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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:
Molecular Weight:
242.40
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

Assay

≥98% (GC)

Quality Level

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

Signal Word

Warning

Hazard Statements

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

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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
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)
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
Tetsuyoshi Inoue et al.
Japanese journal of infectious diseases, 65(2), 126-131 (2012-03-27)
Pseudomonas aeruginosa is known to produce surfactants that are involved in its swarming motility behavior, such as rhamnolipids and their precursors-3-(3-hydroxyalkanoyloxy)-alkanoic acids (HAAs). In P. aeruginosa PAO1, swarming motility is inhibited by some fatty acids, including branched-chain fatty acids and

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