Tigogenin

Tigogenin Basic information
Product Name:Tigogenin
Synonyms:TIGOGENIN;(25r)-5-alpha-spirostan-3-beta-o;25R,5ALPHA-SPIROSTAN-3BETA-OL;5-ALPHA, 20-ALPHA, 22-ALPHA, 25D-SPIROSTAN-3-BETA-OL;(25R)-5-Spirostan-3-ol;(3-beta,5-alpha,25r)-spirostan-3-o;5-alpha-spirostan-3-beta-ol;5alpha-Spirostan-3beta-ol, (25R)-
CAS:77-60-1
MF:C27H44O3
MW:416.64
EINECS:201-041-9
Product Categories:Miscellaneous Natural Products
Mol File:77-60-1.mol
Tigogenin Structure
Tigogenin Chemical Properties
Melting point 202-204°C
alpha -68 º (c=0.8g/100ml, CHCl3)
Boiling point 474.91°C (rough estimate)
density 1.0362 (rough estimate)
refractive index 1.4700 (estimate)
storage temp. -20°C Freezer, Under inert atmosphere
solubility Chloroform (Slightly)
form Solid
pka15.14±0.70(Predicted)
color Off-White
CAS DataBase Reference77-60-1(CAS DataBase Reference)
NIST Chemistry ReferenceTigogenin(77-60-1)
Safety Information
RTECS WH1443500
MSDS Information
ProviderLanguage
(25R)-5alpha-Spirostan-3beta-ol English
Tigogenin Usage And Synthesis
DescriptionTigogenin is a steroidal sapogenin that has been found in A. sisalana and has diverse biological activities. It increases the proliferation rate of, as well as mRNA levels of genes encoding the osteoblastic differentiation markers Cbfa1, collagen type I, and osteocalcin in, mouse bone marrow stromal cells (BMSCs) in a concentration-dependent manner. It also increases matrix calcium deposition in BMSCs when used at concentrations of 30 and 90 μM. Tigogenin is active against the fungus A. fumigatus (MIC50 = 16 μg/ml). It inhibits carrageenan-induced paw edema in rats when administered at a dose of 4.2 μg/kg.
Chemical Propertiesmp 196-208C° LOD ≤0.5%
UsesTigogenin is a saponin structurally similar to Diosgenin (D484700) and acts as a natural plant steroid which induces apoptosis in rheumatoid arthritic fibroblast-like synoviocytes.
DefinitionChEBI: Tigogenin is a widely used steroidal sapogenin isolated from several plant species and used for synthesizing steroid drugs. It has a role as a gout suppressant and a plant metabolite.
Tigogenin Preparation Products And Raw materials
Preparation Products3beta-hydroxy-5alpha-pregna-9(11),16-dien-20-one 3-acetate-->16,17-Epoxy-3-hydroxy-16-methyl-pregn-9(11)-ene-20-one-3-acetate-->Androst-3-ol-17-one 3-p-toluenesulfonate-->3-Acetyloxy-16-methylpregna-9(11),16-dien-20-one-->Oxymetholone-->3-Acetyloxypregn-16-en-20-one-->16-Methylpregnane-17,21-diol-3,20-dione 21-acetate-->17-alpha-hydroxy-16-alpha-methyl-3,20-dioxopregna- 1,4-dien-21-yl acetate
(25R)-5ALPHA-SPIROSTAN-3BETA,11ALPHA-DIOL 11-KETO ROCKOGENIN Tigogenin (25R)-5ALPHA-SPIROSTAN-2ALPHA,3BETA-DIOL PAMAQUESIDE 5-ALPHA, 20-ALPHA, 22-ALPHA, 25D-SPIROSTAN-3-BETA, 12-BETA-DIOL-11-ONE DIACETATE DIGITONIN Ginsenoside Rh2 TRIBULOSIDE GSK-3 BETA HECOGENIN ACETATE TIQUESIDE 23-BROMO-11-KETO ROCKOGENIN TIGOGENIN ACETATE Ginseng extract nigrumnin I 11-KETOTIGOGENIN Saponin

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