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Details

Stereochemistry ACHIRAL
Molecular Formula C12H24O2
Molecular Weight 200.3178
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LAURIC ACID

SMILES

CCCCCCCCCCCC(O)=O

InChI

InChIKey=POULHZVOKOAJMA-UHFFFAOYSA-N
InChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14)

HIDE SMILES / InChI

Molecular Formula C12H24O2
Molecular Weight 200.3178
Charge 0
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

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Approved Use

Unknown
Inactive ingredient
CLEAN ROUTINE

Approved Use

USE HELPS PROTECT AGAINST SUNBURN

Launch Date

2012
PubMed

PubMed

TitleDatePubMed
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
Structural and biological characterisation of a novel tetra-acyl lipid A from Escherichia coli F515 lipopolysaccharide acting as endotoxin antagonist in human monocytes.
2001
Effect of fatty acids on arenavirus replication: inhibition of virus production by lauric acid.
2001
Identification and functional characterization of a new CYP2C9 variant (CYP2C9*5) expressed among African Americans.
2001 Aug
Nanoparticles of a polyelectrolyte-fatty acid complex: carriers for Q10 and triiodothyronine.
2001 Aug 10
Palmitate decreases proton pumping of liver-type cytochrome c oxidase.
2001 Dec
Induction and inactivation of a cytochrome P450 confering herbicide resistance in wheat seedlings.
2001 Jan-Jun
Effects of tallow on the energy metabolism of wethers fed barley finishing diets.
2001 Jul
Effects of dietary coconut oil on apolipoprotein B synthesis and VLDL secretion by calf liver slices.
2001 Jul
Fatty acid remodeling of glycosyl phosphatidylinositol anchors in Trypanosoma brucei: incorporation of fatty acids other than myristate.
2001 Jul
A conservative amino acid substitution alters the regiospecificity of CYP94A2, a fatty acid hydroxylase from the plant Vicia sativa.
2001 Jul 15
Expression and induction of cytochrome P450s in rabbit parotid glands.
2001 Jul 15
Antimicrobial effects of corn zein films impregnated with nisin, lauric acid, and EDTA.
2001 Jun
Reconstitution of the enzymatic activities of cytochrome P450s using recombinant flavocytochromes containing rat cytochrome b(5) fused to NADPH--cytochrome P450 reductase with various membrane-binding segments.
2001 Jun 15
Estimation of absorption enhancement by medium-chain fatty acids in rat large intestine.
2001 Mar-Apr
A fluorogenic reagent, 4-mercapto-7-methylthio-2,1,3-benzoxadiazole for carboxylic acids, designed by prediction of the fluorescence intensity.
2001 May 15
Cellular and lipopolysaccharide fatty acid composition of the type strains of Klebsiella pneumoniae, Klebsiella oxytoca, and Klebsiella nonpathogenic species.
2001 May-Jun
Cytochrome P450 4A11 expression in human keratinocytes: effects of ultraviolet irradiation.
2001 Nov
Palmitate oxidation in rat hepatocytes is inhibited by foetal calf serum.
2001 Nov
[Nobel Prize will be 100 years old. Emil von Behring: the first medicine laureate].
2001 Nov 1
Enzyme activity of the cytochrome P-450 monooxygenase system in the presence of single chain lipid molecules.
2001 Nov-Dec
Killing of Gram-positive cocci by fatty acids and monoglycerides.
2001 Oct
Preparation and characterization of insulin-loaded acrylic hydrogels containing absorption enhancers.
2001 Oct
Ethanol- and nicotine-induced membrane changes in embryonic and neonatal chick brains.
2001 Oct
Combined effects of NaCl, NaOH, and biocides (monolaurin or lauric acid) on inactivation of Listeria monocytogenes and Pseudomonas spp.
2001 Sep
Enzymatic modification of high-laurate canola to produce margarine fat.
2001 Sep
A study of the expression of the xenobiotic-metabolising cytochrome P450 proteins and of testosterone metabolism in bovine liver.
2001 Sep 1
Production of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) by metabolically engineered Escherichia coli strains.
2001 Spring
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
Antioxidant and cyclooxygenase activities of fatty acids found in food.
2002 Apr 10
Autocatalytic mechanism and consequences of covalent heme attachment in the cytochrome P4504A family.
2002 Apr 12
Mutations in erg4 affect the sensitivity of Saccharomyces cerevisiae to medium-chain fatty acids.
2002 Apr 15
Effect of vehicles and penetration enhancers on the in vitro percutaneous absorption of tenoxicam through hairless mouse skin.
2002 Apr 2
Isolation and characterization of lipid in phloem sap of canola.
2002 Feb
Modulation of rat liver cytochrome P450 activity by prolonged red wine consumption.
2002 Feb
Regio-specific hydroxylation of nonylphenol and the involvement of CYP2K- and CYP2M-like iso-enzymes in Atlantic salmon (Salmo salar).
2002 Feb
[Marius Tausk (1902-1990), influential endocrinologist and producer of medicines; a retrospect to mark the centenary of his birth].
2002 Feb 16
Inhibition of bacterial foodborne pathogens by the lactoperoxidase system in combination with monolaurin.
2002 Feb 25
Fatty acid signalling in a mouse enteroendocrine cell line involves fatty acid aggregates rather than free fatty acids.
2002 Jan 1
The hidden poetry of Solyman Brown, the "poet laureate of dentistry".
2002 Jul
Characterization of Type I and Type II myristoyl-CoA:protein N-myristoyltransferases with the Acyl-CoAs found on heterogeneously acylated retinal proteins.
2002 Jul
In-vitro release and transdermal fluxes of a highly lipophilic drug and of enhancers from matrix TDS.
2002 Jul 18
Distribution of medium-chain FA in different lipid classes after administration of specific structured TAG in rats.
2002 Mar
Mechanisms of cytoprotective effect of amino acids on local toxicity caused by sodium laurate, a drug absorption enhancer, in intestinal epithelium.
2002 Mar
Semisolid SLN dispersions for topical application: influence of formulation and production parameters on viscoelastic properties.
2002 Mar
Variability in fatty acid and triacylglycerol composition of the oil of coconut (Cocos nucifera L.) hybrids and their parentals.
2002 Mar 13
Refractive index measurements in a reentrant isotropic-calamitic nematic phase transition.
2002 May
Effect of lauric acid and nisin-impregnated soy-based films on the growth of Listeria monocytogenes on turkey bologna.
2002 May
Enhanced electron transfer and lauric acid hydroxylation by site-directed mutagenesis of CYP119.
2002 May 22
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 Mon Mar 31 18:31:43 GMT 2025
Edited
by admin
on Mon Mar 31 18:31:43 GMT 2025
Record UNII
1160N9NU9U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DODECANOIC ACID
HSDB  
Preferred Name English
LAURIC ACID
FCC   FHFI   INCI   MI   USP-RS   WHO-DD  
INCI  
Official Name English
LAURIC ACID [FHFI]
Common Name English
LAURIC ACID [FCC]
Common Name English
NSC-5026
Code English
Lauric acid [WHO-DD]
Common Name English
LAURIC ACID [MI]
Common Name English
LAURATE
Common Name English
1-UNDECANECARBOXYLIC ACID
Systematic Name English
N-DODECANOIC ACID
Common Name English
DODECOIC ACID
Common Name English
LAURIC ACID [USP-RS]
Common Name English
LAUROSTEARIC ACID
Common Name English
DODECANOIC ACID [HSDB]
Common Name English
FEMA NO. 2614
Code English
LAURIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]
Common Name English
Classification Tree Code System Code
JECFA EVALUATION LAURIC ACID
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
CFR 21 CFR 172.860
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
NCI_THESAURUS C68391
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
DSLD 1502 (Number of products:64)
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
LOINC 75099-2
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
NCI_THESAURUS C68421
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
EPA PESTICIDE CODE 128918
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
LOINC 35150-2
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
LOINC 55873-4
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
Code System Code Type Description
CHEBI
18262
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PRIMARY
EPA CompTox
DTXSID5021590
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
CHEBI
30805
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
NCI_THESAURUS
C68384
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
DAILYMED
1160N9NU9U
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
JECFA MONOGRAPH
1089
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PRIMARY
RS_ITEM_NUM
1356949
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PRIMARY
PUBCHEM
3893
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
DRUG CENTRAL
4642
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PRIMARY
HSDB
6814
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
CAS
143-07-7
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
WIKIPEDIA
LAURIC ACID
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
FDA UNII
1160N9NU9U
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
SMS_ID
100000172238
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
RXCUI
1370594
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
ALTERNATIVE
RXCUI
1363435
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY RxNorm
MERCK INDEX
m6709
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY Merck Index
DRUG BANK
DB03017
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
NSC
5026
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-582-1
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
MESH
C030358
Created by admin on Mon Mar 31 18:31:43 GMT 2025 , Edited by admin on Mon Mar 31 18:31:43 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
LIPID -> FATTY ACID
SALT/SOLVATE -> PARENT
LIPID -> FATTY ACID
Values are % of weight of fatty acid composition. Brignoli, CA et al: J Am Diet Assoc 68, 224(1976)(average)
SALT/SOLVATE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
SALT/SOLVATE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
LIPID -> FATTY ACID
JB Rossell and co-workers; JAOCS62(2), 221-230(1985). Range weight is a mean.
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
METABOLIC ENZYME -> SUBSTRATE
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY