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Related Experiment Video

Updated: May 15, 2026

A Strategy for Sensitive, Large Scale Quantitative Metabolomics
14:18

A Strategy for Sensitive, Large Scale Quantitative Metabolomics

Published on: May 27, 2014

(±)-Asarinin.

Devendra Singh Negi1, Nisha Negi, Ashok Kumar

  • 1Department of Chemistry, HNB Garhwal University, Srinagar (Garhwal) 246 174, Uttarakhand, India.

Acta Crystallographica. Section C, Crystal Structure Communications
|January 4, 2013
PubMed
Summary
This summary is machine-generated.

Asarinin, a compound from Zanthoxylum alatum, has its racemic structure clarified. This study details its molecular arrangement and intermolecular interactions, resolving literature confusion regarding its stereoisomers.

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Area of Science:

  • Natural Products Chemistry
  • Organic Chemistry
  • Crystallography

Background:

  • Asarinin (C(20)H(18)O(6)) is a compound isolated from the Zanthoxylum alatum shrub.
  • Previous studies have determined the structure of enantiomerically pure (+)- and (-)-asarinin, but literature contains confusion regarding these and the stereoisomer sesamin.
  • The molecular structure of racemic asarinin differs from its pure enantiomers in ring system orientation.

Purpose of the Study:

  • To clarify the molecular structure of racemic asarinin.
  • To resolve existing confusion in the literature concerning the structure determination of asarinin and its stereoisomer, sesamin.
  • To describe the crystal packing and intermolecular interactions of racemic asarinin.

Main Methods:

  • Isolation of racemic asarinin from Zanthoxylum alatum.
  • Determination of the molecular structure of racemic asarinin.
  • Analysis of crystal packing and intermolecular interactions (C-H...O bonds).

Main Results:

  • The molecular structure of racemic asarinin was determined, revealing a difference in ring system orientation compared to pure enantiomers.
  • Racemic asarinin molecules form ribbons through C-H...O interactions in the crystal lattice.
  • The crystal packing is described with molecules aligned in ribbons parallel to the [101] direction.

Conclusions:

  • This study provides a definitive molecular structure for racemic asarinin, clarifying previous ambiguities.
  • The intermolecular interactions and crystal packing of racemic asarinin have been elucidated.
  • The findings contribute to a better understanding of asarinin and sesamin stereochemistry and structural properties.