23635-14-5

Basic information

• Product Name: (-)-PERILLIC ACID
• Synonyms: (S)-4-(1-Methylethenyl)-1-cyclohexene-1-carboxylic acid;(S)-4-Isopropenylcyclohexene-1-carboxylic acid;L(-)-Perillic acid,95%;(S)-(-)-Perillic acid 95%
• CAS NO: 23635-14-5
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22
• Mol File: 23635-14-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 129-131 °C(lit.)
• Boiling Point: 284.9°Cat760mmHg
• Flash Point: 134°C
• Appearance: /
• Density: 1.068g/cm³
• Vapor Pressure: 0.000746mmHg at 25°C
• Storage Temp.: 2-8°C
• PKA: 4.94±0.40(Predicted)
• CAS DataBase Reference: (-)-PERILLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-PERILLIC ACID(23635-14-5)
• EPA Substance Registry System: (-)-PERILLIC ACID(23635-14-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 23635-14-5(Hazardous Substances Data)

Usage

Description

(-)-Perillic Acid, also known as (S)-(-)-Perillic acid, is a perillyl derivative that possesses potent antimicrobial and anticancer properties. It is a colorless to beige crystalline flake, which can be synthesized through the bio-oxidation of R-(+)-limonene. (-)-PERILLIC ACID has been identified as a potential biomarker for Parkinson's disease and is known for its ability to induce apoptosis in cells by increasing the levels of p21, Bax, and caspase-3.

Uses

1. Used in Anticancer Applications:
In the pharmaceutical industry, (-)-Perillic Acid is used as an apoptosis-inducing agent for its ability to increase the levels of p21, Bax, and caspase-3 in cells. This makes it a promising candidate for the development of new cancer treatments, particularly for solid tumors.
2. Used as a Biomarker for Parkinson's Disease:
In the field of medical research, (-)-Perillic Acid serves as a potential biomarker for Parkinson's disease. Its identification as a biomarker can aid in the early diagnosis and monitoring of the disease, leading to better patient outcomes and more effective treatment strategies.
3. Used in Antimicrobial Applications:
Due to its potent antimicrobial activity, (-)-Perillic Acid can be utilized in the development of new antimicrobial agents, particularly in the pharmaceutical and healthcare industries. This can help in the fight against antibiotic-resistant bacteria and contribute to the development of novel treatments for various infections.
4. Used in Drug Synthesis:
In the chemical industry, (-)-Perillic Acid can be employed as a key intermediate in the synthesis of various drugs and pharmaceutical compounds. Its unique chemical properties make it a valuable building block for the development of new medications with potential applications in various therapeutic areas.

Biochem/physiol Actions

Interferes with activity of p21ras and other small G proteins by inhibiting post-translational cysteine isoprenylation.

InChI:InChI=1/C10H14O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h5,8H,1,3-4,6H2,2H3,(H,11,12)/p-1/t8-/m1/s1

Upstream product

• 536-59-4 (-)-perillyl alcohol 
• 18172-67-3 beta-pinene 
• 7785-70-8 (+)-α-pinene 
• 6931-54-0 trans-2,10-epoxypinane 
• 852920-51-5 β-pinene α-oxide 
• 127-91-3 (1R,5R)-(+)-β-pinene 
• 146763-95-3 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl (-)-perillate 
• 146763-93-1 perriloside B 
• 18031-40-8 (S)-(-)-perillaldehyde 
• 76509-36-9 (S)-8-bromo-p-menthen-⁽¹⁾-oic acid-⁽⁷⁾ 

Downstream Products

• 146763-93-1 perriloside B 
• 26460-67-3 (S)-methylperillate 
• 100-21-0 terephthalic acid 
• 90417-92-8 4-<1,1-Dinitro-ethyl>-benzoesaeure 
• 20185-55-1 p-isopropylbenzoic acid methyl ester 

Relevant articles and documents

Perilla acid methyl ester derivatives containing nitrogen and its preparation and use

The invention belongs to the technical field of medicines and relates to a purple perilla methyl rosmarinate nitrogen-containing derivative as well as a preparation method and application thereof, wherein the purple perilla methyl rosmarinate nitrogen-containing derivative has structural characteristics shown in a formula I described in the specification. The invention also relates to pharmaceutically acceptable salt and solvate of the purple perilla methyl rosmarinate nitrogen-containing derivative and a pharmaceutical composition containing the purple perilla methyl rosmarinate nitrogen-containing derivative or pharmaceutically acceptable salt of the purple perilla methyl rosmarinate nitrogen-containing derivative as active ingredients, wherein the pharmaceutically acceptable salt and solvate and the pharmaceutical composition can be used for treating cancer. The purple perilla methyl rosmarinate nitrogen-containing derivative and pharmaceutical salt thereof have good antitumour activities, the preparation method is simple and feasible, and operation is easy.

Oxidative Transformations of Biosourced Alcohols Catalyzed by Earth-Abundant Transition Metals

The catalytic acceptorless dehydrogenative oxidation of biosourced alcohols into carboxylic acid salts was achieved using earth-abundant Fe and Mn complexes that feature aliphatic PNP pincer ligands in good to excellent yields. The Fe derivatives were characterized by using 57Fe NMR spectroscopy. Mn pincer catalysts are catalytically more efficient than their Fe counterparts thanks to their robustness under basic conditions. Attempts to generate aldehydes from alcohols were not successful using the Fe and Mn species, but a commercially available Ru analogue achieves this transformation selectively under very mild conditions in the presence of a large excess of acetone as a hydrogen acceptor.