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36069-05-3

36069-05-3 Structure

36069-05-3 Structure
IdentificationBack Directory
[Name]

PSEUDOJERVINE
[CAS]

36069-05-3
[Synonyms]

PSEUDOJERVINE
[Molecular Formula]

C33H49NO8
[MDL Number]

MFCD01716648
[MOL File]

36069-05-3.mol
[Molecular Weight]

587.749
Chemical PropertiesBack Directory
[Melting point ]

300-301° (dec)
[alpha ]

D25 -133° (c = 0.48 in 1:3 ethanol-chloroform)
[Boiling point ]

643.44°C (rough estimate)
[density ]

1.1485 (rough estimate)
[refractive index ]

1.5960 (estimate)
Hazard InformationBack Directory
[Description]

This alkaloid has been found in both Veratrum album and V. viride Ait. It crystallizes from EtOH in hexagonal tablets and has [α]20D - 139° (CHC13). The hydrochloride dihydrate has m.p. 254-6°C (dry, dec.); the sulphate is also crystalline but the aurichloride is amorphous. Poethke has shown that the alkaloid is a secondary base, gives a nitro so derivative, m.p. 261°C, and contains five replaceable hydrogen atoms. On boiling with dilute HCl it is hydrolyzed to (+)- glucose and isojervine, an isomer of jervine. This latter base crystallizes with solvent, e.g. the CHC13 adduct softens at 135-1500 C; the crystallizate with EtOH has m.p. 114-6°C (dec.) and that with Me2CO has m.p. 110-4°C; [α]20D - 32° (EtOH).
[Definition]

ChEBI: Pseudojervine is a steroid saponin.
[References]

Wright, Luff., J. Chem. Soc., 35,405,421 (1879)
Salzberger., Arch. Pharm., 228,462 (1890)
Poethke., ibid, 275,357,571 (1937)
Poethke., ibid, 276, 170 (1938)
Jacobs, Craig.,J. Biol. Chem., 155,564 (1944)
Spectrum DetailBack Directory
[Spectrum Detail]

PSEUDOJERVINE(36069-05-3)1HNMR
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