Ractopamine Hydrochloride

Basic Info

Common NameRactopamine Hydrochloride(F05898)
2D Structure
FRCD IDF05898
CAS Number90274-24-1
PubChem CID14010333
FormulaC18H24ClNO3
IUPAC Name

4-[3-[[2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino]butyl]phenol;hydrochloride

InChI Key

JHGSLSLUFMZUMK-UHFFFAOYSA-N

InChI

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

Canonical SMILES

CC(CCC1=CC=C(C=C1)O)NCC(C2=CC=C(C=C2)O)O.Cl

Isomeric SMILES

CC(CCC1=CC=C(C=C1)O)NCC(C2=CC=C(C=C2)O)O.Cl

Synonyms
        
            4-(1-Hydroxy-2-((4-(4-hydroxyphenyl)butan-2-yl)amino)ethyl)phenol hydrochloride
        
            Ractopamine hydrochloride
        
            90274-24-1
        
            Ractopamine HCl
        
            rac Ractopamine Hydrochloride
        
            El737
        
            Benzenemethanol, 4-hydroxy-alpha-(((3-(4-hydroxyphenyl)-1-methylpropyl)amino)methyl)-, hydrochloride
        
            Topmax
        
            4-[3-[[2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino]butyl]phenol;hydrochloride
        
            Paylean 9
Classifies
                

                  
                    Veterinary Drug
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassPhenols
Subclass1-hydroxy-2-unsubstituted benzenoids
Intermediate Tree NodesNot available
Direct Parent1-hydroxy-2-unsubstituted benzenoids
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
Substituents1-hydroxy-2-unsubstituted benzenoid - Aralkylamine - Monocyclic benzene moiety - 1,2-aminoalcohol - Secondary alcohol - Secondary aliphatic amine - Secondary amine - Aromatic alcohol - Alcohol - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic oxygen compound - Amine - Hydrocarbon derivative - Hydrochloride - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that a unsubstituted at the 2-position.

Properties

Property NameProperty Value
Molecular Weight337.844
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Complexity297
Monoisotopic Mass337.144
Exact Mass337.144
Formal Charge0
Heavy Atom Count23
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count2

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB-0.7103
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.5238
P-glycoprotein SubstrateSubstrate0.6705
P-glycoprotein InhibitorNon-inhibitor0.9000
Non-inhibitor0.8947
Renal Organic Cation TransporterNon-inhibitor0.6915
Distribution
Subcellular localizationMitochondria0.7449
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6796
CYP450 2D6 SubstrateSubstrate0.5400
CYP450 3A4 SubstrateNon-substrate0.5685
CYP450 1A2 InhibitorNon-inhibitor0.7008
CYP450 2C9 InhibitorNon-inhibitor0.9007
CYP450 2D6 InhibitorInhibitor0.7656
CYP450 2C19 InhibitorNon-inhibitor0.6438
CYP450 3A4 InhibitorNon-inhibitor0.6713
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8321
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.5832
Non-inhibitor0.5915
AMES ToxicityNon AMES toxic0.7519
CarcinogensNon-carcinogens0.8972
Fish ToxicityHigh FHMT0.9782
Tetrahymena Pyriformis ToxicityHigh TPT0.9896
Honey Bee ToxicityLow HBT0.6496
BiodegradationNot ready biodegradable0.9640
Acute Oral ToxicityIII0.6131
Carcinogenicity (Three-class)Non-required0.7185
Model Value Unit
Absorption
Aqueous solubility-4.0952LogS
Caco-2 Permeability0.5878LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.3853LD50, mol/kg
Fish Toxicity0.8167pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.4393pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Muscle Of SwineUnited States0.05ppm
Liver Of SwineUnited States0.15ppm
Muscle Of CattleUnited States0.03ppm
Liver Of CattleUnited States0.09ppm
Pig,Edible OffalJapan0.04ppm
Cattle,Edible OffalJapan0.04ppm
Pig,KidneyJapan0.09ppm
Cattle,KidneyJapan0.09ppm
Pig,LiverJapan0.04ppm
Cattle,LiverJapan0.04ppm
Pig,FatJapan0.01ppm
Cattle,FatJapan0.01ppm
Pig,MuscleJapan0.01ppm
Cattle,MuscleJapan0.01ppm

References

TitleJournalDatePubmed ID
Ham and belly processing characteristics of immunological castrated barrows(Improvest) fed ractopamine hydrochloride (Paylean).Meat Sci2016 Feb26584399
Comparative effects of zilpaterol hydrochloride and ractopamine hydrochloride on live performance and carcass characteristics of calf-fed Holstein steers.J Anim Sci2014 Sep25006068
Impact of ractopamine hydrochloride on growth, efficiency, and carcass traits of finishing pigs in a three-phase marketing strategy.J Anim Sci2014 Mar24492553
Effects of ractopamine hydrochloride and zilpaterol hydrochloride supplementationon carcass cutability of calf-fed Holstein steers.J Anim Sci2014 Jan24243909
Effects of ractopamine hydrochloride and zilpaterol hydrochloride supplementationon longissimus muscle shear force and sensory attributes of calf-fed Holsteinsteers.J Anim Sci2014 Jan24243905
A comparison of slice characteristics and sensory characteristics of bacon fromimmunologically castrated barrows with bacon from physically castrated barrows,boars, and gilts.J Anim Sci2014 Dec25367526
Meta-analysis of the effects of ractopamine hydrochloride on carcass cutabilityand primal yields of finishing pigs.J Anim Sci2013 Feb23148254
Feedlot efficiency implications on greenhouse gas emissions and sustainability.J Anim Sci2011 Aug21398565