Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C44H61N2O12.Na |
| Molecular Weight | 832.9511 |
| 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@@H](C)[C@@H]1O[C@H](\C=C\C=C\C=C(/C)C(=O)[C-]2C(=O)C=CN(C)C2=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=WLVQSHSFCQUZBG-FMWOWYISSA-N
InChI=1S/C44H61N2O12.Na/c1-10-12-14-22-32-43(6,7)39(51)40(52)44(55,58-32)29(11-2)41(53)45-24-18-17-20-27(4)37(56-9)28(5)38-36(50)35(49)31(57-38)21-16-13-15-19-26(3)34(48)33-30(47)23-25-46(8)42(33)54;/h10,12-23,25,28-29,31-32,35-40,49-52,55H,11,24H2,1-9H3,(H,45,53);/q-1;+1/b12-10-,15-13+,18-17+,21-16+,22-14+,26-19+,27-20+;/t28-,29-,31-,32+,35+,36+,37-,38+,39+,40-,44-;/m1./s1
| Molecular Formula | C44H61N2O12 |
| Molecular Weight | 809.9613 |
| Charge | -1 |
| Count |
|
| Stereochemistry | EPIMERIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 11 / 12 |
| E/Z Centers | 7 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionCurator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21139624
https://www.ncbi.nlm.nih.gov/pubmed/11278992
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21139624
https://www.ncbi.nlm.nih.gov/pubmed/11278992
Aurodox is an antibiotic obtained from a streptomyces variant considered as possibly effective against streptococcus pyogenes infections. It may promote growth in poultry. Aurodox inhibits protein biosynthesis by binding to elongation factor Tu (EF-Tu). Aurodox has being shown to possess the ability to inhibit the secretion of type III-secreted proteins without affecting bacterial growth.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: GO:0030254 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21139624 |
|||
Target ID: P60339 Gene ID: 3168327.0 Gene Symbol: tufB Target Organism: Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Curative | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| A small-molecule inhibitor of the bacterial type III secretion system protects against in vivo infection with Citrobacter rodentium. | 2011-02 |
|
| Conformational change of elongation factor Tu (EF-Tu) induced by antibiotic binding. Crystal structure of the complex between EF-Tu.GDP and aurodox. | 2001-05-18 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21139624
oral administration of aurodox, 25 or 100 mg/kg
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21139624
Aurodox strongly inhibited T3SS-mediated hemolysis with an IC(50) value of 1.5 ug/ml without affecting bacterial growth in liquid media.
| Substance Class |
Chemical
Created
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Edited
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