| Identification | Back Directory | [Name]
SUPININE | [CAS]
551-58-6 | [Synonyms]
Spinin
SUPININE
AI351772
AI3-51772
AI3 51772
(2S,3R)-2,3-Dihydroxy-2-(1-methylethyl)butanoic acid [(7aS)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl
(2S,3R)-2,3-Dihydroxy-2-(1-methylethyl)butanoic acid [(7aS)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl ester
Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, [(7aS)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl ester, (2S,3R)- | [Molecular Formula]
C15H25NO4 | [MDL Number]
MFCD01743011 | [MOL File]
551-58-6.mol | [Molecular Weight]
283.36 |
| Chemical Properties | Back Directory | [Melting point ]
148.5°C | [Boiling point ]
425.91°C (rough estimate) | [density ]
1.0662 (rough estimate) | [refractive index ]
1.5000 (estimate) | [pka]
12.59±0.29(Predicted) |
| Hazard Information | Back Directory | [Description]
A pyrrolizidine alkaloid obtained from Heliotropiurn supinurn, the base forms
colourless needles when crystallized from Me2CO. It has [α]D - 23.8° (EtOH)
and on alkaline hydrolysis furnishes trachelantic acid and supinidine. The latter
has b.p. 158-9°C/1O mm; [α]D - 9.45° (EtOH) and gives a crystalline picrate,
m.p.142-3°C. | [Uses]
Supinine is a hepatotoxic alkaloid that is excreted through urine as a metabolic pyrrole. | [Definition]
ChEBI: Supinine is a member of pyrrolizines. | [References]
Men'shikov, Gurevich.,]. Gen. Chern., USSR, 19,1382 (1949) |
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