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Substance Name: Tylosin [USP:INN:BAN]
RN: 1401-69-0
UNII: YEF4JXN031
InChIKey: WBPYTXDJUQJLPQ-VMXQISHHSA-N

Note

  • Macrolide antibiotic obtained from cultures of Streptomyces fradiae. The drug is effective against many microorganisms in animals but not in humans.

Molecular Formula

  • C46-H77-N-O17

Molecular Weight

  • 916.1043
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
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Names and Synonyms

Name of Substance

  • Tylosin
  • Tylosin [USP:INN:BAN]

MeSH Heading

  • Tylosin

Synonyms

  • (10E,12E)-(3R,4S,5S,6R,8R,14S,15R)-14-((6-deoxy-2,3-di-O-methyl-beta-D-allopyranosyl)oxymethyl)-5-((3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-alpha-l-ribo-hexopyranosyl)-3-dimethylamino-beta-d-glucopyranosyl)oxy)-6-formylmethyl-3-hydroxy-4,8,12-trimet
  • (10E,12E)-(3R,4S,5S,6R,8R,14S,15R)-14-((6-deoxy-2,3-di-O-methyl-beta-D-allopyranosyl)oxymethyl)-5-((3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-alpha-L-ribo-hexopyranosyl)-3-dimethylamino-beta-D-glucopyranosyl)oxy)-6-formylmethyl-3-hydroxy-4,8,12-trimethyl-9-oxoheptadeca-10,12-dien-15-olide
  • AI3-29799
  • EINECS 215-754-8
  • Fradizine
  • HSDB 7022
  • Tilosina
  • Tilosina [INN-Spanish]
  • Tylan
  • Tylocine
  • Tylosin
  • Tylosin A
  • Tylosin tartrate
  • Tylosine
  • Tylosine [INN-French]
  • Tylosinum
  • Tylosinum [INN-Latin]
  • UNII-YEF4JXN031
  • Vubityl 200

Systematic Names

  • Antibiotic obtained from cultures of Streptomyces fradiae, or the same substance produced by any other means
  • Tylosin
  • Tylosin A

Registry Numbers

CAS Registry Number

  • 1401-69-0

FDA UNII

  • YEF4JXN031

Other Registry Numbers

  • 11112-11-1
  • 39282-33-2
  • 8026-48-0

Related Registry Number

  • 11032-12-5 (hydrochloride)

System Generated Number

  • 0001401690

Structure Descriptors

InChI

1S/C46H77NO17/c1-13-33-30(22-58-45-42(57-12)41(56-11)37(52)26(5)60-45)18-23(2)14-15-31(49)24(3)19-29(16-17-48)39(25(4)32(50)20-34(51)62-33)64-44-38(53)36(47(9)10)40(27(6)61-44)63-35-21-46(8,55)43(54)28(7)59-35/h14-15,17-18,24-30,32-33,35-45,50,52-55H,13,16,19-22H2,1-12H3/b15-14+,23-18+/t24-,25+,26-,27-,28+,29+,30-,32-,33-,35+,36-,37-,38-,39-,40-,41-,42-,43+,44+,45-,46-/m1/s1

InChIKey

WBPYTXDJUQJLPQ-VMXQISHHSA-N

Smiles

CC[C@H]1OC(=O)C[C@@H](O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](O)[C@H](C)O3)[C@@H]([C@H]2O)N(C)C)[C@@H](CC=O)C[C@@H](C)C(=O)\C=C\C(=C\[C@@H]1CO[C@@H]4O[C@H](C)[C@@H](O)[C@@H](OC)[C@H]4OC)\C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LD50 oral 2122mg/kg (2122mg/kg)   Antimicrobial Agents Annual. Vol. -, Pg. 595, 1960.
dog LD50 oral > 800mg/kg (800mg/kg)   Antimicrobial Agents Annual. Vol. -, Pg. 595, 1960.
mouse LD50 intraperitoneal 594mg/kg (594mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Food and Cosmetics Toxicology. Vol. 4, Pg. 1, 1966.
mouse LD50 intravenous 400mg/kg (400mg/kg)   Antibiotics and Chemotherapy Vol. 11, Pg. 328, 1961.
mouse LD50 oral 10gm/kg (10000mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 2, Pg. 135, 1980.
rat LD50 intraperitoneal 600mg/kg (600mg/kg)   Toxicology and Applied Pharmacology. Vol. 7, Pg. 478, 1965.
rat LD50 intravenous 600mg/kg (600mg/kg)   Toxicology and Applied Pharmacology. Vol. 7, Pg. 478, 1965.
rat LD50 oral > 5gm/kg (5000mg/kg)   Toxicology and Applied Pharmacology. Vol. 7, Pg. 478, 1965.

Physical Properties

Physical Property Value Units Temp (deg C) Source
pKa Dissociation Constant 7.73 (none) 25 EXP
log P (octanol-water) 1.63 (none)   EXP
Water Solubility 5 mg/L 25 EXP
Vapor Pressure 1.98E-34 mm Hg 25 EST
Henry's Law Constant 5.77E-38 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 5.43E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.