Diosgenin

Base Information

• Chemical Name: Diosgenin
• CAS No.: 512-04-9
• Molecular Formula: C27H42O3
• Molecular Weight: 414.629
• Hs Code.: 29329990
• European Community (EC) Number: 208-134-3
• UNII: K49P2K8WLX
• DSSTox Substance ID: DTXSID00895074
• Nikkaji Number: J6.272C
• Wikipedia: Diosgenin
• Wikidata: Q1107734
• Metabolomics Workbench ID: 35131
• ChEMBL ID: CHEMBL412437
• Mol file: 512-04-9.mol

Synonyms:Diosgenin

Chemical Property of Diosgenin

Chemical Property:

• Appearance/Colour: Flaky or needle crystal
• Vapor Pressure: 2.59E-13mmHg at 25°C
• Melting Point: 205-208 °C
• Refractive Index: 1.564
• Boiling Point: 527.1 °C at 760 mmHg
• PKA: 15.02±0.70(Predicted)
• Flash Point: 272.6 °C
• PSA: 38.69000
• Density: 1.13 g/cm³
• LogP: 5.71390
• Storage Temp.: Refrigerator
• Solubility.: chloroform: 20?mg/mL, clear, slightly yellow
• Water Solubility.: Soluble in chloroform (50 mg/ml), ethanol (83 mg/ml at 25°C), water (<1 mg/ml at 25°C), DMSO (<1 mg/ml at 25°C), and methanol.
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 414.31339520
• Heavy Atom Count: 30
• Complexity: 746

Purity/Quality:

Diosgenin,≥98%(HPLC) ≥98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)O)C)C)C)OC1
• Isomeric SMILES: C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O)C)C)C)OC1
• Uses: antiinflammatory, estrogen Aglicone of saponin dioscin. Diosgenin exists in some food supplements and herbal medicines and lowers plasma cholesterol by increasing fecal cholesterol excretion. e and Progesterone. pregnenolone and progesterone precursor

Technology Process of Diosgenin

There total 90 articles about Diosgenin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

pseudodiosgenin (6808-14-6,7662-13-7) → diosgenin (512-04-9)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 12h;

DOI:10.1016/S0223-5234(00)00151-3

Reference yield: 99.0%

tert-butyldimethyl(((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-yl)oxy)silane (86533-55-3) → diosgenin (512-04-9)

Guidance literature:

With chloro-methylsulfanyl-methane; water; potassium iodide; In 1,4-dioxane; at 50 ℃; for 2.3h; Temperature; Time; Solvent; Reagent/catalyst; Catalytic behavior;

DOI:10.3184/174751917X14955339414758

Reference yield: 90.0%

diosgenin acetate (1061-54-7) → diosgenin (512-04-9)

Guidance literature:

With potassium hydrogensulfate; silica gel; In methanol; at 65 ℃; for 5h;

upstream raw materials:

kryptogenin

kryptogenin diacetate

ethanol

acetic acid

Downstream raw materials:

pseudodiosgenin

diosgenin acetate

(25R)-3β-O-(p-toluenesulfonyloxy)spirost-5-ene

Pregnenolone