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MedKoo Cat#: 530207 | Name: Tributyrin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Tributyrin, also known as NSC661583, is a histone deacetylase (HDAC) inhibitor potentially for the treatment of solid tumors.

Chemical Structure

Tributyrin
Tributyrin
CAS#60-01-5

Theoretical Analysis

MedKoo Cat#: 530207

Name: Tributyrin

CAS#: 60-01-5

Chemical Formula: C15H26O6

Exact Mass: 302.1729

Molecular Weight: 302.37

Elemental Analysis: C, 59.58; H, 8.67; O, 31.75

Price and Availability

Size Price Availability Quantity
100g USD 250.00
200g USD 450.00
500g USD 650.00
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Related CAS #
No Data
Synonym
NSC-661583; NSC661583; NSC 661583; Tributyrin.
IUPAC/Chemical Name
Butanoic acid, 1,2,3-propanetriyl ester
InChi Key
UYXTWWCETRIEDR-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H26O6/c1-4-7-13(16)19-10-12(21-15(18)9-6-3)11-20-14(17)8-5-2/h12H,4-11H2,1-3H3
SMILES Code
CCCC(OCC(OC(CCC)=O)COC(CCC)=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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 302.37 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
1: Guariento AH, Furtado KS, de Conti A, Campos A, Purgatto E, Carrilho J, Shinohara EM, Tryndyak V, Han T, Fuscoe JC, Ross SA, Beland FA, Pogribny IP, Moreno FS. Transcriptomic responses provide a new mechanistic basis for the chemopreventive effects of folic acid and tributyrin in rat liver carcinogenesis. Int J Cancer. 2014 Jul 1;135(1):7-18. doi: 10.1002/ijc.28642. PubMed PMID: 24302446; PubMed Central PMCID: PMC4229010. 2: Cresci G, Nagy LE, Ganapathy V. Lactobacillus GG and tributyrin supplementation reduce antibiotic-induced intestinal injury. JPEN J Parenter Enteral Nutr. 2013 Nov;37(6):763-74. doi: 10.1177/0148607113486809. PubMed PMID: 23630018; PubMed Central PMCID: PMC3818407. 3: de Conti A, Tryndyak V, Koturbash I, Heidor R, Kuroiwa-Trzmielina J, Ong TP, Beland FA, Moreno FS, Pogribny IP. The chemopreventive activity of the butyric acid prodrug tributyrin in experimental rat hepatocarcinogenesis is associated with p53 acetylation and activation of the p53 apoptotic signaling pathway. Carcinogenesis. 2013 Aug;34(8):1900-6. doi: 10.1093/carcin/bgt124. PubMed PMID: 23568954. 4: Cresci GA, Bush K, Nagy LE. Tributyrin supplementation protects mice from acute ethanol-induced gut injury. Alcohol Clin Exp Res. 2014 Jun;38(6):1489-501. doi: 10.1111/acer.12428. PubMed PMID: 24890666; PubMed Central PMCID: PMC4185400. 5: Sanguansri L, Day L, Shen Z, Fagan P, Weerakkody R, Cheng LJ, Rusli J, Augustin MA. Encapsulation of mixtures of tuna oil, tributyrin and resveratrol in a spray dried powder formulation. Food Funct. 2013 Dec;4(12):1794-802. doi: 10.1039/c3fo60197h. PubMed PMID: 24121865. 6: Kang SN, Hong SS, Lee MK, Lim SJ. Dual function of tributyrin emulsion: solubilization and enhancement of anticancer effect of celecoxib. Int J Pharm. 2012 May 30;428(1-2):76-81. doi: 10.1016/j.ijpharm.2012.02.037. PubMed PMID: 22405988. 7: Tropskaya NS, Kislyakova EA, Popova TS. Effect of Tributyrin on Electrical Activity in the Small Intestine during Early Postoperative Period. Bull Exp Biol Med. 2015 Dec;160(2):219-22. doi: 10.1007/s10517-015-3133-0. PubMed PMID: 26645288. 8: Ortega JF, de Conti A, Tryndyak V, Furtado KS, Heidor R, Horst MA, Fernandes LH, Tavares PE, Pogribna M, Shpyleva S, Beland FA, Pogribny IP, Moreno FS. Suppressing activity of tributyrin on hepatocarcinogenesis is associated with inhibiting the p53-CRM1 interaction and changing the cellular compartmentalization of p53 protein. Oncotarget. 2016 Apr 26;7(17):24339-47. doi: 10.18632/oncotarget.8248. PubMed PMID: 27013579; PubMed Central PMCID: PMC5029705. 9: Miyoshi M, Sakaki H, Usami M, Iizuka N, Shuno K, Aoyama M, Usami Y. Oral administration of tributyrin increases concentration of butyrate in the portal vein and prevents lipopolysaccharide-induced liver injury in rats. Clin Nutr. 2011 Apr;30(2):252-8. doi: 10.1016/j.clnu.2010.09.012. PubMed PMID: 21051124. 10: Kang SN, Lee E, Lee MK, Lim SJ. Preparation and evaluation of tributyrin emulsion as a potent anti-cancer agent against melanoma. Drug Deliv. 2011 Feb;18(2):143-9. doi: 10.3109/10717544.2010.522610. PubMed PMID: 20946006. 11: Dong L, Zhong X, He J, Zhang L, Bai K, Xu W, Wang T, Huang X. Supplementation of tributyrin improves the growth and intestinal digestive and barrier functions in intrauterine growth-restricted piglets. Clin Nutr. 2016 Apr;35(2):399-407. doi: 10.1016/j.clnu.2015.03.002. PubMed PMID: 26112894. 12: Esteban-Torres M, Mancheño JM, de las Rivas B, Muñoz R. Production and characterization of a tributyrin esterase from Lactobacillus plantarum suitable for cheese lipolysis. J Dairy Sci. 2014 Nov;97(11):6737-44. doi: 10.3168/jds.2014-8234. PubMed PMID: 25173466. 13: Zhang M, Guo R, Xu H, Zhang M, Li B. Retinoic acid and tributyrin induce in-vitro radioiodine uptake and inhibition of cell proliferation in a poorly differentiated follicular thyroid carcinoma. Nucl Med Commun. 2011 Jul;32(7):605-10. doi: 10.1097/MNM.0b013e3283463027. PubMed PMID: 21471848. 14: Silva EL, Carneiro G, Caetano PA, Goulart G, Ferreira Costa D, de Souza-Fagundes EM, Gomes DA, Ferreira LA. Nanostructured lipid carriers loaded with tributyrin as an alternative to improve anticancer activity of all-trans retinoic acid. Expert Rev Anticancer Ther. 2015 Feb;15(2):247-56. doi: 10.1586/14737140.2015.1000868. PubMed PMID: 25611812; PubMed Central PMCID: PMC4634877. 15: Li Y, Le Maux S, Xiao H, McClements DJ. Emulsion-based delivery systems for tributyrin, a potential colon cancer preventative agent. J Agric Food Chem. 2009 Oct 14;57(19):9243-9. doi: 10.1021/jf901836f. PubMed PMID: 19731938. 16: He J, Dong L, Xu W, Bai K, Lu C, Wu Y, Huang Q, Zhang L, Wang T. Dietary Tributyrin Supplementation Attenuates Insulin Resistance and Abnormal Lipid Metabolism in Suckling Piglets with Intrauterine Growth Retardation. PLoS One. 2015 Aug 28;10(8):e0136848. doi: 10.1371/journal.pone.0136848. PubMed PMID: 26317832; PubMed Central PMCID: PMC4552672. 17: Heidor R, Furtado KS, Ortega JF, de Oliveira TF, Tavares PE, Vieira A, Miranda ML, Purgatto E, Moreno FS. The chemopreventive activity of the histone deacetylase inhibitor tributyrin in colon carcinogenesis involves the induction of apoptosis and reduction of DNA damage. Toxicol Appl Pharmacol. 2014 Apr 15;276(2):129-35. doi: 10.1016/j.taap.2014.02.004. PubMed PMID: 24576724. 18: Donovan JD, Cadwallader KR, Lee Y. Volatile Retention and Morphological Properties of Microencapsulated Tributyrin Varied by Wall Material and Drying Method. J Food Sci. 2016 Mar;81(3):E643-50. doi: 10.1111/1750-3841.13243. PubMed PMID: 26878682. 19: Camacho-Ruiz Mde L, Mateos-Díaz JC, Carrière F, Rodriguez JA. A broad pH range indicator-based spectrophotometric assay for true lipases using tributyrin and tricaprylin. J Lipid Res. 2015 May;56(5):1057-67. doi: 10.1194/jlr.D052837. PubMed PMID: 25748441; PubMed Central PMCID: PMC4409282. 20: Donovan JD, Lee SY, Lee Y. R-Index Measure of Microencapsulated Tributyrin in Gamma-Cyclodextrin Influenced by Drying Method. J Food Sci. 2016 Sep;81(9):S2252-7. doi: 10.1111/1750-3841.13415. PubMed PMID: 27527112.