Basic information Safety Supplier Related

SUPININE

Basic information Safety Supplier Related

SUPININE Basic information

Product Name:
SUPININE
Synonyms:
  • SUPININE
  • (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
  • Spinin
  • Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, [(7aS)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl ester, (2S,3R)-
  • AI3 51772
  • AI351772
  • AI3-51772
CAS:
551-58-6
MF:
C15H25NO4
MW:
283.36
Mol File:
551-58-6.mol
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SUPININE Chemical Properties

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)
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SUPININE Usage And Synthesis

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)

SUPININESupplier

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