Diosgenin

Diosgenin
Compound Structure:
Synonyms: DIOSGENIN; 512-04-9 ;Nitogenin ;(3beta,25R)-spirost-5-en-3-ol ;Diosgenine
Compound ID: NMPC-970
PubChem ID:

99474
Molecular Formula: C27H42O3
Canonical SMILES: CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)O)C)C)C)OC1
InChIKey: WQLVFSAGQJTQCK-VKROHFNGSA-N
About the compound:

Diosgenin is a sapogenin that is spirostan which is substituted by a hydroxy group at the 3beta position, contains a double bond at the 5-6 position, and has R- configuration at position 25. A natural product found in Dioscorea (wild yam) species, it is used as the starting point for the commercial synthesis of a number of steroids, including cortisone, pregnenolone and progesterone. It has a role as an apoptosis inducer, an antiviral agent, an antineoplastic agent and a metabolite. It is a 3beta-sterol, a spiroketal, a hexacyclictriterpenoid and a sapogenin. It derives from a hydride of a spirostan.

GHS Hazard Statements

H413 (100%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]
Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

414.6 g/mol

XLogP3-AA

5.7

Hydrogen Bond Donor Count

1

Hydrogen Bond Acceptor Count

3

Rotatable Bond Count

0

Exact Mass

414.31339520 g/mol

Monoisotopic Mass

414.31339520 g/mol

Topological Polar Surface Area

38.7Ų

Heavy Atom Count

30

Formal Charge

0

Complexity

746

Isotope Atom Count

0

Defined Atom Stereocenter Count

11

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Source: PubChem
Source Species: Dioscorea dumetorum
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