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MedKoo Cat#: 412274 | Name: Capillarisin

Description:

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

Capillarisin is from Artemisiae capillaris Herba. Capillarisin is a novel blocker of STAT3 activation and thus may have a potential in negative regulation of growth, metastasis, and chemoresistance of tumor cells, it inhibits cancer cell growth of osteosarcoma cells by inducing apoptosis accompanied with G0/G1-phase cell cycle arrest and loss in mitochondrial membrane potential. Capillarisin has anti-inflammatory activity, can inhibit LPS-induced inflammation by blocking TLR4-mediated NF-κB and MAPKs activation in BV2 microglia. Capillarisin possesses promising anti-hyperalgesic and anti-allodynic effects through the inhibition of various inflammatory pain signaling.

Chemical Structure

Capillarisin
Capillarisin
CAS#56365-38-9

Theoretical Analysis

MedKoo Cat#: 412274

Name: Capillarisin

CAS#: 56365-38-9

Chemical Formula: C16H12O7

Exact Mass: 316.0583

Molecular Weight: 316.27

Elemental Analysis: C, 60.76; H, 3.82; O, 35.41

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
Capillarisin; Capillarisine
IUPAC/Chemical Name
5,7-dihydroxy-2-(4-hydroxyphenoxy)-6-methoxy-4H-chromen-4-one
InChi Key
NTKNGUAZSFAKEE-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12O7/c1-21-16-11(19)6-12-14(15(16)20)10(18)7-13(23-12)22-9-4-2-8(17)3-5-9/h2-7,17,19-20H,1H3
SMILES Code
COc1c(O)c2c(OC(Oc3ccc(O)cc3)=CC2=O)cc1O
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
>3 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

Preparing Stock Solutions

The following data is based on the product molecular weight 316.27 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 T, Wang Q. Capillarisin protects SH-SY5Y cells against bupivacaine- induced apoptosis via ROS-mediated PI3K/PKB pathway. Life Sci. 2020 Oct 15;259:118279. doi: 10.1016/j.lfs.2020.118279. Epub 2020 Aug 13. PMID: 32798562. 2: Cai Y, Zheng Q, Sun R, Wu J, Li X, Liu R. Recent progress in the study of Artemisiae Scopariae Herba (Yin Chen), a promising medicinal herb for liver diseases. Biomed Pharmacother. 2020 Jul 20;130:110513. doi: 10.1016/j.biopha.2020.110513. Epub ahead of print. PMID: 32702631. 3: Yi YX, Ding Y, Zhang Y, Ma NH, Shi F, Kang P, Cai ZZ, Zhang T. Yinchenhao Decoction Ameliorates Alpha-Naphthylisothiocyanate Induced Intrahepatic Cholestasis in Rats by Regulating Phase II Metabolic Enzymes and Transporters. Front Pharmacol. 2018 May 15;9:510. doi: 10.3389/fphar.2018.00510. PMID: 29867509; PMCID: PMC5962729. 4: Tsui KH, Chang YL, Yang PS, Hou CP, Lin YH, Lin BW, Feng TH, Juang HH. The inhibitory effects of capillarisin on cell proliferation and invasion of prostate carcinoma cells. Cell Prolif. 2018 Apr;51(2):e12429. doi: 10.1111/cpr.12429. Epub 2017 Dec 21. PMID: 29271007; PMCID: PMC6528962. 5: Choi BR, Kim HK, Park JK. Penile Erection Induced by Scoparone from Artemisia capillaris through the Nitric Oxide-Cyclic Guanosine Monophosphate Signaling Pathway. World J Mens Health. 2017 Dec;35(3):196-204. doi: 10.5534/wjmh.17023. Epub 2017 Nov 21. PMID: 29164835; PMCID: PMC5746491. 6: Tsui KH, Chang YL, Feng TH, Hou CP, Lin YH, Yang PS, Lee BW, Juang HH. Capillarisin blocks prostate-specific antigen expression on activation of androgen receptor in prostate carcinoma cells. Prostate. 2018 Mar;78(4):242-249. doi: 10.1002/pros.23463. Epub 2017 Nov 22. PMID: 29164633. 7: Kim M, Chun J, Jung HA, Choi JS, Kim YS. Capillarisin attenuates exercise- induced muscle damage through MAPK and NF-κB signaling. Phytomedicine. 2017 Aug 15;32:30-36. doi: 10.1016/j.phymed.2017.04.007. Epub 2017 Apr 13. PMID: 28732805. 8: Kim J, Lim J, Kang BY, Jung K, Choi HJ. Capillarisin augments anti-oxidative and anti-inflammatory responses by activating Nrf2/HO-1 signaling. Neurochem Int. 2017 May;105:11-20. doi: 10.1016/j.neuint.2017.01.018. Epub 2017 Feb 1. PMID: 28161468. 9: Yu Z, Tang L, Chen L, Li J, Wu W, Hu C. Capillarisin Suppresses Lipopolysaccharide-Induced Inflammatory Mediators in BV2 Microglial Cells by Suppressing TLR4-Mediated NF-κB and MAPKs Signaling Pathway. Neurochem Res. 2015 Jun;40(6):1095-101. doi: 10.1007/s11064-015-1567-4. Epub 2015 Apr 17. PMID: 25894679. 10: Chen Z, Ma X, Zhao Y, Wang J, Zhang Y, Li J, Wang R, Zhu Y, Wang L, Xiao X. Yinchenhao decoction in the treatment of cholestasis: A systematic review and meta-analysis. J Ethnopharmacol. 2015 Jun 20;168:208-16. doi: 10.1016/j.jep.2015.03.058. Epub 2015 Apr 4. PMID: 25849734. 11: Chen NJ, Hao FY, Liu H, Zhao H, Li JM. Capillarisin Exhibits Anticancer Effects by Inducing Apoptosis, Cell Cycle Arrest and Mitochondrial Membrane Potential Loss in Osteosarcoma Cancer Cells (HOS). Drug Res (Stuttg). 2015 Aug;65(8):422-7. doi: 10.1055/s-0034-1387728. Epub 2014 Nov 4. PMID: 25368903. 12: Khan S, Shehzad O, Chun J, Choi RJ, Park S, Islam MN, Choi JS, Kim YS. Anti- hyperalgesic and anti-allodynic activities of capillarisin via suppression of inflammatory signaling in animal model. J Ethnopharmacol. 2014 Mar 28;152(3):478-86. doi: 10.1016/j.jep.2014.01.028. Epub 2014 Feb 2. PMID: 24495472. 13: Lee JH, Chiang SY, Nam D, Chung WS, Lee J, Na YS, Sethi G, Ahn KS. Capillarisin inhibits constitutive and inducible STAT3 activation through induction of SHP-1 and SHP-2 tyrosine phosphatases. Cancer Lett. 2014 Apr 1;345(1):140-8. doi: 10.1016/j.canlet.2013.12.008. Epub 2013 Dec 11. PMID: 24333736. 14: Nurul Islam M, Jung HA, Sohn HS, Kim HM, Choi JS. Potent α-glucosidase and protein tyrosine phosphatase 1B inhibitors from Artemisia capillaris. Arch Pharm Res. 2013 May;36(5):542-52. doi: 10.1007/s12272-013-0069-7. Epub 2013 Feb 24. PMID: 23435948. 15: Khan S, Choi RJ, Shehzad O, Kim HP, Islam MN, Choi JS, Kim YS. Molecular mechanism of capillarisin-mediated inhibition of MyD88/TIRAP inflammatory signaling in in vitro and in vivo experimental models. J Ethnopharmacol. 2013 Jan 30;145(2):626-37. doi: 10.1016/j.jep.2012.12.001. Epub 2012 Dec 10. PMID: 23237934. 16: Han S, Lee JH, Kim C, Nam D, Chung WS, Lee SG, Ahn KS, Cho SK, Cho M, Ahn KS. Capillarisin inhibits iNOS, COX-2 expression, and proinflammatory cytokines in LPS-induced RAW 264.7 macrophages via the suppression of ERK, JNK, and NF-κB activation. Immunopharmacol Immunotoxicol. 2013 Feb;35(1):34-42. doi: 10.3109/08923973.2012.736522. Epub 2012 Nov 7. PMID: 23131135. 17: Kim HK, Choi BR, Bak YO, Zhao C, Lee SW, Jeon JH, So I, Park JK. The role of capillarisin from Artemisia capillaris on penile erection. Phytother Res. 2012 Jun;26(6):800-5. doi: 10.1002/ptr.3635. Epub 2011 Nov 10. PMID: 22072532. 18: Wang X, Sun H, Zhang A, Jiao G, Sun W, Yuan Y. Pharmacokinetics screening for multi-components absorbed in the rat plasma after oral administration traditional Chinese medicine formula Yin-Chen-Hao-Tang by ultra performance liquid chromatography-electrospray ionization/quadrupole-time-of-flight mass spectrometry combined with pattern recognition methods. Analyst. 2011 Dec 7;136(23):5068-76. doi: 10.1039/c1an15752c. Epub 2011 Oct 12. PMID: 21991580. 19: Kwon OS, Choi JS, Islam MN, Kim YS, Kim HP. Inhibition of 5-lipoxygenase and skin inflammation by the aerial parts of Artemisia capillaris and its constituents. Arch Pharm Res. 2011 Sep;34(9):1561-9. doi: 10.1007/s12272-011-0919-0. Epub 2011 Oct 6. PMID: 21975819. 20: Minami M, Suzuki M, Hosokawa K, Kondo S, Oka K, Shibata T. Preliminary survey of taxonomical problems, pharmacognostical characteristics, and chloroplast DNA polymorphisms of the folk medicinal herb Artemisia campestris from the Ryukyu Islands, Japan. J Nat Med. 2010 Apr;64(2):239-44. doi: 10.1007/s11418-010-0399-4. Epub 2010 Feb 25. PMID: 20182919.

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