Mitraphylline

Mitraphylline

Error creating thumbnail: 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
CAS Number	509-80-8 checkY
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL2135897 ☒N
ChemSpider	84977 ☒N
ECHA InfoCard
EC Number	208-106-0
E number
KEGG	C09227 ☒N
PubChem CID	94160
UNII	1H9SRL2456 ☒N
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI 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
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
Properties
Chemical formula	C21H24N2O4
Molar mass	368.1736 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☒N verify (what is checkY☒N ?) Infobox references

Mitraphylline, an oxindole derivative, is an active alkaloid in the leaves of the tree Mitragyna speciosa, commonly known as kratom. 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.

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 leukemia cell lines.