Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C43H59N2O12.Na |
| Molecular Weight | 818.9245 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 11 / 11 |
| E/Z Centers | 7 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].CC[C@H](C(=O)NC\C=C\C=C(/C)[C@@H](OC)C(C)[C@@H]1O[C@H](\C=C\C=C\C=C(/C)C(=O)C2=C([O-])C=CNC2=O)[C@H](O)[C@@H]1O)[C@@]3(O)O[C@@H](\C=C\C=C/C)C(C)(C)[C@@H](O)[C@H]3O
InChI
InChIKey=ZOYOPUDQXPJARV-GAMAPSDWSA-M
InChI=1S/C43H60N2O12.Na/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);/q;+1/p-1/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
DescriptionCurator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/994327
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/994327
Mocimycin (also known as kyrromycin) was isolated from Streptomyces ramocissimus and tested in vitro against wide range of bacterias. Although having showed good results, drug did not enter clinical trials. Mocimycin acts by binding tightly and specifically to bacterial EF-Tu. Upon administration the antibiotic prevents EF-Tu-GDP from leaving the ribosome and thus inhibits bacterial protein synthesis. Nowadays, the antibiotic is mainly used to study bacterial protein synthesis at the level of elongation factor EF-Tu-GDP release.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Antibiotic X-5108. IX. Chemical conversion of mocimycin to aurodox and derivatives of aurodox, goldinamine and mocimycin. | 1979-04 |
|
| Isolation and characterization of a mocimycin resistant mutant of Escherichia coli with an altered elongation factor EF-Tu. | 1977-09-15 |
|
| Antibacterial activity of efrotomycin. | 1976-10 |
|
| Antibiotic X-5108. VII. Absolute stereochemistry of 8-amino-3-methoxy-2,4-dimethyl-4,6-octadienal, a compound derived from antibiotic X-5108 and mocimycin. | 1974-04-27 |
|
| Antibiotic X-5108. V. Structures of antibiotic X-5108 and mocimycin. | 1973-12-12 |
Patents
Sample Use Guides
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53152-67-3
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23678357
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0KSO632QIJ
Created by
admin on Mon Mar 31 23:09:49 GMT 2025 , Edited by admin on Mon Mar 31 23:09:49 GMT 2025
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ACTIVE MOIETY
SUBSTANCE RECORD
