Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Lasalocid [USAN:INN:BAN]
RN: 25999-31-9
UNII: W7V2ZZ2FWB
InChIKey: BBMULGJBVDDDNI-OWKLGTHSSA-N

Note

  • Cationic ionophore antibiotic obtained from Streptomyces lasaliensis that, among other effects, dissociates the calcium fluxes in muscle fibers. It is used as a coccidiostat, especially in poultry.

Molecular Formula

  • C34-H54-O8

Molecular Weight

  • 590.7926
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antiparasitic Agents
  • Antiprotozoal Agents
  • Coccidiostat (for Poultry)
  • Coccidiostats
  • Drug / Therapeutic Agent
  • Ionophores
  • Membrane Transport Modulators
  • Natural Product
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Lasalocid
  • Lasalocid A
  • Lasalocid [USAN:INN:BAN]

MeSH Heading

  • Lasalocid

Synonyms

  • 6-(7(R)-(5(S)-Ethyl-5-(5(R)-ethyltetrahydro-5-hydroxy-6(S)-methyl-2H-pyran-2(R)-yl)tetrahydro-3(S)-methyl-2(S)-furyl)-4(S)-hydroxy-3(R),5(S)-dimethyl-6-oxononyl)-2,3-cresotic acid
  • 6-(7(R)-(5(S)-Ethyl-5-(R)-ethyltetrahydro-5-hydroxy-6(S)-methyl-2H-pyran-2(R)-yl)tetrahydro-3(S)-methyl-2(S)-furyl)-4(S)-hydroxy-3(R),5(S)-dimethyl-6-oxononyl)-2,3-cresotic acid
  • 6-(7-(5-Ethyl-5-(5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)tetrahydro-3-methyl-2-furanyl)-4-hydroxy-3,5-dimethyl-6-oxononyl)-2-hydroxy-3-methylbenzoic acid (2R-(2alpha(2S*(3R*,4S*,5S*,7R*),3S*,5S*),5alpha,6beta))-
  • Antibiotic X 537A
  • Avatec
  • Benzoic acid, 6-(7(R)-(5(S)-Ethyl-5-(5(R)-ethyltetrahydro-5-hydroxy-6(S)-methyl-2H-pyran-2(R)-yl)tetrahydro-3(S)-methyl-2(S)-furanyl)-4(S)-hydroxy-3(R),5(S)-dimethyl-6-oxononyl)-2-hydroxy-3-methyl-
  • Bovatec
  • EINECS 247-401-9
  • Ionophore X 537A
  • Lasalocid
  • Lasalocid A
  • Lasalocide
  • Lasalocide A
  • Lasalocide [INN-French]
  • Lasalocido
  • Lasalocido [INN-Spanish]
  • Lasalocidum
  • Lasalocidum [INN-Latin]
  • NSC 243048
  • Ro 2-2985
  • UNII-W7V2ZZ2FWB
  • X 537A

Systematic Names

  • (2R-(2alpha(2S*(3R*,4S*,5S*,7R*)3S*,5S*),5alpha,6beta))-6-(7-(5-Ethyl-5-(5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)tetrahydro-3-methyl-2-furyl)-4-hydroxy-3,5-dimethyl-6-oxononyl)-3-methylsalicylic acid
  • 2,3-Cresotic acid, 6-(7-(5-ethyl-5-(5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)tetrahydro-3-methyl-2-furyl)-4-hydroxy-3,5-dimethyl-6-oxononyl)-, (-)-
  • Benzoic acid, 6-((3R,4S,5S,7R)-7-((2S,3S,5S)-5-ethyl-5-((2R,5R,6S)-5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)tetrahydro-3-methyl-2-furanyl)-4-hydroxy-3,5-dimethyl-6-oxononyl)-2-hydroxy-3-methyl-
  • Benzoic acid, 6-(7-(5-ethyl-5-(5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)tetrahydro-3-methyl-2-furanyl)-4-hydroxy-3,5-dimethyl-6-oxononyl)-2-hydroxy-3-methyl-, (2R-(2alpha(2S*(3R*,4S*,5S*,7R*),3S*,5S*),5alpha,6beta))-

Registry Numbers

CAS Registry Number

  • 25999-31-9

FDA UNII

  • W7V2ZZ2FWB

Other Registry Numbers

  • 107684-72-0
  • 26934-10-1
  • 37213-87-9
  • 37259-88-4
  • 802620-47-9

System Generated Number

  • 0025999319

Structure Descriptors

InChI

1S/C34H54O8/c1-9-25(31-21(6)18-34(11-3,42-31)26-16-17-33(40,10-2)23(8)41-26)30(37)22(7)28(35)19(4)12-14-24-15-13-20(5)29(36)27(24)32(38)39/h13,15,19,21-23,25-26,28,31,35-36,40H,9-12,14,16-18H2,1-8H3,(H,38,39)/t19-,21+,22+,23+,25+,26-,28+,31+,33-,34+/m1/s1

InChIKey

BBMULGJBVDDDNI-OWKLGTHSSA-N

Smiles

CC[C@H]([C@@H]1[C@H](C[C@@](O1)(CC)[C@H]2CC[C@@]([C@@H](O2)C)(CC)O)C)C(=O)[C@@H](C)[C@H]([C@H](C)CCc3ccc(c(c3C(=O)O)O)C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LD50 oral 72mg/kg (72mg/kg)   Veterinary and Human Toxicology. Vol. 26, Pg. 322, 1984.
domestic animals - goat/sheep LD50 oral 22mg/kg (22mg/kg)   Veterinary and Human Toxicology. Vol. 26, Pg. 322, 1984.
mouse LD50 intraperitoneal 40mg/kg (40mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 809, 1978.
mouse LD50 oral 146mg/kg (146mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 5, Pg. 502, 1981.
rabbit LD50 oral 40mg/kg (40mg/kg)   Veterinary and Human Toxicology. Vol. 26, Pg. 322, 1984.
rat LD50 oral 122mg/kg (122mg/kg)   Veterinary and Human Toxicology. Vol. 26, Pg. 322, 1984.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 6.740 (none)   EST
Atmospheric OH Rate Constant 2.35E-10 cm3/molecule-sec 25 EST

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