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symphytine

symphytine Structural

What is symphytine?

Description

This pyrrolizidine alkaloid occurs in the roots of Symphytum officinale Linn. and is difficult to crystallize. The above structure has been proposed on the basis of chemical degradation and spectroscopic evidence.

Definition

ChEBI: A but-2-enoate ester obtained by formal condensation of the carboxy group of (2E)-2-methylbut-2-enoic acid with the 1-hydroxy group of (1R,7aR)-7-({[(2S,3S)-2,3-dihydroxy- -isopropylbutanoyl]oxy}methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-ol.

References

Furuya, Araki., Chem. Pharm. Bull. (Tokyo), 16,2512 (1968)
Structure: Furuya, Hikichi., Phytochem., 10, 2217 (1971)

Properties of symphytine

Boiling point: 508.85°C (rough estimate)
Density  1.2168 (rough estimate)
refractive index  1.5614 (estimate)
pka 12.59±0.29(Predicted)
IARC 3 (Vol. 31, Sup 7) 1987

Safety information for symphytine

Computed Descriptors for symphytine

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