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Cellular Lipid Extraction for Targeted Stable Isotope Dilution Liquid Chromatography-Mass Spectrometry Analysis

Cellular Lipid Extraction for Targeted Stable Isotope Dilution Liquid Chromatography-Mass Spectrometry Analysis

Published on: November 17, 2011

3β,12β,14α-Trihydroxy-pregnan-20-one.

Hefang Shi¹, Yingxia Li

¹Key Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

This study details a novel pregnane steroid derivative, C(21)H(34)O(4), synthesized via sequential oxidation and reduction. Its crystal structure reveals specific ring conformations and hydrogen bonding, forming a 2D network.

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Area of Science:

Steroid Chemistry
Organic Chemistry
Crystallography

Background:

The pregnane family represents a significant class of steroids with diverse biological activities.
Understanding the structural and conformational properties of novel steroid derivatives is crucial for structure-activity relationship studies.

Purpose of the Study:

To synthesize and characterize a new pregnane steroid derivative, C(21)H(34)O(4).
To elucidate the molecular conformation and crystal packing of the synthesized compound.

Main Methods:

Chemical synthesis involving sequential oxidation and reduction reactions.
X-ray crystallography for determining the three-dimensional structure and intermolecular interactions.

Main Results:

Successful synthesis of the title compound, C(21)H(34)O(4), a pregnane steroid.
Determination of ring conformations: six-membered rings adopt chair forms, and the five-membered ring adopts an envelope conformation.
Identification of trans-fused rings, an intramolecular O-H⋯O hydrogen bond, and intermolecular O-H⋯O hydrogen bonds forming a 2D network in the crystal structure.

Conclusions:

The synthesized pregnane derivative possesses distinct conformational features.
The crystal structure highlights the role of hydrogen bonding in organizing steroid molecules in the solid state.