465-22-5

Basic information

• Product Name: scillarenin
• Synonyms: scillarenin;5-[(3S,10R,13R,14S,17S)-3,14-dihydroxy-10,13-dimethyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one;3β,14-Dihydroxy-14β-bufa-4,20,22-trienolide;3β,14-Dihydroxybufa-4,20,22-trienolide;(3β)-3,14-Dihydroxybufa-4,20,22-trienolide;3β-Scillarenin;Cardiogenin;NSC 234669
• CAS NO: 465-22-5
• Molecular Formula: C₂₄H₃₂O₄
• Molecular Weight: 384.51
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids
• Mol File: 465-22-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 232-238°
• Boiling Point: 572.6°Cat760mmHg
• Flash Point: 196.4°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 1.71E-15mmHg at 25°C
• Refractive Index: 1.608
• Storage Temp.: -20°C Freezer
• Solubility: Pyridine (Slightly)
• CAS DataBase Reference: scillarenin(CAS DataBase Reference)
• NIST Chemistry Reference: scillarenin(465-22-5)
• EPA Substance Registry System: scillarenin(465-22-5)

Safety Data

• Hazardous Substances Data: 465-22-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 465-22-5 differently. You can refer to the following data:
1. A bufadienolide derivative that acts as a cardiotonic agent. A metabolite of Meproscillarin.
2. Scillarenin is a bufadienolide derivative that acts as a cardiotonic agent. A metabolite of Meproscillarin.

InChI:InChI=1/C24H32O4/c1-22-10-7-17(25)13-16(22)4-5-20-19(22)8-11-23(2)18(9-12-24(20,23)27)15-3-6-21(26)28-14-15/h3,6,13-14,17-20,25,27H,4-5,7-12H2,1-2H3/t17-,18?,19-,20+,22-,23+,24-/m0/s1

Upstream product

• 466-06-8 proscillaridin A 
• 41059-91-0 helleborogenone 

Downstream Products

• 99223-92-4 3-Tyraminyl-3-deoxyscillarenin 
• 1060725-90-7 5-Isobutoxycarbonyloxy-5-oxo-pentanoic acid (3S,8R,9S,10R,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(6-oxo-6H-pyran-3-yl)-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 
• 545-28-8 14-hydroxy-3-oxo-bufa-4,20,22-trienolide 
• 545-51-7 14β-hydroxybufa-3,5,20,22-tetraenolide 

Relevant articles and documents

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Modulators of Hypoxia Inducible Factor-1 and Related Uses

The invention features compounds of formulas I or II: and pharmaceutically acceptable salts and prodrugs thereof, as well methods for modulating the effects of local and systemic hypoxic events using the compounds.

Studies on cardiac ingredients of plants. XI. synthesis of new bufotoxin homologues utilizing scillarenin (the genuine aglycone of proscillaridin), and their biological activities

New bufotoxin homologues (3) with various lengths of alkyl chain including longer ones thana suberoyl group at C-3 of the steroid nucleus were prepared from proscillaridin (1) via its genuine aglycone, scillarenin (2), in excellent yield. In the course of preparation, we established conditions for efficient enzymatic glycolysis of 1 to give 2 quantitatively. The pharmacological activities of the resulting bufotoxin homologues (3) were evaluated by measurement of the effect on smooth muscle using the mesenteric artery from spontaneously hypertensive rats, inhibitory: effect on Na+, K+-adenosine triphosphatase (ATPase) prepared from dog kidney, and positive inotropic effect (PIE) on isolated guinea-pig papillary muscle preparations; The bufotoxin homologues (3) showed only slight contraction of vascular muscle followed by a small-relaxation,in addition to the high Na+, K+-ATPase inhibitory activity and PIE comparable to those of clinically used ouabain, digoxin, and digitoxin. Those bufotoxin homologues (3) may be useful as cardiac agents with a minimal vascular contractile effect.