Thesinine

Thesinine is a pyrrolizidine alkaloid first isolated from Thesium minkwitzianum from which it derives its name.[1] It is also found in the flowers and seeds of borage.[2]

Not to be confused with Theanine.
Thesinine
Names
Preferred IUPAC name
[(1R,7aR)-Hexahydro-1H-pyrrolizin-1-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C17H21NO3/c19-15-6-3-13(4-7-15)5-8-17(20)21-12-14-9-11-18-10-1-2-16(14)18/h3-8,14,16,19H,1-2,9-12H2/b8-5+/t14-,16+/m0/s1
    Key: FQVNMXZPGWLUFZ-BNVCYRGBSA-N
  • InChI=1/C17H21NO3/c19-15-6-3-13(4-7-15)5-8-17(20)21-12-14-9-11-18-10-1-2-16(14)18/h3-8,14,16,19H,1-2,9-12H2/b8-5+/t14-,16+/m0/s1
    Key: FQVNMXZPGWLUFZ-BNVCYRGBBG
  • O=C(OC[C@H]2[C@@H]1N(CCC1)CC2)\C=C\c3ccc(O)cc3
Properties
C17H21NO3
Molar mass 287.359 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. Arendaruk, A. P.; Proskurnina, N. F.; Konovalova, R. A. (1960). "Alkaloids of Thesium minkwitzianum plant". Zhurnal Obshchei Khimii. 30: 670–676.
  2. Dodson, Craig D.; Stermitz, Frank R. (1986). "Pyrrolizidine alkaloids from borage (Borago officinalis) seeds and flowers". Journal of Natural Products. 49 (4): 727–728. doi:10.1021/np50046a045.


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