Olivetolic Acid

• CAS: 491-72-5
• Catalog Number: ACM491725-1
• Category: Main Products
• Molecular Weight: 224.25
• Molecular Formula: C12H16O4
• Synonyms: 6-Pentyl-Β-Resorcylic Acid
• Boiling Point: 403.9 °C at 760 mmHg (Predicted)
• Appearance: Light Brown Solid
• Refractive Index: 1.58 (Predicted)

Case Study

Olivetolic Acid as a Small-Molecule Lead for Anticonvulsant Development

Anderson, Lyndsey L., et al. Journal of cannabis research 4.1 (2022): 2.

While the cannabinoid precursor Cannabigerolic acid (CBGA) has shown anticonvulsant properties, its utility is limited by chemical instability and poor penetration into the brain. This study assessed whether olivetolic acid-an accessible, des-geranyl precursor in the cannabinoid biosynthetic pathway-has anticonvulsant activity and drug-like exposure, and compare it to a more stable CBGA analogue (CBGA methyl ester).
Application & Evaluation: Following intraperitoneal administration in mice, the brain and plasma pharmacokinetic profiles of both compounds were analyzed. Their anticonvulsant efficacy was then tested in a Scn1a+/- mouse model of Dravet syndrome against hyperthermia-induced seizures.
Key Findings: CBGA methyl ester showed improved but still limited brain penetration (~13% brain/plasma ratio) compared with CBGA (~2%) yet produced no anticonvulsant protection in the hyperthermia-induced seizure test, while olivetolic acid, despite very poor brain penetration (~1%), produced a modest anticonvulsant effect-raising the seizure temperature threshold by about 0.4 °C at 100 mg/kg; neither compound showed detectable activity at GPR55 or T-type calcium channels in the in vitro assays performed.

Custom Q&A

What is the molecular formula of Olivetolic acid?

The molecular formula of Olivetolic acid is C12H16O4.

What are the synonyms of Olivetolic acid?

The synonyms of Olivetolic acid are 2,4-Dihydroxy-6-pentylbenzoic acid, Olivetolcarboxylic acid, and Allazetolcarboxylic acid.

What is the molecular weight of Olivetolic acid?

The molecular weight of Olivetolic acid is 224.25 g/mol.

What is the role of Olivetolic acid?

Olivetolic acid has a role as a metabolite.

What class of compounds does Olivetolic acid belong to?

Olivetolic acid belongs to the class of benzoic acids.

What is the IUPAC name of Olivetolic acid?

The IUPAC name of Olivetolic acid is 2,4-dihydroxy-6-pentylbenzoic acid.

What is the InChIKey of Olivetolic acid?

The InChIKey of Olivetolic acid is SXFKFRRXJUJGSS-UHFFFAOYSA-N.

What is the canonical SMILES of Olivetolic acid?

The canonical SMILES of Olivetolic acid is CCCCCC1=C(C(=CC(=C1)O)O)C(=O)O.

What is the CAS number of Olivetolic acid?

The CAS number of Olivetolic acid is 491-72-5.

What is the topological polar surface area of Olivetolic acid?

The topological polar surface area of Olivetolic acid is 77.8Ų.