3-Hydroxy Myristic Acid Methyl Ester Chemical Properties

Melting point:

34-38°C

Boiling point:

359.1±15.0 °C(Predicted)

Density 

0.931±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

13.91±0.20(Predicted)

color 

White to Pale Yellow

InChI

InChI=1S/C15H30O3/c1-3-4-5-6-7-8-9-10-11-12-14(16)13-15(17)18-2/h14,16H,3-13H2,1-2H3

InChIKey

UOZZAMWODZQSOA-UHFFFAOYSA-N

SMILES

C(OC)(=O)CC(O)CCCCCCCCCCC

3-Hydroxy Myristic Acid Methyl Ester Usage And Synthesis

Description

3-hydroxy Myristic acid methyl ester is a hydroxylated fatty acid methyl ester that has been found in E. camaldulensis and E. torelliana extracts. It is active against M. tuberculosis (MIC = 49.5 μg/ml) and is non-cytotoxic to Vero cells (IC₅₀ = >100 μM). 3-hydroxy Myristic acid methyl ester is also a volatile compound that contributes to the aroma of red wild strawberries (F. pentaphylla) but is not present in cultivated strawberries (Fragaria x ananassa). [Matreya, LLC. Catalog No. 1736]

Chemical Properties

3-Hydroxy Myristic Acid Methyl Ester is Pale Yellow Low Melting Solid

Uses

3-Hydroxytetradecanoic Acid Methyl Ester is used in the preparation of (S)-3-hydroxytetradecanoic acid and synthesis of unnatural analogs of lipid A containing the (S)-acid.

References

[1] TEMITOPE O LAWAL. In vitro susceptibility of Mycobacterium tuberculosis to extracts of Eucalyptus camaldulensis and Eucalyptus torelliana and isolated compounds.[J]. Pharmaceutical Biology, 2012, 50 1: 92-98. DOI: 10.3109/13880209.2011.625953
[2] WENKAI DUAN. Comparative analysis of fruit volatiles and related gene expression between the wild strawberry Fragaria pentaphylla and cultivated Fragaria × ananassa[J]. European Food Research and Technology, 2017, 244 1: 57-72. DOI: 10.1007/s00217-017-2935-x

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