Compound ID | 2689

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Platenolide

Class: Macrolide

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus, Enterococcus faecalis, and Klebsiella pneumoniae (not active against other Gram-negatives tested)
Description: Natural product from Streptomyces platensis subsp. malvinus; the parent compound is inactive but in the presence of desosamine, platenolide is bioconverted to 5-O-desosaminyl-platenolide I which is the precursor to produce the active substance 3-O-propionyl-5-O-desosaminyl-9-dihydro-18-oxo-platenolide I by the blocked mutant S. platensis subp. malvinus
Institute where first reported: Microbiological Research Laboratory, Tanabe Seiyaku Co., Ltd. Toda, Saitama, Japan
Year first mentioned: 1978
Development status: Experimental
Chemical structure(s):
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Molecular weight: 368.47
Iso. SMILES: CC[C@H]1C[C@H](C(=O)/C=C/C=C/C[C@H](OC(=O)C[C@H]([C@@H]([C@H]1O)OC)O)C)C
InChI Key: VWVDRJWACDDRKD-SECFAUQFSA-N
Can. SMILES: CC[C@H]1C[C@@H](C)C(=O)/C=C/C=C/C[C@@H](C)OC(=O)C[C@H]([C@@H]([C@H]1O)OC)O
InChI: InChI=1S/C20H32O6/c1-5-15-11-13(2)16(21)10-8-6-7-9-14(3)26-18(23)12-17(22)20(25-4)19(15)24/h6-8,10,13-15,17,19-20,22,24H,5,9,11-12H2,1-4H3/b7-6+,10-8+/t13-,14-,15+,17-,19+,20+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5282093
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/31/4/31_4_309/_pdf/-char/en

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