europe PMC
Last Modified
26 February 2013