DIOSGENIN

Structure

2D structure of DIOSGENIN
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 99474

Names and identifiers

Name

DIOSGENIN

IUPAC name

(4S,5'R,6aR,6bS,8aS,8bR,9S,10R,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

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

General information

Molecular formula

C27H42O3

Molecular weight

414.63 g/mol

Monoisotopic mass

414.3134 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Astragalus glycyphyllos L. - -
Nowak, A., Krajewska, A. (1982). Investigation of Papilionaceae species seeds for occurrence of diosgenin. Herba Pol, 28, 75-77
Daucus carota L. cell culture 5400-6000 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Daucus carota L. root 5400-6000 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Dioscorea communis (L.) Caddick & Wilkin leaf -
Blunden, G., Briggs, C.J., Hardman, R. (1968). Steroidal constituents of the aerial parts of Dioscorea and Tamus species. Phytochemistry, 7, 453-458 doi:10.1016/s0031-9422(00)90887-2
Dioscorea communis (L.) Caddick & Wilkin root -
Laorga, R., Pinar, M. (1960). National sources of steroids. ix. sapogenins of Asparagus albus, Tamus communis, Polygonatum officinale, Smilax aspera variety mauritanica, Smilax aspera variety en-aspera, Aphyllanthes monspeliensis, Ruscus aculeatus, and Agave sisalana. An R Soc Espan Fis Quim, 56B, 797-802
Dioscorea communis (L.) Caddick & Wilkin stem -
Blunden, G., Briggs, C.J., Hardman, R. (1968). Steroidal constituents of the aerial parts of Dioscorea and Tamus species. Phytochemistry, 7, 453-458 doi:10.1016/s0031-9422(00)90887-2
Medicago sativa L. seed 1000 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Securigera varia (L.) Lassen - -
Nowak, A., Krajewska, A. (1982). Investigation of Papilionaceae species seeds for occurrence of diosgenin. Herba Pol, 28, 75-77
Solanum nigrum L. fruit 4000-12000 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Trigonella officinalis (L.) Coulot & Rabaute seed 1000 ppm
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Vicia sativa L. - -
Nowak, A., Krajewska, A. (1982). Investigation of Papilionaceae species seeds for occurrence of diosgenin. Herba Pol, 28, 75-77
Vicia segetalis Thuill. - -
Nowak, A., Krajewska, A. (1982). Investigation of Papilionaceae species seeds for occurrence of diosgenin. Herba Pol, 28, 75-77