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MedKoo Cat#: 145603 | Name: Torachrysone

Description:

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

Torachrysone is a natural product isolated from Polygonum multiflorum Thunb.. TORACHRYSONE functions as an effective inhibitor of AR, exhibiting potent effects in clearing reactive aldehydes and reducing inflammation.

Chemical Structure

Torachrysone
CAS#22649-04-3

Theoretical Analysis

MedKoo Cat#: 145603

Name: Torachrysone

CAS#: 22649-04-3

Chemical Formula: C14H14O4

Exact Mass: 246.0900

Molecular Weight: 246.26

Elemental Analysis: C, 68.28; H, 5.73; O, 25.99

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
Torachrysone;
IUPAC/Chemical Name
1-(1,8-dihydroxy-6-methoxy-3-methylnaphthalen-2-yl)ethan-1-one
InChi Key
BIJOPUWEMBBDEG-UHFFFAOYSA-N
InChi Code
1S/C14H14O4/c1-7-4-9-5-10(18-3)6-11(16)13(9)14(17)12(7)8(2)15/h4-6,16-17H,1-3H3
SMILES Code
COC1=CC(O)=C2C(C=C(C)C(C(C)=O)=C2O)=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 246.26 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: Zhao WL, Xu D, Wang JS. Torachrysone-8-O-β-d-glucoside mediates anti- inflammatory effects by blocking aldose reductase-catalyzed metabolism of lipid peroxidation products. Biochem Pharmacol. 2023 Dec;218:115931. doi: 10.1016/j.bcp.2023.115931. Epub 2023 Nov 18. PMID: 37981172. 2: Zhao W, Xu D, Zhang L, Meng H, Zheng Q, Wang J. Anti-inflammation of torachrysone-8-O-β-ᴅ-glucoside by hurdling over morphological changes of macrophages. Int Immunopharmacol. 2022 Apr;105:108548. doi: 10.1016/j.intimp.2022.108548. Epub 2022 Jan 29. PMID: 35092943. 3: Shibata S, Morishita E, Kaneda M, Kimura Y, Takido M, Takahashi S. Chemical studies on the oriental plant drugs. XX. The constituents of Cassia tora L. 1. The structure of torachrysone. Chem Pharm Bull (Tokyo). 1969 Mar;17(3):454-7. doi: 10.1248/cpb.17.454. PMID: 5792304. 4: Vasas A, Orbán-Gyapai O, Hohmann J. The Genus Rumex: Review of traditional uses, phytochemistry and pharmacology. J Ethnopharmacol. 2015 Dec 4;175:198-228. doi: 10.1016/j.jep.2015.09.001. Epub 2015 Sep 14. PMID: 26384001. 5: Hu L, Chen NN, Hu Q, Yang C, Yang QS, Wang FF. An unusual piceatannol dimer from Rheum austral D. Don with antioxidant activity. Molecules. 2014 Aug 4;19(8):11453-64. doi: 10.3390/molecules190811453. PMID: 25093985; PMCID: PMC6271410. 6: Thiele W, Froede R, Steglich W, Müller M. Enzymatic Formation of Rufoschweinitzin, a Binaphthalene from the Basidiomycete Cortinarius rufoolivaceus. Chembiochem. 2020 May 15;21(10):1423-1427. doi: 10.1002/cbic.201900742. Epub 2020 Mar 11. PMID: 32159919; PMCID: PMC7384108. 7: Suresh Babu K, Tiwari AK, Srinivas PV, Ali AZ, China Raju B, Rao JM. Yeast and mammalian alpha-glucosidase inhibitory constituents from Himalayan rhubarb Rheum emodi Wall.ex Meisson. Bioorg Med Chem Lett. 2004 Jul 16;14(14):3841-5. doi: 10.1016/j.bmcl.2004.04.062. PMID: 15203173. 8: Hatano T, Uebayashi H, Ito H, Shiota S, Tsuchiya T, Yoshida T. Phenolic constituents of Cassia seeds and antibacterial effect of some naphthalenes and anthraquinones on methicillin-resistant Staphylococcus aureus. Chem Pharm Bull (Tokyo). 1999 Aug;47(8):1121-7. doi: 10.1248/cpb.47.1121. PMID: 10478467. 9: Mei R, Liang H, Wang J, Zeng L, Lu Q, Cheng Y. New seco-anthraquinone glucosides from Rumex nepalensis. Planta Med. 2009 Aug;75(10):1162-4. doi: 10.1055/s-0029-1185467. Epub 2009 Mar 16. PMID: 19291613. 10: Li FJ, Zhang F, He XD, Liu X, Mu JK, Yang M, Li YQ, Gu W, Yu J, Yang XX. A Novel Method for Identifying Parkin Binding Agents in Complex Preparations of Herbal Medicines. Oxid Med Cell Longev. 2022 Jan 18;2022:3260243. doi: 10.1155/2022/3260243. PMID: 35087614; PMCID: PMC8789414. 11: Cheng W, Wu S, Yuan Z, Hu W, Yu X, Kang N, Wang Q, Zhu M, Xia K, Yang W, Kang C, Zhang S, Li Y. Pharmacokinetics, Tissue Distribution, and Excretion Characteristics of a Radix Polygoni Multiflori Extract in Rats. Front Pharmacol. 2022 Feb 21;13:827668. doi: 10.3389/fphar.2022.827668. PMID: 35264960; PMCID: PMC8899820. 12: Wang M, Xu J, Zhang Y, Yang N, Ge W, Song R. Integrated multiplatform-based metabonomics and network analysis to explore the mechanism of Polygonum cuspidatum on hyperlipidemia. J Chromatogr B Analyt Technol Biomed Life Sci. 2021 Jun 30;1176:122769. doi: 10.1016/j.jchromb.2021.122769. Epub 2021 May 18. PMID: 34058527. 13: Demirezer O, Kuruüzüm A, Bergere I, Schiewe HJ, Zeeck A. Five naphthalene glycosides from the roots of Rumex patientia. Phytochemistry. 2001 Feb;56(4):399-402. doi: 10.1016/s0031-9422(00)00368-x. PMID: 11249109. 14: Prinsloo G, Marokane CK, Street RA. Anti-HIV activity of southern African plants: Current developments, phytochemistry and future research. J Ethnopharmacol. 2018 Jan 10;210:133-155. doi: 10.1016/j.jep.2017.08.005. Epub 2017 Aug 12. PMID: 28807850; PMCID: PMC7125770. 15: Chen W, Wang P, Chen H, Xing Y, Liu C, Pan G, Dou Z, Han L. The composition differences between small black beans and big black beans from different habitats and its effects on the processing of Polygonum multiflorum. Phytochem Anal. 2021 Sep;32(5):767-779. doi: 10.1002/pca.3022. Epub 2020 Dec 17. PMID: 33336449. 16: Gao D, Wu SN, Zhang CE, Li RS, Liu ZJ, Xiao XH, Li L, Wang JB, Zhang L, Niu M. Exploration in the mechanism of rhubarb for the treatment of hyperviscosity syndrome based on network pharmacology. J Ethnopharmacol. 2020 Oct 28;261:113078. doi: 10.1016/j.jep.2020.113078. Epub 2020 Jun 10. PMID: 32534118. 17: Cheng W, Li Y, Yang W, Wu S, Wei M, Gao Y, Kang C, Zhang S, Li Y. Simultaneous Determination of 13 Constituents of Radix Polygoni Multiflori in Rat Plasma and Its Application in a Pharmacokinetic Study. Int J Anal Chem. 2020 Mar 3;2020:4508374. doi: 10.1155/2020/4508374. PMID: 32190053; PMCID: PMC7072103. 18: Matsuda H, Kageura T, Morikawa T, Toguchida I, Harima S, Yoshikawa M. Effects of stilbene constituents from rhubarb on nitric oxide production in lipopolysaccharide-activated macrophages. Bioorg Med Chem Lett. 2000 Feb 21;10(4):323-7. doi: 10.1016/s0960-894x(99)00702-7. PMID: 10714491. 19: Kageura T, Matsuda H, Morikawa T, Toguchida I, Harima S, Oda M, Yoshikawa M. Inhibitors from rhubarb on lipopolysaccharide-induced nitric oxide production in macrophages: structural requirements of stilbenes for the activity. Bioorg Med Chem. 2001 Jul;9(7):1887-93. doi: 10.1016/s0968-0896(01)00093-1. PMID: 11425591. 20: Sun YN, Cui L, Li W, Yan XT, Yang SY, Kang JI, Kang HK, Kim YH. Promotion effect of constituents from the root of Polygonum multiflorum on hair growth. Bioorg Med Chem Lett. 2013 Sep 1;23(17):4801-5. doi: 10.1016/j.bmcl.2013.06.098. Epub 2013 Jul 11. PMID: 23896496.

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