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Merck
CN

M1890

rac-Glycerol 1-myristate

≥99%

Synonym(s):

1-Monotetradecanoyl-rac-glycerol, rac-1-Myristoylglycerol, DL-α-Myristin, Monomyristin

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About This Item

Linear Formula:
H3C(CH2)12COOCH2CH(OH)CH2OH
CAS Number:
589-68-4
Molecular Weight:
302.45
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
24896704
MDL number:
MFCD00046760
Beilstein/REAXYS Number:
1727502

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InChI

1S/C17H34O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)21-15-16(19)14-18/h16,18-19H,2-15H2,1H3

SMILES string

CCCCCCCCCCCCCC(=O)OCC(O)CO

InChI key

DCBSHORRWZKAKO-UHFFFAOYSA-N

biological source

synthetic (organic)

assay

≥99%

form

powder

functional group

ester, hydroxyl

lipid type

neutral glycerides

shipped in

ambient

storage temp.

−20°C

Quality Level

200

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General description

rac-Glycerol 1-myristate is present in the saw palmetto palm and is less soluble in water.

Application

rac-Glycerol 1-myristate has been used:
  • as a standard in liquid chromatography/atmospheric-pressure chemical ionization mass spectrometry (LC–APCI-MS) studies
  • as a representative monoacylglycerol to test its matrix effects in gas chromatography-mass spectrometry (GC-MS) studies
  • to test its antifungal activity against Fusarium spp.

Rac-glycerol 1-myristate (glycerol α-monomyristate) is used in colloidal chemistry as a nonionic surfactant in the development of micelles.

Biochem/physiol Actions

rac-Glycerol 1-myristate also elicits antifungal activity. It exhibits an anti-proliferative effect in HeLa cervical cancer cells when delivered as a polymeric nanoparticle-based conjugate.
rac-Glycerol 1-myristate, a 1-monoglyceride of myristic acid, has antibacterial activity against several Gram-positive bacterial strains.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000464305
0000464305
0000305261
0000305261
SLCF2261

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Search of components causing matrix effects on GC/MS for pesticide analysis in food
Sugitate K, et al.
Journal of pest science null
Sirirat Boondireke et al.
Colloids and surfaces. B, Biointerfaces, 176, 9-17 (2018-12-28)
The cytotoxicity of monomyristin (MM), a monoacylglycerol, was investigated against cervical cancer cells (HeLa) and two normal cells (Vero and endometrial epithelial cells). MM exhibited cytotoxicity specifically to HeLa cells and not against normal cells except at the highest investigated
Antifungal activity of fatty acids and their monoglycerides against Fusarium spp. in a laboratory medium
Altieri C, et al.
International journal of food science, 44(2) (44)
Wakako Tsuzuki
Lipids, 42(7), 613-619 (2007-06-22)
To elucidate the absorption characteristics of dietary lipids in the human intestine, we investigated the cellular uptake of lipid metabolites using a differential monolayer of the Caco2 cells. As lipid metabolites, several free fatty acids and 2-monoacylglycerols, were formed a
M Suman et al.
Journal of chromatography. A, 1216(18), 3758-3766 (2009-03-17)
A new, reliable liquid chromatography/atmospheric-pressure chemical ionisation mass spectrometry (LC-APCI-MS) method was developed for the quantitative determination of food emulsifiers composed of mono- and diacylglycerols of fatty acids (E471 series) in complex food matrices. These additives are extremely interesting for
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