SEMDURAMICIN SODIUM

First approved in 2007

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8713050 | https://www.ncbi.nlm.nih.gov/pubmed/8265495

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

Targets

Primary Target	Pharmacology	Condition	Potency
ion transport 4 Target ID: GO:0006811 Sources: http://poultryhealthtoday.com/ionophores-control-coccidiosis/	Modulator 828

Conditions

Condition	Modality	Targets	Highest Phase	Product
Coccidiosis 45 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8265495	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

Title	Date	PubMed
Anticoccidial efficacy of semduramicin. 2. Evaluation against field isolates including comparisons with salinomycin, maduramicin, and monensin in battery tests.	1993 Nov	8265495
Effect of semduramicin, salinomycin, and monensin on performance, shank pigmentation, and coccidial lesions in broiler chickens in floor pens.	1996 Jan-Mar	8713050

Patents

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.

Name

Type

Language

SEMDURAMICIN SODIUM

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

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C277