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CHEBI:66771 - polyketomycin

ChEBI IDCHEBI:66771
ChEBI Namepolyketomycin
Stars
DefinitionA carbohydrate-containing antibiotic isolated from the culture broth of Streptomyces sp.MK277-AF1. It exhibits potent antibacterial activity against several Gram-positive bacterial strains and is also found to be cytotoxic against a number of tumour cell lines.
Last Modified7 February 2018
DownloadsMolfile
FormulaC44H48O18
Net Charge0
Average Mass864.850
Monoisotopic Mass864.28406
SMILES[H][C@]1(O[C@@H]2C(=O)/C(=C(/C)O)C(=O)[C@@]3(O)C(=O)c4c(O)c5c(c(C)c4C[C@@]23O)C(=O)C(OC)=CC5=O)CC[C@]([H])(O[C@H]2C[C@@](C)(O)[C@H](OC(=O)c3c(C)ccc(C)c3O)[C@H](C)O2)[C@@H](C)O1
InChIInChI=1S/C44H48O18/c1-16-9-10-17(2)33(47)28(16)41(53)62-39-21(6)59-27(15-42(39,7)54)60-24-11-12-26(58-20(24)5)61-40-36(50)30(19(4)45)37(51)44(56)38(52)31-22(14-43(40,44)55)18(3)29-32(35(31)49)23(46)13-25(57-8)34(29)48/h9-10,13,20-21,24,26-27,39-40,45,47,49,54-56H,11-12,14-15H2,1-8H3/b30-19+/t20-,21+,24+,26+,27+,39-,40-,42-,43-,44-/m1/s1
InChIKeyOWRCRVABZYJUES-FLJLGRLJSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. (ncbitaxon:1931) - PubMed (9531983) Strain: MK277 AF1
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
polyketomycin (CHEBI:66771) has functional parent 3,6-dimethylsalicylic acid (CHEBI:70733)
polyketomycin (CHEBI:66771) has role antibacterial agent (CHEBI:33282)
polyketomycin (CHEBI:66771) has role antineoplastic agent (CHEBI:35610)
polyketomycin (CHEBI:66771) has role metabolite (CHEBI:25212)
polyketomycin (CHEBI:66771) is a p-quinones (CHEBI:25830)
polyketomycin (CHEBI:66771) is a benzoate ester (CHEBI:36054)
polyketomycin (CHEBI:66771) is a carbohydrate-containing antibiotic (CHEBI:23007)
polyketomycin (CHEBI:66771) is a carbopolycyclic compound (CHEBI:35294)
polyketomycin (CHEBI:66771) is a enol (CHEBI:33823)
polyketomycin (CHEBI:66771) is a glycoside (CHEBI:24400)
polyketomycin (CHEBI:66771) is a phenols (CHEBI:33853)
polyketomycin (CHEBI:66771) is a pyrans (CHEBI:26407)
polyketomycin (CHEBI:66771) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
(2R,3S,6S)-2-methyl-6-{[(1S,3E,4aS,12aR)-4a,6,12a-trihydroxy-3-(1-hydroxyethylidene)-9-methoxy-11-methyl-2,4,5,7,10-pentaoxo-1,2,3,4,4a,5,7,10,12,12a-decahydrotetracen-1-yl]oxy}tetrahydro-2H-pyran-3-yl 2,6-dideoxy-4-O-(2-hydroxy-3,6-dimethylbenzoyl)-3-C-methyl-α-L-xylo-hexopyranoside
Registry NumbersSources
Reaxys:8184047Reaxys
CAS:200625-47-4ChemIDplus
Citations