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CHEBI:188461 - 12-ketomethymycin

ChEBI IDCHEBI:188461
ChEBI Name12-ketomethymycin
Stars
DefinitionA macrolide that is 10-deoxymethymycin with the ethyl group at position 12 replaced with an acetonyl group. It is a natural product synthesized by Streptomyces sp. AM4900 with weak cytotoxicity against SKOV-3 and Jurkat cells.
SubmitterMartin Larralde
DownloadsMolfile
FormulaC25H41NO7
Net Charge0
Average Mass467.603
Monoisotopic Mass467.28830
SMILESCC(=O)[C@H]1OC(=O)[C@H](C)[C@@H](OC2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@@H](C)C[C@@H](C)C(=O)/C=C/[C@H]1C
InChIInChI=1S/C25H41NO7/c1-13-9-10-20(28)14(2)11-15(3)22(17(5)24(30)32-23(13)18(6)27)33-25-21(29)19(26(7)8)12-16(4)31-25/h9-10,13-17,19,21-23,25,29H,11-12H2,1-8H3/b10-9+/t13-,14-,15+,16-,17-,19+,21-,22+,23+,25?/m1/s1
InChIKeyQLGGSZVTUJLCIL-DNEDYFHRSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. AM4900 (ncbitaxon:1931) - PubMed (33590846) Cluster: LC596414
Roles Classification
Biological Role:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
12-ketomethymycin (CHEBI:188461) has functional parent 10-deoxymethymycin (CHEBI:29706)
12-ketomethymycin (CHEBI:188461) has role antineoplastic agent (CHEBI:35610)
12-ketomethymycin (CHEBI:188461) has role bacterial metabolite (CHEBI:76969)
12-ketomethymycin (CHEBI:188461) is a enone (CHEBI:51689)
12-ketomethymycin (CHEBI:188461) is a macrolide (CHEBI:25106)
12-ketomethymycin (CHEBI:188461) is a monosaccharide derivative (CHEBI:63367)
Incoming Relation(s)
12-ketomethymycin N-oxide (CHEBI:188462) has functional parent 12-ketomethymycin (CHEBI:188461)
IUPAC Name 
(3R,4S,5S,7R,9E,11R,12R)-12-acetonyl-3,5,7,11-tetramethyl-2,8-dioxooxacyclododec-9-en-4-yl 3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranoside
Citations