Compound ID | 2484

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Kirromycin

Synonym(s): Mocimycin  |  delvomycin  |  demethylaurodox

Class: Natural product antibiotic

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Streptococci, Enterococci, Neisseria gonorrhoeae and Haemophilus influenzae; inhibits EF-Tu
Description: Natural product from Streptomyces collinus; shows only limited selective toxicity
Year first mentioned: 1972
Development status: Experimental
Chemical structure(s):
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Molecular weight: 796.94
Iso. SMILES: CC[C@H](C(=O)NC/C=C/C=C(\C)/[C@H]([C@@H](C)[C@H]1[C@H]([C@H]([C@H](O1)/C=C/C=C/C=C(\C)/C(=O)C2=C(C=CNC2=O)O)O)O)OC)[C@@]3([C@@H]([C@@H](C([C@@H](O3)/C=C/C=C\C)(C)C)O)O)O
InChI Key: HMSYAPGFKGSXAJ-PAHGNTJYSA-N
Can. SMILES: C/C=C\C=C\[C@H]1C(C)(C)[C@H]([C@H]([C@]([C@H](CC)C(=O)NC/C=C/C=C(\C)/[C@H]([C@@H](C)[C@H]2[C@H]([C@H]([C@@H](/C=C/C=C/C=C(\C)/C(=O)C3=C(C=CNC3=O)O)O2)O)O)OC)(O)O1)O)O
InChI: InChI=1S/C43H60N2O12/c1-9-11-13-21-31-42(6,7)38(50)39(51)43(54,57-31)28(10-2)40(52)44-23-17-16-19-26(4)36(55-8)27(5)37-35(49)34(48)30(56-37)20-15-12-14-18-25(3)33(47)32-29(46)22-24-45-41(32)53/h9,11-22,24,27-28,30-31,34-39,48-51,54H,10,23H2,1-8H3,(H,44,52)(H2,45,46,53)/b11-9-,14-12+,17-16+,20-15+,21-13+,25-18+,26-19+/t27-,28-,30-,31+,34+,35+,36-,37+,38+,39-,43-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/135484176
Citations:
  • https://febs.onlinelibrary.wiley.com/doi/10.1016/0014-5793%2872%2980199-6
  • https://www.pnas.org/doi/abs/10.1073/pnas.71.12.4910
  • https://www.sciencedirect.com/science/article/pii/S1074552108000021?via%3Dihub

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