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toddalolactone

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toddalolactone Basic information

Product Name:
toddalolactone
Synonyms:
  • toddalolactone
  • 6-(2,3-Dihydroxy-3-methylbutyl)-5,7-dimethoxy-2H-1-benzopyran-2-one
  • Toddaline
  • (+)-Toddalolactone
  • 6-[(2R)-2,3-dihydroxy-3-methyl-butyl]-5,7-dimethoxy-chromen-2-one
  • 6-[(2R)-2,3-dihydroxy-3-methylbutyl]-5,7-dimethoxychromen-2-one
  • 6-[(2R)-2,3-dihydroxy-3-methyl-butyl]-5,7-dimethoxy-coumarin
  • Toddaloactone
CAS:
483-90-9
MF:
C16H20O6
MW:
308.33
Mol File:
483-90-9.mol
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toddalolactone Chemical Properties

Melting point:
269-270°C
Boiling point:
530.0±50.0 °C(Predicted)
Density 
1.269±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
pka
14.39±0.20(Predicted)
form 
Solid
color 
White to off-white
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toddalolactone Usage And Synthesis

Description

Toddalia aculeata Pers. (Rutaceae) contains, in addition to Berberine (q.v.), two closely related alkaloids. This particular base forms colourless crystals from CHC13 and is characterized as the hydrochloride monohydrate, m.p. 205-6°C; nitrate, yellow needles, m.p. 239° C (dec.) and the picrate, glancing needles, m.p. 237-8°C. Two methoxyl groups and a methylimino group have been shown to be present.

Uses

Toddalolactone is a prenylated coumarin which acts as a natural phosphodiesterase-4 inhibitor. Antiplasmodial and larvicidal agent.

References

Dey, Pillay., Arch. Pharm., 271,477 (1933)
Dey et al., Ind. J. Med. Res., 22,765 (1935)
Lobstein, Hesse., Bull. Sci. Pharmacol., 38, 157 (1931)

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