Oleandomycin

Synonym(s): Matromycin  |  amimycin  |  landomycin  |  romicil

Class: Macrolide (14-membered macrolide)

Spectrum of activity:	Gram-positive
Details of activity:	Binds to the peptidyl transferase component of the 50S subunit of ribosomes, thus inhibiting peptide bond formation and bacterial protein synthesis. It is active against Gram-positive bacteria.
Description:	Natural product produced by Streptomyces
Year first mentioned:	1945
Development status:	Approved, off-patent, not available in most countries

Chemical structure(s):
Canonical SMILES:	C[C@H]1C[C@@]2(CO2)C(=O)[C@H](C)[C@H]([C@@H](C)[C@@H](C)OC(=O)[C@H](C)[C@H]([C@H](C)[C@H]1O[C@H]3[C@@H]([C@H](C[C@@H](C)O3)N(C)C)O)O[C@H]4C[C@@H]([C@H]([C@H](C)O4)O)OC)O
Isomeric SMILES:	C[C@@H]1C[C@@H]([C@H]([C@@H](O1)O[C@H]2[C@H](C[C@@]3(CO3)C(=O)[C@@H]([C@H]([C@H]([C@H](OC(=O)[C@@H]([C@H]([C@@H]2C)O[C@H]4C[C@@H]([C@H]([C@@H](O4)C)O)OC)C)C)C)O)C)C)O)N(C)C
InChI:	InChI=1S/C35H61NO12/c1-16-14-35(15-43-35)32(40)19(4)27(37)18(3)22(7)46-33(41)21(6)31(47-26-13-25(42-11)28(38)23(8)45-26)20(5)30(16)48-34-29(39)24(36(9)10)12-17(2)44-34/h16-31,34,37-39H,12-15H2,1-11H3/t16-,17+,18-,19+,20+,21+,22+,23-,24-,25-,26-,27-,28-,29+,30-,31-,34-,35+/m0/s1
InChI Key:	RZPAKFUAFGMUPI-QESOVKLGSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/72493

External links:
Guide to Pharmacology:	oleandomycin
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6560455/