Ch55 | CAS#110368-33-7

Ch55
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 526094

CAS#: 110368-33-7

Description: Ch55 is a potent inducer of teratocarcinoma cells and suppresses c-mos expression, highly potent antiangiogenic retinoid, binging to RAR-alpha and RAR-beta receptors.

Chemical Structure

Ch55

CAS# 110368-33-7

Instruction

Theoretical Analysis

MedKoo Cat#: 526094
Name: Ch55
CAS#: 110368-33-7
Chemical Formula: C24H28O3
Exact Mass: 364.20
Molecular Weight: 364.485
Elemental Analysis: C, 79.09; H, 7.74; O, 13.17

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 190
10mg	USD 350
25mg	USD 650
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Ch55; Ch-55; Ch 55.

IUPAC/Chemical Name: 4-[(1E)-3-[3,5-Bis(1,1-Dimethylethyl)phenyl]-3-oxo-1-propenyl]benzoic acid

InChi Key: FOUVTBKPJRMLPE-FMIVXFBMSA-N

InChi Code: InChI=1S/C24H28O3/c1-23(2,3)19-13-18(14-20(15-19)24(4,5)6)21(25)12-9-16-7-10-17(11-8-16)22(26)27/h7-15H,1-6H3,(H,26,27)/b12-9+

SMILES Code: O=C(O)C1=CC=C(/C=C/C(C2=CC(C(C)(C)C)=CC(C(C)(C)C)=C2)=O)C=C1

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

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 364.49 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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Rinaldi S, Gori A, Annovazzi C, Ferrandi EE, Monti D, Colombo G. Unraveling Energy and Dynamics Determinants to Interpret Protein Functional Plasticity: The Limonene-1,2-epoxide-hydrolase Case Study. J Chem Inf Model. 2017 Apr 24;57(4):717-725. doi: 10.1021/acs.jcim.6b00504. Epub 2017 Mar 29. PubMed PMID: 28298080.

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3: Wang Y, Han Y, Yang J, Wang Z, Liu L, Wang W, Zhou L, Wang D, Tan X, Fu C, Jose PA, Zeng C. Relaxant effect of all-trans-retinoic acid via NO-sGC-cGMP pathway and calcium-activated potassium channels in rat mesenteric artery. Am J Physiol Heart Circ Physiol. 2013 Jan 1;304(1):H51-7. doi: 10.1152/ajpheart.00240.2012. Epub 2012 Nov 2. PubMed PMID: 23125214; PubMed Central PMCID: PMC3543680.

4: Yoshimura K, Uchida G, Okazaki M, Kitano Y, Harii K. Differential expression of heparin-binding EGF-like growth factor (HB-EGF) mRNA in normal human keratinocytes induced by a variety of natural and synthetic retinoids. Exp Dermatol. 2003;12 Suppl 2:28-34. PubMed PMID: 14756521.

5: Chen R, Yin X, Chen F. [The role of exogenous hRAR beta gene on the growth inhibition and differentiation induction of HL-60R Cells]. Zhonghua Xue Ye Xue Za Zhi. 2001 Oct;22(10):524-7. Chinese. PubMed PMID: 11769677.

6: Yokota J, Kawana M, Hidai C, Aoka Y, Ichikawa K, Iguchi N, Okada M, Kasanuki H. Retinoic acid suppresses endothelin-1 gene expression at the transcription level in endothelial cells. Atherosclerosis. 2001 Dec;159(2):491-6. PubMed PMID: 11730831.

7: Sun SY, Wan H, Yue P, Hong WK, Lotan R. Evidence that retinoic acid receptor beta induction by retinoids is important for tumor cell growth inhibition. J Biol Chem. 2000 Jun 2;275(22):17149-53. PubMed PMID: 10747926.

8: Lenhard JM, Weiel JE, Paulik MA, Furfine ES. Stimulation of vitamin A(1) acid signaling by the HIV protease inhibitor indinavir. Biochem Pharmacol. 2000 May 1;59(9):1063-8. PubMed PMID: 10704935.

9: Koyama T, Shibakura M. Anticoagulant effects of synthetic retinoids. Leuk Lymphoma. 1998 Sep;31(1-2):71-80. PubMed PMID: 9720716.

10: Koyama T, Hirosawa S. Anticoagulant effects of synthetic retinoids and activated vitamin D3. Semin Thromb Hemost. 1998;24(3):217-26. PubMed PMID: 9701451.

11: Sun SY, Yue P, Dawson MI, Shroot B, Michel S, Lamph WW, Heyman RA, Teng M, Chandraratna RA, Shudo K, Hong WK, Lotan R. Differential effects of synthetic nuclear retinoid receptor-selective retinoids on the growth of human non-small cell lung carcinoma cells. Cancer Res. 1997 Nov 1;57(21):4931-9. PubMed PMID: 9354460.

12: Shibakura M, Koyama T, Saito T, Shudo K, Miyasaka N, Kamiyama R, Hirosawa S. Anticoagulant effects of synthetic retinoids mediated via different receptors on human leukemia and umbilical vein endothelial cells. Blood. 1997 Aug 15;90(4):1545-51. PubMed PMID: 9269772.

13: Taimi M, Breitman TR. N-4-hydroxyphenylretinamide enhances retinoic acid-induced differentiation and retinoylation of proteins in the human acute promyelocytic leukemia cell line, NB4, by a mechanism that may involve inhibition of retinoic acid catabolism. Biochem Biophys Res Commun. 1997 Mar 17;232(2):432-6. PubMed PMID: 9125196.

14: Krekels MD, Verhoeven A, van Dun J, Cools W, Van Hove C, Dillen L, Coene MC, Wouters W. Induction of the oxidative catabolism of retinoid acid in MCF-7 cells. Br J Cancer. 1997;75(8):1098-104. PubMed PMID: 9099955; PubMed Central PMCID: PMC2222791.

15: Cantorna MT, Nashold FE, Chun TY, Hayes CE. Vitamin A down-regulation of IFN-gamma synthesis in cloned mouse Th1 lymphocytes depends on the CD28 costimulatory pathway. J Immunol. 1996 Apr 15;156(8):2674-9. PubMed PMID: 8609382.

16: Kooistra T, Lansink M, Arts J, Sitter T, Toet K. Involvement of retinoic acid receptor alpha in the stimulation of tissue-type plasminogen-activator gene expression in human endothelial cells. Eur J Biochem. 1995 Sep 1;232(2):425-32. PubMed PMID: 7556191.

17: Takahashi N, Breitman TR. Induction of differentiation and covalent binding to proteins by the synthetic retinoids Ch55 and Am80. Arch Biochem Biophys. 1994 Oct;314(1):82-9. PubMed PMID: 7944409.

18: Bloch-Zupan A, Mark MP, Weber B, Ruch JV. In vitro effects of retinoic acid on mouse incisor development. Arch Oral Biol. 1994 Oct;39(10):891-900. PubMed PMID: 7741659.

19: Von Schroeder HP, Hashimoto Y, Heersche JN. The effects of natural and synthetic retinoids on the differentiation of RCJ C5.18 chondrogenic cells. Teratology. 1994 Jul;50(1):54-62. PubMed PMID: 7974255.

20: Tohda S, Shudo K, Minden M. The effects of retinoic Acid analogs on the blast cells of acute myeloblastic-leukemia in culture. Int J Oncol. 1994 Jun;4(6):1311-4. PubMed PMID: 21567054.

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