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

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

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
Biosynthesis of biotin and lipoic acid.	2001	11153271
Synthesis of structured lipids by transesterification of trilinolein catalyzed by Lipozyme IM60.	2001 Apr	11308369
The mitochondrial consequences of uncoupling intact cells depend on the nature of the exogenous substrate.	2001 Apr 1	11256968
Isolation of bovine plasma albumin by liquid chromatography and its polymerization for use in immunohematology.	2001 Aug	11471035
Biosynthesis and structural characterization of medium-chain-length poly(3-hydroxyalkanoates) produced by Pseudomonas aeruginosa from fatty acids.	2001 Aug 20	11518582
Use of the 13C-octanoic acid breath test for assessment of solid-phase gastric emptying in dogs.	2001 Dec	11763185
Isolation and preliminary characterization of the medium-chain fatty acid:CoA ligase responsible for activation of short- and medium-chain fatty acids in colonic mucosa from swine.	2001 Feb	11281196
Lipotoxicity of the pancreatic beta-cell is associated with glucose-dependent esterification of fatty acids into neutral lipids.	2001 Feb	11272142
Enantioselectivity in Candida antarctica lipase B: a molecular dynamics study.	2001 Feb	11266619
Automated solid-phase synthesis of oligosaccharides.	2001 Feb 23	11222853
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
Compound heterozygosity in four asymptomatic siblings with medium-chain acyl-CoA dehydrogenase deficiency.	2001 Jun	11486912
Leucine suppresses acid-induced protein wasting in L6 rat muscle cells.	2001 Jun	11422399
Aroma-active components of nonfat dry milk.	2001 Jun	11409991
Assessment of the rate of solid-phase gastric emptying in ponies by means of the 13C-octanoic acid breath test: a preliminary study.	2001 Mar	11266071
Bullfrog ghrelin is modified by n-octanoic acid at its third threonine residue.	2001 Nov 2	11546772
Role of substrates in the regulation of mitochondrial function in situ.	2001 Sep-Nov	11798036
Biocompatible polyester macroligands: new subunits for the assembly of star-shaped polymers with luminescent and cleavable metal cores.	2001 Spring	11749177
Antioxidant and cyclooxygenase activities of fatty acids found in food.	2002 Apr 10	11929276
Population differences in acute skin irritation responses. Race, sex, age, sensitive skin and repeat subject comparisons.	2002 Feb	11918601
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
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	11750281
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
Inhibition of fatty acid synthesis in bovine mammary homogenate by palmitic acid is not a detergent effect.	2002 Mar	11949869

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).

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:12:52 GMT 2023` Edited by `admin` on `Fri Dec 15 16:12:52 GMT 2023`
Record UNII	OBL58JN025
Record Status	`Validated (UNII)`
Record Version

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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