Akuammine

Akuammine (vincamajoridine^[2]) is an indole alkaloid. It is the most abundant alkaloid found in the seeds from the tree Picralima nitida,^[3] commonly known as akuamma, comprising 0.56% of the dried powder. It has also been isolated from Vinca major.^[2] Akuammine is structurally related to yohimbine, mitragynine and more distantly Voacangine, all of which are alkaloid plant products with pharmacological properties.

Akuammine

Names
Other names Vincamajoridine
Identifiers
CAS Number	3512-87-6 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL484665 N
ChemSpider	16735645 Y
PubChem CID	6441511
UNII	0421AQV5W3 Y
InChI InChI=1S/C22H26N2O4/c1-4-13-11-24-8-7-21-16-9-14(25)5-6-17(16)23(2)22(21)18(24)10-15(13)20(21,12-28-22)19(26)27-3/h4-6,9,15,18,25H,7-8,10-12H2,1-3H3/b13-4+/t15-,18?,20?,21+,22-/m1/s1 Y Key: YILKZADAWNUTTB-OCTHBTNBSA-N Y
SMILES COC(=O)C46CO[C@]35N(C)c1ccc(O)cc1[C@]56CCN2C/C(=C\C)[C@H]4CC23
Properties
Chemical formula	C22H26N2O4
Molar mass	382.460 g·mol−1
Melting point	225 °C (437 °F; 498 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Pharmacology

Akuammine has antimalarial activity,^[3] and may be the primary constituent of P. nitida seeds responsible for this activity.^[4]

Akuammine is an opioid agonist with low affinity, selective for the mu-opioid receptor, when tested in vitro.^[5][6]