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MedKoo Cat#: 600136 | Name: Esculin hydrate
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Description:

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

Esculin is a coumarin glucoside that is used to identify bacterial species (especially Enterococci and Listeria).

Chemical Structure

Esculin hydrate
Esculin hydrate
CAS#66778-17-4 (hydrate)

Theoretical Analysis

MedKoo Cat#: 600136

Name: Esculin hydrate

CAS#: 66778-17-4 (hydrate)

Chemical Formula: C15H16O9 • XH2O

Exact Mass: 0.0000

Molecular Weight: 340.28

Elemental Analysis: C, 52.94; H, 4.74; O, 42.32 (Anhydrous basis)

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 weeks
10g USD 450.00 2 weeks
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Related CAS #
66778-17-4 (hydrate) 531-75-9
Synonym
Aesculin; Esculetin 6Dglucoside; Enallachrome; (-)-Esculin; Esculin Sesquihydrate; Esculin hydrate; Aesculin hydrate; Esculin (hydrate); Esculinsesquihydrate
IUPAC/Chemical Name
7-hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2H-chromen-2-one hydrate
InChi Key
CQYPGSKIFJFVDQ-QWFKVUSTSA-N
InChi Code
InChI=1S/C15H16O9.H2O/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17;/h1-4,10,12-17,19-21H,5H2;1H2/t10-,12-,13+,14-,15-;/m1./s1
SMILES Code
O=C1C=CC2=CC(O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO)=C(C=C2O1)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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Esculin (Aesculin) is a glucoside found in horse chestnuts.
In vitro activity:
RT-qPCR revealed that treating HepG2 cells with esculin (50, 100, and 200 µM) significantly restored the increase in TNF-α and IL-6 expression (Figure 5(D,E)). Similarly, this study confirmed that the expression of ac-NF-κB was markedly upregulated while that of Sirt1 was downregulated in the FFA-treated HepG2 cells. However, these changes were found to be ameliorated in esculin-treated cells (Figure 5(F–H)). Reference: Pharm Biol. 2021; 59(1): 922–932. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8274538/
In vivo activity:
Although esculin did not change metabolic parameters, renal biochemical function, neither TBARS in DM rats, esculin reduced P2X7 levels in these animals and restored mitochondrial function via glycolysis substrates and β-oxidation. Besides, at the histological analysis, this study observed that esculin reduced inflammatory infiltrates and collagen IV deposits as compared to diabetic group. Reference: Life Sci. 2020 Aug 1;254:117787. https://pubmed.ncbi.nlm.nih.gov/32417372/
Solvent mg/mL mM
Solubility
DMSO 68.0 199.84
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 340.28 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. Yang XD, Chen Z, Ye L, Chen J, Yang YY. Esculin protects against methionine choline-deficient diet-induced non-alcoholic steatohepatitis by regulating the Sirt1/NF-κB p65 pathway. Pharm Biol. 2021 Dec;59(1):922-932. doi: 10.1080/13880209.2021.1945112. PMID: 34243681; PMCID: PMC8274538. 2. Li W, Wang Y, Wang X, He Z, Liu F, Zhi W, Zhang H, Niu X. Esculin attenuates endotoxin shock induced by lipopolysaccharide in mouse and NO production in vitro through inhibition of NF-κB activation. Eur J Pharmacol. 2016 Nov 15;791:726-734. doi: 10.1016/j.ejphar.2016.10.013. Epub 2016 Oct 13. PMID: 27746168. 3. Serralha RS, Rodrigues IF, Bertolini A, Lima DY, Nascimento M, Mouro MG, Punaro GR, Visoná I, Rodrigues AM, Higa EMS. Esculin reduces P2X7 and reverses mitochondrial dysfunction in the renal cortex of diabetic rats. Life Sci. 2020 Aug 1;254:117787. doi: 10.1016/j.lfs.2020.117787. Epub 2020 May 14. PMID: 32417372. 4. Liu A, Shen Y, Du Y, Chen J, Pei F, Fu W, Qiao J. Esculin prevents Lipopolysaccharide/D-Galactosamine-induced acute liver injury in mice. Microb Pathog. 2018 Dec;125:418-422. doi: 10.1016/j.micpath.2018.10.003. Epub 2018 Oct 2. PMID: 30290266.
In vitro protocol:
1. Yang XD, Chen Z, Ye L, Chen J, Yang YY. Esculin protects against methionine choline-deficient diet-induced non-alcoholic steatohepatitis by regulating the Sirt1/NF-κB p65 pathway. Pharm Biol. 2021 Dec;59(1):922-932. doi: 10.1080/13880209.2021.1945112. PMID: 34243681; PMCID: PMC8274538. 2. Li W, Wang Y, Wang X, He Z, Liu F, Zhi W, Zhang H, Niu X. Esculin attenuates endotoxin shock induced by lipopolysaccharide in mouse and NO production in vitro through inhibition of NF-κB activation. Eur J Pharmacol. 2016 Nov 15;791:726-734. doi: 10.1016/j.ejphar.2016.10.013. Epub 2016 Oct 13. PMID: 27746168.
In vivo protocol:
1. Serralha RS, Rodrigues IF, Bertolini A, Lima DY, Nascimento M, Mouro MG, Punaro GR, Visoná I, Rodrigues AM, Higa EMS. Esculin reduces P2X7 and reverses mitochondrial dysfunction in the renal cortex of diabetic rats. Life Sci. 2020 Aug 1;254:117787. doi: 10.1016/j.lfs.2020.117787. Epub 2020 May 14. PMID: 32417372. 2. Liu A, Shen Y, Du Y, Chen J, Pei F, Fu W, Qiao J. Esculin prevents Lipopolysaccharide/D-Galactosamine-induced acute liver injury in mice. Microb Pathog. 2018 Dec;125:418-422. doi: 10.1016/j.micpath.2018.10.003. Epub 2018 Oct 2. PMID: 30290266.
1: Tattini M, Di Ferdinando M, Brunetti C, Goti A, Pollastri S, Bellasio C, Giordano C, Fini A, Agati G. Esculetin and esculin (esculetin 6-O-glucoside) occur as inclusions and are differentially distributed in the vacuole of palisade cells in Fraxinus ornus leaves: A fluorescence microscopy analysis. J Photochem Photobiol B. 2014 Jun 28;140C:28-35. doi: 10.1016/j.jphotobiol.2014.06.012. [Epub ahead of print] PubMed PMID: 25063983.