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

Description
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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P60339
Gene ID: 3168327.0
Gene Symbol: tufB
Target Organism: Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
A small-molecule inhibitor of the bacterial type III secretion system protects against in vivo infection with Citrobacter rodentium.
2011 Feb
Patents

Sample Use Guides

oral administration of aurodox, 25 or 100 mg/kg
Route of Administration: Oral
Aurodox strongly inhibited T3SS-mediated hemolysis with an IC(50) value of 1.5 ug/ml without affecting bacterial growth in liquid media.
Name Type Language
AURODOX
MI  
Common Name English
GOLDINODOX
Common Name English
GOLDINOMYCIN
Common Name English
1-METHYLMOCIMYCIN
Common Name English
AURODOX [MI]
Common Name English
X-5108
Code English
ANTIBIOTIC X-5108
Common Name English
NSC-233989
Code English
Code System Code Type Description
PUBCHEM
135509117
Created by admin on Sat Dec 16 09:26:44 GMT 2023 , Edited by admin on Sat Dec 16 09:26:44 GMT 2023
PRIMARY
DRUG BANK
DB04124
Created by admin on Sat Dec 16 09:26:43 GMT 2023 , Edited by admin on Sat Dec 16 09:26:43 GMT 2023
PRIMARY
MERCK INDEX
m2143
Created by admin on Sat Dec 16 09:26:44 GMT 2023 , Edited by admin on Sat Dec 16 09:26:44 GMT 2023
PRIMARY Merck Index
FDA UNII
PGP5RZH64G
Created by admin on Sat Dec 16 09:26:44 GMT 2023 , Edited by admin on Sat Dec 16 09:26:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID801043992
Created by admin on Sat Dec 16 09:26:44 GMT 2023 , Edited by admin on Sat Dec 16 09:26:44 GMT 2023
PRIMARY
CAS
12704-90-4
Created by admin on Sat Dec 16 09:26:43 GMT 2023 , Edited by admin on Sat Dec 16 09:26:43 GMT 2023
PRIMARY
NSC
233989
Created by admin on Sat Dec 16 09:26:44 GMT 2023 , Edited by admin on Sat Dec 16 09:26:44 GMT 2023
PRIMARY