Meteloidine

Meteloidine is an alkaloid found in some Brugmansia and Datura species.[1] Its also found in Erythroxylum australe and is said to be cocaine-like alkaloid.[2]

Meteloidine

Names
IUPAC name [(6R,7S)-6,7-Dihydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (E)-2-methylbut-2-enoate
Identifiers
CAS Number	526-13-6
3D model (JSmol)	Interactive image
PubChem CID	5281864
UNII	JN0S84O367
InChI InChI=1S/C13H21NO4/c1-4-7(2)13(17)18-8-5-9-11(15)12(16)10(6-8)14(9)3/h4,8-12,15-16H,5-6H2,1-3H3/b7-4+/t8?,9?,10?,11-,12+ Key: YZFJTFVPCWEPND-JHOCIBHQSA-N
SMILES C/C=C(\C)/C(=O)OC1CC2[C@@H]([C@@H](C(C1)N2C)O)O
Properties
Chemical formula	C13H21NO4
Molar mass	255.314 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References

1. Leete, E; Murrill, J. B (1967). "Biosynthesis of the tiglic acid moiety of meteloidine in Datura meteloides". Tetrahedron Letters. 18: 1727–30. doi:10.1016/s0040-4039(00)90710-x. PMID 6045963.
2. https://www.erowid.org/psychoactives/faqs/faq_natural_high_australia.shtml#COCAINE