Gitogenin

Modify Date: 2024-01-08 13:43:09

Gitogenin Structure
Gitogenin structure
Common Name Gitogenin
CAS Number 511-96-6 Molecular Weight 432.636
Density 1.2±0.1 g/cm3 Boiling Point 534.2±35.0 °C at 760 mmHg
Molecular Formula C27H44O4 Melting Point 272-273ºC
MSDS N/A Flash Point 276.9±25.9 °C

 Use of Gitogenin


Gitogenin is a natural steroid isolated from the whole plant of Tribulus longipetalus. Gitogenin is a selective inhibitor of UDP-glucuronosyltransferase 1A4 (UGT1A4) and enzyme α-glucosidase with IC50 values of 0.69 μM (use trifluoperazine as a substrate) and 37.2 μM, respectively, and does not inhibit the activities of major human cytochrome P450 isoforms[1][2].

 Names

Name (2a,3b,5a,25R)-Spirostan-2,3-diol
Synonym More Synonyms

 Gitogenin Biological Activity

Description Gitogenin is a natural steroid isolated from the whole plant of Tribulus longipetalus. Gitogenin is a selective inhibitor of UDP-glucuronosyltransferase 1A4 (UGT1A4) and enzyme α-glucosidase with IC50 values of 0.69 μM (use trifluoperazine as a substrate) and 37.2 μM, respectively, and does not inhibit the activities of major human cytochrome P450 isoforms[1][2].
Related Catalog
Target

IC50: 0.69 µM (UDP-glucuronosyltransferase 1A4)[1]; IC50: 37.2 μM (α-glucosidase)[2]

In Vitro When tamoxifen is used as the substrate metabolized by UGT1A4 in HLMs, Gitogenin exhibits potent inhibition of tamoxifen, with an IC50 value of 6.13 µM. Similarly, for midazolam as the substrate of UGT1A4, the IC50 value is 5.7 µM. In addition, when olanzapine is used as a substrate of UGT1A4, the IC50 value is determined as 6.0 µM. Finally, we also evaluats Gitogenin for asenapine glucuronidation mediated by UGT1A4, and similar inhibition effect is observed, with an IC50 value of 22.0 µM[1].
In Vivo Stimulation of growth hormone release is investigated on rat pituitary cells in vitro. Gitogenin (20 μg/mL) shows rat growth-hormone (rGH) release stimulating activities (26.1 ng/mL)[3].
References

[1]. Xu M, et al. Drug interaction study of natural steroids from herbs specifically toward human UDP-glucuronosyltransferase (UGT) 1A4 and their quantitative structure activity relationship (QSAR) analysis for prediction. Pharmacol Res. 2016 Aug;110:139-150.

[2]. Naveed MA, et al. Longipetalosides A-C, new steroidal saponins from Tribulus longipetalus. Steroids. 2014 May;83:45-51.

[3]. Shim SH, et al. Rat growth-hormone release stimulators from fenugreek seeds. Chem Biodivers. 2008 Sep;5(9):1753-61.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 534.2±35.0 °C at 760 mmHg
Melting Point 272-273ºC
Molecular Formula C27H44O4
Molecular Weight 432.636
Flash Point 276.9±25.9 °C
Exact Mass 432.323975
PSA 58.92000
LogP 5.02
Vapour Pressure 0.0±3.2 mmHg at 25°C
Index of Refraction 1.565
Storage condition 2-8℃

 Synonyms

(2α,3β,5α,22S,25R)-Spirostan-2,3-diol
Spirostan-2,3-diol, (2α,3β,5α,22S,25R)-
Digin
(25R)-5.α.-Spirostan-2.α.,3.β.-diol
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