| Identification | Back Directory | [Name]
toddalolactone | [CAS]
483-90-9 | [Synonyms]
Toddaline
Toddaloactone
toddalolactone
(+)-Toddalolactone
6-[(2R)-2,3-dihydroxy-3-methyl-butyl]-5,7-dimethoxy-coumarin
6-[(2R)-2,3-dihydroxy-3-methylbutyl]-5,7-dimethoxychromen-2-one
6-[(2R)-2,3-dihydroxy-3-methyl-butyl]-5,7-dimethoxy-chromen-2-one
6-(2,3-Dihydroxy-3-methylbutyl)-5,7-dimethoxy-2H-1-benzopyran-2-one
2H-1-Benzopyran-2-one, 6-[(2R)-2,3-dihydroxy-3-methylbutyl]-5,7-dimethoxy- | [Molecular Formula]
C16H20O6 | [MDL Number]
MFCD08693573 | [MOL File]
483-90-9.mol | [Molecular Weight]
308.33 |
| Chemical Properties | Back Directory | [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 | [form ]
Solid | [pka]
14.39±0.20(Predicted) | [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 |
| Hazard Information | Back Directory | [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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