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PROTOVERATRINE A

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PROTOVERATRINE A Basic information

Product Name:
PROTOVERATRINE A
Synonyms:
  • PROTOVERATRINE A
  • 6,7-diacetate3-((+)-2-hydroxy-2-methylbutyrate)15-((-)-2-methylbutyrate)
  • protalba
  • protoveratrin
  • [3beta(S),4alpha,6alpha,7alpha,15alpha(R),16beta]-4,9-epoxycevane-3,4,6,7,14,15,16,20-octol 6,7-diacetate 3-(2-hydroxy-2-methylbutyrate) 15-(2-methylbutyrate)
  • 4α,9-Epoxycevane-3β,4,6α,7α,14,15α,16β,20-octol 6,7-diacetate 3-[(S)-2-hydroxy-2-methylbutanoate]15-[(R)-2-methylbutanoate]
  • Puroverine
  • Cevane-3,4,6,7,14,15,16,20-octol, 4,9-epoxy-, 6,7-diacetate 3-(2-hydroxy-2-methylbutanoate) 15-(2-methylbutanoate), [3.beta.(S),4.alpha.,6.alpha.,7.alpha.,15.alpha.(R),16.beta.]-
CAS:
143-57-7
MF:
C41H63NO14
MW:
793.94
EINECS:
205-602-9
Product Categories:
  • Miscellaneous Natural Products
Mol File:
143-57-7.mol
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PROTOVERATRINE A Chemical Properties

Melting point:
267-269°C
alpha 
D25 -40.5° (pyridine); D25 -10.5° (chloroform)
Boiling point:
747.91°C (rough estimate)
Density 
1.36±0.1 g/cm3 (20 ºC 760 Torr)
refractive index 
1.6220 (estimate)
storage temp. 
2-8°C
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
powder
pka
10.74±0.70(Predicted)
color 
White
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Safety Information

Hazard Codes 
T+
Risk Statements 
26/27/28
Safety Statements 
22-36/37/39-45
RIDADR 
UN 1544 6.1/PG 1
WGK Germany 
3
RTECS 
FL5750100
HazardClass 
6.1(a)
PackingGroup 
I
Toxicity
LD50 s.c. in male mice: 0.29 mg/kg (Tanaka)

MSDS

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PROTOVERATRINE A Usage And Synthesis

Description

A further alkaloid isolated from Veratrum album, this base yields colourless crystals from EtOH. It is laevorotatory with [α]27D - 44.1° (pyridine) or - 12.1° (CHC13). Like the preceding base, it dissolves in H2S04 to give a blue colour. The complex with maleic acid has been prepared as colourless crystals, m.p. 241.5°C; [α]20D - 37.6°. On alkaline hydrolysis, the alkaloid furnishes protoverine, two moles of acetic acid, one mole of (-)-methylbutyric acid and one mole of (+)-2-hydroxy-2-methylbutyric acid.

Uses

Protoveratrine A is a pharmacological agent which displays neuroprotective effects in ischemic stroke.

Definition

ChEBI: Protoveratrine A is an alkaloid.

brand name

Protalba (Marion Merrell Dow).

target

Calcium Channel | Potassium Channel

References

Stoll, Seebeck., Helv. Chim. Acta, 36,718 (1953)

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