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MedKoo Cat#: 127571 | Name: β-Glucuronidase Inhibitor
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Description:

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

β-Glucuronidase inhibitor is an inhibitor of bacterial β-glucuronidase (IC50 = 283 nM for the E. coli enzyme).

Chemical Structure

β-Glucuronidase Inhibitor
β-Glucuronidase Inhibitor
CAS#484006-66-8

Theoretical Analysis

MedKoo Cat#: 127571

Name: β-Glucuronidase Inhibitor

CAS#: 484006-66-8

Chemical Formula: C23H27N3O3S

Exact Mass: 425.1773

Molecular Weight: 425.55

Elemental Analysis: C, 64.92; H, 6.40; N, 9.87; O, 11.28; S, 7.53

Price and Availability

Size Price Availability Quantity
100mg USD 950.00 2 Weeks
200mg USD 1,450.00 2 Weeks
1g USD 4,250.00 2 Weeks
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Related CAS #
No Data
Synonym
β-Glucuronidase Inhibitor; β Glucuronidase Inhibitor; β-Glucuronidase-Inhibitor; Beta-glucuronidase inhibitor
IUPAC/Chemical Name
1-((6,8-dimethyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl)-3-(4-ethoxyphenyl)-1-(2-hydroxyethyl)thiourea
InChi Key
PSKUPWXOVUAUJD-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H27N3O3S/c1-4-29-20-7-5-19(6-8-20)24-23(30)26(9-10-27)14-18-13-17-12-15(2)11-16(3)21(17)25-22(18)28/h5-8,11-13,27H,4,9-10,14H2,1-3H3,(H,24,30)(H,25,28)
SMILES Code
O=C1NC2=C(C=C1CN(CCO)C(NC3=CC=C(C=C3)OCC)=S)C=C(C)C=C2C
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 425.55 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: Kerins A, Koszyczarek M, Smith C, Butler P, Riley R, Madgula V, Naik N, Redinbo MR, Wilson ID. The in vitro metabolism and in vivo pharmacokinetics of the bacterial β-glucuronidase inhibitor UNC10201652. Xenobiotica. 2022 Aug;52(8):904-915. doi: 10.1080/00498254.2022.2128468. PMID: 36149349; PMCID: PMC10044449. 2: Lee HW, Choo MK, Bae EA, Kim DH. Beta-glucuronidase inhibitor tectorigenin isolated from the flower of Pueraria thunbergiana protects carbon tetrachloride- induced liver injury. Liver Int. 2003 Aug;23(4):221-6. doi: 10.1034/j.1600-0676.2003.00830.x. PMID: 12895260. 3: Rasmussen TS, Koldsø H, Nakagawa S, Kato A, Schiøtt B, Jensen HH. Synthesis of uronic-noeurostegine--a potent bacterial β-glucuronidase inhibitor. Org Biomol Chem. 2011 Oct 26;9(22):7807-13. doi: 10.1039/c1ob06038d. Epub 2011 Sep 27. PMID: 21952673. 4: Sakamoto W. Immunochemical study of beta-glucuronidase inhibitor from porcine sublingual gland. Interaction of beta-glucuronidase inhibitor with alpha2-macroglobulin. Biochim Biophys Acta. 1975 Dec 5;411(2):195-201. doi: 10.1016/0304-4165(75)90299-8. PMID: 53072. 5: CONZELMAN GM Jr, CROUT DW. A non-competitive beta-glucuronidase inhibitor in rabbit urine. Proc Soc Exp Biol Med. 1961 Jun;107:372-4. doi: 10.3181/00379727-107-26628. PMID: 13695223. 6: Iraji A, Nouri A, Edraki N, Pirhadi S, Khoshneviszadeh M, Khoshneviszadeh M. One-pot synthesis of thioxo-tetrahydropyrimidine derivatives as potent β-glucuronidase inhibitor, biological evaluation, molecular docking and molecular dynamics studies. Bioorg Med Chem. 2020 Apr 1;28(7):115359. doi: 10.1016/j.bmc.2020.115359. Epub 2020 Feb 6. PMID: 32098709. 7: Taha M, Ismail NH, Imran S, Wadood A, Rahim F, Al Muqarrabin LM, Zaki HM, Ahmat N, Nasir A, Khan F. Synthesis of novel disulfide and sulfone hybrid scaffolds as potent β-glucuronidase inhibitor. Bioorg Chem. 2016 Oct;68:15-22. doi: 10.1016/j.bioorg.2016.07.002. Epub 2016 Jul 5. PMID: 27414468. 8: Takada H, Hirooka T, Hiramatsu Y, Yamamoto M. Effect of beta-glucuronidase inhibitor on azoxymethane-induced colonic carcinogenesis in rats. Cancer Res. 1982 Jan;42(1):331-34. PMID: 7053860. 9: Walaszek Z, Hanausek-Walaszek M, Webb TE. Inhibition of 7,12-dimethylbenzanthracene-induced rat mammary tumorigenesis by 2,5-di-O- acetyl-D-glucaro-1,4:6,3-dilactone, an in vivo beta-glucuronidase inhibitor. Carcinogenesis. 1984 Jun;5(6):767-72. doi: 10.1093/carcin/5.6.767. PMID: 6202433. 10: Schoenbeck MA, Swanson GA, Brommer SJ. β-Glucuronidase activity in seedlings of the parasitic angiosperm Cusctua pentagona: developmental impact of the β-glucuronidase inhibitor saccharic acid 1,4-lactone. Funct Plant Biol. 2007 Sep;34(9):811-821. doi: 10.1071/FP07134. PMID: 32689409. 11: Hayashi T, Motoo Y, Kitagawa K, Yamada M, Arisawa M, Shimizu M, Morita N, Takebe S, Kobashi K. [beta-Glucuronidase inhibitor in Chinese medicinal prescription "Inchinko-to"]. Yakugaku Zasshi. 1983 Dec;103(12):1264-8. Japanese. doi: 10.1248/yakushi1947.103.12_1264. PMID: 6677716. 12: Kowalczyk MC, Spears E, Narog M, Zoltaszek R, Kowalczyk P, Hanausek M, Yoshimi N, Slaga TJ, Walaszek Z. Modulation of biomarkers related to tumor initiation and promotion in mouse skin by a natural β-glucuronidase inhibitor and its precursors. Oncol Rep. 2011 Sep;26(3):551-6. doi: 10.3892/or.2011.1351. Epub 2011 Jun 17. PMID: 21687956. 13: Sakamoto W, Nishikaze O. Immunochemical study of beta-glucuronidase inhibitor from porcine sublingual gland. Relationship between the antigenic determinant and the active site of the inhibitor. Biochim Biophys Acta. 1976 Nov 18;451(1):259-66. doi: 10.1016/0304-4165(76)90276-2. PMID: 64258. 14: Hayashi T, Kawasaki M, Okamura K, Tamada Y, Morita N, Tezuka Y, Kikuchi T, Miwa Y, Taga T. Scoparic acid A, a beta-glucuronidase inhibitor from Scoparia dulcis. J Nat Prod. 1992 Dec;55(12):1748-55. doi: 10.1021/np50090a005. PMID: 1294695. 15: Kiyotani K, Tasaka H, Matsuo Y. Purification and characterization of beta- glucuronidase inhibitor from Mycobacterium tuberculosis. Microbiol Immunol. 1983;27(8):695-708. doi: 10.1111/j.1348-0421.1983.tb00632.x. PMID: 6139742. 16: Oleson L, Court MH. Effect of the beta-glucuronidase inhibitor saccharolactone on glucuronidation by human tissue microsomes and recombinant UDP-glucuronosyltransferases. J Pharm Pharmacol. 2008 Sep;60(9):1175-82. doi: 10.1211/jpp.60.9.0009. PMID: 18718121; PMCID: PMC2697495. 17: Sakamoto W, Nishikaze O, Sugimura T. beta-Glucuronidase inhibitor-activity in human saliva and its relation to dental caries, secretor status and blood group. Arch Oral Biol. 1976;21(12):761-3. doi: 10.1016/0003-9969(76)90067-4. PMID: 1070956. 18: BRADLEY HJ Jr. Effect of a Beta-glucuronidase inhibitor and methylcholanthrene on the induction of bladder tumors in rats. J Urol. 1962 Nov;88:626-8. doi: 10.1016/S0022-5347(17)64856-0. PMID: 14014829. 19: Sakamoto W. [Inhibitory mechanism of beta-glucuronidase inhibitor on urinary beta-glucuronidase and its reversal by Na2S04]. Igaku To Seibutsugaku. 1972 Feb 10;84(2):71-5. Japanese. PMID: 5065641. 20: Okubo T, Sano S. Mechanism of the action of beta-glucuronidase inhibitor upon apocrine sweat and sebaceous glands and its dermatological application. Acta Derm Venereol. 1973;53(2):85-93. PMID: 4120963.

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