Mitraphylline

Mitraphylline, an oxindole derivative, is an active alkaloid in the leaves of the tree Mitragyna speciosa, commonly known as kratom.[1] As a non-narcotic constituent, it also occurs to a significant amount in the bark of Uncaria tomentosa (Cat's Claw) along with a number of isomeric alkaloids.[2]

Mitraphylline
Mitraphylline
Names
IUPAC name
Methyl 19α-methyl-2-oxoformosanan-16-carboxylate
Systematic IUPAC name
Methyl (1′S,3R,4′aS,5′aS,10′aR)-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
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard100.007.370 Edit this at Wikidata
EC Number
  • 208-106-0
KEGG
UNII
  • InChI=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 ☒N
    Key: JMIAZDVHNCCPDM-DAFCLMLCSA-N ☒N
  • C[C@H]1[C@H]2CN3CC[C@]4([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)C5=CC=CC=C5NC4=O
Properties
C21H24N2O4
Molar mass368.1736 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Current research is focusing on antiproliferative and cytotoxic effects and its in vivo efficacy to induce apoptosis in human breast cancer, sarcoma as well as lymphoblastic leukaemia cell lines.[3][4][5][6][7][8]

References