Octanoic acid
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MedKoo CAT#: 558644

CAS#: 124-07-2

Description: Octanoic acid is an antimicrobial pesticide used as a food contact surface sanitizer.


Chemical Structure

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Octanoic acid
CAS# 124-07-2

Theoretical Analysis

MedKoo Cat#: 558644
Name: Octanoic acid
CAS#: 124-07-2
Chemical Formula: C8H16O2
Exact Mass: 144.12
Molecular Weight: 144.214
Elemental Analysis: C, 66.63; H, 11.18; O, 22.19

Price and Availability

Size Price Availability Quantity
250g USD 300
500g USD 440
1kg USD 625
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Synonym: Octanoic acid; Caprylic acid; Caprylsaeure; Octic acid; Octoic acid; Octylic acid;

IUPAC/Chemical Name: Octanoic acid

InChi Key: WWZKQHOCKIZLMA-UHFFFAOYSA-N

InChi Code: InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)

SMILES Code: CCCCCCCC(O)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Product Data:
Biological target: Octanoic acid (Caprylic acid) is an oily liquid with a slightly unpleasant rancid taste and used commercially in the production of esters used in perfumery and also in the manufacture of dyes.
In vitro activity: The OA (octanoic acid)-induced enhancement of GSIS was inhibited by Olfr15 knockdown. Treatment with a PLC inhibitor or an Ins(1,4,5)P3 receptor (IP3R) antagonist also blocked the OA-induced enhancement of GSIS. These results suggest that OA potentiates GSIS via Olfr15 though the PLC-IP3 pathway. Furthermore, long-term treatment with OA increased cellular glucose uptake in MIN6 cells by up-regulating the expression of glucokinase (GK). Reference: Biochem Biophys Res Commun. 2018 Sep 3;503(1):278-284. https://pubmed.ncbi.nlm.nih.gov/29885841/
In vivo activity: Herein, based on previous research, an OA (octanoic acid)-based nanotherapy coated with a neutrophil membrane highly expressing RVG29, RVG29-H-NPOA, was successfully constructed by computer simulation-guided supramolecular assembly of polyethylenimine and OA. The in vitro and in vivo experiments showed that RVG29-H-NPOA could target and be distributed in the injured brain focus via the relay-targeted delivery mediated by RVG29-induced blood-brain barrier (BBB) penetration and neutrophil membrane protein-induced BBB binding and injury targeting. This results in enhancements of the antioxidant, antiapoptotic, mitochondrial stability-promoting and anti-inflammatory effects of OA and exhibited systematic alleviation of astrocyte injury, neuronal damage, and inflammatory response in the brain. Due to their systematic intervention in multiple pathological processes, RVG29-H-NPOA significantly increased the 24 h survival rate of CA/CPR model rats from 40% to 100% and significantly improved their neurological functions. Reference: ACS Nano. 2023 Feb 28;17(4):3528-3548. https://pubmed.ncbi.nlm.nih.gov/36758159/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 100.0 693.41

Preparing Stock Solutions

The following data is based on the product molecular weight 144.21 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Leem J, Shim HM, Cho H, Park JH. Octanoic acid potentiates glucose-stimulated insulin secretion and expression of glucokinase through the olfactory receptor in pancreatic β-cells. Biochem Biophys Res Commun. 2018 Sep 3;503(1):278-284. doi: 10.1016/j.bbrc.2018.06.015. Epub 2018 Jun 11. PMID: 29885841. 2. Kadota Y, Toyoda T, Hayashi-Kato M, Kitaura Y, Shimomura Y. Octanoic acid promotes branched-chain amino acid catabolisms via the inhibition of hepatic branched-chain alpha-keto acid dehydrogenase kinase in rats. Metabolism. 2015 Sep;64(9):1157-64. doi: 10.1016/j.metabol.2015.05.014. Epub 2015 Jun 3. PMID: 26104959. 3. Yang J, Wang P, Jiang X, Xu J, Zhang M, Liu F, Lin Y, Tao J, He J, Zhou X, Zhang M. A Nanotherapy of Octanoic Acid Ameliorates Cardiac Arrest/Cardiopulmonary Resuscitation-Induced Brain Injury via RVG29- and Neutrophil Membrane-Mediated Injury Relay Targeting. ACS Nano. 2023 Feb 28;17(4):3528-3548. doi: 10.1021/acsnano.2c09931. Epub 2023 Feb 9. PMID: 36758159. 4. Charlot A, Morel L, Bringolf A, Georg I, Charles AL, Goupilleau F, Geny B, Zoll J. Octanoic Acid-Enrichment Diet Improves Endurance Capacity and Reprograms Mitochondrial Biogenesis in Skeletal Muscle of Mice. Nutrients. 2022 Jun 29;14(13):2721. doi: 10.3390/nu14132721. PMID: 35807901; PMCID: PMC9268503.
In vitro protocol: 1. Leem J, Shim HM, Cho H, Park JH. Octanoic acid potentiates glucose-stimulated insulin secretion and expression of glucokinase through the olfactory receptor in pancreatic β-cells. Biochem Biophys Res Commun. 2018 Sep 3;503(1):278-284. doi: 10.1016/j.bbrc.2018.06.015. Epub 2018 Jun 11. PMID: 29885841. 2. Kadota Y, Toyoda T, Hayashi-Kato M, Kitaura Y, Shimomura Y. Octanoic acid promotes branched-chain amino acid catabolisms via the inhibition of hepatic branched-chain alpha-keto acid dehydrogenase kinase in rats. Metabolism. 2015 Sep;64(9):1157-64. doi: 10.1016/j.metabol.2015.05.014. Epub 2015 Jun 3. PMID: 26104959.
In vivo protocol: 1. Yang J, Wang P, Jiang X, Xu J, Zhang M, Liu F, Lin Y, Tao J, He J, Zhou X, Zhang M. A Nanotherapy of Octanoic Acid Ameliorates Cardiac Arrest/Cardiopulmonary Resuscitation-Induced Brain Injury via RVG29- and Neutrophil Membrane-Mediated Injury Relay Targeting. ACS Nano. 2023 Feb 28;17(4):3528-3548. doi: 10.1021/acsnano.2c09931. Epub 2023 Feb 9. PMID: 36758159. 2. Charlot A, Morel L, Bringolf A, Georg I, Charles AL, Goupilleau F, Geny B, Zoll J. Octanoic Acid-Enrichment Diet Improves Endurance Capacity and Reprograms Mitochondrial Biogenesis in Skeletal Muscle of Mice. Nutrients. 2022 Jun 29;14(13):2721. doi: 10.3390/nu14132721. PMID: 35807901; PMCID: PMC9268503.

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1: Kadota Y, Toyoda T, Hayashi-Kato M, Kitaura Y, Shimomura Y. Octanoic acid promotes branched-chain amino acid catabolisms via the inhibition of hepatic branched-chain alpha-keto acid dehydrogenase kinase in rats. Metabolism. 2015 Sep;64(9):1157-64. doi: 10.1016/j.metabol.2015.05.014. Epub 2015 Jun 3. PubMed PMID: 26104959.

2: Fredrickson J, Krisher R, Morbeck DE. The impact of the protein stabilizer octanoic acid on embryonic development and fetal growth in a murine model. J Assist Reprod Genet. 2015 Oct;32(10):1517-24. doi: 10.1007/s10815-015-0560-9. Epub 2015 Sep 5. PubMed PMID: 26342329; PubMed Central PMCID: PMC4615915.

3: Royce LA, Yoon JM, Chen Y, Rickenbach E, Shanks JV, Jarboe LR. Evolution for exogenous octanoic acid tolerance improves carboxylic acid production and membrane integrity. Metab Eng. 2015 May;29:180-188. doi: 10.1016/j.ymben.2015.03.014. Epub 2015 Mar 31. PubMed PMID: 25839166.

4: Liu P, Chernyshov A, Najdi T, Fu Y, Dickerson J, Sandmeyer S, Jarboe L. Membrane stress caused by octanoic acid in Saccharomyces cerevisiae. Appl Microbiol Biotechnol. 2013 Apr;97(7):3239-51. doi: 10.1007/s00253-013-4773-5. Epub 2013 Feb 26. PubMed PMID: 23435986.

5: Librán-Pérez M, López-Patiño MA, Míguez JM, Soengas JL. Oleic acid and octanoic acid sensing capacity in rainbow trout Oncorhynchus mykiss is direct in hypothalamus and Brockmann bodies. PLoS One. 2013;8(3):e59507. doi: 10.1371/journal.pone.0059507. Epub 2013 Mar 22. PubMed PMID: 23533628; PubMed Central PMCID: PMC3606115.

6: Leonard PH, Charlesworth MC, Benson L, Walker DL, Fredrickson JR, Morbeck DE. Variability in protein quality used for embryo culture: embryotoxicity of the stabilizer octanoic acid. Fertil Steril. 2013 Aug;100(2):544-9. doi: 10.1016/j.fertnstert.2013.03.034. Epub 2013 Apr 16. PubMed PMID: 23602317.

7: Fu Y, Yoon JM, Jarboe L, Shanks JV. Metabolic flux analysis of Escherichia coli MG1655 under octanoic acid (C8) stress. Appl Microbiol Biotechnol. 2015 May;99(10):4397-408. doi: 10.1007/s00253-015-6387-6. Epub 2015 Jan 27. PubMed PMID: 25620365.

8: Lim CH, Choi MG, Park H, Baeg MK, Park JM. Effect of DA-9701 on gastric emptying in a mouse model: assessment by ¹³C-octanoic acid breath test. World J Gastroenterol. 2013 Jul 21;19(27):4380-5. doi: 10.3748/wjg.v19.i27.4380. PubMed PMID: 23885150; PubMed Central PMCID: PMC3718907.

9: Chen Q, Toh P, Sun Y, Latiff SM, Hoi A, Xian M, Zhang H, Nian R, Zhang W, Gagnon P. Histone-dependent IgG conservation in octanoic acid precipitation and its mechanism. Appl Microbiol Biotechnol. 2016 Dec;100(23):9933-9941. Epub 2016 Jul 14. PubMed PMID: 27418358.

10: Voller B, Lines E, McCrossin G, Tinaz S, Lungu C, Grimes G, Starling J, Potti G, Buchwald P, Haubenberger D, Hallett M. Dose-escalation study of octanoic acid in patients with essential tremor. J Clin Invest. 2016 Apr 1;126(4):1451-7. doi: 10.1172/JCI83621. Epub 2016 Feb 29. PubMed PMID: 26927672; PubMed Central PMCID: PMC4811161.

11: Haubenberger D, McCrossin G, Lungu C, Considine E, Toro C, Nahab FB, Auh S, Buchwald P, Grimes GJ, Starling J, Potti G, Scheider L, Kalowitz D, Bowen D, Carnie A, Hallett M. Octanoic acid in alcohol-responsive essential tremor: a randomized controlled study. Neurology. 2013 Mar 5;80(10):933-40. doi: 10.1212/WNL.0b013e3182840c4f. Epub 2013 Feb 13. PubMed PMID: 23408867; PubMed Central PMCID: PMC3653213.

12: Mohan A, Pohlman FW, McDaniel JA, Hunt MC. Role of peroxyacetic acid, octanoic acid, malic acid, and potassium lactate on the microbiological and instrumental color characteristics of ground beef. J Food Sci. 2012 Apr;77(4):M188-93. doi: 10.1111/j.1750-3841.2011.02600.x. Epub 2012 Feb 21. PubMed PMID: 22352902.

13: Bruno G, Lopetuso LR, Ianiro G, Laterza L, Gerardi V, Petito V, Poscia A, Gasbarrini A, Ojetti V, Scaldaferri F. 13C-octanoic acid breath test to study gastric emptying time. Eur Rev Med Pharmacol Sci. 2013;17 Suppl 2:59-64. Review. PubMed PMID: 24443070.

14: Nahab FB, Handforth A, Brown T, Shin C, Quesada A, Dong C, Haubenberger D, Hallett M. Octanoic acid suppresses harmaline-induced tremor in mouse model of essential tremor. Neurotherapeutics. 2012 Jul;9(3):635-8. doi: 10.1007/s13311-012-0121-1. PubMed PMID: 22454323; PubMed Central PMCID: PMC3441932.

15: Hauser B, Roelants M, De Schepper J, Veereman G, Caveliers V, Devreker T, De Greef E, Vandenplas Y. Gastric emptying of solids in children: reference values for the (13) C-octanoic acid breath test. Neurogastroenterol Motil. 2016 Oct;28(10):1480-7. doi: 10.1111/nmo.12845. Epub 2016 Apr 20. PubMed PMID: 27098977.

16: Oiso S, Nobe M, Iwasaki S, Nii W, Goto N, Seki Y, Nakajima K, Nakamura K, Kariyazono H. Inhibitory Effect of Oleic Acid on Octanoylated Ghrelin Production. J Oleo Sci. 2015;64(11):1185-92. doi: 10.5650/jos.ess15137. PubMed PMID: 26521811.

17: Uchida M, Shimizu K. 13C-acetic acid is more sensitive than 13C-octanoic acid for evaluating gastric emptying of liquid enteral nutrient formula by breath test in conscious rats. Biol Pharm Bull. 2007 Mar;30(3):487-9. PubMed PMID: 17329843.

18: Lemarié F, Cavalier JF, Garcia C, Boissel F, Point V, Catheline D, Legrand P, Carrière F, Rioux V. Effect of preduodenal lipase inhibition in suckling rats on dietary octanoic acid (C8:0) gastric absorption and plasma octanoylated ghrelin concentration. Biochim Biophys Acta. 2016 Sep;1861(9 Pt A):1111-1120. doi: 10.1016/j.bbalip.2016.06.009. Epub 2016 Jun 16. PubMed PMID: 27317984.

19: Iwahashi H, Nishizaki K, Takagi I. Cytochrome c catalyses the formation of pentyl radical and octanoic acid radical from linoleic acid hydroperoxide. Biochem J. 2002 Jan 1;361(Pt 1):57-66. PubMed PMID: 11742529; PubMed Central PMCID: PMC1222279.

20: Kim CS, Roe CR, Mann JD, Breese GR. Octanoic acid produces accumulation of monoamine acidic metabolites in the brain: interaction with organic anion transport at the choroid plexus. J Neurochem. 1992 Apr;58(4):1499-503. Erratum in: J Neurochem 1992 Jul;59(1):392. PubMed PMID: 1372345.