MedKoo Cat#: 585264 | Name: Cyclovalone

Description:

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

Cyclovalone is a choleretic and cholagogic agent which stimulates the formation and secretion of bile, and also has an anti-inflammatory effect.

Chemical Structure

Cyclovalone
Cyclovalone
CAS#579-23-7

Theoretical Analysis

MedKoo Cat#: 585264

Name: Cyclovalone

CAS#: 579-23-7

Chemical Formula: C22H22O5

Exact Mass: 366.1467

Molecular Weight: 366.41

Elemental Analysis: C, 72.12; H, 6.05; O, 21.83

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
Cyclovalone; AI3-26016; AI326016; AI3 26016
IUPAC/Chemical Name
2,6-Bis((4-hydroxy-3-methoxyphenyl)methylene)cyclohexanone
InChi Key
DHKKONBXGAAFTB-OTYYAQKOSA-N
InChi Code
InChI=1S/C22H22O5/c1-26-20-12-14(6-8-18(20)23)10-16-4-3-5-17(22(16)25)11-15-7-9-19(24)21(13-15)27-2/h6-13,23-24H,3-5H2,1-2H3/b16-10+,17-11+
SMILES Code
O=C1/C(CCC/C1=C\C2=CC=C(O)C(OC)=C2)=C/C3=CC=C(O)C(OC)=C3
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 366.41 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: Lamperti M, Maspero A, Tønnesen HH, Bondani M, Nardo L. Elucidation of the relationships between H-bonding patterns and excited state dynamics in cyclovalone. Molecules. 2014 Aug 28;19(9):13282-304. doi: 10.3390/molecules190913282. PubMed PMID: 25170950; PubMed Central PMCID: PMC6270912. 2: Shoulars K, Rodriguez MA, Thompson T, Markaverich BM. Regulation of cell cycle and RNA transcription genes identified by microarray analysis of PC-3 human prostate cancer cells treated with luteolin. J Steroid Biochem Mol Biol. 2010 Jan;118(1-2):41-50. doi: 10.1016/j.jsbmb.2009.09.016. Epub 2009 Oct 27. PubMed PMID: 19837161; PubMed Central PMCID: PMC2818318. 3: Markaverich BM, Alejandro MA. Type II [3H]estradiol binding site antagonists: inhibition of normal and malignant prostate cell growth and proliferation. Int J Oncol. 1998 May;12(5):1127-35. PubMed PMID: 9538139. 4: Souchard JP, Limasset B, Michel F, Crastes de Paulet A, Labidalle S, Nepveu F. [Substituted methoxyphenol with antioxidative activity: correlation between physicochemical and biological results]. C R Seances Soc Biol Fil. 1995;189(6):1171-81. French. PubMed PMID: 8763040. 5: Markaverich BM, Schauweker TH, Gregory RR, Varma M, Kittrell FS, Medina D, Varma RS. Nuclear type II sites and malignant cell proliferation: inhibition by 2,6-bis-benzylidenecyclohexanones. Cancer Res. 1992 May 1;52(9):2482-8. PubMed PMID: 1568218. 6: Dubois A, Balducchi JP, Barbuat C, Fabre J, Flaisler F, Joujoux JM, Pignodel C, Jourdan J, Fourcade J. [Portal hypertension and hypervitaminosis A. Apropos of 2 cases and review of the literature]. Rev Med Interne. 1991 Jul-Aug;12(4):295-8. Review. French. PubMed PMID: 1759070. 7: Maroy B, Moullot P, Constantin JM. [Probable side effects caused by plethoryl. Common acute hepatitis, anicteric hepatitis, cirrhosis due to hypervitaminosis A, inflammatory arthralgias]. Presse Med. 1989 Mar 18;18(11):567-70. French. PubMed PMID: 2523055. 8: Jean-Pastor MJ, Jean P, Biour M, Castot A, Chichmanian F, Danan G, Levy VG, Sarles H. [Hepatopathies from treatment with a specialty drug combination of tiratricol-cyclovalone-retinol]. J Toxicol Clin Exp. 1986 Mar-Apr;6(2):115-21. French. PubMed PMID: 3783484. 9: [New preparations: Cyqualon, a cholagogic agent]. Farmatsiia. 1974 Nov-Dec;(6):83-4. Russian. PubMed PMID: 4464131. 10: Koget TO. [Photocolorimetric method of analysis of cyqualon]. Farm Zh. 1968;23(2):67-9. Ukrainian. PubMed PMID: 5731743.