Diosgenin, CAS No. 512-04-9

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512-04-9

Catalog No. EBD2157902

CAS 512-04-9

Name Diosgenin

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Basic Information

Synonyms: diosgenin (20R,25R)-spirost-5-en-3-beta-ol Nitogenin (8xi,9xi,10xi,13xi,14xi,16xi,17xi,25R)-spirost-5-en-3-ol (3beta,25R)-spirost-5-en-3-ol spirost-5-en-3-ol (3beta,8xi,9xi,14xi,16xi,17xi,25R)-spirost-5-en-3-ol WildYamExtract

Molecular Formula: C27H42O3

Molecular Weight: 414.62

MDL Number: MFCD00016887

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Phytochemicals and Natural Products Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

Product Description:

Diosgenin is a steroidal sapogenin, a type of natural product derived from plants of the Dioscorea genus, such as wild yam. Its chemical structure is based on a spiroketal steroid skeleton. It is a white crystalline powder that is insoluble in water but soluble in organic solvents. Diosgenin is a critically important starting material and key intermediate in the semi-synthetic production of a wide range of steroid drugs. It serves as the primary precursor for the industrial synthesis of corticosteroids (e.g., cortisone, hydrocortisone), sex hormones (e.g., progesterone, testosterone), and other steroidal pharmaceuticals. This application is its most significant industrial use, making it a cornerstone of the steroid hormone industry. Its role is so pivotal that it has been termed the "industrial backbone" for steroid synthesis. Beyond its role as a pharmaceutical intermediate, diosgenin itself is studied for its potential biological activities, including anti-inflammatory, antioxidant, and anti-cancer properties. However, these are primarily research-focused applications compared to its established industrial use.

Physical Properties

Melting Point: 205-208°C

Boiling Point: 527.1 °C at 760 mmHg

Flash Point: 272.6 °C

Density: 1.13 g/cm3

Solubility: chloroform: 20 mg/mL, clear, slightly yellow

Analytical Data

Appearance: Flaky or needle crystal