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M3664

Sigma-Aldrich

12-Methyltetradecanoic acid

Synonym(s):

(+)-12-Methyl myristic acid

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About This Item

Empirical Formula (Hill Notation):
C15H30O2
CAS Number:
5502-94-3
Molecular Weight:
242.40
MDL number:
MFCD00083664
UNSPSC Code:
12352211
PubChem Substance ID:
24896866
NACRES:
NA.25

Assay

≥98% (GC)

Quality Level

100

functional group

carboxylic acid

lipid type

saturated FAs

shipped in

ambient

storage temp.

2-8°C

SMILES string

CCC(C)CCCCCCCCCCC(O)=O

InChI

1S/C15H30O2/c1-3-14(2)12-10-8-6-4-5-7-9-11-13-15(16)17/h14H,3-13H2,1-2H3,(H,16,17)

InChI key

XKLJLHAPJBUBNL-UHFFFAOYSA-N

Biochem/physiol Actions

12-Methyltetradecanoic acid (12-methylmyristic acid) is an anteiso-C(15)-fatty acid used in studies on the properties and functions of medium-chain anteiso-fatty acids. 12-methyltetradecanoic acid is studied to understand its antibacterial properties. 12-methyltetradecanoic acid represses the extracellular production of surfactants required for swarming motility in Pseudomonas aeruginosa PAO1.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T Kitahara et al.
Bioscience, biotechnology, and biochemistry, 59(1), 78-82 (1995-01-01)
Both the enantiomers of aseanostatin P5 (sarcinic acid), an inhibitor of myeloperoxidase (MPO) release from human polymorphonuclear leukocytes (PMN), with high optical purity were synthesized by starting from (S)-2-methylbutanol and methyl (S)-3-hydroxy-2-methylpropanoate. They were converted to four diastereomers of aggreceride
M R Edgcomb et al.
Biochimica et biophysica acta, 1463(1), 31-42 (2000-01-13)
Listeria monocytogenes is a foodborne psychrotrophic pathogen that grows at refrigeration temperatures. Previous studies of fatty acid profiles of wild-type and cold-sensitive, branched-chain fatty acid deficient mutants of L. monocytogenes suggest that the fatty acid 12-methyltetradecanoic (anteiso-C(15:0)) plays a critical
Kenneth C Wright et al.
Journal of experimental therapeutics & oncology, 5(1), 55-68 (2006-01-19)
The purpose of this research was to evaluate the effects of targeted arterial delivery of the branched chain fatty acid 12-methyltetradecanoic acid (12-MTA) on the VX2 squamous cell carcinoma in rabbits. An intramuscular VX2 squamous cell carcinoma was induced at
Ying Xu et al.
Marine biotechnology (New York, N.Y.), 11(4), 495-504 (2008-11-26)
Eleven strains of Streptomyces isolated from deep-sea sediments were screened for anti-larval settlement activity and all were active. Among those strains, Streptomyces sp. UST040711-290 was chosen for the isolation of bioactive antifouling compounds through bioassay-guided isolation procedure. A branched-chain fatty
Ana Valéria Colnaghi Simionato et al.
Journal of mass spectrometry : JMS, 42(4), 490-496 (2007-02-14)
Xylella fastidiosa (X.f.) is a plant pathogen with high levels of genomic similarity to Xanthomonas campestris pv. campestris (X.c.c.). It has been shown that X. fastidiosa synthesizes a putative diffusible signal factor (X.f.-DSF) that activates regulation of pathogenicity factor (rpf)
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