Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H23O2.Na |
| Molecular Weight | 222.2996 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].CCCCCCCCCCCC([O-])=O
InChI
InChIKey=BTURAGWYSMTVOW-UHFFFAOYSA-M
InChI=1S/C12H24O2.Na/c1-2-3-4-5-6-7-8-9-10-11-12(13)14;/h2-11H2,1H3,(H,13,14);/q;+1/p-1
| Molecular Formula | C12H23O2 |
| Molecular Weight | 199.3098 |
| Charge | -1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Lauric acid, or dodecanoic acid, is the main acid in coconut oil and in palm kernel oil, and is believed to have antimicrobial properties. The detected values of half maximal effective concentration (EC(50)) of lauric acid on P. acnes, S. aureus, and S. epidermidis growth indicate that P. acnes is the most sensitive to lauric acid among these bacteria. In addition, lauric acid did not induce cytotoxicity to human sebocytes. This data highlight the potential of using lauric acid as an alternative treatment for antibiotic therapy of acne vulgaris. Lauric acid is used in the manufacture of soaps, detergents, cosmetics, and lauryl alcohol.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| In-vitro release and transdermal fluxes of a highly lipophilic drug and of enhancers from matrix TDS. | 2002-07-18 |
|
| The biosynthetic incorporation of short-chain linear saturated fatty acids by Acholeplasma laidlawii B may suppress cell growth by perturbing membrane lipid polar headgroup distribution. | 2002-07-09 |
|
| Suppressive effect of saturated acyl L-ascorbate on the oxidation of linoleic acid encapsulated with maltodextrin or gum arabic by spray-drying. | 2002-07-03 |
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| The peroxisomal transporter gene ANT1 is regulated by a deviant oleate response element (ORE): characterization of the signal for fatty acid induction. | 2002-07-01 |
|
| The hidden poetry of Solyman Brown, the "poet laureate of dentistry". | 2002-07 |
|
| Characterization of Type I and Type II myristoyl-CoA:protein N-myristoyltransferases with the Acyl-CoAs found on heterogeneously acylated retinal proteins. | 2002-07 |
|
| Influence of glucose solubility and dissolution rate on the kinetics of lipase catalyzed synthesis of glucose laurate in 2-methyl 2-butanol. | 2002-06-30 |
|
| Full model for reversible kinetics of lipase-catalyzed sugar-ester synthesis in 2-methyl 2-butanol. | 2002-06-30 |
|
| Inhibitory effect of sulfur dioxide and other stress compounds in wine on the ATPase activity of Oenococcus oeni. | 2002-06-04 |
|
| Lauric acid is desaturated to 12:1n-3 by hepatocytes and rat liver homogenates. | 2002-06 |
|
| Enhanced electron transfer and lauric acid hydroxylation by site-directed mutagenesis of CYP119. | 2002-05-22 |
|
| The antimicrobial properties of milkfat after partial hydrolysis by calf pregastric lipase. | 2002-05-20 |
|
| Transdermal delivery of highly lipophilic drugs: in vitro fluxes of antiestrogens, permeation enhancers, and solvents from liquid formulations. | 2002-05 |
|
| Analysis methods of polysorbate 20: A new method to assess the stability of polysorbate 20 and established methods that may overlook degraded polysorbate 20. | 2002-05 |
|
| Refractive index measurements in a reentrant isotropic-calamitic nematic phase transition. | 2002-05 |
|
| In vitro effects of fat, FA, and cholesterol on sphingomyelin hydrolysis induced by rat intestinal alkaline sphingomyelinase. | 2002-05 |
|
| Effect of lauric acid and nisin-impregnated soy-based films on the growth of Listeria monocytogenes on turkey bologna. | 2002-05 |
|
| An Escherichia coli mutant lacking the cold shock-induced palmitoleoyltransferase of lipid A biosynthesis: absence of unsaturated acyl chains and antibiotic hypersensitivity at 12 degrees C. | 2002-04-19 |
|
| Mutations in erg4 affect the sensitivity of Saccharomyces cerevisiae to medium-chain fatty acids. | 2002-04-15 |
|
| Cloning and expression of two novel pig liver and kidney fatty acid hydroxylases [cytochrome P450 (CYP)4A24 and CYP4A25]. | 2002-04-15 |
|
| Autocatalytic mechanism and consequences of covalent heme attachment in the cytochrome P4504A family. | 2002-04-12 |
|
| Antioxidant and cyclooxygenase activities of fatty acids found in food. | 2002-04-10 |
|
| Effect of vehicles and penetration enhancers on the in vitro percutaneous absorption of tenoxicam through hairless mouse skin. | 2002-04-02 |
|
| Saturated triglycerides and fatty acids activate neutrophils depending on carbon chain-length. | 2002-04 |
|
| Variability in fatty acid and triacylglycerol composition of the oil of coconut (Cocos nucifera L.) hybrids and their parentals. | 2002-03-13 |
|
| Solyman Brown, a giant of dentistry and its poet laureate. | 2002-03 |
|
| Distribution of medium-chain FA in different lipid classes after administration of specific structured TAG in rats. | 2002-03 |
|
| Mechanisms of cytoprotective effect of amino acids on local toxicity caused by sodium laurate, a drug absorption enhancer, in intestinal epithelium. | 2002-03 |
|
| Semisolid SLN dispersions for topical application: influence of formulation and production parameters on viscoelastic properties. | 2002-03 |
|
| Quantification of lipopolysaccharides in outer membrane vesicle vaccines against meningococcal disease. High-performance liquid chromatographic determination of the constituent 3-hydroxy-lauric acid. | 2002-03 |
|
| Inhibition of bacterial foodborne pathogens by the lactoperoxidase system in combination with monolaurin. | 2002-02-25 |
|
| [Marius Tausk (1902-1990), influential endocrinologist and producer of medicines; a retrospect to mark the centenary of his birth]. | 2002-02-16 |
|
| Effects of cold exposure in vivo and uncouplers and recouplers in vitro on potato tuber mitochondria. | 2002-02-15 |
|
| Enzyme activity of the cytochrome P-450 monooxygenase system in the presence of single chain lipid molecules. | 2002-02-12 |
|
| Isolation and characterization of lipid in phloem sap of canola. | 2002-02 |
|
| Modulation of rat liver cytochrome P450 activity by prolonged red wine consumption. | 2002-02 |
|
| Regio-specific hydroxylation of nonylphenol and the involvement of CYP2K- and CYP2M-like iso-enzymes in Atlantic salmon (Salmo salar). | 2002-02 |
|
| Cellular and lipopolysaccharide fatty acid composition of the type strains of Klebsiella pneumoniae, Klebsiella oxytoca, and Klebsiella nonpathogenic species. | 2002-01-12 |
|
| Estimation of absorption enhancement by medium-chain fatty acids in rat large intestine. | 2002-01-05 |
|
| Fatty acid signalling in a mouse enteroendocrine cell line involves fatty acid aggregates rather than free fatty acids. | 2002-01-01 |
|
| Identification of omega hydroxy fatty acids in biological samples as their pentafluoropropyl derivatives by gas chromatography/mass spectrometry with positive and negative ion detection. | 2002 |
|
| Application of confocal laser scanning microscopy in characterization of chemical enhancers in drug-in-adhesive transdermal patches. | 2002 |
|
| Fats and fatty acids as growth factors for Lactobacillus delbrueckii. | 2001-12 |
|
| Palmitate decreases proton pumping of liver-type cytochrome c oxidase. | 2001-12 |
|
| [Nobel Prize will be 100 years old. Emil von Behring: the first medicine laureate]. | 2001-11-01 |
|
| Killing of Gram-positive cocci by fatty acids and monoglycerides. | 2001-10 |
|
| Amino acids protect epithelial cells from local toxicity by absorption enhancer, sodium laurate. | 2001-10 |
|
| Adrian P. Gee, PhD, Editor Laureate. | 2001 |
|
| Final report on the safety assessment of PEG-25 propylene glycol stearate, PEG-75 propylene glycol stearate, PEG-120 propylene glycol stearate, PEG-10 propylene glycol, PEG-8 propylene glycol cocoate, and PEG-55 propylene glycol oleate. | 2001 |
|
| Production of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) by metabolically engineered Escherichia coli strains. | 2001 |
Patents
Sample Use Guides
Mouse: Intradermal - 2 ug for 1 day; topical - 150 ug in Vaseline for 1 day.
Route of Administration:
Other
To compare dose-response effects of lauric acid on the growth of bacteria that are present in the skin flora, P. acnes, Staphylococcus aureus (S. aureus), and Staphylococcus epidermidis (S. epidermidis) were co-cultured with agent at various concentrations for 72, 24, and 48 hours. The half maximal effective concentration of lauric acid on P. acnes growth was the lowest among the bacteria tested, suggesting that P. acnes is more sensitive than S. aureus and S. epidermidis. The values of MIC (1.95 ug/ml) and the half maximal effective concentration (1.5 ug/ml) of lauric acid were also determined using a different strain of P. acnes (ATCC 11827).
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:17:54 GMT 2025
by
admin
on
Mon Mar 31 19:17:54 GMT 2025
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| Record UNII |
K146MR5EXO
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| Record Status |
Validated (UNII)
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| Record Version |
|
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Download
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Official Name | English | ||
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Preferred Name | English | ||
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Systematic Name | English | ||
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Systematic Name | English |
| Classification Tree | Code System | Code | ||
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EPA PESTICIDE CODE |
79026
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100000134525
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K146MR5EXO
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Sodium laurate
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629-25-4
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DTXSID9044453
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2735067
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SUB62814
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211-082-4
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K146MR5EXO
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1425357
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PARENT -> SALT/SOLVATE |
