CAS 512-04-9

Diosgenin

Description:

Diosgenin is a naturally occurring steroidal saponin, primarily found in various plants, particularly in the tubers of Dioscorea species, such as wild yam. It has the chemical formula C27H42O3 and is characterized by a steroid backbone with a furostanol structure. Diosgenin is a white to off-white crystalline powder that is soluble in organic solvents like ethanol and chloroform but has limited solubility in water. This compound is notable for its role as a precursor in the synthesis of various steroid hormones, including progesterone and corticosteroids, making it significant in pharmaceutical applications. Diosgenin exhibits various biological activities, including anti-inflammatory, antioxidant, and potential anti-cancer properties, which have garnered interest in both traditional medicine and modern therapeutic research. Its safety profile is generally favorable, but like all bioactive compounds, it should be used with caution and under appropriate guidance. Overall, diosgenin serves as an important compound in both natural product chemistry and medicinal applications.

Formula: C₂₇H₄₂O₃

InChI: InChI=1/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28H,6-15H2,1-4H3/t16-,17+,19+,20?,21?,22?,23?,24?,25+,26+,27-/m1/s1

InChI key: InChIKey=WQLVFSAGQJTQCK-VKROHFNGSA-N

SMILES: C[C@@H]1[C@]2(O[C@@]3([C@]1([C@]4(C)[C@@](C3)([C@]5([C@](CC4)([C@]6(C)C(=CC5)C[C@@H](O)CC6)[H])[H])[H])[H])[H])CC[C@@H](C)CO2

Synonyms:

• (20R,25R)-espirost-5-en-3β-ol
• (20R,25R)-spirost-5-en-3-beta-ol
• (20R,25R)-spirost-5-en-3β-ol
• (20R,25R)-spirost-5-ene-3β-ol
• (25R)-Spirost-5-en-3β-ol
• (3beta,25R)-spirost-5-en-3-ol
• (3beta,8xi,9xi,14xi,16xi,17xi,25R)-spirost-5-en-3-ol
• (3β,25R)-Spirost-5-en-3-ol
• (8xi,9xi,10xi,13xi,14xi,16xi,17xi,25R)-spirost-5-en-3-ol
• 25<span class="text-smallcaps">D</span>-Spirost-5-en-3β-ol
• 25D-Spirost-5-en-3β-ol
• 25α-Spirost-5-en-3β-ol
• Nitogenin
• Nsc 33396
• Spiro[8H-naphth[2′,1′:4,5]indeno[2,1-b]furan-8,2′-[2H]pyran], spirost-5-en-3-ol deriv.
• Spirost-5-En-3-Ol
• Spirost-5-en-3-ol, (3β,25R)-
• Spirost-5-en-3β-ol, (25R)-
• Wild Yam Extract
• 5, 20, 22, 25D-SPIROSTEN-3-OL
• (25r)-spirost-5-en-3-beta-o
• 20F,22F-Spirosten-3-ol
• (3.beta.,25R)-Spirost-5-en-3-ol
• HYDROXY-5-SPIROSTENE
• (3-beta,25r)-spirost-5-en-3-o
• (25R)-Spirost-5-en-3-ol
• 22alpha-Spirost-5-en-3beta-ol
• 3b-hydroxy-5-spirostene
• DIOSGENIN
• 3BETA-HYDROXY-5-SPIROSTENE
• 5,20-ALPHA, 22-ALPHA, 25D-SPIROSTEN-3-BETA-OL
• 5-22-Spirosten-3-ol
• SAPOGENIN
• 5,25R-SPIROSTEN-3BETA-OL
• (25R)-Spirost-5-en-3beta-ol

Diosgenin

CAS: 512-04-9

Formula: C₂₇H₄₂O₃

Purity: >95.0%(GC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 414.63

Ref: 3B-D1474

Diosgenin

CAS: 512-04-9

Diosgenin is the precursor for the semisynthesis of progesterone which in turn was used in early combined oral contraceptive pills. The unmodified steroid has estrogenic activity and can reduce the level of serum cholesterol. Diosgenin has been used in traditional medicine as an antihypercholesterol

Formula: C₂₇H₄₂O₃

Molecular weight: 414.63

Ref: 02-J60976

Diosgenin

CAS: 512-04-9

Diosgenin analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.

Formula: C₂₇H₄₂O₃

Purity: (HPLC) ≥95%

Color and Shape: Powder

Molecular weight: 414.64

Ref: 11-3519

DIOSGENIN CRS

CAS: 512-04-9

DIOSGENIN CRS

Formula: C₂₇H₄₂O₃

Molecular weight: 414.6206

Ref: 41-Y0001871

(3β,25R)-spirost-5-en-3-ol

CAS: 512-04-9

Formula: C₂₇H₄₂O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 414.6206

Ref: IN-DA0037Q7

Diosgenin

CAS: 512-04-9

Diosgenin

Formula: C₂₇H₄₂O₃

Purity: ≥98%

Color and Shape: Solid

Molecular weight: 414.62

Ref: 54-BUP16024

Diosgenin

CAS: 512-04-9

Diosgenin (Nitogenin) is a spirostan found in DIOSCOREA and other plants.

Formula: C₂₇H₄₂O₃

Purity: 98% - 99.87%

Color and Shape: Flaky Or Needle Crystal

Molecular weight: 414.62

Ref: TM-T2867

Diosgenin

CAS: 512-04-9

Diosgenin

Formula: C₂₇H₄₂O₃

Purity: 98%

Molecular weight: 414.62

Ref: 54-OR1029197

Diosgenin

CAS: 512-04-9

Formula: C₂₇H₄₂O₃

Molecular weight: 414.63

Ref: 4Z-D-283001

Diosgenin

CAS: 512-04-9

Formula: C₂₇H₄₂O₃

Purity: ≥ 95.0%

Color and Shape: White to off-white or light-yellow powder

Molecular weight: 414.63

Ref: 7W-GP5659

Diosgenin (Standard)

CAS: 512-04-9

Diosgenin (Standard) is a reference standard for research and analysis in studies involving Diosgenin. Diosgenin (Nitogenin) is a spirostan found in DIOSCOREA and other plants. It has favorable effects in the improvement of diabetes and regulation of lipid metabolism.

Formula: C₂₇H₄₂O₃

Color and Shape: Solid

Molecular weight: 414.62

Ref: TM-TMSM-2799

Diosgenin

CAS: 512-04-9

Diosgenin, a steroidal saponin present in fenugreek (Trigonella foenum graecum) and other plants, has been shown to suppress inflammation, inhibit proliferation, and induce apoptosis in a variety of tumor cells; it suppresses proliferation, inhibits invasion, and suppresses osteoclastogenesis through inhibition of NF-kappaB-regulated gene expression and enhances apoptosis induced by cytokines and chemotherapeutic agents.

Formula: C₂₇H₄₂O₃

Purity: 95%~99%

Color and Shape: Powder

Molecular weight: 414.63

Ref: BP-BP0504

Diosgenin

CAS: 512-04-9

Oxygen-heterocyclic compound

Formula: C₂₇H₄₂O₃

Purity: ≥ 98.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 414.63

Ref: 5G-89649

Diosgenin

Controlled Product

CAS: 512-04-9

Applications Aglicone of saponin dioscin. Diosgenin exists in some food supplements and herbal medicines and lowers plasma cholesterol by increasing fecal cholesterol excretion. It can be converted to Pregnenolone and Progesterone.
References Cayen, M., et al.: J. Lipid Res., 20, 162 (1979), Nervi, F., et al.: J. Clin. Invest., 74, 2226 (1984), Davis, H., et al.: J. Biol. Chem., 279, 33586 (2004), Brown, J., et al.: Biochem. J., 406, 273 (2007),

Formula: C₂₇H₄₂O₃

Color and Shape: Neat

Molecular weight: 414.62

Ref: TR-D484700

Diosgenin

CAS: 512-04-9

Diosgenin is a naturally occurring steroidal saponin, which is predominantly sourced from plants such as wild yam (Dioscorea species). This compound is of significant interest due to its biochemical structure, which serves as a precursor in the synthesis of various steroid hormones. The mode of action of diosgenin involves its structural similarity to cholesterol-based molecules, enabling its conversion into pregnenolone and subsequently into a range of steroidal hormones through chemical or enzymatic transformations.

Formula: C₂₇H₄₂O₃

Purity: Min. 98 Area-%

Color and Shape: Yellow Powder

Molecular weight: 414.62 g/mol

Ref: 3D-FD10653

Diosgenin

CAS: 512-04-9

(2'R,4S,5'R,6aR,6bS,8aS,8bR,9S,11aS,12aS,12bS)-5',6a,8a,9-Tetramethyl-1,3,3',4,4',5,5',6,6a,6b,6',7,8,8a,8b,9,11a,12,12a,12b-icosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-4-ol

Formula: C₂₇H₄₂O₃

Purity: 98%

Molecular weight: 414.62

Ref: IN-DG1874

Diosgenin extrapure, 95%

CAS: 512-04-9

Formula: C₂₇H₄₂O₃

Purity: min. 95.0%

Color and Shape: White to yellow, Crystalline powder

Molecular weight: 414.62

Ref: SR-41131

Diosgenin

CAS: 512-04-9

Formula: C₂₇H₄₂O₃

Purity: 97.0%

Color and Shape: Solid, White to slightly pale yellow crystalline powder

Molecular weight: 414.63

Ref: 10-F012718

Diosgenin

CAS: 512-04-9

Formula: C₂₇H₄₂O₃

Molecular weight: 414.63

Ref: ST-EA-CP-D164000