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28715-21-1

28715-21-1 Structure

28715-21-1 Structure
IdentificationMore
[Name]

3-HYDROXYTETRADECANOIC ACID
[CAS]

28715-21-1
[Synonyms]

3-HYDROXY C14:0 ACID
3-HYDROXYMYRISTIC ACID
3-HYDROXYMYRISTIC ACID (BETA-)
(+/-)-3-HYDROXYTETRADECANOIC ACID
3-HYDROXYTETRADECANOIC ACID
DL-BETA-HYDROXYMYRISTIC ACID
HYDROXYMYRISTIC ACID, 3-
[Molecular Formula]

C14H28O3
[MDL Number]

MFCD00059633
[Molecular Weight]

244.37
[MOL File]

28715-21-1.mol
Chemical PropertiesBack Directory
[Appearance]

White Powder
[Melting point ]

71-72°C
[Boiling point ]

376.9±25.0 °C(Predicted)
[density ]

0.969±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Slightly), Dichloromethane (Slightly), Diethyl Ether (Slightly)
[form ]

Solid
[pka]

4.38±0.10(Predicted)
[color ]

White to Off-White
[Usage]

One of two major component of bacterial Lipid A .
[InChI]

InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)/t13-/m1/s1
[InChIKey]

ATRNZOYKSNPPBF-CYBMUJFWSA-N
[SMILES]

C(O)(=O)C[C@H](O)CCCCCCCCCCC
[CAS DataBase Reference]

28715-21-1(CAS DataBase Reference)
Questions And AnswerBack Directory
[Preparation]

(R)-3-Hydroxy Myristic Acid can be obtained by hydrolyzing its methyl ester derivative: under mild alkaline conditions (such as using lithium hydroxide in a tetrahydrofuran/water mixed solvent), methyl (R)-3-hydroxytetradecanoic acid is saponified and then extracted with acid to obtain the target product in high yield.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

1,3-Dioxane-4,6-dione, 2,2-dimethyl-5-(1-oxododecyl)--->Tetradecanenitrile, 3-hydroxy-, (3R)--->3-Oxomyristic acid-->3-Hydroxy Myristic Acid Methyl Ester-->R-(3)-Hydroxymyristic acid, methyl ester-->2-Tridecanone-->Methyl 3-oxotetradecanoate--> 3-Hydroxytetradecanoic Acid-->Ethyl (R)-3-hydroxy-tetradecanoate-->(S)-3-Hydroxy Myristic Acid-->(S)-3-Hydroxy Myristic Acid Methyl Ester-->1-Tridecene-->1,4-Dioxane-->Vinyl acetate
[Preparation Products]

Orlistat
Hazard InformationBack Directory
[Chemical Properties]

White Powder
[Uses]

One of two major component of bacterial Lipid A .
[Uses]

One of two major component of bacterial Lipid A .
[Definition]

ChEBI: A 3-hydroxytetradecanoic acid that has R configuration at position 3. It plays an intermediate role in fatty acid biosynthesis.
[General Description]

(R)-3-Hydroxy myristic acid is a low energy compound that can be synthesized by stepwise reactions. This molecule can be obtained from the wild-type strain of Escherichia coli and purified by preparative high performance liquid chromatography (preparative HPLC). The molecule has an asymmetric carbon atom and an hydroxy group at one end. It also contains a monoclonal antibody with a hydroxyl group and a fatty acid, which can be analyzed using mass spectrometry. Chemical analysis of this molecule reveals that it is composed of two fatty acids, including linoleic acid and 3-hydroxy myristic acid.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-3-Hydroxy Myristic Acid(28715-21-1)1HNMR
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