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ChemicalBook--->CAS DataBase List--->77-60-1

77-60-1

77-60-1 Structure

77-60-1 Structure
IdentificationMore
[Name]

Tigogenin
[CAS]

77-60-1
[Synonyms]

25R,5ALPHA-SPIROSTAN-3BETA-OL
5-ALPHA, 20-ALPHA, 22-ALPHA, 25D-SPIROSTAN-3-BETA-OL
TIGOGENIN
(25r)-5-alpha-spirostan-3-beta-o
(25R)-5-Spirostan-3-ol
(3-beta,5-alpha,25r)-spirostan-3-o
5-alpha-spirostan-3-beta-ol
5alpha-Spirostan-3beta-ol, (25R)-
Spiro[8H-naphth[2',1':4,5]indeno[2,1-b]furan-8,2'-[2H]pyran], spirostan-3-ol deriv.
Spirostan-3-ol
Spirostan-3-ol, (3beta,5alpha,25R)-
Ticogenin
Tsosarsasaprgein
(5alpha,25R)-spirostan-3beta-ol
TIGOGENIN90%
SMILAGENIN(RG)
(3,5,25R)-3-Hydroxy-spirostane
(3-beta,5-alpha,25r)-spirostan-3-ol
TIGOGENIN (91%: 95%) (5A,25R)-SPIROSTAN-3B-OL)
Sisalagenin
[EINECS(EC#)]

201-041-9
[Molecular Formula]

C27H44O3
[MDL Number]

MFCD00067287
[Molecular Weight]

416.64
[MOL File]

77-60-1.mol
Chemical PropertiesBack Directory
[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
[pka]

15.14±0.70(Predicted)
[color ]

Off-White
[CAS DataBase Reference]

77-60-1(CAS DataBase Reference)
[NIST Chemistry Reference]

Tigogenin(77-60-1)
Safety DataBack Directory
[RTECS ]

WH1443500
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

3beta-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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

(25R)-5alpha-Spirostan-3beta-ol(77-60-1).msds
Hazard InformationBack Directory
[Description]

Tigogenin 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 Properties]

mp 196-208C° LOD ≤0.5%
[Uses]

Tigogenin is a saponin structurally similar to Diosgenin (D484700) and acts as a natural plant steroid which induces apoptosis in rheumatoid arthritic fibroblast-like synoviocytes.
[Definition]

ChEBI: 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.
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

77-60-1(sigmaaldrich)
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