Saccharolactone

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

MedKoo CAT#: 585202

CAS#: 5027-63-4

Description: Saccharolactone is used as index for assessing induction of hepatic enzymes by anticonvulsants.


Chemical Structure

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Saccharolactone
CAS# 5027-63-4

Theoretical Analysis

MedKoo Cat#: 585202
Name: Saccharolactone
CAS#: 5027-63-4
Chemical Formula: C7H8O5
Exact Mass: 172.0372
Molecular Weight: 172.136
Elemental Analysis: C, 48.84; H, 4.68; O, 46.47

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: Saccharolactone

IUPAC/Chemical Name: 1,4-Glucarolactone

InChi Key: JHKOIGAXFKOJJB-PUFIMZNGSA-N

InChi Code: InChI=1S/C7H8O5/c8-2-5-6-3(9)1-4(11-5)7(10)12-6/h1,3,5-6,8-9H,2H2/t3-,5-,6+/m1/s1

SMILES Code: O[C@@H]1C=C2O[C@H](CO)[C@H]1OC2=O

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 172.136 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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Reconstitution Calculator

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1: BOYLAND E, WALLACE DM, WILLIAMS. Enzyme activity in relation to cancer: inhibition of urinary beta-glucuronidase of patients with cancer of the bladder by oral administration of 1:4-saccharolactone and related compounds. Br J Cancer. 1957 Dec;11(4):578-89. PubMed PMID: 13510516; PubMed Central PMCID: PMC2073720.

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6: Dai P, Zhu L, Luo F, Lu L, Li Q, Wang L, Wang Y, Wang X, Hu M, Liu Z. Triple Recycling Processes Impact Systemic and Local Bioavailability of Orally Administered Flavonoids. AAPS J. 2015 May;17(3):723-36. doi: 10.1208/s12248-015-9732-x. Epub 2015 Mar 12. PubMed PMID: 25762448; PubMed Central PMCID: PMC4406953.

7: Argikar UA. Saccharolactone: The History, the Myth, and the Practice. Curr Drug Metab. 2018;19(4):304-309. doi: 10.2174/1389200219666171229232007. Review. PubMed PMID: 29298647.

8: Xie B, Liu A, Zhan X, Ye X, Wei J. Alteration of gut bacteria and metabolomes after glucaro-1,4-lactone treatment contributes to the prevention of hypercholesterolemia. J Agric Food Chem. 2014 Jul 30;62(30):7444-51. doi: 10.1021/jf501744d. Epub 2014 Jul 14. PubMed PMID: 24972288.

9: Yang W, Zhou G, Zou S, Yang W, Liu A, Sun S, Xie B. Metabonomics of d-glucaro-1,4-lactone in preventing diethylnitrosamine-induced liver cancer in rats. Pharm Biol. 2018 Dec;56(1):643-648. doi: 10.1080/13880209.2018.1525414. PubMed PMID: 31070541; PubMed Central PMCID: PMC6292356.

10: Xie B, Liu Y, Zou H, Son Y, Wang H, Wang H, Shao J. Determination of D-glucaric acid and/or D-glucaro-1,4-lacton in different apple varieties through hydrophilic interaction chromatography. Food Chem. 2016 Jul 15;203:1-7. doi: 10.1016/j.foodchem.2016.02.009. Epub 2016 Feb 2. PubMed PMID: 26948581.

11: Brunelle FM, Verbeeck RK. Glucuronidation of diflunisal by rat liver microsomes. Effect of microsomal beta-glucuronidase activity. Biochem Pharmacol. 1993 Dec 3;46(11):1953-8. PubMed PMID: 8267644.

12: Zółtaszek R, Hanausek M, Kiliańska ZM, Walaszek Z. [The biological role of D-glucaric acid and its derivatives: potential use in medicine]. Postepy Hig Med Dosw (Online). 2008 Sep 5;62:451-62. Review. Polish. PubMed PMID: 18772850.

13: Saluk-Juszczak J, Olas B, Nowak P, Staroń A, Wachowicz B. Protective effects of D-glucaro-1,4-lactone against oxidative modifications in blood platelets. Nutr Metab Cardiovasc Dis. 2008 Jul;18(6):422-8. Epub 2007 Oct 22. PubMed PMID: 17933501.

14: Coddington KA, Swanson SP, Hassan AS, Buck WB. Enterohepatic circulation of T-2 toxin metabolites in the rat. Drug Metab Dispos. 1989 Nov-Dec;17(6):600-5. PubMed PMID: 2575494.

15: Xia B, Zhou Q, Zheng Z, Ye L, Hu M, Liu Z. A novel local recycling mechanism that enhances enteric bioavailability of flavonoids and prolongs their residence time in the gut. Mol Pharm. 2012 Nov 5;9(11):3246-58. doi: 10.1021/mp300315d. Epub 2012 Oct 24. PubMed PMID: 23033922; PubMed Central PMCID: PMC3953453.

16: Peyrol J, Meyer G, Obert P, Dangles O, Pechère L, Amiot MJ, Riva C. Involvement of bilitranslocase and beta-glucuronidase in the vascular protection by hydroxytyrosol and its glucuronide metabolites in oxidative stress conditions. J Nutr Biochem. 2018 Jan;51:8-15. doi: 10.1016/j.jnutbio.2017.09.009. Epub 2017 Oct 3. PubMed PMID: 29078076.

17: Xie B, Zhang Z, Gong T, Zhang N, Wang H, Zou H. Application of metabonomic strategy to discover an unreported active ingredient in LiuWeiDiHuang pills suppressing beta-glucuronidase. Anal Bioanal Chem. 2015 Jan;407(2):609-14. doi: 10.1007/s00216-014-8253-2. Epub 2014 Nov 9. PubMed PMID: 25381611.

18: Menendez C, Dueñas M, Galindo P, González-Manzano S, Jimenez R, Moreno L, Zarzuelo MJ, Rodríguez-Gómez I, Duarte J, Santos-Buelga C, Perez-Vizcaino F. Vascular deconjugation of quercetin glucuronide: the flavonoid paradox revealed? Mol Nutr Food Res. 2011 Dec;55(12):1780-90. doi: 10.1002/mnfr.201100378. PubMed PMID: 22144045.

19: Yuen S. [The effect of saccharolactone on the beta-glucuronidase activity of rat organs and rabbit blood]. Kobe Ika Daigaku Kiyo. 1964 Mar;26(1):5-8. Japanese. PubMed PMID: 5294341.

20: 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. PubMed PMID: 21687956.