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Drug Details

General Information of the Drug (ID: DR7874)
Name
Diosgenin
Synonyms
DIOSGENIN; 512-04-9; Nitogenin; UNII-K49P2K8WLX; Spirost-5-en-3-ol, (3b,25R)-; (20R,25R)-Spirost-5-en-3beta-ol; K49P2K8WLX; CHEBI:4629; (25R)-spirost-5-en-3beta-diol; MFCD00016887; NSC 33396; Spirost-5-en-3-beta-ol, (25R)-; (3beta,25R)-spirost-5-en-3-ol; (25R)-Spirost-5-en-3beta-ol; SP 37; C27H42O3; (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; (25R)-14beta,17beta-spirost-5-en-3beta-ol; 3beta-Hydroxy-5-spirostene; nitrogen in; CCRIS 6803; 22alpha-Spirost-5-en-3beta-ol; Dioscorea sapogenin; Diosgenin,(S); (7S,8S,10S,13S,15S,18S,22S,3R,12R,14R,19R)-3,13,15,19-tetramethyl-11-oxaspiro[ 2H-3,4,5,6-tetrahydropyran-6,6'-pentacyclo[10.8.0.0<2,9>.0<4,8>.0<13,18>]icosa ne]-24-en-22-ol; YUV; EINECS 208-134-3; DISOGENIN; BRN 0094582; Diosgenin, >=93%; 3A-Hydroxy-5-spirostene; SCHEMBL83359; 5-19-03-00030 (Beilstein Handbook Reference); (25R)-5-Spirosten-3A-ol; CHEMBL412437; (25R)-5-Spirosten-3beta-ol; DTXSID00895074; (25R)-Spirost-5-en-3.beta-ol; HY-N0177; ZINC6857614; LMST01080037; SBB058140; AKOS015961083; ACN-034765; CS-5303; MCULE-6739922044; NCGC00386027-01; Spirost-5-en-3-ol, (3-beta,25R)-; AS-13640; ST097775; AB0090307; N1715; S2291; Spirost-5-en-3beta-ol, (25R)- (8CI); C08898; J10028; M03858; Spirost-5-en-3-ol, (3beta,25R)- (9CI); 512D049; Q-100574; Q1107734; BRD-K28690501-001-02-1; Diosgenin, European Pharmacopoeia (EP) Reference Standard; UNII-5E5W122QCR component WQLVFSAGQJTQCK-VKROHFNGSA-N; (2R,5'R)-5'-tetramethylspiro[[?]-2,2'-tetrahydropyran]ol; NCGC00386027-01_C27H42O3_Spirost-5-en-3-ol, (3beta,25R)-; (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-ol
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Molecular Type
Small molecule
Disease Hepatocellular carcinoma [ICD-11: 2C12] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C27H42O3
PubChem CID
99474
Canonical SMILES
CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)O)C)C)C)OC1
InChI
1S/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
InChIKey
WQLVFSAGQJTQCK-VKROHFNGSA-N
CAS Number
CAS 512-04-9
ChEBI ID
CHEBI:4629
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Morroniside      Cornus officinalis     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation
Up-regulation Cleavage CASP3  Molecule Info 
Pathway MAP
                    Experimental
                    Result(s)
Combination of morroniside and diosgenin prevents high glucose-induced cardiomyocytes apoptosis.
Target and Pathway
Target(s) S-phase kinase-associated protein 2 (SKP2)  Molecule Info  [3]
References
Reference 1 Diosgenin inhibited the expression of TAZ in hepatocellular carcinoma. Biochem Biophys Res Commun. 2018 Sep 10;503(3):1181-1185.
Reference 2 Combination of Morroniside and Diosgenin Prevents High Glucose-Induced Cardiomyocytes Apoptosis. Molecules. 2017 Jan 19;22(1):163.
Reference 3 Diosgenin Exerts Antitumor Activity via Downregulation of Skp2 in Breast Cancer Cells. Biomed Res Int. 2020 Jun 16;2020:8072639.
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Cite NPCDR
Visitor Map
Correspondence

X. N. Sun, Y. T. Zhang, Y. Zhou, X. C. Lian, L. L. Yan, T. Pan, T. Jin, H. Xie, Z. M. Liang, W. Q. Qiu, J. X. Wang, Z. R. Li, F. Zhu*, X. B. Sui*. NPCDR: natural product-based drug combination and its disease-specific molecular regulation. Nucleic Acids Research. 50(D1): 1324-1333 (2020). PMID: 34664659

Prof. Feng ZHU  (zhufeng@zju.edu.cn)

College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, China


Prof. Xinbing SUI  (hzzju@hznu.edu.cn)

School of Pharmacy and Department of Medical Oncology, the Affiliated Hospital of Hangzhou Normal University, Hangzhou Normal University, Hangzhou, China