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HomeProduct name listCYMARIN

CYMARIN

Synonym(s):K-Strophanthidin-D-cymaroside;K-Strophanthin-α

  • CAS NO.:508-77-0
  • Empirical Formula: C30H44O9
  • Molecular Weight: 548.66
  • MDL number: MFCD00003669
  • EINECS: 208-087-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 20:33:22
CYMARIN Structural

What is CYMARIN?

Originator

Alvonal,Goumldecke

The Uses of CYMARIN

Cymarin is a pure allelochemicals that is a potent growth inhibitor in plants.

The Uses of CYMARIN

Cymarin was used to study the effect of cardiac glycosides on vascular smooth muscles and ion transport.

Definition

ChEBI: Cymarin is a cardenolide glycoside.

Manufacturing Process

Finely ground seeds of Castilloa elastica (3550 g) are percolated with sufficient light petroleum (boiling point 60°-80°C) to ensure removal of all the fat. The mart is dried with a current of air and percolated with chloroform until no further color is obtained with alkaline m-dinitrobenzene. The percolate is evaporated under reduced pressure, the residue triturated with dry ether (750 ml) and filtered. The residue (69.75 g) is washed with dry ether, dried, and some of the washed residue (20 g) is dissolved in a benzene-chloroform mixture (50 ml), comprising one part benzene to two parts chloroform by volume, and is absorbed on to a column of alumina (7x32 cm), previously deactivated with 10% acetic acid [hereinafter referred to as Column (l)] and eluted with the same solvent mixture.
The compositions of the following fractions (collected from Column (I)) are identified by paper chromatography using Whatman No. 1 paper [Registered Trade Mark] and the aforementioned benzene-chloroform mixture.
Column (I). Fraction: (a) a pigment; (b) a substance of Rf 0.66; (c) a small quantity of a substance of Rf 0.66 and a substance of Rf 0.45; (d) a substance of Rf 0.45.
Fraction (c) is obtained from the column and concentrated. The solid residue is dissolved in the aforementioned benzene-chloroform mixture (15 ml) and fractionated further on a second deactivated alumina column (4x30cm). From this column [hereinafter referred to as Column (II)] the following fractions are collected and identified using the same chromatographic system as was used for identifying the fractions of Column (I).
Column (II). Fraction: (a) a substance of Rf 0.66; (b) a trace of a substance of Rf 0.66; (c) a substance of Rf 0.45.
The fractions (d) of Column (I) and (c) of Column (II) are combined and evaporated and the residue (80 g) crystallized from methanol and ether followed by further re-crystallization from dilute alcohol. On heating to 120°C under a pressure of 0.01 mm/Hg, the crystals Iost water to give a compound, cymarin, which has an [α]d 22 =+39.0°. The [α]d 20 of cymarin (obtained from another source) in methanol is + 39.3°.
Alternatively, fractional crystallization may be used in place of adsorption chromatography
Cumarin may be also prepared from seeds of Strophantus Kombe

Therapeutic Function

Cardiotonic

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biochem/physiol Actions

Cymarin is a cardiac glycoside and is classified as cardiotonic steroid. It inhibits ion transport by decreasing the activity of (Na-K)-ATPase.

Properties of CYMARIN

Melting point: 148°C
Boiling point: 540.83°C (rough estimate)
alpha  D20 +39.2° (methanol); D22 +39.0° (c = 1.7 in chloroform)
Density  1.1277 (rough estimate)
refractive index  1.5500 (estimate)
storage temp.  2-8°C
pka 13.55±0.70(Predicted)
form  Solid
color  White to off-white
BRN  101370

Safety information for CYMARIN

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
GHS Hazard Statements H373:Specific target organ toxicity, repeated exposure
Precautionary Statement Codes P314:Get medical advice/attention if you feel unwell.

Computed Descriptors for CYMARIN

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