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Related Concept Videos

Prochirality02:05

Prochirality

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The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...
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Chirality02:25

Chirality

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Chirality is a term that describes the lack of mirror symmetry in an object. In other words, chiral objects cannot be superposed on their mirror images. For example, our feet are chiral, as the mirror image of the left foot, the right foot, cannot be superposed on the left foot.
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
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Chirality in Nature02:30

Chirality in Nature

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Chirality is the most intriguing yet essential facet of nature, governing life’s biochemical processes and precision. It can be observed from a snail shell pattern in a macroscopic world to an amino acid, the minutest building block of life. Most of the snails around the world have right-coiled shells because of the intrinsic chirality in their genes. All the amino acids present in the human body exist in an enantiomerically pure state, except for glycine - the sole achiral amino acid.
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Stereoisomerism of Cyclic Compounds02:33

Stereoisomerism of Cyclic Compounds

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In this lesson, we delve into the role of ring conformation and its stability, which determines the spatial arrangement and, consequently, the molecular symmetry and stereoisomerism of cyclic compounds. 1,2-Dimethylcyclohexane is used as a case study to evaluate the possible number of stereoisomers. Here, given the multiple (n = 2) chiral centers, there are 2n = 4 possible configurations that lack a plane of symmetry, as the ring skeleton exists in a non-planar chair conformation. In addition,...
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Chemotherapy-Induced Nausea and Vomiting: Cannabinoids01:21

Chemotherapy-Induced Nausea and Vomiting: Cannabinoids

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Tetrahydrocannabinol (THC) is a phytocannabinoid that primarily interacts with the CB1 receptor, a type of G protein-coupled receptor (GPCR) predominantly in and around the chemoreceptor trigger zone (CTZ) and emetic center. THC also blocks the serotonin receptor activity in the dorsal vagal complex (DVC) by inhibiting serotonin release. THC exerts its anti-emetic effects through these interactions, which are beneficial for patients undergoing chemotherapy.
Two synthetic agonists of THC,...
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Molecules with Multiple Chiral Centers02:25

Molecules with Multiple Chiral Centers

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Molecules that possess multiple chiral centers can afford a large number of stereoisomers. For instance, while some molecules like 2-butanol have one chiral center, defined as a tetrahedral carbon atom with four different substituents attached, several molecules like butane-2,3-diol have multiple chiral centers. A simple formula to predict the number of stereoisomers possible for a molecule with n chiral centers is 2n. However, there can be a lower number where some of the stereoisomers are...
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Related Experiment Video

Updated: Nov 16, 2025

Administration of Δ9-Tetrahydrocannabinol (THC) in Adolescent and Adult Mice
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513

Chirality in Cannabinoid Research.

Crist N Filer1

  • 1PerkinElmer Health Sciences, Inc., Waltham, Massachusetts, USA.

Cannabis and Cannabinoid Research
|February 22, 2021
PubMed
Summary

Cannabis compounds, known as cannabinoids, have been studied since the late 1800s. Understanding cannabinoid chirality is crucial for developing new medicines.

Area of Science:

  • Pharmacology
  • Organic Chemistry
  • Medicinal Chemistry

Background:

  • Humanity has utilized Cannabis for various purposes throughout history.
  • Scientific investigation into individual cannabinoids began in the late 19th century, focusing on isolation, analysis, and synthesis.
  • The mid-20th century revealed the asymmetric nature of many cannabinoids, highlighting the role of chirality in their pharmacological effects.

Observation:

  • Cannabinoids are often chiral molecules, meaning they exist in non-superimposable mirror-image forms (enantiomers).
  • The specific spatial arrangement of atoms (chirality) significantly influences how these compounds interact with biological targets.
  • Early research identified the critical link between cannabinoid structure and biological activity.

Findings:

Keywords:
MicroEDcannabinoidcannabischiral HPLC

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  • Many cannabinoids possess chirality, a property that profoundly impacts their therapeutic potential.
  • The pharmacological activity of a cannabinoid can differ significantly between its enantiomers.
  • Accurate characterization of cannabinoid stereochemistry is essential for understanding their mechanisms of action.

Implications:

  • Precise measurement and comprehension of cannabinoid chirality are vital for advancing medicinal chemistry.
  • Facilitating the targeted synthesis of specific cannabinoid enantiomers can accelerate drug development.
  • Enhanced understanding of chirality will unlock new therapeutic applications for Cannabis-derived compounds.