7143. Peonidin

Nomenclature

CAS number: 134-01-0
3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-benzopyrylium chloride; 3,4′,5,7-tetrahydroxy-3′-methoxyflavylium chloride; 3,4′,5,7-tetrahydroxy-3′-methoxy-2-phenylbenzopyrylium chloride.
C16H13ClO6; mol wt 336.72.
C 57.07%, H 3.89%, Cl 10.53%, O 28.51%.

Description and references

The aglucon of peonin: R. Willst"atter, T. J. Nolan, Ann. 408, 136 (1915). Structure and synthesis: T. J. Nolan et al., J. Chem. Soc. 1926, 1968; S. Murakami, R. Robinson, ibid. 1928, 1537.

Chemical structure

Derivative

Monohydrate.

Properties

Reddish-brown needles from aq 20% hydrochloric acid soln. Moderately sol in water giving a reddish-brown soln. Sol in alc giving a purplish-red soln.

Derivative

3,5-Diglucoside.

Nomenclature

3,5-Bis(β-d-glucopyranosyloxy)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-benzopyrylium chloride; peonin.
C28H33ClO16; mol wt 661.01.
C 50.88%, H 5.03%, Cl 5.36%, O 38.73%.

Properties

From deep violet-red peonies: R. Willst"atter, T. J. Nolan, loc. cit. Synthesis: R. Robinson, A. R. Todd, J. Chem. Soc. 1932, 2488. Deep purple needles with water of crystn from dil HCl, mp 165-167° (dec).