PSEUDOJERVINE
PSEUDOJERVINE Basic information
- Product Name:
- PSEUDOJERVINE
- Synonyms:
-
- PSEUDOJERVINE
- Spiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-11(1H)-one, 3-(β-D-glucopyranosyloxy)-2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3',6',10,11b-tetramethyl-, (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-
- CAS:
- 36069-05-3
- MF:
- C33H49NO8
- MW:
- 587.749
- Mol File:
- 36069-05-3.mol
PSEUDOJERVINE Chemical Properties
- 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)
- pka
- 12.91±0.70(Predicted)
PSEUDOJERVINE Usage And Synthesis
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).
Chemical Properties
White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Veratrum nigrum L.
Uses
Pseudojervine is a glycoalkaloid with a feeble inhibition activity against platelet aggregation[1].
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)
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