CHEBI:188461 - 12-ketomethymycin

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ChEBI Name 12-ketomethymycin
ChEBI ID CHEBI:188461
Definition A 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.
Stars This entity has been manually annotated by a third party.
Submitter Martin Larralde
Supplier Information
Download Molfile XML SDF
Formula C25H41NO7
Net Charge 0
Average Mass 467.603
Monoisotopic Mass 467.28830
InChI InChI=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
InChIKey QLGGSZVTUJLCIL-DNEDYFHRSA-N
SMILES C=1[C@H]([C@H](OC([C@@H]([C@H]([C@H](C[C@H](C(C1)=O)C)C)OC2O[C@@H](C[C@@H]([C@H]2O)N(C)C)C)C)=O)C(C)=O)C
Metabolite of Species Details
Streptomyces sp. AM4900 (NCBI:txid1931) Cluster: LC596414 See: PubMed
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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
Citation Waiting for Citations Type Source
33590846 PubMed citation SUBMITTER