CHEBI:66771 - polyketomycin

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ChEBI Name polyketomycin
ChEBI ID CHEBI:66771
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C44H48O18
Net Charge 0
Average Mass 864.84110
Monoisotopic Mass 864.28406
InChI InChI=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
InChIKey OWRCRVABZYJUES-FLJLGRLJSA-N
SMILES [H][C@@]1(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)O[C@@H]1C(=O)\C(=C(\C)O)C(=O)[C@@]2(O)C(=O)c3c(O)c4C(=O)C=C(OC)C(=O)c4c(C)c3C[C@@]12O
Metabolite of Species Details
Streptomyces sp. (NCBI:txid1931) of strain MK277 AF1 See: PubMed
Roles Classification
Biological Role(s): 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.
(via carbohydrate-containing antibiotic )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Numbers Types Sources
200625-47-4 CAS Registry Number ChemIDplus
8184047 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10344562 PubMed citation Europe PMC
19266534 PubMed citation Europe PMC
9531983 PubMed citation Europe PMC
9531984 PubMed citation Europe PMC
Last Modified
07 February 2018