1.02010-04-08 22:04:57 UTC2018-05-28 23:05:53 UTCFDB001397SynephrineSynephrine (or oxedrine) is a drug commonly used for weight loss. While its effectiveness is widely debated, synephrine has gained significant popularity as an alternative to ephedrine, a related substance which has been made illegal or restricted in many countries due to its use as a precursor in the illicit manufacture of methamphetamine. Products containing bitter orange or synephrine: suspected cardiovascular adverse reactions [citation needed]. Synephrine is derived primarily from the fruit of Citrus aurantium, a relatively small citrus tree, of which several of its more common names include Bitter Orange, Sour Orange, and Zhi shi.; There has been some confusion surrounding synephrine and phenylephrine (neosynephrine), one of its positional isomers. The chemicals are similar in structure; the only difference is the location of the aromatic hydroxyl group. In synephrine, the hydroxyl is at the para position, whereas, in neosynephrine, it is at the meta position. Each compound has differing biological properties.; p-Synephrine is an endogenous amine in plasma, in variable levels with a tendency to be higher in hypertensive patients (PMID 8255371).α-(4-hydroxyphenyl)ethyl alcohol1-(p-Hydroxyphenyl)-2-methylaminoethanol4-Hydroxy-a-[(methylamino)methyl]benzenemethanol, 9CIAnaleptinEthapheneOxedrine, BANp-(a-Hydroxy-b-methylaminoethyl)phenolSimpalonSympatholC9H13NO2167.205167.0946286654-[1-hydroxy-2-(methylamino)ethyl]phenolsynephrine94-07-5CNCC(O)C1=CC=C(O)C=C1InChI=1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3YRCWQPVGYLYSOX-UHFFFAOYSA-N belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.1-hydroxy-2-unsubstituted benzenoidsOrganic compoundsBenzenoidsPhenols1-hydroxy-2-unsubstituted benzenoidsAromatic homomonocyclic compounds1,2-aminoalcoholsAralkylaminesAromatic alcoholsBenzene and substituted derivativesDialkylaminesHydrocarbon derivativesOrganopnictogen compoundsSecondary alcohols1,2-aminoalcohol1-hydroxy-2-unsubstituted benzenoidAlcoholAmineAralkylamineAromatic alcoholAromatic homomonocyclic compoundHydrocarbon derivativeMonocyclic benzene moietyOrganic nitrogen compoundOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundSecondary alcoholSecondary aliphatic amineSecondary amineethanolaminesphenethylamine alkaloidphenolslogp-0.62logs-0.95solubility1.86e+01 g/lmelting_point184.5 oClogp-0.071pka_strongest_acidic9.76pka_strongest_basic9.15iupac4-[1-hydroxy-2-(methylamino)ethyl]phenolaverage_mass167.205mono_mass167.094628665smilesCNCC(O)C1=CC=C(O)C=C1formulaC9H13NO2inchiInChI=1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3inchikeyYRCWQPVGYLYSOX-UHFFFAOYSA-Npolar_surface_area52.49refractivity47.25polarizability18.23rotatable_bond_count3acceptor_count3donor_count3physiological_charge1formal_charge0Specdb::MsIr2257Specdb::MsIr2258Specdb::MsIr2259Specdb::CMs1480Specdb::CMs11610Specdb::CMs31527Specdb::CMs31895Specdb::CMs31896Specdb::CMs31897Specdb::CMs38817Specdb::CMs165051Specdb::NmrOneD54662Specdb::NmrOneD54663Specdb::NmrOneD54664Specdb::NmrOneD54665Specdb::NmrOneD54666Specdb::NmrOneD54667Specdb::NmrOneD54668Specdb::NmrOneD54669Specdb::NmrOneD54670Specdb::NmrOneD54671Specdb::NmrOneD54672Specdb::NmrOneD54673Specdb::NmrOneD54674Specdb::NmrOneD54675Specdb::NmrOneD54676Specdb::NmrOneD54677Specdb::NmrOneD54678Specdb::NmrOneD54679Specdb::NmrOneD54680Specdb::NmrOneD54681Specdb::MsMs11219Specdb::MsMs11220Specdb::MsMs11221Specdb::MsMs17891Specdb::MsMs17892Specdb::MsMs17893Specdb::MsMs439576Specdb::MsMs439577Specdb::MsMs449640Specdb::MsMs449641Specdb::MsMs2229348Specdb::MsMs2230127Specdb::MsMs2252968Specdb::MsMs2253521Specdb::MsMs2255001Specdb::MsMs2255564Specdb::MsMs2256939Specdb::MsMs2257673Specdb::MsMs2258944Specdb::MsMs2259612Specdb::MsMs2441083Specdb::MsMs2441084Specdb::MsMs2441085Specdb::MsMs2524272Specdb::MsMs252427329081AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823