Compound ID | 1998

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Roxithromycin

Synonym(s): RU 965

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: Semisynthetic erythromycin derivative
Year first mentioned: 1986
Development status: Approved,off-patent
Chemical structure(s):
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Molecular weight: 837.05
Iso. SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](/C(=N/OCOCCOC)/[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)C)O)(C)O
InChI Key: RXZBMPWDPOLZGW-XMRMVWPWSA-N
Can. SMILES: CC[C@@H]1[C@](C)([C@@H]([C@@H](C)/C(=N/OCOCCOC)/[C@H](C)C[C@](C)([C@@H]([C@@H](C)[C@@H]([C@@H](C)C(=O)O1)O[C@H]2C[C@](C)([C@H]([C@H](C)O2)O)OC)O[C@H]3[C@@H]([C@H](C[C@@H](C)O3)N(C)C)O)O)O)O
InChI: InChI=1S/C41H76N2O15/c1-15-29-41(10,49)34(45)24(4)31(42-53-21-52-17-16-50-13)22(2)19-39(8,48)36(58-38-32(44)28(43(11)12)18-23(3)54-38)25(5)33(26(6)37(47)56-29)57-30-20-40(9,51-14)35(46)27(7)55-30/h22-30,32-36,38,44-46,48-49H,15-21H2,1-14H3/b42-31+/t22-,23-,24+,25+,26-,27+,28+,29-,30+,32-,33+,34-,35+,36-,38+,39-,40-,41-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6915744
Guide to Pharmacology: roxithromycin
Citations:
  • https://academic.oup.com/jac/article/31/suppl_C/1/691484?login=true
  • https://pubmed.ncbi.nlm.nih.gov/2651088/
  • https://academic.oup.com/jac/article-abstract/25/4/705/731883?redirectedFrom=fulltext&login=false

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