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MedKoo Cat#: 145628 | Name: Euxanthone

Description:

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

Euxanthone has been found to exhibit cytotoxic activity on several human diseases, such as neurological disorders and cancers. Euxanthone (EUX) is a xanthone derivative that exhibits several therapeutic effects at a preclinical level. Euxanthone also protects the neuroblastic PC12 cells against Aβ1-42-induced oxidative stress and apoptosis by inducing autophagy.

Chemical Structure

Euxanthone
Euxanthone
CAS#529-61-3

Theoretical Analysis

MedKoo Cat#: 145628

Name: Euxanthone

CAS#: 529-61-3

Chemical Formula: C13H8O4

Exact Mass: 228.0400

Molecular Weight: 228.20

Elemental Analysis: C, 68.42; H, 3.53; O, 28.04

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
Euxanthone;
IUPAC/Chemical Name
1,7-dihydroxy-9H-xanthen-9-one
InChi Key
KDXFPEKLLFWHMN-UHFFFAOYSA-N
InChi Code
1S/C13H8O4/c14-7-4-5-10-8(6-7)13(16)12-9(15)2-1-3-11(12)17-10/h1-6,14-15H
SMILES Code
OC1=CC=C2OC3=CC=CC(O)=C3C(=O)C2=C1
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 228.20 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: Zhou H, Li S, Wang G. Euxanthone Ameliorates Sevoflurane-Induced Neurotoxicity in Neonatal Mice. J Mol Neurosci. 2019 Jun;68(2):275-286. doi: 10.1007/s12031-019-01303-1. Epub 2019 Mar 30. Retraction in: J Mol Neurosci. 2022 May;72(5):1141. doi: 10.1007/s12031-021-01937-0. PMID: 30927203. 2: Chen X, Deng M, Zhou X, Wang X, Ye Y, Zhu J, Jiang H, Chen X, Zha W. Euxanthone Impairs the Metastatic Potential of Osteosarcoma by Reducing COX-2 Expression. Anat Rec (Hoboken). 2019 Aug;302(8):1399-1408. doi: 10.1002/ar.23992. Epub 2018 Dec 21. Retraction in: Anat Rec (Hoboken). 2023 Aug;306(8):2211. doi: 10.1002/ar.25269. PMID: 30334373. 3: Zhou H, Li S, Wang G. Retraction Note: Euxanthone Ameliorates Sevoflurane- Induced Neurotoxicity in Neonatal Mice. J Mol Neurosci. 2022 May;72(5):1141. doi: 10.1007/s12031-021-01937-0. PMID: 35178665. 4: Shen W, Yin Y, Li T, Cao G. Euxanthone inhibits lipopolysaccharide-induced injury, inflammatory response, and MUC5AC hypersecretion in human airway epithelial cells by the TLR4/MyD88 pathway. J Appl Toxicol. 2022 Apr;42(4):671-682. doi: 10.1002/jat.4249. Epub 2021 Oct 15. PMID: 34655103. 5: Sun W, Li X, Chu Z, Huang T, Wu W. Euxanthone improves cognitive impairment by attenuating mitochondrial fragmentation and suppressing oxidative stress. Cent Eur J Immunol. 2021;46(4):446-455. doi: 10.5114/ceji.2021.111444. Epub 2021 Dec 14. PMID: 35125942; PMCID: PMC8808314. 6: Li W, Du H, Zhou G, Song D. Euxanthone represses the proliferation, migration, and invasion of glioblastoma cells by modulating STAT3/SHP-1 signaling. Anat Rec (Hoboken). 2020 Jan 10. doi: 10.1002/ar.24363. Epub ahead of print. Retraction in: Anat Rec (Hoboken). 2020 Nov;303(11):2948. doi: 10.1002/ar.24490. PMID: 31922313. 7: Yuan H, Jiang C, Zhao J, Zhao Y, Zhang Y, Xu Y, Gao X, Guo L, Liu Y, Liu K, Xu B, Sun G. Euxanthone Attenuates Aβ1-42-Induced Oxidative Stress and Apoptosis by Triggering Autophagy. J Mol Neurosci. 2018 Dec;66(4):512-523. doi: 10.1007/s12031-018-1175-2. Epub 2018 Oct 22. PMID: 30345461. 8: Chen YF, Qi HY, Wu FL. Euxanthone exhibits anti-proliferative and anti- invasive activities in hepatocellular carcinoma by inducing pyroptosis: preliminary results. Eur Rev Med Pharmacol Sci. 2018 Dec;22(23):8186-8196. doi: 10.26355/eurrev_201812_16511. PMID: 30556857. 9: Wang N, Zhou F, Guo J, Zhu H, Luo S, Cao J. Euxanthone suppresses tumor growth and metastasis in colorectal cancer via targeting CIP2A/PP2A pathway. Life Sci. 2018 Sep 15;209:498-506. doi: 10.1016/j.lfs.2018.08.052. Epub 2018 Aug 23. Retraction in: Life Sci. 2024 May 1;344:122586. doi: 10.1016/j.lfs.2024.122586. PMID: 30144452. 10: Retraction. Anat Rec (Hoboken). 2023 Aug;306(8):2211. doi: 10.1002/ar.25269. Epub 2023 Jun 9. PMID: 37292052. 11: Wang S, Fu JL, Hao HF, Jiao YN, Li PP, Han SY. Metabolic reprogramming by traditional Chinese medicine and its role in effective cancer therapy. Pharmacol Res. 2021 Aug;170:105728. doi: 10.1016/j.phrs.2021.105728. Epub 2021 Jun 11. PMID: 34119622. 12: Yao R, Ren L, Wang S, Zhang M, Yang K. Euxanthone inhibits traumatic spinal cord injury via anti-oxidative stress and suppression of p38 and PI3K/Akt signaling pathway in a rat model. Transl Neurosci. 2021 Mar 17;12(1):114-126. doi: 10.1515/tnsci-2021-0012. PMID: 33777443; PMCID: PMC7969821. 13: Zou J, Wang Y, Liu M, Huang X, Zheng W, Gao Q, Wang H. Euxanthone inhibits glycolysis and triggers mitochondria-mediated apoptosis by targeting hexokinase 2 in epithelial ovarian cancer. Cell Biochem Funct. 2018 Aug;36(6):303-311. doi: 10.1002/cbf.3349. Epub 2018 Jul 8. Retraction in: Cell Biochem Funct. 2021 Mar;39(2):344. doi: 10.1002/cbf.3614. PMID: 29984416. 14: Li S, Sun Y, Han Z, Bu X, Yu W, Wang J. Cytoprotective effects of euxanthone against ox-LDL-induced endothelial cell injury is mediated via Nrf2. Life Sci. 2019 Apr 15;223:174-184. doi: 10.1016/j.lfs.2019.03.032. Epub 2019 Mar 16. Retraction in: Life Sci. 2020 Sep 15;257:118194. doi: 10.1016/j.lfs.2020.118194. PMID: 30890405. 15: Wang X, Wang Z, Wang Q, Wang B. Modulatory effect of euxanthone in liver cancer-bearing obese mice: crosstalk between PPARγ and TIMP3 signalling axes. 3 Biotech. 2021 Nov;11(11):464. doi: 10.1007/s13205-021-03019-9. Epub 2021 Oct 19. PMID: 34745815; PMCID: PMC8526667. 16: Naidu M, Kuan CY, Lo WL, Raza M, Tolkovsky A, Mak NK, Wong RN, Keynes R. Analysis of the action of euxanthone, a plant-derived compound that stimulates neurite outgrowth. Neuroscience. 2007 Sep 21;148(4):915-24. doi: 10.1016/j.neuroscience.2007.07.037. Epub 2007 Aug 1. PMID: 17825492. 17: Wang N, Zhou F, Guo J, Zhu H, Luo S, Cao J. Retraction notice to "Euxanthone suppresses tumor growth and metastasis in colorectal cancer via targeting CIP2A/PP2A pathway" [Life Sci. 209 (2018) 498-506]. Life Sci. 2024 May 1;344:122586. doi: 10.1016/j.lfs.2024.122586. Epub 2024 Mar 23. PMID: 38521620. 18: Mak NK, Lung HL, Wong RN, Leung HW, Tsang HY, Leung KN. Expression of protein kinase C isoforms in euxanthone-induced differentiation of neuroblastoma cells. Planta Med. 2001 Jul;67(5):400-5. doi: 10.1055/s-2001-15809. PMID: 11488451. 19: Ha WY, Wu PK, Kok TW, Leung KW, Mak NK, Yue PY, Ngai SM, Tsai SN, Wong RN. Involvement of protein kinase C and E2F-5 in euxanthone-induced neurite differentiation of neuroblastoma. Int J Biochem Cell Biol. 2006;38(8):1393-401. doi: 10.1016/j.biocel.2006.02.002. Epub 2006 Mar 2. PMID: 16546434. 20: Mak NK, Li WK, Zhang M, Wong RN, Tai LS, Yung KK, Leung HW. Effects of euxanthone on neuronal differentiation. Life Sci. 2000;66(4):347-54. doi: 10.1016/s0024-3205(99)00596-2. PMID: 10665986.

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