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Valnemulin

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ACTIVE PHARMA INGREDIENTS

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Synopsis

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Chemistry

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Also known as: Econor, 101312-92-9, 2ahc415bqg, [(1s,2r,3s,4s,6r,7r,8r,14r)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-[1-[[(2r)-2-amino-3-methylbutanoyl]amino]-2-methylpropan-2-yl]sulfanylacetate, Acetic acid,[[2-[[(2r)-2-amino-3-methyl-1-oxobutyl]amino]-1,1-dimethylethyl]thio]-,(3as,4r,5s,6s,8r,9r,9ar,10r)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3ah-cyclopentacycloocten-8-ylester, Valnemulin [inn:ban]

Molecular Formula

C₃₁H₅₂N₂O₅S

Molecular Weight

564.8 g/mol

InChI Key

LLYYNOVSVPBRGV-MVNKZKPCSA-N

FDA UNII

2AHC415BQG

1 2D Structure

Valnemulin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-[1-[[(2R)-2-amino-3-methylbutanoyl]amino]-2-methylpropan-2-yl]sulfanylacetate

2.1.2 InChI

InChI=1S/C31H52N2O5S/c1-10-29(8)15-22(38-23(35)16-39-28(6,7)17-33-27(37)24(32)18(2)3)30(9)19(4)11-13-31(20(5)26(29)36)14-12-21(34)25(30)31/h10,18-20,22,24-26,36H,1,11-17,32H2,2-9H3,(H,33,37)/t19-,20+,22-,24-,25+,26+,29-,30+,31+/m1/s1

2.1.3 InChI Key

LLYYNOVSVPBRGV-MVNKZKPCSA-N

2.1.4 Canonical SMILES

CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CSC(C)(C)CNC(=O)C(C(C)C)N)C

2.1.5 Isomeric SMILES

C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@@]1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)CSC(C)(C)CNC(=O)[C@@H](C(C)C)N)C

2.2 Other Identifiers

2.2.1 UNII

2AHC415BQG

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Econor

2.3.2 Depositor-Supplied Synonyms

1. Econor

2. 101312-92-9

3. 2ahc415bqg

4. [(1s,2r,3s,4s,6r,7r,8r,14r)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-[1-[[(2r)-2-amino-3-methylbutanoyl]amino]-2-methylpropan-2-yl]sulfanylacetate

5. Acetic Acid,[[2-[[(2r)-2-amino-3-methyl-1-oxobutyl]amino]-1,1-dimethylethyl]thio]-,(3as,4r,5s,6s,8r,9r,9ar,10r)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3ah-cyclopentacycloocten-8-ylester

6. Valnemulin [inn:ban]

7. Unii-2ahc415bqg

8. Ncgc00167968-01

9. Valnemulin [mi]

10. Valnemulin [mart.]

11. Dsstox_cid_26751

12. Dsstox_rid_81876

13. Dsstox_gsid_46751

14. Schembl216709

15. Chembl1688852

16. Dtxsid2046751

17. (hydroxy-tetramethyl-oxo-vinyl-[?]yl) 2-[2-[[(2r)-2-amino-3-methyl-butanoyl]amino]-1,1-dimethyl-ethyl]sulfanylacetate

18. Tox21_112596

19. Zinc30727788

20. Valnemulin [ema Epar Veterinary]

21. ((2-((r)-2-amino-3-methylbutyramido)-1,1-dimethylethyl)thio)acetic Acid, 8-ester With (3as,4r,5s,6s,8r,9r,9ar,10r)-octahydro-5,8-dihydroxy-4,6,9,10-tetramethyl-6-vinyl-3a,9-propano-3ah-cyclopentacycloocten-1(4h)-one

22. Cas-101312-92-9

23. Ab01566922_01

24. Q7912519

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₃₁H₅₂N₂O₅S
Molecular Weight	564.8 g/mol
XLogP3	5.3
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	10
Exact Mass	564.35969394 g/mol
Monoisotopic Mass	564.35969394 g/mol
Topological Polar Surface Area	144 Å²
Heavy Atom Count	39
Formal Charge	0
Complexity	969
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

* Pigs:

The treatment and prevention of swine dysentery. The treatment of clinical signs of porcine proliferative enteropathy (ileitis). The prevention of clinical signs of porcine colonic spirochaetosis (colitis) when the disease has been diagnosed in the herd. Treatment and prevention of swine enzootic pneumonia. At the recommended dosage of 1012 mg/kg bodyweight lung lesions and weight loss are reduced, but infection with Mycoplasma hyopneumoniae is not eliminated.

* Rabbits:

Reduction of mortality during an outbreak of epizootic rabbit enteropathy (ERE). Treatment should be started early in the outbreak, when the first rabbit has been diagnosed with the disease clinically.

5 Pharmacology and Biochemistry

5.1 ATC Code

QJ01XQ02

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