Retronecine

Retronecine
Names
	Preferred IUPAC name (1R,7aR)-7-(Hydroxymethyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-ol
	Other names (+)-Retronecine; Retronecin; Senecifolinene
Identifiers
CAS Number	480-85-3 ;
3D model (JSmol)	Interactive image;
ChemSpider	9783;
PubChem CID	10198;
UNII	2P5723M6II ;
CompTox Dashboard (EPA)	DTXSID401020156 ;
	InChI 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;
	SMILES C1CN2CC=C([C@@H]2[C@@H]1O)CO;
Properties
Chemical formula	C8H13NO2
Molar mass	155.197 g·mol−1
Melting point	119 to 120 °C (246 to 248 °F; 392 to 393 K)
Hazards
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	634 mg/kg (IV, mouse)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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]

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Heliotridine, the enantiomer of retronecine

[1]
Retronecine, Merck Index, 12th Edition, 8334

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[Merck-1] [1]
Retronecine, Merck Index, 12th Edition, 8334

[1]

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References