16742-49-7

Basic information

• Product Name: METHYL 2-HYDROXYEICOSANOATE
• Synonyms: DL-ALPHA-HYDROXYARACHIDIC ACID METHYL ESTER;METHYL 2-HYDROXYEICOSANOATE;2-HYDROXY C20:0 METHYL ESTER;dl-A-hydroxyarachidic acid methyl ester;dl-α-hydroxyarachidic acid methyl ester;methyl 2-hydroxyarachidate;2-Hydroxyeicosanoic acid methyl ester;DL-α-Hydroxyarachidic acid methyl ester, Methyl 2-hydroxyeicosanoate
• CAS NO: 16742-49-7
• Molecular Formula: C₂₁H₄₂O₃
• Molecular Weight: 342.56
• Mol File: 16742-49-7.mol

Chemical Properties

• Boiling Point: 378.6°C at 760 mmHg
• Flash Point: 173.5°C
• Appearance: /
• Density: 0.909g/cm³
• Vapor Pressure: 2.75E-07mmHg at 25°C
• Refractive Index: 1.457
• Storage Temp.: 2-8°C
• PKA: 13.03±0.20(Predicted)
• CAS DataBase Reference: METHYL 2-HYDROXYEICOSANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-HYDROXYEICOSANOATE(16742-49-7)
• EPA Substance Registry System: METHYL 2-HYDROXYEICOSANOATE(16742-49-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 16742-49-7(Hazardous Substances Data)

Usage

Uses

Used in Cosmetics Industry:
METHYL 2-HYDROXYEICOSANOATE is used as an ingredient in cosmetic products for its moisturizing and emollient properties, helping to improve skin hydration and texture.
Used in Pharmaceutical Industry:
METHYL 2-HYDROXYEICOSANOATE is used as a potential therapeutic agent for the development of new drugs and treatment options, due to its unique chemical properties and biological activities.
Used in Biotechnology Industry:
METHYL 2-HYDROXYEICOSANOATE is used in biotechnological applications for its potential role in the development of new products and processes in various fields, such as agriculture, food, and environmental management.

InChI:InChI=1/C21H42O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(22)21(23)24-2/h20,22H,3-19H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 16742-48-6 alpha-hydroxyeicosanoic acid 
• 186581-53-3 diazomethane 
• 93643-04-0 C₂₂H₄₄O₃ 
• 1598425-87-6 1-O-β-D-glucopyranosyl-(2S,3S,4R,9E)-2-[(2'R)-2'-hydroxyeicosanoylamino]-9-tetradecene-1,3,4-triol 

Downstream Products

• 120977-30-2 C₂₈H₄₁F₅O₄ 

Relevant articles and documents

New sphingolipids from Abutilon pakistanicum

Pakistamides A and B (1 and 2, respectively), two new sphingolipids, have been isolated from the AcOEt-soluble sub-fraction of the MeOH extract of the whole plant of Abutilon pakistanicum. Their structures were assigned by 1 H and 13C NMR spectra, and by DEPT and COSY, NOESY, HMQC, HMBC, EI-MS, and FAB-MS experiments.

A new cerebroside from the fruit of ziziphus jujuba var. spinosa

A new cerebroside, 1-O-β-D-glucopyranosyl-(2S,3S,4R,9E)-2-[(2R)-2- hydroxyeicosanoylamino]-9-tetradecene-1,3,4-triol (1), was isolated from the fruits of Ziziphus jujuba var. spinosa, together with one known compound, dibutyl phthalate. Their structures were elucidated through spectroscopic and chemical methods.

Spiraeamide, new sphingolipid from Spiraea brahuica

Spiraeamide (1), a new sphingolipid, has been isolated from the ethyl acetate-soluble fraction of the methanolic extract of the whole plant of Spiraea brahuica, along with marrubiin (2), 19-acetylmarrubenol (3), and 6-acetylmarruenol (4). Their structures were elucidated by 1H and 13C NMR spectra, and COSY, NOESY, HMQC, HMBC, EI-MS, and FAB-MS experiments.

Gas chromatography/electron-capture negative ion mass spectrometry for the quantitative determination of 2- and 3-hydroxy fatty acids in bovine milk fat

2- and 3-hydroxy fatty acids (2- and 3-OH-FAs) are bioactive substances reported in sphingolipids and bacteria. Little is known of their occurrence in food. For this reason, a method suitable for the determination of OH-FAs at trace levels in bovine milk fat was developed. OH-FAs (and conventional fatty acids in samples) were converted into methyl esters and the hydroxyl group was derivatized with pentafluorobenzoyl (PFBO) chloride to give PFBO-O-FA methyl esters. These derivatives with strong electron affinity were determined by gas chromatography interfaced to mass spectrometry using electron-capture negative ion in the selected ion monitoring mode (GC/ECNI-MS-SIM). This method proved to be highly sensitive and selective for PFBO-O-FA methyl esters. For the analysis of samples, two internal standards were used. For this purpose, 9,10-dideutero-2-OH-18:0 methyl ester (ISTD-1) from 2-OH-18:1(9c) methyl ester as well as the ethyl ester of 3-PFBO-O-12:0 (ISTD-2) was synthesized. ISTD-1 served as a recovery standard whereas ISTD-2 was used for GC/MS measurements. The whole-sample cleanup consisted of accelerated solvent extraction of dry bovine milk, addition of ISTD 1, saponification, conversion of fatty acids into methyl esters by use of boron trifluoride, separation of the methyl esters of OH-FAs from nonsubstituted FAs on activated silica, conversion of OH-FAs methyl esters into PFBO-O-FA methyl esters, addition of ISTD-2, and measurement by GC/ECNI-MS-SIM. By this method, ten OH-FAs were quantified in bovine milk fat with high precision in the range from 0.02 ± 0.00 to 4.49 ± 0.29 mg/100 g of milk fat.

Isolation, structure elucidation, total synthesis, and evaluation of new natural and synthetic ceramides on human SK-MEL-1 melanoma cells

Two new long-chain ceramides, trametenamides A (1) and B (2), were isolated from the methanolic extract of the fruiting body of the fungus Trametes menziesii. The structures were elucidated by spectroscopic analyses and chemical transformations, and the absolute stereochemistry of trametenamide B (2) was determined by stereoselective total synthesis of four possible diastereomers. The acetyl derivative of the natural ceramide (1a) and synthetic ceramides (24-27) showed cytotoxicity on the human melanoma cell line SK-MEL-1, which was caused by induction of apoptosis as determined by DNA fragmentation, poly-(ADP-ribose) polymerase cleavage, and procaspase-9 and -8 processing.

Two cerebrosides and one acylglycosyl sterol from Monochoria vaginalis

Three new compounds have been isolated from the whole plant of Monochoria vaginalis and characterized as: (2S,3R,4E,8E,2′R)-1-O-(β-D- glucopyranosyl)-N-(2′-hydroxyicosanoyl)-4,8-sphingadienine, (2S,3R,4E,8E,2′R)-1-O-(β-D-glucopyranosyl)-N-(2′- hydroxyocta