16833-54-8

Basic information

• Product Name: Pinolenic Acid
• Synonyms: 5,9,12-Octadecatrienoicacid, (5Z,9Z,12Z)-;Pinolenic Acid (pine nut oil), 40%;HXQHFNIKBKZGRP-URPRIDOGSA-N
• CAS NO: 16833-54-8
• Molecular Formula: C18H30O2
• Molecular Weight: 278.4296
• Mol File: 16833-54-8.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 384.8±11.0 °C(Predicted)
• Appearance: /
• Density: 0.924±0.06 g/cm3(Predicted)
• Refractive Index: nD20 1.4804
• PKA: 4.76±0.10(Predicted)
• CAS DataBase Reference: Pinolenic Acid(CAS DataBase Reference)
• NIST Chemistry Reference: Pinolenic Acid(16833-54-8)
• EPA Substance Registry System: Pinolenic Acid(16833-54-8)

Safety Data

• Hazardous Substances Data: 16833-54-8(Hazardous Substances Data)

Usage

Description

Pinolenic Acid, also known as coniferonic acid, is an octadecatrienoic acid with three double bonds located at positions 5, 9, and 12 (the all-cis-isomer). It is a unique fatty acid predominantly found in the seeds of the Pinus species, particularly in the genus Pinus. Pinolenic Acid has gained attention for its potential health benefits and various applications in different industries.

Uses

Used in Pharmaceutical Industry:
Pinolenic Acid is used as a pharmaceutical agent for its potential health benefits. It has been shown to have anti-inflammatory, anti-obesity, and neuroprotective properties. The acid may also play a role in the treatment of metabolic disorders and cardiovascular diseases due to its unique structure and bioactivity.
Used in Food Industry:
Pinolenic Acid is used as a nutraceutical ingredient for its health-promoting properties. It can be incorporated into various food products, such as supplements, functional foods, and beverages, to enhance their nutritional value and provide additional health benefits to consumers.
Used in Cosmetics Industry:
Pinolenic Acid is used as an ingredient in the cosmetics industry for its potential skin health benefits. It may be included in skincare products, such as creams, lotions, and serums, to provide moisturizing, anti-aging, and protective effects.
Used in Agricultural Industry:
Pinolenic Acid can be used in the agricultural industry as a natural pesticide or growth promoter. Its bioactive properties may help protect crops from pests and diseases, while also promoting healthy growth and development.

Synthetic route

pinolenic acid (16833-54-8) → 9-hydroxyoctadeca-5Z,10E,12Z-trienoic acid + 9-oxooctadeca-5Z,10E,12Z-trienoic acid + 13-oxooctadeca-5Z,9Z,11E-trienoic acid + 13-hydroxyoctadeca-5Z,9Z,11E-trienoic acid

Conditions	Yield
at 23℃; for 0.666667h; 15-lipoxygenase, borate buffer; Yield given. Yields of byproduct given;

iso-butyl chloroformate (5856-79-1, 57526-28-0) + pinolenic acid (16833-54-8) → C23H38O3

Conditions	Yield
With triethylamine In acetonitrile at 4℃; for 1h;

pinolenic acid (16833-54-8) → (5Z,9Z,12Z)-Octadeca-5,9,12-trienoic acid [2-(3,4-dihydroxy-phenyl)-ethyl]-amide

Conditions	Yield
Multi-step reaction with 2 steps 1: Et3N / acetonitrile / 1 h / 4 °C 2: Et3N / dimethylformamide / 18 h / 4 °C View Scheme