U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C44H62N2O12
Molecular Weight 810.9693
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 7
Charge 0

SHOW SMILES / InChI
Structure of AURODOX

SMILES

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)C2=C(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=NTAHMPNXQOYXSX-WKSONYIQSA-N
InChI=1S/C44H62N2O12/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/h10,12-23,25,28-29,31-32,35-40,47,49-52,55H,11,24H2,1-9H3,(H,45,53)/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

HIDE SMILES / InChI

Molecular Formula C44H62N2O12
Molecular Weight 810.9693
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 11 / 11
E/Z Centers 7
Optical Activity UNSPECIFIED

Description

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 TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
oral administration of aurodox, 25 or 100 mg/kg
Route of Administration: Oral
In Vitro Use Guide
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
Record UNII
PGP5RZH64G
Record Status Validated (UNII)
Record Version