Compound ID | 1342

Update compound information

Azithromycin

Class: Macrolide

Agent Type: Semisynthetic; Small molecule; Direct acting; Antivirulence; Antibiofilm;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor. Also reduces quorum sensing and shows antibiofilm properties
Institute where first reported: Pilva, Zagreb, Croatia
Year first mentioned: 1980
Highest development stage: Approved by FDA in 1991
Development status: Approved
Reason dropped: Other formulations were discontinued due to safety and effectiveness reasons
Chemical structure(s):
Click here for structure editor
Molecular weight: 748.99
Iso. SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](N(C[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)C)O)(C)O
InChI Key: MQTOSJVFKKJCRP-BICOPXKESA-N
Can. SMILES: CC[C@@H]1[C@](C)([C@@H]([C@@H](C)N(C)C[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/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/447043
Guide to Pharmacology: azithromycin
Citations:
  • https://doi.org/10.1016/j.pharmthera.2014.03.003
  • https://doi.org/10.2165/00003495-199244050-00007

    • AntibioticDB is supported by GARDP.

    If you have feedback, experience problems, or are interested in a collaboration, please contact us. | Terms and conditions

    The content of this site is intended for educational and scientific research purposes only and not as a source of medical advice or consultation.