3261-53-8

Basic information

• Product Name: gitaloxin
• Synonyms: gitaloxin;16-Formylgitoxin;3β-[[4-O-[4-O-(2,6-Dideoxy-β-D-ribo-hexopyranosyl)-2,6-dideoxy-β-D-ribo-hexopyranosyl]-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy]-16β-formyloxy-14-hydroxy-5β,14β-card-20(22)-enolide;[3-[5-[5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] formate;[3-[5-[5-(4,5-dihydroxy-6-methyl-oxan-2-yl)oxy-4-hydroxy-6-methyl-oxan-2-yl]oxy-4-hydroxy-6-methyl-oxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] methanoate;formic acid [3-[5-[5-(4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-4-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-hydroxy-17-(5-keto-2H-furan-3-yl)-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] ester
• CAS NO: 3261-53-8
• Molecular Formula: C₄₂H₆₄O₁₅
• Molecular Weight: 808.953
• EINECS: 221-864-7
• Mol File: 3261-53-8.mol
• Article Data: 0

Chemical Properties

• Melting Point: 251.5°C
• Boiling Point: 674.74°C (rough estimate)
• Flash Point: 275.9°C
• Appearance: /
• Density: 1.1231 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5940 (estimate)
• CAS DataBase Reference: gitaloxin(CAS DataBase Reference)
• NIST Chemistry Reference: gitaloxin(3261-53-8)
• EPA Substance Registry System: gitaloxin(3261-53-8)

Safety Data

• Hazardous Substances Data: 3261-53-8(Hazardous Substances Data)

Usage

Originator

Gitaloxin,Shanghai Lansheng Corporation

Definition

ChEBI: A cardenolide glycoside that is gitoxin in which the 16beta-hydroxy group has been formylated.

Manufacturing Process

0.2 g gitoxin was dissolved in 15 ml of dimethylformamide and mixed with 2 ml of acetanhydride, 3 ml formic acid (98%) and 2 ml triethylamine or pyridine. The reaction mixture stood for 60 min. at room temperature, then it was diluted with water, a precipitated product was filtered off. A filtrate was shook with chloroform 2 times. Chloroform was distilled to dryness and the residue was added to the precipitate. 16-Formylgitoxin was isolated by fraction crystallization. MP: 250°-253°C, yield about 50%.

Therapeutic Function

Cardiotonic

InChI:InChI=1/C42H64O15/c1-20-37(48)28(44)14-34(52-20)56-39-22(3)54-35(16-30(39)46)57-38-21(2)53-33(15-29(38)45)55-25-8-10-40(4)24(13-25)6-7-27-26(40)9-11-41(5)36(23-12-32(47)50-18-23)31(51-19-43)17-42(27,41)49/h12,19-22,24-31,33-39,44-46,48-49H,6-11,13-18H2,1-5H3

Downstream Products

• 514-21-6 ditaloxigenin 16β-formate