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MedKoo Cat#: 582082 | Name: Decyl gallate

Description:

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

Decyl gallate (G14) is a derivative of gallic acid with a range of biological activities and broad-spectrum antifungal activity.

Chemical Structure

Decyl gallate
Decyl gallate
CAS#19198-75-5

Theoretical Analysis

MedKoo Cat#: 582082

Name: Decyl gallate

CAS#: 19198-75-5

Chemical Formula: C17H26O5

Exact Mass: 310.1800

Molecular Weight: 310.39

Elemental Analysis: C, 65.78; H, 8.44; O, 25.77

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Decyl gallate; Decyl 3,4,5-trihydroxybenzoate; Decylgallat; Gallic acid, decyl ester
IUPAC/Chemical Name
Benzoic acid, 3,4,5-trihydroxy-, decyl ester
InChi Key
AOTRKUOCGUXQCY-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H26O5/c1-2-3-4-5-6-7-8-9-10-22-17(21)13-11-14(18)16(20)15(19)12-13/h11-12,18-20H,2-10H2,1H3
SMILES Code
O=C(OCCCCCCCCCC)C1=CC(O)=C(O)C(O)=C1
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 310.39 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: de Paula E Silva ACA, de Oliveira HC, Scorzoni L, Marcos CM, Santos CTD, Fusco-Almeida AM, Salina ACG, Medeiros AI, Almeida F, Li SC, Boone C, Mendes-Giannini MJS. Decyl Gallate as a Possible Inhibitor of N-Glycosylation Process in Paracoccidioides lutzii. Antimicrob Agents Chemother. 2019 Oct 22;63(11). pii: e01909-18. doi: 10.1128/AAC.01909-18. Print 2019 Nov. PubMed PMID: 31451502; PubMed Central PMCID: PMC6811398. 2: Bernardi T, da Silva JF, Vicentin J, de Oliveira HC, Assato PA, Marcos CM, de Paula E Silva ACA, da Silva RAM, Regasini LO, Silva DHS, da Silva Bolzani V, Fusco-Almeida AM, Mendes-Giannini MJS. Anti-apoptotic effects of decyl gallate on the induction of apoptosis in A549 pneumocytes by Paracoccidioides brasiliensis gp43. Med Mycol. 2017 Nov 1;55(8):890-894. doi: 10.1093/mmy/myx013. PubMed PMID: 28339963. 3: Andréo R, Regasini LO, Petrônio MS, Chiari-Andréo BG, Tansini A, Silva DH, Cicarelli RM. Toxicity and Loss of Mitochondrial Membrane Potential Induced by Alkyl Gallates in Trypanosoma cruzi. Int Sch Res Notices. 2015 Jan 28;2015:924670. doi: 10.1155/2015/924670. eCollection 2015. PubMed PMID: 27347554; PubMed Central PMCID: PMC4897139. 4: de Paula E Silva AC, Costa-Orlandi CB, Gullo FP, Sangalli-Leite F, de Oliveira HC, da Silva Jde F, Scorzoni L, Pitangui Nde S, Rossi SA, Benaducci T, Wolf VG, Regasini LO, Petrônio MS, Silva DH, Bolzani VS, Fusco-Almeida AM, Mendes-Giannini MJ. Antifungal Activity of Decyl Gallate against Several Species of Pathogenic Fungi. Evid Based Complement Alternat Med. 2014;2014:506273. doi: 10.1155/2014/506273. Epub 2014 Nov 20. PubMed PMID: 25505923; PubMed Central PMCID: PMC4258339. 5: Barla F, Higashijima H, Funai S, Sugimoto K, Harada N, Yamaji R, Fujita T, Nakano Y, Inui H. Inhibitive effects of alkyl gallates on hyaluronidase and collagenase. Biosci Biotechnol Biochem. 2009 Oct;73(10):2335-7. Epub 2009 Oct 7. PubMed PMID: 19809167. 6: Shibata H, Kondo K, Katsuyama R, Kawazoe K, Sato Y, Murakami K, Takaishi Y, Arakaki N, Higuti T. Alkyl gallates, intensifiers of beta-lactam susceptibility in methicillin-resistant Staphylococcus aureus. Antimicrob Agents Chemother. 2005 Feb;49(2):549-55. PubMed PMID: 15673731; PubMed Central PMCID: PMC547244. 7: Park KD, Lee SG, Kim SU, Kim SH, Sun WS, Cho SJ, Jeong DH. Anticancer activity of 3-O-acyl and alkyl-(-)-epicatechin derivatives. Bioorg Med Chem Lett. 2004 Oct 18;14(20):5189-92. PubMed PMID: 15380225. 8: Kubo I, Fujita K, Nihei K. Anti-Salmonella activity of alkyl gallates. J Agric Food Chem. 2002 Nov 6;50(23):6692-6. PubMed PMID: 12405763. 9: Hoefnagel MH, Wiskich JT, Madgwick SA, Patterson Z, Oettmeier W, Rich PR. New inhibitors of the ubiquinol oxidase of higher plant mitochondria. Eur J Biochem. 1995 Oct 15;233(2):531-7. PubMed PMID: 7588798. 10: Christow S, Luther H, Ludwig P, Gruner S, Schewe T. Actions of gallic esters on the arachidonic acid metabolism of human polymorphonuclear leukocytes. Pharmazie. 1991 Apr;46(4):282-3. PubMed PMID: 1909440. 11: Luther H, Jordanov D, Ludwig P, Schewe T. Inhibition of rabbit erythroid 15-lipoxygenase and sheep vesicular gland prostaglandin H synthase by gallic esters. Pharmazie. 1991 Feb;46(2):134-6. PubMed PMID: 1906619. 12: Haseloff RF, Blasig IE, Meffert H, Ebert B. Hydroxyl radical scavenging and antipsoriatic activity of benzoic acid derivatives. Free Radic Biol Med. 1990;9(2):111-5. PubMed PMID: 2172097.