Details
Stereochemistry | MIXED |
Molecular Formula | C18H23NO3.ClH |
Molecular Weight | 337.841 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 0 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CC(CCC1=CC=C(O)C=C1)NCC(O)C2=CC=C(O)C=C2
InChI
InChIKey=JHGSLSLUFMZUMK-UHFFFAOYSA-N
InChI=1S/C18H23NO3.ClH/c1-13(2-3-14-4-8-16(20)9-5-14)19-12-18(22)15-6-10-17(21)11-7-15;/h4-11,13,18-22H,2-3,12H2,1H3;1H
Molecular Formula | C18H23NO3 |
Molecular Weight | 301.3801 |
Charge | 0 |
Count |
|
Stereochemistry | MIXED |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Molecular Formula | ClH |
Molecular Weight | 36.461 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=481064b4-7b92-470f-86db-4e4b17584c6dCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/20590599 | https://www.ncbi.nlm.nih.gov/pubmed/12052723 | https://www.ncbi.nlm.nih.gov/pubmed/10995307 | https://www.ncbi.nlm.nih.gov/pubmed/19648492
Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=481064b4-7b92-470f-86db-4e4b17584c6d
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/20590599 | https://www.ncbi.nlm.nih.gov/pubmed/12052723 | https://www.ncbi.nlm.nih.gov/pubmed/10995307 | https://www.ncbi.nlm.nih.gov/pubmed/19648492
Ractopamine is a feed additive to promote leanness in animals raised for their meat. Pharmacologically, it is a TAAR1 agonist and β adrenoreceptor agonist that stimulates β1 and β2 adrenergic receptors. Ractopamine is known to increase the rate of weight gain, improve feed efficiency, and increase carcass leanness in finishing swine. Its use in finishing swine yields about three kilograms of additional lean pork and improves feed efficiency by 10%. Ractopamine is the active ingredient in products known as Paylean for swine and Optaflexx for cattle, developed by Elanco Animal Health, a division of Eli Lilly and Company, for use in food animals for growth promotion. Ractopamine use has been banned in most countries, including the European Union, mainland China and Russia while 27 other countries, such as Japan, the United States, Canada, and South Korea, have deemed meat from livestock fed ractopamine safe for human consumption. Ractopamine is safe for finishing pigs heavier than 240 lb (110 kg) when administered in the diet at concentrations up to 10 ppm and fed for up to 35 days.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19245211 |
180.0 nM [Ki] | ||
Target ID: CHEMBL213 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20590599 |
6.97 null [pKd] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
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Effect of a ractopamine feeding program on growth performance and carcass composition in finishing pigs. | 2004 Aug |
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beta-Adrenergic receptor agonists increase apoptosis of adipose tissue in mice. | 2004 Jan |
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Response of barrows to space allocation and ractopamine. | 2004 Nov |
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The effect of dietary ractopamine concentration and duration of feeding on growth performance, carcass characteristics, and meat quality of finishing pigs. | 2004 Nov |
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The effects of ractopamine hydrochloride on lean carcass yields and pork quality characteristics. | 2005 Dec |
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Effects of ractopamine on performance and composition of pigs phenotypically sorted into fat and lean groups. | 2005 Jun |
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Development of a monoclonal antibody-based enzyme-linked immuosorbent assay for the beta-adrenergic agonist zilpaterol. | 2005 May 4 |
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Evaluation of the effects of dietary fat, conjugated linoleic acid, and ractopamine on growth performance, pork quality, and fatty acid profiles in genetically lean gilts. | 2006 Mar |
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Effects of steroidal implantation and ractopamine-HCl on nitrogen retention, blood metabolites and skeletal muscle gene expression in Holstein steers. | 2007 Oct |
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Response to ractopamine-HCl in heifers is altered by implant strategy across days on feed. | 2007 Sep |
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Effects of ractopamine supplementation and postmortem aging on longissimus muscle palatability of beef steers differing in biological type. | 2008 Jan |
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Effects of a "step-up" ractopamine feeding program, sex, and social rank on growth performance, hoof lesions, and Enterobacteriaceae shedding in finishing pigs. | 2009 Jan |
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Molecularly imprinted polymer for the determination of trace ractopamine in pork using SPE followed by HPLC with fluorescence detection. | 2009 May |
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Development and validation of a simple method for routine analysis of ractopamine hydrochloride in raw material and feed additives by HPLC. | 2009 May-Jun |
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Simultaneous determination of beta2-agonists in human urine by fast-gas chromatography/mass spectrometry: method validation and clinical application. | 2010 Apr |
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Effect of distillers dried grains with solubles and ractopamine (Paylean) on quality and shelf-life of fresh pork and bacon. | 2010 Aug |
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Effects of ractopamine and trenbolone acetate implants with or without estradiol on growth performance, carcass characteristics, adipogenic enzyme activity, and blood metabolites in feedlot steers and heifers. | 2010 Dec |
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Determination of beta-agonists in pig feed, pig urine and pig liver using capillary electrophoresis with electrochemical detection. | 2010 Jun |
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Determination of beta-adrenergic agonists by hapten microarray. | 2010 Jun 30 |
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Development and validation of a liquid chromatography tandem mass spectrometry method for the analysis of beta-agonists in animal feed and drinking water. | 2010 Sep 24 |
Patents
Sample Use Guides
Ractopamine used in the dose range of 4.5 to 18.0 g/ton
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20590599
CHO-K1 cells were grown to confluence in 24-well plates. The medium was removed and the cells were pre-labelled with [3H]-adenine by incubation for 2 h with 2 mCi/mL [3H]-adenine in serumfree medium (0.5 mL per well). The [3H]-adenine was removed, and each well was washed by the addition and removal of 1 mL serum-free medium. Then, 1 mL serum-free medium containing 1 mM IBMX was added to each well, and the cells were incubated for 15 min. Ractopamine (in 10 mL serum-free medium) was added to each well, and the plates were incubated for 10 min–5 h. The reaction was terminated by the addition of 50 mL concentrated HCl per well. The plates were then frozen, thawed and [3H]-cAMP separated from other 3H-nucleotides by sequential Dowex and alumina column chromatography
Substance Class |
Chemical
Created
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309G9J93TP
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Record Status |
Validated (UNII)
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C48149
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ACTIVE MOIETY |
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