CAPRYLIC ACID

US Previously Marketed

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

Structure Search

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

Description
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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Solute carrier family 22 member 6 19 Target ID: CHEMBL1641347 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11669456	Substrate 661		5.41 µM [Ki]
Solute carrier family 22 member 8 17 Target ID: CHEMBL1641348 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11669456	Substrate 661		8.6 µM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Essential tremor 6 Sources: https://clinicaltrials.gov/ct2/show/NCT00848172	Primary		Phase II 1132	Unknown Approved Use Unknown

C_max

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

T_1/2

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

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY513659	https://www.001chemical.com/chem/124-07-2
3B Scientific (Wuhan) Corp	3B4-0763	http://www.3bsc.com/index/pro_info.php?id=18611
3B Scientific (Wuhan) Corp	3B4-3094	http://www.3bsc.com/index/pro_info.php?id=77727
AA Blocks	AA000LA4	http://www.aablocks.com/goods/Goods/detail?id=AA000LA4
AK Scientific, Inc. (AKSCI)	M789	http://www.aksci.com/item_detail.php?cat=M789
Aaron Chemicals	AR000M1W	http://www.aaronchem.com/124-07-2
Acadechem	ACDS-018031	http://www.acadechemical.com/product/92730
Achemica	ACMC-1BTHQ	http://www.achemica.com/prodinfo/?id=68521
Acros Organics	AC129390251	https://www.fishersci.com/shop/products/octanoic-acid-99-acros-organics-3/AC129390251
Acros Organics	AC129390010	https://www.fishersci.com/shop/products/octanoic-acid-99-acros-organics/AC129390010
Acros Organics	AC129390025	https://www.fishersci.com/shop/products/octanoic-acid-99-acros-organics/AC129390025
Alfa Aesar	A11149	https://www.alfa.com/en/catalog/A11149/
Alfa Chemistry	ACM124072	https://lipids.alfa-chemistry.com/product/octanoic-acid-cas-124-07-2-301542.html
Alfa Chemistry	AP124072-A	https://reagents.alfa-chemistry.com/product/caprylic-acid-cas-124-07-2-3143.html
Alfa Chemistry	AP124072-B	https://reagents.alfa-chemistry.com/product/caprylic-acid-octanoic-acid-cas-124-07-2-3144.html
Alfa Chemistry	AP124072	https://reagents.alfa-chemistry.com/product/octanoic-acid-cas-124-07-2-3142.html
Alichem	490001179	http://www.alichem.com/en/products/124-07-2.html
Angene	AGN-PC-00BDZ3	http://www.angenechemical.com/productshow/AGN-PC-00BDZ3.html
Anward	ANW-18188	http://www.anward.com/pro_result/27373
Ark Pharm	AK00487762	http://www.arkpharminc.com/products/124-07-2.html
Aurora Fine Chemicals LLC	K02.098.733	http://online.aurorafinechemicals.com/info?ID=K02.098.733
Aurum Pharmatech LLC	NE10316	http://www.Aurumpharmatech.com/Product/ProductDetails/NE10316
Avantor Inc	200000-730	https://us.vwr.com/store/product/7514834/caprylic-acid
Avantor Inc	700005-296	https://us.vwr.com/store/product/7829616/caprylic-acid-97-reagent-grade
Avantor Inc	700005-302	https://us.vwr.com/store/product/7829616/caprylic-acid-97-reagent-grade
BLD Pharm	BD146071	http://www.bldpharm.com/products/124-07-2.html
BOC Sciences	64118-36-1	https://www.bocsci.com/octanoic-2-2-d2-acid-cas-64118-36-1-item-79141.html
BOC Sciences	156779-05-4	https://www.bocsci.com/octanoic-8-8-8-d3-acid-cas-156779-05-4-item-50704.html
BOC Sciences	159118-65-7	https://www.bocsci.com/octanoic-acid-1-2-3-4-13c4-cas-159118-65-7-item-363625.html
BOC Sciences	287111-08-4	https://www.bocsci.com/octanoic-acid-8-13c-cas-287111-08-4-item-188318.html
BOC Sciences	69974-55-6	https://www.bocsci.com/octanoic-d15-acid-9ci-cas-69974-55-6-item-41774.html
BioSynth	J-005040	https://www.biosynth.com/en/products/all-products/products/J-005040.html
CSNpharm	CSN25170	https://www.csnpharm.com/products/octanoic-acid.html
Chem Scene	CS-0016549	http://www.chemscene.com/124-07-2.html
ChemMol	49415718	http://www.chemmol.com/chemmol/49415718.html
Chemspace	CSSB00000211969	https://chem-space.com/CSSB00000211969
Clearsynth	CS-EG-00250	https://www.clearsynth.com/en/CSEG00250.html
Clearsynth	CS-ER-02536	https://www.clearsynth.com/en/CSER02536.html
DC Chemicals	DC33825	http://www.dcchemicals.com//product_show-Octanoic_acid.html
Enamine	Z955123584	https://www.enaminestore.com/catalog/Z955123584
Finetech	FT-0660765	http://www.finetechnology-ind.com/prod/detail/pub/124-07-2.html
FondChemical	FDB-3201	http://www.fondchemical.com/cpshow_cid_8_pid_2477.html
Glentham Life Sciences	GK2275	http://www.glentham.com/products/product/GK2275/
Hairui	HR125696	http://www.hairuichem.com/en/product/124-07-2.html
LGC Standards	DRE-CA15711050	https://www.lgcstandards.com/US/en/p/DRE-CA15711050
LGC Standards	LGCFOR3387.00	https://www.lgcstandards.com/US/en/p/LGCFOR3387.00
LGC Standards	MM3387.00	https://www.lgcstandards.com/US/en/p/MM3387.00
Lab Network	LN00196394	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00196394
MedChem Express	HY-41417	https://www.medchemexpress.com/1-Heptanecarboxylic_acid.html
Molcore	MC513659	https://www.molcore.com/product/124-07-2
Oakwood	94565	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=79739&ExtHyperLink=1
Parchem	3	http://www.parchem.com/chemical-supplier-distributor/Caprylic-Acid-000018.aspx
Parchem	12915	http://www.parchem.com/chemical-supplier-distributor/Caprylic-Acid-657-002915.aspx
Parchem	10264	http://www.parchem.com/chemical-supplier-distributor/Caprylic-Capric-Acid-Blend-000264.aspx
Parchem	8673	http://www.parchem.com/chemical-supplier-distributor/octanoic-acid-010592.aspx
R&D Chemicals	3329	http://www.rdchemicals.com/chemicals.php?mode=details&mol_id=7581
Sigma-Aldrich	05-1420_SAJ	https://www.sigmaaldrich.com/catalog/product/saj/051420?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	07754_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/07754?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	21639_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/21639?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	C0426000_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/c0426000?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	1091040_USP	https://www.sigmaaldrich.com/catalog/product/usp/1091040?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech	S002374	http://www.sinfoobiotech.com/product/1005772
Smolecule	S537947	http://www.smolecule.com/products/s537947
TCI (Tokyo Chemical Industry)	O0027	http://www.tcichemicals.com/eshop/en/us/commodity/O0027/index.html
THE BioTek	bt-278500	https://www.thebiotek.com/product/inhibitors/bt-278500
Vitas-M Laboratory	STL282742	http://www.request.vitasmlab.com/index.php?option=com_search_stk&Itemid=22&stk=STL282742&?utm_source=pubchem&utm_medium=p_search_link&utm_campaign=pubchem_search&utm_content=pubchem_slink
VladaChem	VL162096	https://www.vladachem.com/product.php?products=124-07-2
abcr GmbH	AB118331	http://www.abcr.com/shop/en/AB118331
iChemical	EBD3039505	http://www.ichemical.com/products/124-07-2.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
mcule	MCULE-5193957469	https://mcule.com/MCULE-5193957469/

PubMed

Title	Date	PubMed


Transport of ochratoxin A by renal multispecific organic anion transporter 1.	1999 Jun	10336520
High calcium and dobutamine positive inotropy in the perfused mouse heart: myofilament calcium responsiveness, energetic economy, and effects of protein kinase C inhibition.	2001	11553322
The mitochondrial consequences of uncoupling intact cells depend on the nature of the exogenous substrate.	2001 Apr 1	11256968
Uptake mechanism of valproic acid in human placental choriocarcinoma cell line (BeWo).	2001 Apr 13	11334847
Intra-individual variations in acute and cumulative skin irritation responses.	2001 Aug	11553116
Thapsia garganica L: a poisonous plant of North Africa.	2001 Aug	11474736
Substrate utilization by intestinal mucosal tissue strips from patients with inflammatory bowel disease.	2001 Aug	11447021
The genetic basis of larval resistance to a host plant toxin in Drosophila sechellia.	2001 Dec	11865712
Spectrochemical investigations in molecularly organized solvent media: evaluation of pyridinium chloride as a selective fluorescence quenching agent of polycyclic aromatic hydrocarbons in aqueous carboxylate-terminated poly(amido) amine dendrimers and anionic micelles.	2001 Feb	11293719
Enantioselectivity in Candida antarctica lipase B: a molecular dynamics study.	2001 Feb	11266619
Improved use of the [13C]octanoic acid breath test as intra-individual parameter to study the effect of a prokinetic drug on gastric emptying in preterm infants with oral feeding intolerance.	2001 Jan 5	11204215
Fatty acid remodeling of glycosyl phosphatidylinositol anchors in Trypanosoma brucei: incorporation of fatty acids other than myristate.	2001 Jul	11420102
Separation of glyceride positional isomers by silver ion chromatography.	2001 Jul 20	11510559
Inhibitory effect of monoacylglycerol on fatty acid uptake into rat intestinal epithelial cells.	2001 Jun	11471752
Aroma-active components of nonfat dry milk.	2001 Jun	11409991
Biosynthesis of lipstatin. Incorporation of multiply deuterium-labeled (5Z,8Z)-tetradeca-5,8-dienoic acid and octanoic acid.	2001 Jun 29	11421791
Can symptoms discriminate among those with delayed or normal gastric emptying in dysmotility-like dyspepsia?	2001 May	11374677
Mitochondrial respiration on rumenic and linoleic acids.	2001 May	11356175
A fluorogenic reagent, 4-mercapto-7-methylthio-2,1,3-benzoxadiazole for carboxylic acids, designed by prediction of the fluorescence intensity.	2001 May 15	11393836
Substantial production of ghrelin by a human medullary thyroid carcinoma cell line.	2001 Oct	11600575
Effects of a motilin receptor agonist (ABT-229) on upper gastrointestinal symptoms in type 1 diabetes mellitus: a randomised, double blind, placebo controlled trial.	2001 Sep	11511562
Determination of organo-zinc based fungicides in timber treatments employing gas chromatographic analysis with mass selective detection and/or inductively coupled plasma atomic emission spectroscopy.	2001 Sep 14	11587339
Cloning and molecular analysis of poly(3-hydroxyalkanoate) biosynthesis genes in Pseudomonas aureofaciens.	2002 Feb	11815858
Influence of polymerization conditions on the hydrolytic degradation of poly(DL-lactide) polymerized in the presence of stannous octoate or zinc-metal.	2002 Feb	11791933
Polyether-polyester diblock copolymers for the preparation of paclitaxel loaded polymeric micelle formulations.	2002 Feb 21	11897145
Inhibition of bacterial foodborne pathogens by the lactoperoxidase system in combination with monolaurin.	2002 Feb 25	11883670
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	11724780
Stability study of the anticonvulsant enaminone (E118) using HPLC and LC-MS.	2002 Jan 1	11682230
Albumin, bilirubin, and activated carbon: new edges of an old triangle.	2002 Mar	12027227
A comparison of lipase-catalysed ester and lactone synthesis in low-water systems: analysis of optimum water activity.	2002 Mar 20	11807759
Development of an improved method for production of antiscorpion F(ab')2 fragment of IgG with high yield and potency.	2002 May	12009112

Patents

Sample Use Guides

In Vivo Use Guide

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

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).

Name

Type

Language

1-Heptanecarboxylic acid

Preferred Name

English

CAPRYLIC ACID

Official 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

CAPRYLIC ACID [EP IMPURITY]

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 [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