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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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)
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
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
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