ChemicalBook > CAS DataBase List > Tigogenin

Tigogenin

Product Name: Tigogenin
CAS No.: 77-60-1
Chemical Name: Tigogenin
Synonyms: Nsc93754;Ticogenin;TIGOGENIN;Sisalagenin;TIGOGENIN90%;Tigogenin-RM;Sisal saponin;SMILAGENIN(RG);Trigonegenin B;Tsosarsasaprgein
CBNumber: CB1669512
Molecular Formula: C27H44O3
Formula Weight: 416.64
MOL File: 77-60-1.mol

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Tigogenin Property

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)
pka: 15.14±0.70(Predicted)
form: Solid
color: Off-White
optical activity: -67.218 (c 1, CHCl3)
InChIKey: GMBQZIIUCVWOCD-YBQFXAOSNA-N
CAS DataBase Reference: 77-60-1(CAS DataBase Reference)
NIST Chemistry Reference: Tigogenin(77-60-1)

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Safety

RTECS: WH1443500

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHL83916
Product name: Tigogenin
Purity: phyproof? Reference Substance
Packaging: 10MG
Price: $363
Updated: 2025/07/31

Cayman Chemical

Product number: 30137
Product name: Tigogenin
Packaging: 10mg
Price: $44
Updated: 2024/03/01

Cayman Chemical

Product number: 30137
Product name: Tigogenin
Packaging: 250mg
Price: $745
Updated: 2024/03/01

Cayman Chemical

Product number: 30137
Product name: Tigogenin
Packaging: 50mg
Price: $193
Updated: 2024/03/01

Cayman Chemical

Product number: 30137
Product name: Tigogenin
Packaging: 100mg
Price: $341
Updated: 2024/03/01

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Tigogenin Chemical Properties,Usage,Production

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.

References

[1] A.L. CRIPPS G. B. A quantitative gas-liquid chromatographic method for the estimation of hecogenin and tigogenin in the leaves, juice and sapogenin concentrates of agave sisalana[J]. Steroids, 1978, 31 5: Pages 661-669. DOI: 10.1016/s0039-128x(78)80006-3
[2] HUA ZHOU . Tigogenin inhibits adipocytic differentiation and induces osteoblastic differentiation in mouse bone marrow stromal cells[J]. Molecular and Cellular Endocrinology, 2007, 270 1: Pages 17-22. DOI: 10.1016/j.mce.2007.01.017
[3] SUNIL KUMAR UPADHYAY . Synthesis and antifungal activity of functionalized 2,3-spirostane isomers[J]. Bioorganic & Medicinal Chemistry Letters, 2011, 21 10: Pages 2826-2831. DOI: 10.1016/j.bmcl.2011.03.092
[4] A T PEANA. Anti-inflammatory activity of aqueous extracts and steroidal sapogenins of Agave americana.[J]. Planta medica, 1997, 63 3: 199-202. DOI: 10.1055/s-2006-957652

Tigogenin Preparation Products And Raw materials

Raw materials

Preparation Products

Androst-3-ol-17-one 3-p-toluenesulfonate 3-Acetyloxy-16-methylpregna-9(11),16-dien-20-one 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 Oxymetholone 16,17-Epoxy-3-hydroxy-16-methyl-pregn-9(11)-ene-20-one-3-acetate 3beta-hydroxy-5alpha-pregna-9(11),16-dien-20-one 3-acetate

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View Lastest Price from Tigogenin manufacturers

Shanghai Standard Technology Co., Ltd.

Product: Tigogenin 77-60-1
Price: US $0.00/mg
Min. Order: 5mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2019-11-22

Honest Joy Holdings Limited

Product: Tigogenin 77-60-1
Price: US $0.00/KG
Min. Order: 1KG
Purity: 97.9%
Supply Ability: 100 tons
Release date: 2022-02-18

Longyan Tianhua Biological Technology Co., Ltd

Product: Tigogenin 77-60-1
Price: US $30.00/KG
Min. Order: 1KG
Purity: 99
Supply Ability: 999
Release date: 2020-10-29

77-60-1, TigogeninRelated Search:

Ginsenoside Rh2 Ginseng extract Saponin TRIBULOSIDE Hecogenin Diosgenin Escin PAMAQUESIDE DIGITONIN TIQUESIDE HECOGENIN ACETATE Escin sodium (25R)-5ALPHA-SPIROSTAN-2ALPHA,3BETA-DIOL Ginsenosides SMILAGENIN TIGOGENIN ACETATE nigrumnin I GSK-3 BETA

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)-

Spiro[8H-naphth[2',1':4,5]indeno[2,1-b]furan-8,2'-[2H]pyran], spirostan-3-ol deriv.

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

(25R)-5a-Spirostan-3b-ol

(25R)-3β-Hydroxy-5α-spirostane

Trigonegenin B

Nsc93754

22-Isoallospirostan-3β-ol

(2aS,2'R,4S,5'R,6aS,6bS,8aS,8bR,9S,11aS,12aS,12bR)-5',6a,8a,9-TetraMethyldocosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-4-ol

(25R)-5.α.-Spirostan-3.β.-ol

(2aS,4S,5'R,6aS,6bS,8aS,8bR,9S,10R,11aS,12aS,12bR)-5',6a,8a,9-Tetramethyldocosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-4-ol

5α, 20α, 22α, 25D-SPIROSTAN-3β-OL

Sisal saponin

Tigogenin-RM

77-60-1

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