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Substance Name: Narasin [USAN:USP:INN:BAN]
RN: 55134-13-9
UNII: DZY9VU539P
InChIKey: VHKXXVVRRDYCIK-CWCPJSEDSA-N

Note

  • Related to salinomycin & A28086B.

Molecular Formula

  • C43-H72-O11

Molecular Weight

  • 765.031
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antiparasitic Agents
  • Antiprotozoal Agents
  • Coccidiostat
  • Coccidiostats
  • Drug / Therapeutic Agent
  • Growth Stimulant (Veterinary)
  • Natural Product
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Names and Synonyms

Name of Substance

  • Narasin
  • Narasin [USAN:USP:INN:BAN]

Synonyms

  • 2H-Pyran-2-acetic acid, alpha-ethyl-6-(5-(2-(5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro(4.1.5.3)pentadec-13-en-9-yl)-2-hydroxy-1,3-dimethyl-4-oxoheptyl)tetrahydro-3,5-dimethyl-
  • 4-Methylsalinomycin
  • A 28086A
  • AI3-29798
  • alpha-Ethyl-6-(5-(2-(5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro(4.1.5.3)pentadec-13-en-9-yl)-2-hydroxy-1,3-dimethyl-4-oxoheptyl)tetrahydro-3,5-dimethyl-2H-pyran-2-acetic acid
  • Antibiotic A 28086A
  • Antibiotic A-28086 factor A
  • Antibiotic C 7819B
  • BRN 1678311
  • C 7819B
  • Compound 79891
  • Lilly 79891
  • Monteban
  • Narasin
  • Narasin A
  • Narasine
  • Narasine [INN-French]
  • Narasino
  • Narasino [INN-Spanish]
  • Narasinum
  • Narasinum [INN-Latin]
  • UNII-DZY9VU539P

Systematic Names

  • 2H-Pyran-2-acetic acid, alpha-ethyl-6-(5-(2-(5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)-15-hydroxy-2,10,12-trimethyl-1,6,8-trioxadispiro(4.1.5.3)pentadec-13-en-9-yl)-2-hydroxy-1,3-dimethyl-4-oxoheptyl)tetrahydro-3,5-dimethyl-
  • Salinomycin, 4-methyl-, (4S)

Mixture Name

  • Maxiban 72

Registry Numbers

CAS Registry Number

  • 55134-13-9

FDA UNII

  • DZY9VU539P

System Generated Number

  • 0055134139

Structure Descriptors

InChI

1S/C43H72O11/c1-12-30(35(46)27(8)34(45)28(9)36-23(4)21-24(5)37(51-36)31(13-2)39(47)48)38-25(6)22-26(7)42(52-38)18-15-32(44)43(54-42)20-19-40(11,53-43)33-16-17-41(49,14-3)29(10)50-33/h15,18,23-34,36-38,44-45,49H,12-14,16-17,19-22H2,1-11H3,(H,47,48)/t23-,24-,25-,26+,27-,28-,29-,30-,31+,32+,33+,34+,36+,37+,38-,40-,41+,42-,43-/m0/s1

InChIKey

VHKXXVVRRDYCIK-CWCPJSEDSA-N

Smiles

CC[C@H]([C@@H]1O[C@@H]([C@H]([C@H](O)[C@@H](C([C@@H]([C@H]2O[C@@]3([C@@H](C[C@@H]2C)C)C=C[C@H]([C@]2(O3)O[C@](CC2)(C)[C@H]2CC[C@@]([C@@H](O2)C)(CC)O)O)CC)=O)C)C)[C@@H](C)C[C@@H]1C)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 10mg/kg (10mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Veterinary and Human Toxicology. Vol. 36, Pg. 318, 1994.
mouse LD50 intraperitoneal 7mg/kg (7mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 5, Pg. 495, 1981.
mouse LD50 oral 15800ug/kg (15.8mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Veterinary and Human Toxicology. Vol. 36, Pg. 318, 1994.
rabbit LD50 oral 15500ug/kg (15.5mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Veterinary and Human Toxicology. Vol. 36, Pg. 318, 1994.
rat LC50 inhalation > 400mg/m3/30M (400mg/m3)   Veterinary and Human Toxicology. Vol. 36, Pg. 318, 1994.
rat LD50 intravenous 1960ug/kg (1.96mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Veterinary and Human Toxicology. Vol. 36, Pg. 318, 1994.
rat LD50 oral 18500ug/kg (18.5mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Veterinary and Human Toxicology. Vol. 36, Pg. 318, 1994.