560-54-3

Basic information

• Product Name: STROPHANTHIDOL
• Synonyms: 3,5,14,19-tetrahydroxy-,(3-beta,5-beta)-card-20(22)-enolid;3-beta,5,14,19-tetrahydroxy-5-beta-card-20(22)-enolid;5BETA,20[22]-CARDENOLIDE-3BETA,5,14,19-TETROL;3BETA,5,14,19-TETRAHYDROXY-5BETA,20[22]-CARDENOLIDE;K-STROPHANTHIDOL;STROPHANTHIDOL;(3beta,5beta)-3,5,14,19-tetrahydroxycard-20(22)-enolide;STROPHANTHIDOL(RG)
• CAS NO: 560-54-3
• Molecular Formula: C₂₃H₃₄O₆
• Molecular Weight: 406.51
• EINECS: 209-211-4
• Mol File: 560-54-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 140°C
• Boiling Point: 629.9 °C at 760 mmHg
• Flash Point: 217.6 °C
• Appearance: /
• Density: 1.38 g/cm³
• Vapor Pressure: 1.63E-18mmHg at 25°C
• Refractive Index: 1.637
• Storage Temp.: −20°C
• PKA: 14.31±0.70(Predicted)
• CAS DataBase Reference: STROPHANTHIDOL(CAS DataBase Reference)
• NIST Chemistry Reference: STROPHANTHIDOL(560-54-3)
• EPA Substance Registry System: STROPHANTHIDOL(560-54-3)

Safety Data

• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: FH5325000
• Hazardous Substances Data: 560-54-3(Hazardous Substances Data)

Usage

General Description

Strophanthidol is a steroidal glycoside and a highly toxic cardiac glycoside found in plants of the Apocynaceae family, particularly the strophanthus and acocanthera genera. It acts as a potent and specific inhibitor of the sodium-potassium ATPase pump in the cell membrane, leading to an increase in intracellular sodium and calcium levels and subsequent cardiac toxicity. Strophanthidol has been used historically as a treatment for heart failure and arrhythmias, but its narrow therapeutic index and potential for severe toxicity limit its clinical use. Due to its toxicity, it is not recommended for medical use and is classified as a controlled substance.

InChI:InChI=1/C23H34O6/c1-20-6-3-17-18(4-8-22(27)11-15(25)2-7-21(17,22)13-24)23(20,28)9-5-16(20)14-10-19(26)29-12-14/h10,15-18,24-25,27-28H,2-9,11-13H2,1H3/t15-,16+,17-,18+,20+,21-,22-,23-/m0/s1

Upstream product

• 66-28-4 strophanthidin 

Downstream Products

• 16479-53-1 3β-β-D-glucopyranosyloxy-5,14,19-trihydroxy-5β,14β-card-20(22)-enolide 
• 3253-62-1 convallatoxol 
• 19548-71-1 3β,19,21-Triacetoxy-5,14-dihydroxy-5β,14β,17α-pregnanon-20 
• 19886-65-8 3β,19,21-triacetoxy-5,14-dihydroxy-5β,14β-pregnan-20-one 

Relevant articles and documents

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Corchorusosides A, B, C, D, and E, new cardiotonic oligoglycosides from the seeds of Corchorus olitorius L. (Moroheiya)

The methanolic extract of the seeds of Corchorus olitorius L. (Moroheiya) was found to show inhibitory effect against Na+,K+-ATPase and positive inotropic activity in the guinea pig isolated atria. Through bioassay-guided separation from the methanolic extract, new cardenolide oligoglycosides called corchorusosides A, B, C, D, and E were isolated together with six known cardenolide oligoglycosides. The structures of new corchorusosides were determined on the basis of chemical and physicochemical evidence. All cardenolide oligoglycosides from the seeds showed potent inhibitory activity against Na+,K+-ATPase, which was equivalent to those of digitoxin and ouabain. The methanolic extract, glycoside fraction, and principal glycoside showed potent acute toxicity by intraperitoneal administration, whereas they showed little acute toxicity by oral administration. Furthermore, by means of HPLC quantitative analysis of the cardiotonic oligoglycosides, it was found that the glycosides mainly distributed in the seeds , while the edible parts such as fresh young leaves and stems contained only trace amount.