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Details

Stereochemistry ABSOLUTE
Molecular Formula C45H75O16.Na
Molecular Weight 895.0572
Optical Activity UNSPECIFIED
Defined Stereocenters 23 / 23
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SEMDURAMICIN SODIUM

SMILES

[Na+].[H][C@@]1(C[C@H](O[C@H]2CC[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](O)[C@H]6OC)O4)[C@@]7([H])O[C@](C)(O)[C@H](C)C[C@@H]7C

InChI

InChIKey=JXRFTGPGWGUBQB-LHOUOPCDSA-M
InChI=1S/C45H76O16.Na/c1-22-18-23(2)43(9,50)58-36(22)30-19-31(55-34-13-12-29(52-10)27(6)54-34)40(56-30)42(8)15-14-32(57-42)41(7)16-17-44(61-41)20-28(46)24(3)37(59-44)25(4)38-39(53-11)35(49)26(5)45(51,60-38)21-33(47)48;/h22-32,34-40,46,49-51H,12-21H2,1-11H3,(H,47,48);/q;+1/p-1/t22-,23+,24+,25+,26-,27+,28-,29-,30+,31-,32+,34-,35-,36-,37-,38-,39+,40+,41-,42-,43-,44+,45+;/m0./s1

HIDE SMILES / InChI
Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C45H75O16
Molecular Weight 872.0674
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 23 / 23
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Semduramicin is an ionophore coccidiostat used in the poultry industry as a feed additive. Semduramicin is marketed under the brand name Aviax among others, indicated for the prevention of coccidiosis in poultry, caused by Eimeria tenella, E. acervulina, E. maxima, E. brunetti, E. necatrix, and E. mitis.

Originator

Approval Year

2007
205
Targets

Targets

Primary TargetPharmacologyConditionPotency
Modulator
828
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8429
AVIAX

Approved Use

For the prevention of coccidiosis in broiler chickens caused by Eimeria tenella, E. acervulina, E. maxima, E. brunetti, E. necatrix and E. mivati/mitis.

Launch Date

1994
PubMed

PubMed

TitleDatePubMed
Anticoccidial efficacy of semduramicin. 2. Evaluation against field isolates including comparisons with salinomycin, maduramicin, and monensin in battery tests.
1993 Nov
Effect of semduramicin, salinomycin, and monensin on performance, shank pigmentation, and coccidial lesions in broiler chickens in floor pens.
1996 Jan-Mar
Patents

Patents

US5283249
2
US5385735
2

Sample Use Guides

In Vivo Use Guide
Chickens: AVIAX, a Type A medicated article containing 5.13% semduramicin sodium (in the crystalline formulation) is approved in broiler chickens at a feeding level of 22.7 g of semduramicin per ton of Type C finished broiler feeds.
Route of Administration: Oral
In Vitro Use Guide
Semduramicin at concentrations of 16 to 121 ug/ml was tested for in vitro mutagenic potential both with and without rat liver S9 activation. Cytotoxicity was observed at levels greater than 68 ug/ml.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:59:49 GMT 2023
Edited
by admin
on Fri Dec 15 15:59:49 GMT 2023
Record UNII
8B50X0IVEC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SEMDURAMICIN SODIUM
GREEN BOOK   JAN   USAN  
USAN  
Official Name English
(3R,4S,5S,6R,7S,22S)-23,27-Didemethoxy-2,6,22-tridemethyl-5,11-di-O-demethyl-6-methoxy-22-[[(2S,5S,6R)-tetrahydro-5-methoxy-6-methyl-2H-pyran-2-yl]oxy]lonomycin A, monosodium salt
Common Name English
UK-61689-2
Code English
SODIUM SEMDURAMICIN
Common Name English
LONOMYCIN A, 23,27-DIDEMETHOXY-2,6,22-TRIDEMETHYL-5,11-DI-O-DEMETHYL-6-METHOXY-22-((TETRAHYDRO-5-METHOXY-6-METHYL-2H-PYRAN-2-YL)OXY)-, MONOSODIUM SALT, (3R,4S,5S,6R,7S,22S(2S,5S,6R))-
Common Name English
SEMDURAMICIN SODIUM SALT [MI]
Common Name English
SEMDURAMICIN SODIUM [USAN]
Common Name English
SEMDURAMICIN SODIUM [GREEN BOOK]
Common Name English
SEMDURAMICIN SODIUM [JAN]
Common Name English
UK-61,689-2
Code English
AVIAX
Brand Name English
SEMDURAMICIN SODIUM SALT
MI  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C277
Created by admin on Fri Dec 15 15:59:49 GMT 2023 , Edited by admin on Fri Dec 15 15:59:49 GMT 2023
Code System Code Type Description
USAN
BB-49
Created by admin on Fri Dec 15 15:59:49 GMT 2023 , Edited by admin on Fri Dec 15 15:59:49 GMT 2023
PRIMARY
DRUG BANK
DBSALT001702
Created by admin on Fri Dec 15 15:59:49 GMT 2023 , Edited by admin on Fri Dec 15 15:59:49 GMT 2023
PRIMARY
NCI_THESAURUS
C76010
Created by admin on Fri Dec 15 15:59:49 GMT 2023 , Edited by admin on Fri Dec 15 15:59:49 GMT 2023
PRIMARY
CAS
119068-77-8
Created by admin on Fri Dec 15 15:59:49 GMT 2023 , Edited by admin on Fri Dec 15 15:59:49 GMT 2023
PRIMARY
MERCK INDEX
m9852
Created by admin on Fri Dec 15 15:59:49 GMT 2023 , Edited by admin on Fri Dec 15 15:59:49 GMT 2023
PRIMARY Merck Index
PUBCHEM
23678834
Created by admin on Fri Dec 15 15:59:49 GMT 2023 , Edited by admin on Fri Dec 15 15:59:49 GMT 2023
PRIMARY
EPA CompTox
DTXSID601018105
Created by admin on Fri Dec 15 15:59:49 GMT 2023 , Edited by admin on Fri Dec 15 15:59:49 GMT 2023
PRIMARY
FDA UNII
8B50X0IVEC
Created by admin on Fri Dec 15 15:59:49 GMT 2023 , Edited by admin on Fri Dec 15 15:59:49 GMT 2023
PRIMARY
ChEMBL
CHEMBL1207444
Created by admin on Fri Dec 15 15:59:49 GMT 2023 , Edited by admin on Fri Dec 15 15:59:49 GMT 2023
PRIMARY
Related Record Type Details
Structure of SEMDURAMICIN
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of SEMDURAMICIN
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