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Chemical Compound Review:

KST-1A4250 (3S,5R,9R,10R,13R,17R)-17- [(2S,3R)-3,6...

Synonyms: KST-1A4251, LS-53157, AR-1A5244, AR-1A5245, AC1L4PY8, ...

Greenwood, D.R. et al., Aribi, N. et al., Ohnishi, E. et al.

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High impact information on Cholest-7-en-6-one, 3,14,22,25-tetrahydroxy-, (3beta,5beta,22R)-

The 3H/14C ratios in the 2-deoxyecdysone and ecdysone were similar, suggesting that the 2 alpha hydrogen of cholesterol was retained during hydroxylation at C-2 [1].
Extraction of the eggs followed by enzymic hydrolysis of the ecdysteroid conjugate fraction yielded free ecdysteroids, from which 2-deoxyecdysone and ecdysone were purified [1].
The use of two different HPLC systems (reverse and normal phases), in combination with two different EIA antibodies, allowed us to identify 20-hydroxyecdysone (20E) and ecdysone (E), as the two main ecdysteroids, but also suggested the presence of 2-deoxyecdysone (2dE) as the third hemolymph component [2].

Anatomical context of Cholest-7-en-6-one, 3,14,22,25-tetrahydroxy-, (3beta,5beta,22R)-

The stereochemistry of hydroxylation at C-2 during the biosynthesis of ecdysone in the ovaries of Schistocerca gregaria was investigated by incorporation of [1 alpha,2 alpha-3H(n)]cholesterol in admixture with [4-14C]cholesterol into oöcyte 2-deoxyecdysone and ecdysone conjugates in maturing adult female S. gregaria [1].

Analytical, diagnostic and therapeutic context of Cholest-7-en-6-one, 3,14,22,25-tetrahydroxy-, (3beta,5beta,22R)-

One of these was identified as 2-deoxy-alpha-ecdysone by means of high-pressure liquid chromatography and mass spectrometry [3].

References

Mechanism of hydroxylation at C-2 during the biosynthesis of ecdysone in ovaries of the locust, Schistocerca gregaria. Greenwood, D.R., Dinan, L.N., Rees, H.H. Biochem. J. (1984) [Pubmed]
2-Deoxyecdysone is a circulating ecdysteroid in the beetle Zophobas atratus. Aribi, N., Pitoizet, N., Quennedey, A., Delbecque, J.P. Biochim. Biophys. Acta (1997) [Pubmed]
2-Deoxy-alpha-ecdysone from ovaries and eggs of the silkworm, Bombyx mori. Ohnishi, E., Mizuno, T., Chatani, F., Ikekawa, N., Sakurai, S. Science (1977) [Pubmed]

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