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5286-10-2

5286-10-2 Structure

5286-10-2 Structure
IdentificationBack Directory
[Name]

cryogenine
[CAS]

5286-10-2
[Synonyms]

Lythrine
[Molecular Formula]

C26H29NO5
[MOL File]

5286-10-2.mol
[Molecular Weight]

435.512
Chemical PropertiesBack Directory
[Melting point ]

241-2°C
[solubility ]

DMF: 20 mg/ml; DMSO: 20 mg/ml; Ethanol: 1 mg/ml
[form ]

A crystalline solid
Hazard InformationBack Directory
[Description]

Lythrine is an alkaloid originally isolated from H. salicifolia that inhibits prostaglandin synthetase (IC50 = 469 μM).
[Description]

This alkaloid is also present in Heimia salicifolia Link & Otto and is obtained as long, glistening needles from either CH2Clr light petroleum or CH2Cl2-MeOH. It is dextrorotatory with [α]25D + 40.6° (c 0.3, CHC13) and the ultraviolet spectrum shows two absorption maxima at 260 and 284 mJ.1. The following salts and derivatives have been prepared to characterize the base: the hydrochloride as prisms, m.p. 325-331 °c (dec.); the acetyl derivative, m.p. In-3°C; [o:lf,S + 33.1 ° (c 0.75, CHC13) and the methyl ether, m.p. 239-24loC; the latter yielding a crystalline hydrochloride and hydrobromide containing MeOH of crystalliza_x0002_tion.
[Definition]

ChEBI: (+)-Lythrine is a member of quinolizidines.
[References]

Blomster, Schwarting, Bobbitt., LZoydia, 27, 15 (1964) Douglas et aZ., ibid, 27, 25 (1964) Crystal structure: Zacharias et aZ., Experientia, 21, 247 (1965) Stereochemistry: Ferris, Boyce, Briner., J. Amer. Chern. Soc., 93,2942 (1971) Ferris etaZ., ibid, 93,2963 (1971)
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