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MedKoo Cat#: 146186 | Name: Eupalitin

Description:

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

Eupalitin is an O-methylated flavonol found in various medicinal plants, such as Boerhavia diffusa, and is known for its anti-inflammatory, antioxidant, and hepatoprotective properties. It exerts its effects by modulating oxidative stress pathways and inhibiting pro-inflammatory mediators like nitric oxide and cytokines through suppression of the NF-κB signaling pathway. Eupalitin also demonstrates potential in protecting liver cells from toxin-induced damage and may aid in managing liver-related disorders. Its broad biological activities make it a valuable compound for potential therapeutic and nutraceutical applications.

Chemical Structure

Eupalitin
Eupalitin
CAS#29536-41-2

Theoretical Analysis

MedKoo Cat#: 146186

Name: Eupalitin

CAS#: 29536-41-2

Chemical Formula: C17H14O7

Exact Mass: 330.0740

Molecular Weight: 330.29

Elemental Analysis: C, 61.82; H, 4.27; O, 33.91

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 #
No Data
Synonym
Eupalitin; Eupaletin;
IUPAC/Chemical Name
3,5-dihydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H-chromen-4-one
InChi Key
KWMAWXWUGIEVDG-UHFFFAOYSA-N
InChi Code
1S/C17H14O7/c1-22-11-7-10-12(14(20)17(11)23-2)13(19)15(21)16(24-10)8-3-5-9(18)6-4-8/h3-7,18,20-21H,1-2H3
SMILES Code
COC1=C(OC)C(O)=C2C(=O)C(O)=C(OC2=C1)C3=CC=C(O)C=C3
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 330.29 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: Kaleem S, Siddiqui S, Siddiqui HH, Badruddeen, Hussain A, Arshad M, Akhtar J, Rizvi A. Eupalitin induces apoptosis in prostate carcinoma cells through ROS generation and increase of caspase-3 activity. Cell Biol Int. 2016 Feb;40(2):196-203. doi: 10.1002/cbin.10552. Epub 2015 Nov 12. PMID: 26493029. 2: Thajudeen KY, Asiri YI, Salam S, Thorakkattil SA, Rahamathulla M, Uoorakkottil I. A Box-Behnken Extraction Design and Hepatoprotective Effect of Isolated Eupalitin-3-O-β-D-Galactopyranoside from Boerhavia diffusa Linn. Molecules. 2022 Sep 29;27(19):6444. doi: 10.3390/molecules27196444. PMID: 36234981; PMCID: PMC9573120. 3: Khalil AW, Iqbal Z, Adhikari A, Khan H, Nishan U, Iqbal A, Bangash JA, Tarar OM, Bilal A, Khan SA, Hoessli DC, Assiri MA, Wu Z, Afridi S. Spectroscopic characterization of eupalitin-3-O-β-D-galactopyranoside from Boerhavia procumbens: In vivo hepato-protective potential in rat model. Spectrochim Acta A Mol Biomol Spectrosc. 2024 Jan 5;304:123369. doi: 10.1016/j.saa.2023.123369. Epub 2023 Sep 6. PMID: 37738764. 4: Uoorakkottil I, Koottangodan R, Thajudheen KY, Alsheri SA, Ahmed MM. Molecular Docking and Antihypertensive Activity of Eupalitin 3-O-β-D- galactopyranoside Isolated from Boerhavia diffusa Linn. Pharmaceutics. 2024 Dec 23;16(12):1628. doi: 10.3390/pharmaceutics16121628. PMID: 39771606; PMCID: PMC11676204. 5: Patil KS, Bhalsing SR. Ethnomedicinal uses, phytochemistry and pharmacological properties of the genus Boerhavia. J Ethnopharmacol. 2016 Apr 22;182:200-20. doi: 10.1016/j.jep.2016.01.042. Epub 2016 Feb 2. PMID: 26844923. 6: Nikiema WA, Ouédraogo M, Ouédraogo WP, Fofana S, Ouédraogo BHA, Delma TE, Amadé B, Abdoulaye GM, Sawadogo AS, Ouédraogo R, Semde R. Systematic Review of Chemical Compounds with Immunomodulatory Action Isolated from African Medicinal Plants. Molecules. 2024 Apr 26;29(9):2010. doi: 10.3390/molecules29092010. PMID: 38731500; PMCID: PMC11085867. 7: You LP, Wang KX, Lin JC, Ren XY, Wei Y, Li WX, Gao YQ, Kong XN, Sun XH. Yin- chen Wu-ling powder alleviate cholestatic liver disease: Network pharmacological analysis and experimental validation. Gene. 2023 Jan 30;851:146973. doi: 10.1016/j.gene.2022.146973. Epub 2022 Oct 26. PMID: 36306943. 8: Tang HQ, Hu J, Yang L, Tan RX. Terpenoids and flavonoids from Artemisia species. Planta Med. 2000 May;66(4):391-3. doi: 10.1055/s-2000-8538. PMID: 10865468. 9: Pandey R, Maurya R, Singh G, Sathiamoorthy B, Naik S. Immunosuppressive properties of flavonoids isolated from Boerhaavia diffusa Linn. Int Immunopharmacol. 2005 Mar;5(3):541-53. doi: 10.1016/j.intimp.2004.11.001. PMID: 15683850. 10: Wei Y, Zhang K, Zhang G, Ito Y. ISOLATION OF FIVE BIOACTIVE COMPONENTS FROM EUPATORIUM ADENOPHORUM SPRENG USING STEPWISE ELUTION BY HIGH-SPEED COUNTER- CURRENT CHROMATOGRAPHY. J Liq Chromatogr Relat Technol. 2011 Dec 1;34(20):2505-2515. doi: 10.1080/10826076.2011.591030. PMID: 22328809; PMCID: PMC3274350. 11: Tacchini M, Spagnoletti A, Marieschi M, Caligiani A, Bruni R, Efferth T, Sacchetti G, Guerrini A. Phytochemical profile and bioactivity of traditional ayurvedic decoctions and hydro-alcoholic macerations of Boerhaavia diffusa L. and Curculigo orchioides Gaertn. Nat Prod Res. 2015;29(22):2071-9. doi: 10.1080/14786419.2014.1003299. Epub 2015 Jan 22. PMID: 25612143. 12: Ferreres F, Sousa C, Justin M, Valentão P, Andrade PB, Llorach R, Rodrigues A, Seabra RM, Leitão A. Characterisation of the phenolic profile of Boerhaavia diffusa L. by HPLC-PAD-MS/MS as a tool for quality control. Phytochem Anal. 2005 Nov-Dec;16(6):451-8. doi: 10.1002/pca.869. PMID: 16315490. 13: Maurya R, Sathiamoorthy B, Deepak M. Flavonoids and phenol glycosides from Boerhavia diffusa. Nat Prod Res. 2007 Feb;21(2):126-34. doi: 10.1080/14786410600906194. PMID: 17365699. 14: Chowdhury MR, Reddy RVS, Nampoothiri NK, Erva RR, Vijaykumar SD. Exploring bioactive natural products for treating neurodegenerative diseases: a computational network medicine approach targeting the estrogen signaling pathway in amyotrophic lateral sclerosis and Parkinson's disease. Metab Brain Dis. 2025 Apr 4;40(4):169. doi: 10.1007/s11011-025-01585-y. PMID: 40184012. 15: Khalid M, Alqarni MH, Shoaib A, Wahab S, Foudah AI, Aljarba TM, Akhtar J, Alamri MA, Ahmad S. Anti-Obesity Action of Boerhavia diffusa in Rats against High-Fat Diet-Induced Obesity by Blocking the Cannabinoid Receptors. Plants (Basel). 2022 Apr 25;11(9):1158. doi: 10.3390/plants11091158. PMID: 35567159; PMCID: PMC9105516. 16: Gupta R, Pandey P, Singh S, Singh DK, Saxena A, Luqman S, Bawankule DU, Banerjee S. Advances in Boerhaavia diffusa hairy root technology: a valuable pursuit for identifying strain sensitivity and up-scaling factors to refine metabolite yield and bioactivity potentials. Protoplasma. 2016 Jul;253(4):1145-58. doi: 10.1007/s00709-015-0875-5. Epub 2015 Aug 28. PMID: 26315820. 17: Ghaffar S, Waraich RS, Orfali R, Al-Taweel A, Aati HY, Kamran S, Perveen S. New Glycotoxin Inhibitor from Sesuvium sesuvioides Mitigates Symptoms of Insulin Resistance and Diabetes by Suppressing AGE-RAGE Axis in Skeletal Muscle. Molecules. 2024 Aug 1;29(15):3649. doi: 10.3390/molecules29153649. PMID: 39125053; PMCID: PMC11314016. 18: Li J, Li H, Kadota S, Namba T, Miyahara T, Khan UG. Effects on cultured neonatal mouse calvaria of the flavonoids isolated from Boerhaavia repens. J Nat Prod. 1996 Nov;59(11):1015-8. doi: 10.1021/np960453a. PMID: 8946741. 19: U K I, Katare DP, Aeri V. Densitometric Validation and Optimisation of Polyphenols in Ocimum sanctum Linn by High Performance Thin-layer Chromatography. Phytochem Anal. 2015 Jul-Aug;26(4):237-46. doi: 10.1002/pca.2550. Epub 2015 Feb 10. 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