Capillarisin

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

MedKoo CAT#: 412274

CAS#: 56365-38-9

Description: 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

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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 not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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

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

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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.