Compound ID | 1999

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Spiramycin

Synonym(s): Foromacidin  |  rovamycin  |  selectomycin

Class: Macrolide (16-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. Used for treatment of toxoplasmose.
Year first mentioned: 1954
Development status: Approved,off-patent, not available in many countries
Chemical structure(s):
Click here for structure editor
Molecular weight: 843.05
Iso. SMILES: CC1CC=CC=CC(C(CC(C(C(C(CC(=O)O1)O)OC)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)O)(C)O)N(C)C)O)CC=O)C)OC4CCC(C(O4)C)N(C)C
InChI Key: ACTOXUHEUCPTEW-UHFFFAOYSA-N
Can. SMILES: CC1CC(CC=O)C(C(C(CC(=O)OC(C)CC=CC=CC1OC2CCC(C(C)O2)N(C)C)O)OC)OC3C(C(C(C(C)O3)OC4CC(C)(C(C(C)O4)O)O)N(C)C)O
InChI: InChI=1S/C43H74N2O14/c1-24-21-29(19-20-46)39(59-42-37(49)36(45(9)10)38(27(4)56-42)58-35-23-43(6,51)41(50)28(5)55-35)40(52-11)31(47)22-33(48)53-25(2)15-13-12-14-16-32(24)57-34-18-17-30(44(7)8)26(3)54-34/h12-14,16,20,24-32,34-42,47,49-51H,15,17-19,21-23H2,1-11H3
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5266
Guide to Pharmacology: spiramycin
Citation: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8665510/

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