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

Details

Stereochemistry ACHIRAL
Molecular Formula C9H10N2O2S2
Molecular Weight 242.318
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AUREOTHRICIN

SMILES

CCC(=O)NC1=C2SSC=C2N(C)C1=O

InChI

InChIKey=UGZYFXMSMFMTSM-UHFFFAOYSA-N
InChI=1S/C9H10N2O2S2/c1-3-6(12)10-7-8-5(4-14-15-8)11(2)9(7)13/h4H,3H2,1-2H3,(H,10,12)

HIDE SMILES / InChI
Aureothricin is the earliest reported Dithiolopyrrolone (DTP). It was first isolated in 1948 by Umezawa and co-workers as a yellow crystalline solid from Streptomyces strain no. 26A related to Nocardia farcinica (referred to as A. farcinicus in the original manuscript). Notably, the compound was characterized by potent antibiotic activity against E. coli and a strong UV absorption maximum at 388 nm, distinctive of the pyrrothine core. Aureothricin is a known inhibitor of RNA Polymerase.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Chemical studies on antibiotic substances. IV. A crystalline toxic substance of Streptomyces thioluteus producing aureothricin.
1953 Jul

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
AUREOTHRICIN
MI  
Common Name English
5-METHYL-3-PROPIONAMIDOPYRROLIN-4-ONE(4,3-D)-1,2-DITHIOLE
Common Name English
N-(4,5-DIHYDRO-4-METHYL-5-OXO-1,2-DITHIOLO(4,3-B)PYRROL-6-YL)PROPANAMIDE
Systematic Name English
PROPIONOPYRROTHINE
Common Name English
AUREOTHRICIN [MI]
Common Name English
4-METHYL-6-PROPIONAMIDO-1,2-DITHIOLO(4,3-B)PYRROL-5(4H)-ONE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID60205993
Created by admin on Fri Dec 15 18:48:02 GMT 2023 , Edited by admin on Fri Dec 15 18:48:02 GMT 2023
PRIMARY
CAS
574-95-8
Created by admin on Fri Dec 15 18:48:02 GMT 2023 , Edited by admin on Fri Dec 15 18:48:02 GMT 2023
PRIMARY
PUBCHEM
68460
Created by admin on Fri Dec 15 18:48:02 GMT 2023 , Edited by admin on Fri Dec 15 18:48:02 GMT 2023
PRIMARY
MESH
C010684
Created by admin on Fri Dec 15 18:48:02 GMT 2023 , Edited by admin on Fri Dec 15 18:48:02 GMT 2023
PRIMARY
FDA UNII
0KX00L19Q2
Created by admin on Fri Dec 15 18:48:02 GMT 2023 , Edited by admin on Fri Dec 15 18:48:02 GMT 2023
PRIMARY
MERCK INDEX
m2141
Created by admin on Fri Dec 15 18:48:02 GMT 2023 , Edited by admin on Fri Dec 15 18:48:02 GMT 2023
PRIMARY Merck Index
CHEBI
156452
Created by admin on Fri Dec 15 18:48:02 GMT 2023 , Edited by admin on Fri Dec 15 18:48:02 GMT 2023
PRIMARY