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37413-91-5

37413-91-5 structure
37413-91-5 structure
  • Name: 21-Acetoxypregna-1,4,9(11),16-tetraene-3,20-dione
  • Chemical Name: [2-[(8S,10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,12,14,15-hexahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
  • CAS Number: 37413-91-5
  • Molecular Formula: C23H26O4
  • Molecular Weight: 366.450
  • Catalog: Signaling Pathways GPCR/G Protein Glucocorticoid Receptor
  • Create Date: 2018-08-30 11:11:38
  • Modify Date: 2024-01-08 10:54:30
  • 21-Acetoxypregna-1,4,9(11),16-tetraene-3,20-dione is an intermediate of delta 9,11 steroids synthesis, for example, Vamorolone (HY-109017). The delta 9,11 steroids are modifications of glucocorticoids and has anti-inflammatory properties. The delta 9,11 steroids are agents for protection against cell damage (lipid peroxidation) and inhibition of neovascularization[1].

Name [2-[(8S,10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,12,14,15-hexahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
Synonyms 21-(Acetyloxy)pregna-1,4,9(11),16-tetraene-3,20-dione
EINECS 253-497-3
16-tetraene-3,20-dione 21-acetate
21-hydroxypregna-1,4,9(11)
21-acetoxy-pregna-1,4,9(11),16-tetraene-3,20-dione
3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate
21-Acetoxy-pregna-1,4,9(11),16-tetraen-3,20-dion
Pregna-1,4,9(11),16-tetraene-3,20-dione, 21-(acetyloxy)-
21-hydroxy-pregna-1,4,9(11),16-tetraene-3,20-dione 21-acetate
2-((8S,10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
21-Acetoxypregna-1,4,9(11),16-tetraene-3,20-dione
Description 21-Acetoxypregna-1,4,9(11),16-tetraene-3,20-dione is an intermediate of delta 9,11 steroids synthesis, for example, Vamorolone (HY-109017). The delta 9,11 steroids are modifications of glucocorticoids and has anti-inflammatory properties. The delta 9,11 steroids are agents for protection against cell damage (lipid peroxidation) and inhibition of neovascularization[1].
Related Catalog
In Vitro Δ9,11 derivatives are designed and developed to stably incorporate into cell membranes and inhibit lipid peroxidation without glucocorticoid or mineralocorticoid activities, thus avoiding side effects associated with traditional corticosteroids[1]. VBP15 acts as a lead compound due to potent NF-κB inhibition and GR translocation similar to prednisone and dexamethasone, lack of transactivation properties, and good bioavailability[1].
References

[1]. Erica K M Reeves, et al. VBP15: preclinical characterization of a novel anti-inflammatory delta 9,11 steroid. Bioorg Med Chem

Density 1.2±0.1 g/cm3
Boiling Point 534.6±50.0 °C at 760 mmHg
Molecular Formula C23H26O4
Molecular Weight 366.450
Flash Point 233.0±30.2 °C
Exact Mass 366.183105
PSA 60.44000
LogP 3.48
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.585

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37413-91-5 structure

37413-91-5

Literature: Schaub et al. Journal of the American Chemical Society, 1959 , vol. 81, p. 4962,4966

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37413-91-5 structure

37413-91-5

Literature: Hulcoop, David G.; Shapland, Peter D.P. Steroids, 2013 , vol. 78, # 12-13 p. 1281 - 1287

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37413-91-5 structure

37413-91-5

Literature: Am.Cyanamid Co. Patent: US2864834 , 1957 ;
Precursor  3

DownStream  1