Swerchirin | CAS#521-65-3 |xanthone

MedKoo Cat#: 341307 | Name: Swerchirin

Description:

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

Swerchirin is a purified xanthone isolated from whole herb of Swertia calycina Franch. Swerchirin exerts anticancer activity on SKOV3 human ovartian cancer cells via induction of mitochondrial apoptosis, G2/M cell cycle arrest and inhibition of Raf/MEK/ERK cascade. Swerchirin showed protective effect on hematopoiesis in 60Co-irradiated mice. Swerchirin induced blood sugar lowering of streptozotocin treated hyperglycemic rats.

Chemical Structure

Swerchirin

CAS#521-65-3

Theoretical Analysis

MedKoo Cat#: 341307

Name: Swerchirin

CAS#: 521-65-3

Chemical Formula: C15H12O6

Exact Mass: 288.0634

Molecular Weight: 288.26

Elemental Analysis: C, 62.50; H, 4.20; O, 33.30

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Swerchirin; BRN 0313581; BRN-0313581; BRN0313581.

IUPAC/Chemical Name

Xanthen-9-one, 1,8-dihydroxy-3,5-dimethoxy-

InChi Key

GNSHHHWDGOHNPC-UHFFFAOYSA-N

InChi Code

InChI=1S/C15H12O6/c1-19-7-5-9(17)12-11(6-7)21-15-10(20-2)4-3-8(16)13(15)14(12)18/h3-6,16-17H,1-2H3

SMILES Code

O=C1C2=C(OC3=C1C(O)=CC=C3OC)C=C(OC)C=C2O

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 288.26 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.

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: Wan X, Wu J, Wang X, Cui L, Xiao Q. Accumulation patterns of flavonoids and phenolic acids in different colored sweet potato flesh revealed based on untargeted metabolomics. Food Chem X. 2024 Jun 12;23:101551. doi: 10.1016/j.fochx.2024.101551. PMID: 38974199; PMCID: PMC11225656. 2: Shi Y, Zhang Y, Liu J, Zhao Y, Liu W. Network pharmacology prediction and molecular docking-based strategy to discover the potential pharmacological mechanism of action of Wang Bu Liu Xing (Semen vaccariae) for colorectal cancer. J Gastrointest Oncol. 2023 Apr 29;14(2):504-515. doi: 10.21037/jgo-23-83. Epub 2023 Apr 24. PMID: 37201075; PMCID: PMC10186540. 3: Luo L, Zhao H, Luo Q. Swerchirin exerts anticancer activity on SKOV3 human ovartian cancer cells via induction of mitochondrial apoptosis, G2/M cell cycle arrest and inhibition of Raf/MEK/ERK cascade. J BUON. 2021 Jan-Feb;26(1):288. PMID: 33721473. 4: Hu TY, Ju JM, Mo LH, Ma L, Hu WH, You RR, Chen XQ, Chen YY, Liu ZQ, Qiu SQ, Fan JT, Cheng BH. Anti-inflammation action of xanthones from Swertia chirayita by regulating COX-2/NF-κB/MAPKs/Akt signaling pathways in RAW 264.7 macrophage cells. Phytomedicine. 2019 Mar 1;55:214-221. doi: 10.1016/j.phymed.2018.08.001. Epub 2018 Aug 3. PMID: 30668431. 5: Luo L, Zhao H, Luo Q. Swerchirin exerts anticancer activity on SKOV3 human ovarian cancer cells via induction of mitochondrial apoptosis, G2/M cell cycle arrest and inhibition of Raf/MEK/ERK cascade. J BUON. 2018 Jan- Feb;23(1):111-116. Retraction in: J BUON. 2021 Jan-Feb;26(1):288. PMID: 29552769. 6: You RR, Chen XQ, He DD, Huang CG, Jin Y, Qian SH, Ju JM, Fan JT. [Chemical constituents from petroleum ether fraction of Swertia chirayita and their activities in vitro]. Zhongguo Zhong Yao Za Zhi. 2017 Oct;42(19):3764-3769. Chinese. doi: 10.19540/j.cnki.cjcmm.20170807.003. PMID: 29235293. 7: Waltenberger B, Liu R, Atanasov AG, Schwaiger S, Heiss EH, Dirsch VM, Stuppner H. Nonprenylated Xanthones from Gentiana lutea, Frasera caroliniensis, and Centaurium erythraea as Novel Inhibitors of Vascular Smooth Muscle Cell Proliferation. Molecules. 2015 Nov 13;20(11):20381-90. doi: 10.3390/molecules201119703. PMID: 26580586; PMCID: PMC6332299. 8: Sarmah R. Insights from the predicted interactions of plant derived compounds to the gluco-corticoid receptor as an alternative to dexa-methasone. Bioinformation. 2012;8(20):963-9. doi: 10.6026/97320630008963. Epub 2012 Oct 13. PMID: 23275688; PMCID: PMC3524948. 9: Phoboo S, Pinto Mda S, Barbosa AC, Sarkar D, Bhowmik PC, Jha PK, Shetty K. Phenolic-linked biochemical rationale for the anti-diabetic properties of Swertia chirayita (Roxb. ex Flem.) Karst. Phytother Res. 2013 Feb;27(2):227-35. doi: 10.1002/ptr.4714. Epub 2012 Apr 23. PMID: 22523004. 10: Lima B, Sánchez M, Luna L, Agüero MB, Zacchino S, Filippa E, Palermo JA, Tapia A, Feresin GE. Antimicrobial and antioxidant activities of Gentianella multicaulis collected on the Andean Slopes of San Juan Province, Argentina. Z Naturforsch C J Biosci. 2012 Jan-Feb;67(1-2):29-38. doi: 10.1515/znc-2012-1-205. PMID: 22486039. 11: Jia J, Chen T, Wang P, Chen G, You J, Liu Y, Li Y. Preparative separation of methylswertianin, swerchirin and decussatin from the Tibetan medicinal plant Swertia mussotii using high-speed counter-current chromatography. Phytochem Anal. 2012 Jul-Aug;23(4):332-6. doi: 10.1002/pca.1362. Epub 2011 Nov 3. PMID: 22052665. 12: Shekarchi M, Hajimehdipoor H, Khanavi M, Adib N, Bozorgi M, Akbari-Adergani B. A validated method for analysis of Swerchirin in Swertia longifolia Boiss. by high performance liquid chromatography. Pharmacogn Mag. 2010 Jan;6(21):13-8. doi: 10.4103/0973-1296.59961. Epub 2010 Feb 13. PMID: 20548931; PMCID: PMC2881648. 13: Hajimehdipoor H, Sadeghi Z, Elmi S, Elmi A, Ghazi-Khansari M, Amanzadeh Y, Sadat-Ebrahimi SE. Protective effects of Swertia longifolia Boiss. and its active compound, swerchirin, on paracetamol-induced hepatotoxicity in mice. J Pharm Pharmacol. 2006 Feb;58(2):277-80. doi: 10.1211/jpp.58.2.0017. PMID: 16451758. 14: Yang H, Ding C, Duan Y, Liu J. Variation of active constituents of an important Tibet folk medicine Swertia mussotii Franch. (Gentianaceae) between artificially cultivated and naturally distributed. J Ethnopharmacol. 2005 Apr 8;98(1-2):31-5. doi: 10.1016/j.jep.2004.12.015. PMID: 15763361. 15: Hirakawa K, Yoshida M, Nagatsu A, Mizukami H, Rana V, Rawat MS, Oikawa S, Kawanishi S. Chemopreventive action of xanthone derivatives on photosensitized DNA damage. Photochem Photobiol. 2005 Mar-Apr;81(2):314-9. doi: 10.1562/2004-07-29-RA-252. PMID: 15646999. 16: Kumar IV, Paul BN, Asthana R, Saxena A, Mehrotra S, Rajan G. Swertia chirayita mediated modulation of interleukin-1beta, interleukin-6, interleukin-10, interferon-gamma, and tumor necrosis factor-alpha in arthritic mice. Immunopharmacol Immunotoxicol. 2003 Nov;25(4):573-83. doi: 10.1081/iph-120026442. PMID: 14686799. 17: Ya BQ, Nian LC, Li C, Gen XP. Protective effect of swerchirin on hematopoiesis in 60Co-irradiated mice. Phytomedicine. 1999 May;6(2):85-8. doi: 10.1016/S0944-7113(99)80040-3. PMID: 10374245. 18: Saxena AM, Murthy PS, Mukherjee SK. Mode of action of three structurally different hypoglycemic agents: a comparative study. Indian J Exp Biol. 1996 Apr;34(4):351-5. PMID: 8698425. 19: Saxena AM, Bajpai MB, Murthy PS, Mukherjee SK. Mechanism of blood sugar lowering by a swerchirin-containing hexane fraction (SWI) of Swertia chirayita. Indian J Exp Biol. 1993 Feb;31(2):178-81. PMID: 8500831. 20: Saxena AM, Bajpai MB, Mukherjee SK. Swerchirin induced blood sugar lowering of streptozotocin treated hyperglycemic rats. Indian J Exp Biol. 1991 Jul;29(7):674-5. PMID: 1839020.