Diosgenin

Modify Date: 2024-01-02 11:27:09

Diosgenin Structure
Diosgenin structure
 Common Name Diosgenin
CAS Number 512-04-9 Molecular Weight 414.621
Density 1.1±0.1 g/cm3 Boiling Point 527.1±50.0 °C at 760 mmHg
Molecular Formula C27H42O3 Melting Point 205-208°C
MSDS Chinese USA Flash Point 272.6±30.1 °C

 Use of Diosgenin


Diosgenin, a steroidal saponin, can inhibit STAT3 signaling pathway.

 Names

Name diosgenin
Synonym More Synonyms

 Diosgenin Biological Activity

Description Diosgenin, a steroidal saponin, can inhibit STAT3 signaling pathway.
Related Catalog
Target

STAT3
In Vitro In MC65 cells, a cellular AD model, diosgenin exhibited weak protective abilities at 1 μM, may represent a good candidate as a steroidal moiety in our bivalent compounds against AD pathology[1]. Diosgenin inhibits the constitutive activation of STAT3 in C3A cells in a dose-dependent manner, with maximum inhibition occurring at around 100 μM[2].
In Vivo Diosgenin treatment significantly reduces fasted and refed blood glucose level in HF dietfed mice. Diosgenin treatment significantly reduces blood glucose level in IPGTT test, compared with that of HF diet-fed mice[3].
References

[1]. Jeremy E. Chojnacki, et al. Bivalent ligands incorporating curcumin and diosgenin asmultifunctional compounds against Alzheimer’s disease. Bioorganic & Medicinal Chemistry, 23 (2015) 7324–7331

[2]. Li F, et al. Diosgenin, a steroidal saponin, inhibits STAT3 signaling pathway leading to suppression of proliferation and chemosensitization of human hepatocellular carcinoma cells. Cancer Lett. 2010 Jun 28;292(2):197-207.

[3]. Wang X, et al. Effect of diosgenin on metabolic dysfunction: Role of ERβ in the regulation of PPARγ. Toxicol Appl Pharmacol. 2015 Dec 1;289(2):286-96.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 527.1±50.0 °C at 760 mmHg
Melting Point 205-208°C
Molecular Formula C27H42O3
Molecular Weight 414.621
Flash Point 272.6±30.1 °C
Exact Mass 414.313385
PSA 38.69000
LogP 5.84
Vapour Pressure 0.0±3.1 mmHg at 25°C
Index of Refraction 1.564
Storage condition Refrigerator
Water Solubility chloroform: 20 mg/mL, clear, slightly yellow

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
WH1450000
CHEMICAL NAME :
Spirost-5-en-3-beta-ol, (25R)-
CAS REGISTRY NUMBER :
512-04-9
BEILSTEIN REFERENCE NO. :
0094582
LAST UPDATED :
199709
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C27-H42-O3
MOLECULAR WEIGHT :
414.69
WISWESSER LINE NOTATION :
T F5 E5 B666 HXO OUTJ A1 E1 G1 RQ H-& BT6OXTJ E1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>8 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 11,1095,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
4872 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay)
REFERENCE :
PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 11,1095,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>8 gm/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay)
REFERENCE :
PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 11,1095,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3564 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay)
REFERENCE :
PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 11,1095,1977

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases 26-36/37
RIDADR NONH for all modes of transport
WGK Germany 2
RTECS WH1450000
HS Code 2932999099

 Synthetic Route

 Customs

HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles59

More Articles
Diosgenin-based thio(seleno)ureas and triazolyl glycoconjugates as hybrid drugs. Antioxidant and antiproliferative profile.

Eur. J. Med. Chem. 99 , 67-81, (2015)

The stereoselective preparation of diosgenin-derived thio(seleno)ureas and glycomimetics bearing a 1,2,3-triazolyl tether on C-3 has been accomplished. The key steps in the synthetic pathway are the i...
In Vivo Protective Effects of Diosgenin against Doxorubicin-Induced Cardiotoxicity.

Nutrients 7 , 4938-54, (2015)

Doxorubicin (DOX) induces oxidative stress leading to cardiotoxicity. Diosgenin, a steroidal saponin of Dioscorea opposita, has been reported to have antioxidant activity. Our study was aimed to find ...
The Chinese herb polyphyllin D sensitizes ovarian cancer cells to cisplatin-induced growth arrest.

J. Cancer Res. Clin. Oncol. 141(2) , 237-42, (2015)

We evaluated the effects of polyphyllin D (PD), a natural compound with anti-neoplastic activity and a major component of the Chinese herb Paris polyphylla, on ovarian cancer (OVCA) cell line prolifer...

 Synonyms

EINECS 208-134-3
3β-Hydroxy-5-spirostene
Diosgenin
(25R)-5-Spirosten-3β-ol
MFCD00016887
DELTA 5,20A,22A,25D-SPIROSTEN-3BETA-OL
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  • Purity: 98.0%
  • Stocking Period: 1 Day
  • Contact: Xueping-Zheng

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Price: ￥78/5g

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Related Compounds: More...
Diosgenin
57701-28-7
diosgenin
75217-39-9
diosgenin
470-05-3
η-diosgenin
6808-14-6
Diosgeninacetat
1180-12-7
Glyco-diosgenin
1402423-29-3
diosgenin,dehydro
1672-65-7
diosgenin acetate
1061-54-7
Diosgenin benzoate
4952-68-5
Chemsrc provides Diosgenin(CAS#:512-04-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Diosgenin are included as well.>> amp version: Diosgenin

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