Thesinine

Thesinine

Names
IUPAC name (1R,7aR)-Hexahydro-1H-pyrrolizin-1-ylmethyl (2E)-3-(4-hydroxyphenyl)acrylate
Identifiers
CAS Number	488-02-8
ChemSpider	4954561
Jmol interactive 3D	Image
PubChem	6452120
InChI 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
SMILES O=C(OC[C@H]2[C@@H]1N(CCC1)CC2)\C=C\c3ccc(O)cc3
Properties
Chemical formula	C17H21NO3
Molar mass	287.36 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

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]

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.