Cirsilineol

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

MedKoo CAT#: 584360

CAS#: 41365-32-6

Description: Cirsilineol is a compound isolated from the herb of Artemisia vestita Wall (Compositae). The compound has been found to cause the induction of apoptosis via the mitochondrial pathway and activate anti-proliferative activity against cancer cells.

Chemical Structure

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Cirsilineol
CAS# 41365-32-6
Instruction

Theoretical Analysis

MedKoo Cat#: 584360
Name: Cirsilineol
CAS#: 41365-32-6
Chemical Formula: C18H16O7
Exact Mass: 344.09
Molecular Weight: 344.319
Elemental Analysis: C, 62.79; H, 4.68; O, 32.53

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.

Request quote for custom synthesis

Synonym: Cirsilineol

IUPAC/Chemical Name: 4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7-dimethoxy-

InChi Key: VKOSQMWSWLZQPA-UHFFFAOYSA-N

InChi Code: InChI=1S/C18H16O7/c1-22-13-6-9(4-5-10(13)19)12-7-11(20)16-14(25-12)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3

SMILES Code: O=C1C=C(C2=CC=C(O)C(OC)=C2)OC3=CC(OC)=C(OC)C(O)=C13

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 344.32 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Polatoğlu K, Karakoç OC, Demirci F, Gökçe A, Gören N. Chemistry and biological activities of Tanacetum chiliophyllum var. oligocephalum extracts. J AOAC Int. 2013 Nov-Dec;96(6):1222-7. PubMed PMID: 24645497.

2: Sheng X, Sun Y, Yin Y, Chen T, Xu Q. Cirsilineol inhibits proliferation of cancer cells by inducing apoptosis via mitochondrial pathway. J Pharm Pharmacol. 2008 Nov;60(11):1523-9. doi: 10.1211/jpp/60.11.0014. PubMed PMID: 18957174.

3: Hajdú Z, Hohmann J, Forgo P, Máthé I, Molnár J, Zupkó I. Antiproliferative activity of Artemisia asiatica extract and its constituents on human tumor cell lines. Planta Med. 2014 Dec;80(18):1692-7. doi: 10.1055/s-0034-1383146. Epub 2014 Oct 8. PubMed PMID: 25295671.

4: Hammoud L, Seghiri R, Benayache S, Mosset P, Lobstein A, Chaabi M, León F, Brouard I, Bermejo J, Benayache F. A new flavonoid and other constituents from Centaurea nicaeensis All. var. walliana M. Nat Prod Res. 2012;26(3):203-8. doi: 10.1080/14786419.2010.534995. Epub 2011 Aug 4. PubMed PMID: 21815723.

5: Malmir M, Gohari AR, Saeidnia S, Silva O. A new bioactive monoterpene-flavonoid from Satureja khuzistanica. Fitoterapia. 2015 Sep;105:107-12. doi: 10.1016/j.fitote.2015.06.012. Epub 2015 Jun 16. PubMed PMID: 26086672.

6: Valentão P, Andrade PB, Areias F, Ferreres F, Seabra RM. Analysis of vervain flavonoids by HPLC/Diode array detector method. Its application to quality control. J Agric Food Chem. 1999 Nov;47(11):4579-82. PubMed PMID: 10552853.

7: Stefkov G, Kulevanova S, Miova B, Dinevska-Kjovkarovska S, Mølgaard P, Jäger AK, Josefsen K. Effects of Teucrium polium spp. capitatum flavonoids on the lipid and carbohydrate metabolism in rats. Pharm Biol. 2011 Sep;49(9):885-92. doi: 10.3109/13880209.2011.552187. Epub 2011 May 27. PubMed PMID: 21619454.

8: Uehara A, Kitajima J, Kokubugata G, Iwashina T. Further characterization of foliar flavonoids in Crossostephium chinense and their geographic variation. Nat Prod Commun. 2014 Feb;9(2):163-4. PubMed PMID: 24689280.

9: Salah SM, Jäger AK. Two flavonoids from Artemisia herba-alba Asso with in vitro GABAA-benzodiazepine receptor activity. J Ethnopharmacol. 2005 May 13;99(1):145-6. PubMed PMID: 15848034.

10: Heo HJ, Cho HY, Hong B, Kim HK, Kim EK, Kim BG, Shin DH. Protective effect of 4',5-dihydroxy-3',6,7-trimethoxyflavone from Artemisia asiatica against Abeta-induced oxidative stress in PC12 cells. Amyloid. 2001 Sep;8(3):194-201. PubMed PMID: 11676296.

11: Nagao T, Abe F, Kinjo J, Okabe H. Antiproliferative constituents in plants 10. Flavones from the leaves of Lantana montevidensis Briq. and consideration of structure-activity relationship. Biol Pharm Bull. 2002 Jul;25(7):875-9. PubMed PMID: 12132661.

12: Tasdemir D, Tierney M, Sen R, Bergonzi MC, Demirci B, Bilia AR, Baser KH, Brun R, Chatterjee M. Antiprotozoal Effect of Artemisia indica Extracts and Essential Oil. Planta Med. 2015 Aug;81(12-13):1029-37. doi: 10.1055/s-0035-1546125. Epub 2015 Jun 17. PubMed PMID: 26085047.

13: Moufid A, Eddouks M. Artemisia herba alba: a popular plant with potential medicinal properties. Pak J Biol Sci. 2012 Dec 15;15(24):1152-9. Review. PubMed PMID: 23755405.

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. PubMed PMID: 23435948.

15: Lin S, Zhang QW, Zhang NN, Zhang YX. [Determination of flavonoids in buds of Herba Artemisiae Scopariae by HPLC]. Zhongguo Zhong Yao Za Zhi. 2005 Apr;30(8):591-4. Chinese. PubMed PMID: 16011282.

16: Zhang QW, Zhang YX, Zhang Y, Liang GG. [Determination of cirsilineol in Herba Artemisiae scopariae collected in autumn by HPLC]. Zhongguo Zhong Yao Za Zhi. 2002 Jan;27(1):23-5. Chinese. PubMed PMID: 12774348.

17: Zhang J, Yang TT, Li GQ, Wang WJ, Zhang XQ, Ye WC. [Chemical constituents from twigs and leaves of Melodinus hemsleyanus]. Zhongguo Zhong Yao Za Zhi. 2013 May;38(9):1390-3. Chinese. PubMed PMID: 23944075.

18: Liu KC, Yang SL, Roberts MF, Elford BC, Phillipson JD. Antimalarial activity of Artemisia annua flavonoids from whole plants and cell cultures. Plant Cell Rep. 1992 Nov;11(12):637-40. doi: 10.1007/BF00236389. PubMed PMID: 24213368.

19: Al-Jaber HI, Abrouni KK, Al-Qudah MA, Abu Zarga MH. New terpenes from Salvia palaestina Benth. and Salvia syriaca L. growing wild in Jordan. J Asian Nat Prod Res. 2012;14(7):618-25. doi: 10.1080/10286020.2012.682151. Epub 2012 May 10. PubMed PMID: 22574636.

20: Zhang QW, Zhang YX, Zhang Y, Xiao YQ, Wang ZM. [Studies on chemical constituents in buds of Artemisia scoparia]. Zhongguo Zhong Yao Za Zhi. 2002 Mar;27(3):202-4. Chinese. PubMed PMID: 12774401.