{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 424765806 | Name = Mitraphylline | ImageFile = Mitraphylline.svg | ImageClass = skin-invert-image | ImageName = Mitraphylline | IUPACName = Methyl 19α-methyl-2-oxoformosanan-16-carboxylate | SystematicName = Methyl (1′''S'',3''R'',4′a''S'',5′a''S'',10′a''R'')-1′-methyl-2-oxo-1,2,4′a,5′,5′a,7′,8′,10′a-octahydro-1′''H'',10′''H''-spiro[indole-3,6′-pyrano[3,4-''f'']indolizine]-4′-carboxylate |Section1={{Chembox Identifiers | CASNo_Ref = {{cascite|correct|??}} | CASNo = 509-80-8 | EINECS = 208-106-0 | PubChem = 94160 | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 84977 | UNII_Ref = {{fdacite|changed|FDA}} | UNII = 1H9SRL2456 | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 2135897 | KEGG_Ref = {{keggcite|changed|kegg}} | KEGG = C09227 | SMILES = C[C@H]1[C@H]2CN3CC[C@]4([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)C5=CC=CC=C5NC4=O | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C21H24N2O4/c1-12-14-10-23-8-7-21(16-5-3-4-6-17(16)22-20(21)25)18(23)9-13(14)15(11-27-12)19(24)26-2/h3-6,11-14,18H,7-10H2,1-2H3,(H,22,25)/t12-,13-,14+,18-,21+/m0/s1 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = JMIAZDVHNCCPDM-DAFCLMLCSA-N }} |Section2={{Chembox Properties | Formula = C<sub>21</sub>H<sub>24</sub>N<sub>2</sub>O<sub>4</sub> | MolarMass = 368.1736 g/mol | Density = | MeltingPt = | BoilingPt = }} }}
'''Mitraphylline''', an oxindole derivative, is an active alkaloid in the leaves of the tree ''Mitragyna speciosa'', commonly known as kratom.<ref>{{cite journal|first1=Vamshi|last1=Manda|first2=Bharathi|last2=Avula|first3=Zulfiqar|last3=Ali|first4=Ikhlas|last4=Khan|title=Evaluation of ''In Vitro'' Absorption, Distribution, Metabolism, and Excretion (ADME) Properties of Mitragynine, 7-Hydroxymitragynine, and Mitraphylline|journal=Planta Medica|date=May 2014|issn=0032-0943|pages=568–576|volume=80|issue=7|doi=10.1055/s-0034-1368444|pmid=24841968|first5=Larry|last5=Walker|first6=Shabana|last6=Khan|bibcode=2014PlMed..80..568M }}</ref> As a non-narcotic constituent, it also occurs in the bark of ''Uncaria tomentosa'' (cat's claw) along with isomeric alkaloids.<ref>{{cite journal|first1=H.|last1=Stuppner|first2=S.|last2=Sturm|first3=G.|last3=Konwalinka|title=HPLC analysis of the main oxindole alkaloids from ''Uncaria tomentosa''|journal=Chromatographia|date=December 1992|issn=0009-5893|pages=597–600|volume=34|issue=11–12|doi=10.1007/BF02269869|s2cid=95048480 }}</ref>
== References == {{reflist}}
Category:Indole alkaloids Category:Mitragyna alkaloids Category:Spiro compounds