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Details

Stereochemistry ACHIRAL
Molecular Formula C8H16O2
Molecular Weight 144.2117
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CAPRYLIC ACID

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)

HIDE SMILES / InChI

Molecular Formula C8H16O2
Molecular Weight 144.2117
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
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.

Originator

Sources: Comptes Rendus de l'Academie des Sciences, Volume LXXXIX, Issue 6, Journal, 1879

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
5.41 µM [Ki]
8.6 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
4500 μg/mL
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

AUC

ValueDoseCo-administeredAnalytePopulation
387.6 μg × h/mL
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

T1/2

ValueDoseCo-administeredAnalytePopulation
5 min
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
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Purification and distribution of ghrelin: the natural endogenous ligand for the growth hormone secretagogue receptor.
2001
Comparative quantitative fatty acid analysis of triacylglycerols using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry and gas chromatography.
2001
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 Aug
The genetic basis of larval resistance to a host plant toxin in Drosophila sechellia.
2001 Dec
Regioisomers of octanoic acid-containing structured triacylglycerols analyzed by tandem mass spectrometry using ammonia negative ion chemical ionization.
2001 Dec
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 Dec
Use of the 13C-octanoic acid breath test for assessment of solid-phase gastric emptying in dogs.
2001 Dec
An associated process for the purification of immuno globulin G, catalase, superoxide dismutase and albumin from haemolysed human placenta blood.
2001 Dec
Metabolic substrates other than glucose support axon function in central white matter.
2001 Dec 1
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 Dec 10
Estimation of absorption enhancement by medium-chain fatty acids in rat large intestine.
2001 Mar-Apr
Palmitate oxidation in rat hepatocytes is inhibited by foetal calf serum.
2001 Nov
Characterization of ochratoxin A transport by human organic anion transporters.
2001 Sep 21
Role of substrates in the regulation of mitochondrial function in situ.
2001 Sep-Nov
Biocompatible polyester macroligands: new subunits for the assembly of star-shaped polymers with luminescent and cleavable metal cores.
2001 Spring
Development of a process for the biotechnological large-scale production of 4-hydroxyvalerate-containing polyesters and characterization of their physical and mechanical properties.
2001 Spring
Microfloral contamination and hydrolytic enzyme differences between monsooned and non-monsooned coffees.
2002
Measurement of gastric emptying in man using deuterated octanoic acid.
2002
Saturated triglycerides and fatty acids activate neutrophils depending on carbon chain-length.
2002 Apr
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 Apr
Acute effects of fatty acids on insulin secretion from rat and human islets of Langerhans.
2002 Apr
Long- and medium-chain fatty acid oxidation is increased in exercise-trained human skeletal muscle.
2002 Apr
Exposure of ground-rig applicators to the herbicide bromoxynil applied as a 1:1 mixture of butyrate and octanoate.
2002 Apr
Effect of protein-bound uraemic toxins on the thermodynamic characteristics of human albumin.
2002 Apr 1
Antioxidant and cyclooxygenase activities of fatty acids found in food.
2002 Apr 10
Effect of vehicles and penetration enhancers on the in vitro percutaneous absorption of tenoxicam through hairless mouse skin.
2002 Apr 2
PCR cloning of polyhydroxyalkanoate biosynthesis genes from Burkholderia caryophylli and their functional expression in recombinant Escherichia coli.
2002 Apr 23
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 Apr 5
Population differences in acute skin irritation responses. Race, sex, age, sensitive skin and repeat subject comparisons.
2002 Feb
Cloning and molecular analysis of poly(3-hydroxyalkanoate) biosynthesis genes in Pseudomonas aureofaciens.
2002 Feb
Influence of polymerization conditions on the hydrolytic degradation of poly(DL-lactide) polymerized in the presence of stannous octoate or zinc-metal.
2002 Feb
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 Feb
Self-assembled vesicles of monocarboxylic acids and alcohols: conditions for stability and for the encapsulation of biopolymers.
2002 Feb 10
Polyether-polyester diblock copolymers for the preparation of paclitaxel loaded polymeric micelle formulations.
2002 Feb 21
Inhibition of bacterial foodborne pathogens by the lactoperoxidase system in combination with monolaurin.
2002 Feb 25
Mechanism for fatty acid "sparing" effect on glucose-induced transcription: regulation of carbohydrate-responsive element-binding protein by AMP-activated protein kinase.
2002 Feb 8
An automated analyzer for methylated arginines in rat plasma by high-performance liquid chromatography with post-column fluorescence reaction.
2002 Jan
High carbohydrate availability increases LCFA uptake and decreases LCFA oxidation in perfused muscle.
2002 Jan
Cytochrome c catalyses the formation of pentyl radical and octanoic acid radical from linoleic acid hydroperoxide.
2002 Jan 1
Stability study of the anticonvulsant enaminone (E118) using HPLC and LC-MS.
2002 Jan 1
The relationship between AMP-activated protein kinase activity and AMP concentration in the isolated perfused rat heart.
2002 Jan 18
Formation of short chain length/medium chain length polyhydroxyalkanoate copolymers by fatty acid beta-oxidation inhibited Ralstonia eutropha.
2002 Jan-Feb
Albumin, bilirubin, and activated carbon: new edges of an old triangle.
2002 Mar
Inhibition of fatty acid synthesis in bovine mammary homogenate by palmitic acid is not a detergent effect.
2002 Mar
Distribution of medium-chain FA in different lipid classes after administration of specific structured TAG in rats.
2002 Mar
Influence of mastication on gastric emptying.
2002 Mar
Substrate specificity of penicillin acylase from Streptomyces lavendulae.
2002 Mar 1
A comparison of lipase-catalysed ester and lactone synthesis in low-water systems: analysis of optimum water activity.
2002 Mar 20
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 May
Development of an improved method for production of antiscorpion F(ab')2 fragment of IgG with high yield and potency.
2002 May
Patents

Sample Use Guides

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
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
by admin
on Fri Jun 25 21:14:39 UTC 2021
Edited
by admin
on Fri Jun 25 21:14:39 UTC 2021
Record UNII
OBL58JN025
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CAPRYLIC ACID
EP   INCI   MI   NF   USP-RS   VANDF  
INCI  
Official Name English
OCTANOIC ACID
FCC   FHFI   HSDB   II   INN   MART.   USAN   WHO-DD  
INN   USAN  
Preferred Name English
OCTANOIC ACID [USAN]
Common Name English
CAPRYLIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]
Common Name English
FEMA NO. 2799
Code English
OCTANOIC ACID [II]
Common Name English
CAPRYLIC ACID [MI]
Common Name English
OCTANOIC ACID [MART.]
Common Name English
CAPRYLIC ACID [VANDF]
Common Name English
N-OCTANOIC ACID
Common Name English
CAPRYLIC ACID [USP-RS]
Common Name English
OCTANOIC ACID [WHO-DD]
Common Name English
OCTANOIC ACID [INN]
Common Name English
OCTANOIC ACID [HSDB]
Common Name English
1-HEPTANECARBOXYLIC ACID
Systematic Name English
EDENOR C 8-98-100
Code English
PRIFAC-2901
Common Name English
KORTACID-0899
Common Name English
OCTANOIC ACID [FHFI]
Common Name English
CAPRYLIC ACID [INCI]
Common Name English
CAPRYLIC ACID [EP]
Common Name English
CAPRYLIC ACID [NF]
Common Name English
NSC-5024
Code English
CAPRYLIC ACID [EP MONOGRAPH]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 184.1025
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
JECFA EVALUATION OCTANOIC ACID
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
NCI_THESAURUS C68391
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
NCI_THESAURUS C68421
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
EPA PESTICIDE CODE 128919
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
CFR 21 CFR 172.860
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
DSLD 2485 (Number of products:134)
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
Code System Code Type Description
ECHA (EC/EINECS)
204-677-5
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
RXCUI
20178
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY RxNorm
HSDB
821
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
EPA CompTox
124-07-2
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
PUBCHEM
379
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
ChEMBL
CHEMBL324846
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
USP_CATALOG
1091040
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY USP-RS
DRUG CENTRAL
3998
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
MERCK INDEX
M3037
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY Merck Index
CAS
124-07-2
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
FDA UNII
OBL58JN025
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
MESH
C031492
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
INN
5433
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
WIKIPEDIA
CAPRYLIC ACID
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
DRUG BANK
DB04519
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
NCI_THESAURUS
C68331
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
EVMPD
SUB11786MIG
Created by admin on Fri Jun 25 21:14:39 UTC 2021 , Edited by admin on Fri Jun 25 21:14:39 UTC 2021
PRIMARY
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