Compound ID | 2538

Update compound information

Carbomycin A

Synonym(s): Carbomycin B  |  Magnamycin

Class: Macrolide

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against Gram-positive cocci
Description: Natural product from Streptomyces halstedii
Institute where first reported: Pfizer and Company
Year first mentioned: 1977
Highest development stage: Preclinical
Development status: Experimental
Reason dropped: Urine and blood assays failed to yield concentrations required to inhibit target organisms
Chemical structure(s):
Click here for structure editor
Molecular weight: 841.98
Iso. SMILES: C[C@@H]1C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O[C@@H](C[C@H]2[C@@H](O2)/C=C/C1=O)C)OC(=O)C)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C)O[C@H]4C[C@@]([C@H]([C@@H](O4)C)OC(=O)CC(C)C)(C)O)N(C)C)O)CC=O
InChI Key: FQVHOULQCKDUCY-OGHXVOSASA-N
Can. SMILES: CC(C)CC(=O)O[C@H]1[C@H](C)O[C@H](C[C@@]1(C)O)O[C@@H]2[C@@H](C)O[C@H]([C@@H]([C@H]2N(C)C)O)O[C@H]3[C@@H](CC=O)C[C@@H](C)C(=O)/C=C/[C@H]4[C@H](C[C@@H](C)OC(=O)C[C@H]([C@@H]3OC)OC(=O)C)O4
InChI: InChI=1S/C42H67NO16/c1-21(2)16-32(47)57-40-25(6)53-34(20-42(40,8)50)58-37-24(5)54-41(36(49)35(37)43(9)10)59-38-27(14-15-44)17-22(3)28(46)12-13-29-30(56-29)18-23(4)52-33(48)19-31(39(38)51-11)55-26(7)45/h12-13,15,21-25,27,29-31,34-41,49-50H,14,16-20H2,1-11H3/b13-12+/t22-,23-,24-,25+,27+,29+,30+,31-,34+,35-,36-,37-,38+,39+,40+,41+,42-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5287879
Citations:
  • https://www.nejm.org/doi/full/10.1056/NEJM195302262480906
  • https://www.nejm.org/doi/full/10.1056/NEJM195308202490809#article_references
  • https://pubs.acs.org/doi/10.1021/ja00459a063

    • 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.