24607-08-7

Basic information

• Product Name: (2R,4R)-16-Heptadecene-1,2,4-triol
• Synonyms: (2R,4R)-16-Heptadecene-1,2,4-triol;Avocadene
• CAS NO: 24607-08-7
• Molecular Formula: C17H34 O3
• Molecular Weight: 286.4501
• Mol File: 24607-08-7.mol

Chemical Properties

• Boiling Point: 436.8°Cat760mmHg
• Flash Point: 194.2°C
• Appearance: /
• Density: 0.962g/cm³
• Vapor Pressure: 1.84E-09mmHg at 25°C
• Refractive Index: 1.483
• CAS DataBase Reference: (2R,4R)-16-Heptadecene-1,2,4-triol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R)-16-Heptadecene-1,2,4-triol(24607-08-7)
• EPA Substance Registry System: (2R,4R)-16-Heptadecene-1,2,4-triol(24607-08-7)

Safety Data

• Hazardous Substances Data: 24607-08-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(2R,4R)-16-Heptadecene-1,2,4-triol is used as a novel co-surfactant for the development of low energy self-emulsifying microemulsions. Its unique properties allow for the formation of stable and efficient drug delivery systems, enhancing the bioavailability and therapeutic effects of various pharmaceutical compounds.
Used in Cosmetics Industry:
(2R,4R)-16-Heptadecene-1,2,4-triol is used as an ingredient in the formulation of cosmetics and personal care products. Its ability to interact with other molecules and improve the stability of formulations makes it a valuable component in the development of creams, lotions, and other skincare products.
Used in Food Industry:
(2R,4R)-16-Heptadecene-1,2,4-triol can be utilized as an additive in the food industry, where it may serve as an emulsifier, stabilizer, or texturizer. Its unique properties can help improve the quality, texture, and shelf life of various food products.
Used in Avocado-derived Applications:
(2R,4R)-16-Heptadecene-1,2,4-triol is used as a key component in the development of avocado-derived products, leveraging its natural origin and beneficial properties. It can be employed in the creation of innovative and sustainable products within the food, pharmaceutical, and cosmetics industries.

InChI:InChI=1/C17H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(19)14-17(20)15-18/h2,16-20H,1,3-15H2

Upstream product

• 16339-76-7 13-Bromo-1-tridecene 
• 24607-05-4 (2R,4R)-1,2,4-trihydroxyheptadeca-16-yne 
• 4282-44-4 1-iodo-n-undecane 
• 1356361-35-7 1,2R-diacetoxy-4R-hydroxy-n-heptadeca-16-ene 
• 81662-63-7 (2S,4R)-16-Heptadecene-1,2,4-triol 4-p-nitrobenzoate 1-pivalate 
• 81662-59-1 4-Nitro-benzoic acid (R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetradec-13-enyl ester 
• 81662-61-5 (2S,4R)-16-Heptadecene-1,2,4-triol 4-p-nitrobenzoate 
• 81662-57-9 (2S,4R)-16-Heptadecene-1,2,4-triol 1,2-acetonide 
• 81662-65-9 (2R,4R)-16-Heptadecene-1,2,4-triol 2-benzoate 4-p-nitrobenzoate 1-pivalate 

Relevant articles and documents

Heptadecanols from the leaves of Persea americana var. americana

From the leaves of Persea americana var. americana, eleven heptadecanol derivatives were identified. Their structures were elucidated on the basis of spectroscopic analyses. The absolute configurations were determined by chemical reaction, NOESY experiment and further comparison of the optical rotation value with the literature value. Additionally, the ratios of the contents of six heptadecanol derivatives in leaves, immature fruits, mature fruits and seeds of P. americana were estimated by LC-MS in multiple reaction monitoring (MRM) mode.

De Novo Asymmetric Synthesis of Avocadyne, Avocadene, and Avocadane Stereoisomers

The de novo asymmetric synthesis of all possible stereoisomers of two polyketide natural products, avocadyne, avocadene, and the saturated variant avocadane, is described. The stereodivergent synthesis of the 12 congeners is accomplished in 4-6 steps from an achiral acylpyruvate derivative, which, in turn, is prepared in five steps from commercially available materials. The approach uses, sequentially, a Noyori asymmetric reduction, a diastereoselective chelate- or directed reduction of a β-hydroxyketone, and an ester reduction to a primary alcohol.

Synthesis of All Four Stereoisomers of Antibacterial Component of Avocado

Starting from (S)-2,2-dimethyl-1,3-dioxolane-4-ethanal, all four stereoisomers of 16-heptadecene-1,2,4-triol were synthesized.In comparison with synthetic products, the naturally occurring antibacterial triol in the avocado fruit was determined as (2R,4R)