1731-94-8

Basic information

• Product Name: METHYL NONADECANOATE
• Synonyms: NONADECANOIC ACID METHYL ESTER;N-NONADECANOIC ACID METHYL ESTER;1N-NONADECANOIC ACID METHYL ESTER;METHYL N-NONADECANOATE;METHYL NONADECANOATE;C19:0 METHYL ESTER;methyl nonadecan-1-oate;METHYL NONADECANOATE, STANDARD FOR GC
• CAS NO: 1731-94-8
• Molecular Formula: C₂₀H₄₀O₂
• Molecular Weight: 312.53
• EINECS: 217-056-9
• Product Categories: Methyl Esters;Biochemicals and Reagents;Building Blocks;C12 to C63;Carbonyl Compounds;Chemical Synthesis;Esters;Fatty Acyls;Fatty Esters;Lipids;Organic Building Blocks
• Mol File: 1731-94-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 37-40 °C(lit.)
• Boiling Point: 352.43°C (estimate)
• Flash Point: >230 °F
• Appearance: /Liquid
• Density: 0.8739 (estimate)
• Vapor Pressure: 1.88E-05mmHg at 25°C
• Refractive Index: 1.4305 (estimate)
• Storage Temp.: −20°C
• Solubility: almost transparency in Ethylacetate
• BRN: 1788184
• CAS DataBase Reference: METHYL NONADECANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL NONADECANOATE(1731-94-8)
• EPA Substance Registry System: METHYL NONADECANOATE(1731-94-8)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 1731-94-8(Hazardous Substances Data)

Usage

Description

Nonadecanoic acid methyl ester is an esterified version of the free acid which is less water soluble but more amenable for the formulation of nonadecanoate-containing diets and dietary supplements. Nonadecanoic acid is a 19-carbon saturated fatty acid that is found in fats and vegetable oils. It has been shown to inhibit HL-60 cancer cell proliferation with an IC50 value of 68 μM.

Chemical Properties

White, waxy solid. Insoluble in water; soluble in alcoholand ether. Combustible.

Uses

Different sources of media describe the Uses of 1731-94-8 differently. You can refer to the following data:
1. Methyl Nonadecanoate displays antisickling activity which may be used in the treatment of sickle cell anemia.
2. Intermediate in organic synthesis, medicalresearch.
3. Methyl nonadecanoate may be used as an internal standard to study the mechanism of anti-oxidation effect of ginseng extract using gas chromatography coupled with electron spin resonance spectrophotometry. Methyl nonadecanoate may also be used as an internal standard to investigate the separation of molecular species of triacylglycerols using high-performance liquid chromatography in silver ion mode.

Definition

ChEBI: A fatty acid methyl ester resulting from the formal condensation of the carboxy group of nonadecanoic acid with methanol.

InChI:InChI=1/C20H40O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-2/h3-19H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 6250-70-0 1,19-nonadecanedioic acid 
• 201230-82-2 carbon monoxide 
• 186581-53-3 diazomethane 
• 143669-33-4 nonadec-1-en-1-yl acetate 
• 112-88-9 octadec-1-ene 
• 79196-27-3 1-diazo-nonadecan-2-one 
• 646-30-0 nonadecanoic acid 

Downstream Products

• 112-92-5 1-octadecanol 
• 31081-59-1 1-octadecyl methanesulfonate 
• 1454-84-8 nonadecan-1-ol 
• 646-30-0 nonadecanoic acid 

Relevant articles and documents

New lipoxygenase inhibitory sphingolipids from Chrozophora plicata

Two new sphingolipids plicatin A [(2S,3S,4R)-2-{[(2R)-2-hydroxyoctdecanoyl] amino}hexaeicosane-1,3,4-triol (1)] and plicatin B [(2S,3S,4R,10E)-2-{[(2R)-2- hydroxyoctdecanoyl]amino}tricont-10-ene-1,3,4-triol (2)], together with 4-hydroxybenzaldehyde, scopoletin, uracil, and dl-threonolactone were isolated from the methanolic extract of the whole plant of Chrozophora plicata. The structures of these compounds were established using 1D (1H, 13C) and 2D NMR (HMQC, HMBC, and COSY) spectroscopy and mass spectrometry (EI-MS and HR-EI-MS) and in comparison with the reported data in the literature. Compounds 1 and 2 showed inhibitory potential against enzyme lipoxygenase with IC50 values 195.1 and 102.3 μM, respectively.

Cytotoxic ceramides and glycerides from the roots of Livistona chinensis

A 70% ethanol extract of the roots of Livistona chinensis has been investigated, led to the isolation of 13 compounds, including a new ceramide, (2S,3S,4R,9Z)-2-[(2R)-2-hydroxytricosanoylamino]-9-octadecene-1,3,4-triol (2), a new glycosyl ceramide, 1-O-β-d-glucopyranosyl-(2S,3S,4R,9Z)-2-[(2R)-2- hydroxydocosanoylamino]-9-octadecene-1,3,4-triol (3), three new monoacylglycerols, 1-(34-hydroxytetratriacontanoyl)-sn-glycerol (9), 1-[nonadeca-(9Z,12Z)-dienoyl]-sn-glycerol (10), and 1-[12-hydroxypentatriaconta- (13E,15Z)-dienoyl]-sn-glycerol (11), a new diacylglycerol, 1-(heptadeca-6Z,9Z- dienoyl)-3-(octadeca-6Z,9Z,12Z-trienoyl)-sn-glycerol (12), as well as a new diacylglycerol aminoglycoside, 1-octadecanoyl-2-nonadecanoyl-3-O-(6-amino-6- deoxy)-β-d-glucopyranosyl-sn-glycerol (13). The structures of new compounds were elucidated, based on spectroscopic, zymologic and chemical methods. Among the compounds tested, compounds 3, 4 and 13 showed significantly antiproliferative effects against the human tumor cell lines (K562, HL-60, HepG2, and CNE-1) with the IC50 of 10-65 μM. To our knowledge, this is first report of the occurrence of ceramides and acylglycerols in the genus Livistona.

Selective Mono- and Bis(alkoxycarbonylation)s of Olefins Catalyzed by Palladium in the Presence of Cu(I) or Cu(II) Chloride under Remarkably Mild Conditions. Application to the Synthesis of γ-Butyrolactone Derivatives

Palladium-catalyzed mono- and bis(alkoxycarbonylation)s of the olefins were controlled by the use of copper(II) and copper(I) chloride, respectively, in alcohol under normal pressure of carbon monoxide and oxygen at room temperature without any other additives. 3-Buten-1-ols gave the corresponding γ-butyrolactones and 2-oxotetrahydrofuran-3-acetic acid esters, respectively, in high yields.