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W276413

Sigma-Aldrich

Myristic acid

natural, ≥98.5%, FG

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Synonym(s):
1-Tridecanecarboxylic acid, C14:0, NSC 5028, Tetradecanoic acid
Linear Formula:
CH3(CH2)12COOH
CAS Number:
544-63-8
Molecular Weight:
228.37
FEMA Number:
2764
Beilstein:
508624
EC Number:
208-875-2
MDL number:
MFCD00002744
PubChem Substance ID:
24901314
Flavis number:
8.016
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
natural

Quality Level

400

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002

Assay

≥98.5%

bp

250 °C/100 mmHg (lit.)

mp

52-54 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

oily; waxy; soapy

SMILES string

CCCCCCCCCCCCCC(O)=O

InChI

1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16)

InChI key

TUNFSRHWOTWDNC-UHFFFAOYSA-N

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Biochem/physiol Actions

Myristic acid is commonly added via a covalent linkage to the N-terminal glycine of many eukaryotic and viral proteins, a process called myristoylation. Myristoylation enables proteins to bind to cell membranes and facilitates protein-protein interactions. Myristolyation of proteins affect many cellular functions and thus has implications in health and disease .

Disclaimer

The substance W276413 has no REACH registration because the only supported use is the use in medicinal products for human or veterinary use or in food or feedingstuffs according to article 2 of the REACH Regulation (EC) No 1907/2006.

Storage Class Code

11 - Combustible Solids

WGK

nwg

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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S Curry et al.
Biochimica et biophysica acta, 1441(2-3), 131-140 (1999-11-26)
Human serum albumin possesses multiple fatty acid binding sites of varying affinities, but the precise locations of these sites have remained elusive. The determination of the crystal structure of human serum albumin complexed with myristic acid recently revealed the positions
Anja Meier et al.
Hepatology (Baltimore, Md.), 58(1), 31-42 (2012-12-06)
Chronic infection with the human hepatitis B virus (HBV) is a global health problem and a main cause of progressive liver diseases. HBV exhibits a narrow host range, replicating primarily in hepatocytes. Both host and hepatocyte specificity presumably involve specific
Dalit Shental-Bechor et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(44), 17839-17844 (2012-08-01)
We present an integrated experimental and computational study of the molecular mechanisms by which myristoylation affects protein folding and function, which has been little characterized to date. Myristoylation, the covalent linkage of a hydrophobic C14 fatty acyl chain to the
Geok-Lin Chua et al.
PloS one, 7(7), e41924-e41924 (2012-07-31)
Integrins are signal transducer proteins involved in a number of vital physiological processes including cell adhesion, proliferation and migration. Integrin molecules are hetero-dimers composed of two distinct subunits, α and β. In humans, 18 α and 8 β subunits are
Alicja Kuban-Jankowska et al.
PloS one, 7(12), e52495-e52495 (2013-01-10)
Hydrogen peroxide induces oxidation and consequently inactivation of many protein tyrosine phosphatases. It was found that hydrogen peroxide, in the presence of carboxylic acids, was efficiently activated to form even more potent oxidant - peroxy acid. We have found that
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