Retronecine

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Retronecine
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Names
Preferred IUPAC name
(1R,7aR)-7-(Hydroxymethyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-ol
Other names
(+)-Retronecine; Retronecin; Senecifolinene
Identifiers
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3D model (JSmol)
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  • InChI=1S/C8H13NO2/c10-5-6-1-3-9-4-2-7(11)8(6)9/h1,7-8,10-11H,2-5H2/t7-,8-/m1/s1
    Key: HJSJELVDQOXCHO-HTQZYQBOSA-N
  • InChI=1/C8H13NO2/c10-5-6-1-3-9-4-2-7(11)8(6)9/h1,7-8,10-11H,2-5H2/t7-,8-/m1/s1
    Key: HJSJELVDQOXCHO-HTQZYQBOBU
  • C1CN2CC=C([C@@H]2[C@@H]1O)CO
Properties
C8H13NO2
Molar mass 155.197 g·mol−1
Melting point 119 to 120 °C (246 to 248 °F; 392 to 393 K)[1]
Hazards
Lethal dose or concentration (LD, LC):
634 mg/kg (IV, mouse)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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Retronecine is a pyrrolizidine alkaloid found in a variety of plants in the genera Senecio and Crotalaria, and the family Boraginaceae. It is the most common central core for other pyrrolizidine alkaloids.[1]

See also

References

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  1. ^ a b c Retronecine, Merck Index, 12th Edition, 8334


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