Olivetol is a compound that plays a significant role in organic chemistry and pharmaceuticals. Here’s an overview:
Physical and Chemical Properties
Density | 1.1±0.1 g/cm3 |
Boiling point | 313.3±12.0 °C at 760 mmHg |
Melting Point | 46-48ºC |
Flash point | 148.8±14.2 °C |
Storage Condition | Refrigerator |
HPLC purity | 98% |
Chemical Structure and Properties
IUPAC Name: 5-Pentylbenzene-1,3-diol
Molecular Formula: C11H16O2
Molecular Weight: Approximately 180.24 g/mol
Structure: Olivetol consists of a benzene ring substituted with hydroxyl groups at positions 1 and 3, along with a pentyl group (five carbon chain) attached to the benzene ring.
Natural Occurrence
Olivetol is found naturally in certain plants, particularly in species of lichens and liverworts. It serves as a precursor in the biosynthesis of various natural products, including cannabinoids.
Role in Cannabinoid Biosynthesis
Olivetol is a key intermediate in the biosynthesis of cannabinoids, such as tetrahydrocannabinol (THC) and cannabidiol (CBD). In the cannabinoid biosynthetic pathway, olivetol undergoes condensation with geranyl pyrophosphate (GPP), catalyzed by an olivetol synthase enzyme, to form cannabigerolic acid (CBGA). CBGA is then converted into THC, CBD, or other cannabinoids through subsequent enzymatic reactions.
Synthetic Uses
Synthetically, olivetol is utilized as a starting material in organic chemistry for the synthesis of various compounds, including pharmaceuticals and cannabinoid derivatives.
Applications
Pharmaceuticals: Used in the synthesis of cannabinoid analogs and other pharmaceutical compounds.
Research: Studied for its role in cannabinoid biosynthesis pathways and potential therapeutic applications.
Safety and Handling
As with any chemical compound, olivetol should be handled with care. Detailed safety information, including handling procedures and precautions, can be found in its Material Safety Data Sheet (MSDS).
Conclusion
Olivetol is a pivotal compound in both natural cannabinoid biosynthesis and synthetic organic chemistry. Its role in producing cannabinoids makes it a subject of significant interest in pharmaceutical and medicinal research.