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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
Structure of RACTOPAMINE HYDROCHLORIDE

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

HIDE SMILES / InChI

Molecular Formula C18H23NO3
Molecular Weight 301.3801
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
180.0 nM [Ki]
6.97 null [pKd]

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Ractopamine used in the dose range of 4.5 to 18.0 g/ton
Route of Administration: Oral
In Vitro Use Guide
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
Record UNII
309G9J93TP
Record Status Validated (UNII)
Record Version