Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C8H16O2 |
| Molecular Weight | 144.2114 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCCC(O)=O
InChI
InChIKey=WWZKQHOCKIZLMA-UHFFFAOYSA-N
InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)
| Molecular Formula | C8H16O2 |
| Molecular Weight | 144.2114 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/26253695Curator's Comment: description was created based on several sources, including
https://clinicaltrials.gov/ct2/show/NCT00848172 | https://www.ncbi.nlm.nih.gov/pubmed/26927672 | https://www.ncbi.nlm.nih.gov/pubmed/8786552 | https://www.ncbi.nlm.nih.gov/pubmed/26104959 | https://www.ncbi.nlm.nih.gov/pubmed/11669456
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26253695
Curator's Comment: description was created based on several sources, including
https://clinicaltrials.gov/ct2/show/NCT00848172 | https://www.ncbi.nlm.nih.gov/pubmed/26927672 | https://www.ncbi.nlm.nih.gov/pubmed/8786552 | https://www.ncbi.nlm.nih.gov/pubmed/26104959 | https://www.ncbi.nlm.nih.gov/pubmed/11669456
OCTANOIC ACID (Caprylic acid) eight-carbon saturated fatty acid belongs to the class of mediumchain saturated fatty acids. OCTANOIC ACID found naturally in the milk of various mammals, and as a minor constituent of coconut oil and palm kernel oil. Caprylic acid is used commercially in the production of esters used in perfumery and also in the manufacture of dyes. Caprylic acid is an antimicrobial pesticide used as a food contact surface sanitizer in commercial food handling establishments on dairy equipment, food processing equipment, breweries, wineries, and beverage processing plants. It is also used as disinfectant in health care facilities, schools/colleges, animal care/veterinary facilities, industrial facilities, office buildings, recreational facilities, retail and wholesale establishments, livestock premises, restaurants, and hotels/motels. In addition, caprylic acid is used as an algaecide, bactericide, and fungicide in nurseries, greenhouses, garden centers, and interiorscapes on ornamentals. Products containing caprylic acid are formulated as soluble concentrate/liquids and ready-to-use liquids.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL1641347 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11669456 |
5.41 µM [Ki] | ||
Target ID: CHEMBL1641348 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11669456 |
8.6 µM [Ki] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
4500 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8499583/ |
150 mg/kg single, intravenous dose: 150 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
OCTANOIC ACID plasma | Rattus norvegicus population: HEALTHY age: ADULT sex: FEMALE food status: FED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
387.6 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8499583/ |
150 mg/kg single, intravenous dose: 150 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
OCTANOIC ACID plasma | Rattus norvegicus population: HEALTHY age: ADULT sex: FEMALE food status: FED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
5 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8499583/ |
150 mg/kg single, intravenous dose: 150 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
OCTANOIC ACID plasma | Rattus norvegicus population: HEALTHY age: ADULT sex: FEMALE food status: FED |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Caprylic acid and medium-chain triglycerides inhibit IL-8 gene transcription in Caco-2 cells: comparison with the potent histone deacetylase inhibitor trichostatin A. | 2002-05 |
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| Development of an improved method for production of antiscorpion F(ab')2 fragment of IgG with high yield and potency. | 2002-05 |
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| PCR cloning of polyhydroxyalkanoate biosynthesis genes from Burkholderia caryophylli and their functional expression in recombinant Escherichia coli. | 2002-04-23 |
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| Antioxidant and cyclooxygenase activities of fatty acids found in food. | 2002-04-10 |
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| AQR1 gene (ORF YNL065w) encodes a plasma membrane transporter of the major facilitator superfamily that confers resistance to short-chain monocarboxylic acids and quinidine in Saccharomyces cerevisiae. | 2002-04-05 |
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| Effect of vehicles and penetration enhancers on the in vitro percutaneous absorption of tenoxicam through hairless mouse skin. | 2002-04-02 |
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| Effect of protein-bound uraemic toxins on the thermodynamic characteristics of human albumin. | 2002-04-01 |
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| Saturated triglycerides and fatty acids activate neutrophils depending on carbon chain-length. | 2002-04 |
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| In vitro uptake of [1-14C]Octanoate in brain slices of rats: basic studies for assessing [1-11C]Octanoate as a PET tracer of glial functions. | 2002-04 |
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| Acute effects of fatty acids on insulin secretion from rat and human islets of Langerhans. | 2002-04 |
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| Long- and medium-chain fatty acid oxidation is increased in exercise-trained human skeletal muscle. | 2002-04 |
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| Exposure of ground-rig applicators to the herbicide bromoxynil applied as a 1:1 mixture of butyrate and octanoate. | 2002-04 |
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| A comparison of lipase-catalysed ester and lactone synthesis in low-water systems: analysis of optimum water activity. | 2002-03-20 |
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| Substrate specificity of penicillin acylase from Streptomyces lavendulae. | 2002-03-01 |
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| Albumin, bilirubin, and activated carbon: new edges of an old triangle. | 2002-03 |
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| Inhibition of fatty acid synthesis in bovine mammary homogenate by palmitic acid is not a detergent effect. | 2002-03 |
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| Distribution of medium-chain FA in different lipid classes after administration of specific structured TAG in rats. | 2002-03 |
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| Influence of mastication on gastric emptying. | 2002-03 |
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| Formation of short chain length/medium chain length polyhydroxyalkanoate copolymers by fatty acid beta-oxidation inhibited Ralstonia eutropha. | 2002-02-28 |
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| Inhibition of bacterial foodborne pathogens by the lactoperoxidase system in combination with monolaurin. | 2002-02-25 |
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| Polyether-polyester diblock copolymers for the preparation of paclitaxel loaded polymeric micelle formulations. | 2002-02-21 |
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| Self-assembled vesicles of monocarboxylic acids and alcohols: conditions for stability and for the encapsulation of biopolymers. | 2002-02-10 |
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| Mechanism for fatty acid "sparing" effect on glucose-induced transcription: regulation of carbohydrate-responsive element-binding protein by AMP-activated protein kinase. | 2002-02-08 |
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| Population differences in acute skin irritation responses. Race, sex, age, sensitive skin and repeat subject comparisons. | 2002-02 |
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| Cloning and molecular analysis of poly(3-hydroxyalkanoate) biosynthesis genes in Pseudomonas aureofaciens. | 2002-02 |
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| Influence of polymerization conditions on the hydrolytic degradation of poly(DL-lactide) polymerized in the presence of stannous octoate or zinc-metal. | 2002-02 |
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| A sensitive and simplified method to analyze free fatty acids in children with mitochondrial beta oxidation disorders using gas chromatography/mass spectrometry and dried blood spots. | 2002-02 |
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| Role of substrates in the regulation of mitochondrial function in situ. | 2002-01-19 |
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| The relationship between AMP-activated protein kinase activity and AMP concentration in the isolated perfused rat heart. | 2002-01-18 |
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| Estimation of absorption enhancement by medium-chain fatty acids in rat large intestine. | 2002-01-05 |
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| Cytochrome c catalyses the formation of pentyl radical and octanoic acid radical from linoleic acid hydroperoxide. | 2002-01-01 |
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| Stability study of the anticonvulsant enaminone (E118) using HPLC and LC-MS. | 2002-01-01 |
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| An automated analyzer for methylated arginines in rat plasma by high-performance liquid chromatography with post-column fluorescence reaction. | 2002-01 |
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| High carbohydrate availability increases LCFA uptake and decreases LCFA oxidation in perfused muscle. | 2002-01 |
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| Microfloral contamination and hydrolytic enzyme differences between monsooned and non-monsooned coffees. | 2002 |
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| Measurement of gastric emptying in man using deuterated octanoic acid. | 2002 |
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| Intracellular degradation of two structurally different polyhydroxyalkanoic acids accumulated in Pseudomonas putida and Pseudomonas citronellolis from mixtures of octanoic acid and 5-phenylvaleric acid. | 2001-12-10 |
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| Metabolic substrates other than glucose support axon function in central white matter. | 2001-12-01 |
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| The genetic basis of larval resistance to a host plant toxin in Drosophila sechellia. | 2001-12 |
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| Regioisomers of octanoic acid-containing structured triacylglycerols analyzed by tandem mass spectrometry using ammonia negative ion chemical ionization. | 2001-12 |
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| Effect of meal size and test duration on gastric emptying and gastric myoelectrical activity as determined with simultaneous [13C]octanoate breath test and electrogastrography in normal subjects using a muffin meal. | 2001-12 |
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| Use of the 13C-octanoic acid breath test for assessment of solid-phase gastric emptying in dogs. | 2001-12 |
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| An associated process for the purification of immuno globulin G, catalase, superoxide dismutase and albumin from haemolysed human placenta blood. | 2001-12 |
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| Palmitate oxidation in rat hepatocytes is inhibited by foetal calf serum. | 2001-11 |
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| Characterization of ochratoxin A transport by human organic anion transporters. | 2001-09-21 |
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| The(13)C-octanoic acid breath test for detection of effects of meal composition on the rate of solid-phase gastric emptying in ponies. | 2001-08 |
|
| Purification and distribution of ghrelin: the natural endogenous ligand for the growth hormone secretagogue receptor. | 2001 |
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| Biocompatible polyester macroligands: new subunits for the assembly of star-shaped polymers with luminescent and cleavable metal cores. | 2001 |
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| Development of a process for the biotechnological large-scale production of 4-hydroxyvalerate-containing polyesters and characterization of their physical and mechanical properties. | 2001 |
|
| Comparative quantitative fatty acid analysis of triacylglycerols using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry and gas chromatography. | 2001 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT00848172
In pilot study of octanoic acid in Essential Tremor. Octanoic acidand placebo administered as oral single morning doses 4 mg/kg
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11669456
S2 hOAT1 and S2 hOAT3 were obtained by transfecting S2 cells (derived from transgenic mice harboring the temperature-sensitive simian virus 40 large T-antigen gene) with pcDNA3.1-hOAT1, pcDNA3.1-hOAT3. The S2 cells were seeded in 24-well tissue culture plates at a cell density of 1 3 105 cells/well. After the cells were cultured for two days, the cells were washed three times with Dulbecco’s modified phosphate-buffered saline (D-PBS) solution (containing in mM: 137 NaCl, 3 KCl, 8 NaHPO4, 1 KH2PO4, 1 CaCl2 and 0.5 MgCl2; pH 7.4) containing 5 mM D-glucose, and then preincubated with the same solution for 10 min in a water bath at 370C. To evaluate the inhibitory effects of several substrates for an OAT on OTA uptake, S2 hOAT1 or S2 hOAT3 were incubated for 2 min in D-PBS containing 1 mM [3H]-OTA in the absence or presence of OCTANOIC ACID (0.2 mM).
| Substance Class |
Chemical
Created
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| Record UNII |
OBL58JN025
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| Record Status |
Validated (UNII)
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CFR |
21 CFR 184.1025
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JECFA EVALUATION |
OCTANOIC ACID
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NCI_THESAURUS |
C68391
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NCI_THESAURUS |
C68421
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EPA PESTICIDE CODE |
128919
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CFR |
21 CFR 172.860
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DSLD |
2485 (Number of products:134)
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28837
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204-677-5
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20178
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100000076391
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821
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DTXSID3021645
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379
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CHEMBL324846
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3998
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5024
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1091040
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m3037
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124-07-2
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OBL58JN025
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C031492
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9
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5433
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U-36
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CAPRYLIC ACID
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DB04519
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OBL58JN025
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C68331
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SUB11786MIG
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| Related Record | Type | Details | ||
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LIPID -> FATTY ACID |
JB Rossell and co-workers; JAOCS62(2), 221-230(1985).
Range weight is a mean.
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SALT/SOLVATE -> PARENT |
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SALT/SOLVATE -> PARENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
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ACTIVE MOIETY |
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