toddalolactone
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
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
- InChI
- InChI=1S/C16H20O6/c1-16(2,19)13(17)7-10-11(20-3)8-12-9(15(10)21-4)5-6-14(18)22-12/h5-6,8,13,17,19H,7H2,1-4H3/t13-/m1/s1
- InChIKey
- GLWPLQBQHWYKRK-CYBMUJFWSA-N
- SMILES
- C1(=O)OC2=CC(OC)=C(C[C@@H](O)C(O)(C)C)C(OC)=C2C=C1
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.
Chemical Properties
Pale yellow crystalline powder, soluble in methanol, derived from the blood of Zanthoxylum bungeanum and Flying Dragon Palm.
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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