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

Details

Stereochemistry ABSOLUTE
Molecular Formula C47H80O17
Molecular Weight 917.1279
Optical Activity UNSPECIFIED
Defined Stereocenters 24 / 24
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MADURAMICIN ACID

SMILES

[H][C@@]1(C[C@H](O[C@]2([H])C[C@H](OC)[C@@H](OC)[C@H](C)O2)[C@@]([H])(O1)[C@]3(C)CC[C@@]([H])(O3)[C@]4(C)CC[C@]5(C[C@H](O)[C@@H](C)[C@]([H])(O5)[C@@H](C)[C@]6([H])O[C@](O)(CC(O)=O)[C@@H](C)[C@H](OC)[C@H]6OC)O4)[C@@]7([H])O[C@](C)(O)[C@H](C)C[C@@H]7C

InChI

InChIKey=RWVUEZAROXKXRT-VQLSFVLHSA-N
InChI=1S/C47H80O17/c1-23-18-24(2)45(9,51)61-36(23)31-19-32(58-35-20-30(53-10)40(55-12)28(6)57-35)42(59-31)44(8)15-14-33(60-44)43(7)16-17-46(64-43)21-29(48)25(3)37(62-46)26(4)38-41(56-13)39(54-11)27(5)47(52,63-38)22-34(49)50/h23-33,35-42,48,51-52H,14-22H2,1-13H3,(H,49,50)/t23-,24+,25+,26+,27-,28-,29-,30-,31+,32-,33+,35+,36-,37-,38-,39-,40-,41-,42+,43-,44-,45-,46+,47+/m0/s1

HIDE SMILES / InChI

Molecular Formula C47H80O17
Molecular Weight 917.1279
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 24 / 24
E/Z Centers 0
Optical Activity UNSPECIFIED

Maduramicin is antibiotic isolated from actinobacteria Actinomadura rubra. Maduramicin is used in veterinary as an aid in the prevention of coccidiosis in broiler chickens and turkeys. The compound is reported to be toxic to animals and humans if improperly used or by accident, resulting in heart failure, skeletal muscle degeneration, and even death. Studies have shown that toxicity is due to activation of protein phosphatase 2A, and the manipulation of the ROS-PTEN-Akt-Erk1/2 pathway may be a potential approach to prevent maduramicin -induced cardiotoxicity.

Approval Year

Targets
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:19:04 GMT 2023
Edited
by admin
on Sat Dec 16 08:19:04 GMT 2023
Record UNII
6S6GVE3CIQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MADURAMICIN ACID
Common Name English
ANTIBIOTIC X 14868A
Common Name English
MADURAMICIN .ALPHA.
Common Name English
Code System Code Type Description
CAS
79356-08-4
Created by admin on Sat Dec 16 08:19:05 GMT 2023 , Edited by admin on Sat Dec 16 08:19:05 GMT 2023
PRIMARY
EPA CompTox
DTXSID001044546
Created by admin on Sat Dec 16 08:19:05 GMT 2023 , Edited by admin on Sat Dec 16 08:19:05 GMT 2023
PRIMARY
PUBCHEM
196129
Created by admin on Sat Dec 16 08:19:05 GMT 2023 , Edited by admin on Sat Dec 16 08:19:05 GMT 2023
PRIMARY
FDA UNII
6S6GVE3CIQ
Created by admin on Sat Dec 16 08:19:05 GMT 2023 , Edited by admin on Sat Dec 16 08:19:05 GMT 2023
PRIMARY
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