Sulfolithocholic acid | CAS#34669-57-3 | bioactive chemical

MedKoo Cat#: 599020 | Name: Sulfolithocholic acid

Description:

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

Sulfolithocholic acid is a bioactive chemical.

Chemical Structure

Sulfolithocholic acid

CAS#34669-57-3

Theoretical Analysis

MedKoo Cat#: 599020

Name: Sulfolithocholic acid

CAS#: 34669-57-3

Chemical Formula: C24H40O6S

Exact Mass: 456.2546

Molecular Weight: 456.63

Elemental Analysis: C, 63.13; H, 8.83; O, 21.02; S, 7.02

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Sulfolithocholic acid; Lithocholic acid 3-alpha-sulfate;

IUPAC/Chemical Name

(R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-(sulfooxy)hexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

InChi Key

AXDXVEYHEODSPN-HVATVPOCSA-N

InChi Code

InChI=1S/C24H40O6S/c1-15(4-9-22(25)26)19-7-8-20-18-6-5-16-14-17(30-31(27,28)29)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21H,4-14H2,1-3H3,(H,25,26)(H,27,28,29)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1

SMILES Code

C[C@H](CCC(O)=O)[C@H]1CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](OS(=O)(O)=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C

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

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 456.63 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

1: Jorge A, Fay O, Palazzi J, Sánchez D, Tanno H, Díaz M. [Determination of cholic and sulfolithocholic acids in various hepatopathies]. Acta Gastroenterol Latinoam. 1982;12(2):143-7. Spanish. PubMed PMID: 7158242. 2: Tanida N, Sawada K, Kawaura A, Oda M, Shimoyama T, Narisawa T. Effects of oral administration of sulfolithocholic acid disodium salt and lithocholic acid sodium salt on N-methyl-N-nitrosourea-induced colonic tumorigenesis in conventional rats. Cancer Res. 1989 Mar 1;49(5):1178-81. PubMed PMID: 2917349. 3: Bansal S, Lau AJ. Fast and sensitive quantification of human liver cytosolic lithocholic acid sulfation using ultra-high performance liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Feb 1;1011:171-8. doi: 10.1016/j.jchromb.2015.12.063. Epub 2016 Jan 4. PubMed PMID: 26773894. 4: Nakao K, Ohhara H, Taki T, Wakabayashi T, Ohgoh T. [Hepatotoxic effects of lithocholic acid and sulfolithocholic acid in rabbits (author's transl)]. Yakugaku Zasshi. 1980 Aug;100(8):792-8. Japanese. PubMed PMID: 7441488. 5: Kelsey MI, Hwang KK, Huang SK, Shaikh B. Characterization of microbial metabolites of sulfolithocholic acid by high-performance liquid chromatography. J Steroid Biochem. 1981 Feb;14(2):205-11. PubMed PMID: 7206708. 6: Kelsey MI, Molina JE, Huang SK, Hwang KK. The identification of microbial metabolites of sulfolithocholic acid. J Lipid Res. 1980 Aug;21(6):751-9. PubMed PMID: 7419986. 7: Little JM, Zimniak P, Radominska A, Lehman P, Lester R. Urinary excretion of lithocholic acid and its conjugates by the bile duct-ligated rat. Hepatology. 1991 Oct;14(4 Pt 1):690-5. PubMed PMID: 1916672. 8: Tazuke Y, Matsuda K, Okada S, Tsukada Y. A novel sulfatase from Pseudomonas testosteroni hydrolyzing lithocholic acid sulfate. Biosci Biotechnol Biochem. 1992 Oct;56(10):1584-8. PubMed PMID: 1369058. 9: Halvorsen B, Staff AC, Ligaarden S, Prydz K, Kolset SO. Lithocholic acid and sulphated lithocholic acid differ in the ability to promote matrix metalloproteinase secretion in the human colon cancer cell line CaCo-2. Biochem J. 2000 Jul 1;349(Pt 1):189-93. PubMed PMID: 10861227; PubMed Central PMCID: PMC1221136. 10: Hepner GW, Demers LM. Dynamics of the enterohepatic circulation of the glycine conjugates of cholic, chenodeoxycholic, deoxycholic, and sulfolithocholic acid in man. Gastroenterology. 1977 Mar;72(3):499-501. PubMed PMID: 832799. 11: Borriello SP, Owen RW. The metabolism of lithocholic acid and lithocholic acid-3-alpha-sulfate by human fecal bacteria. Lipids. 1982 Jul;17(7):477-82. PubMed PMID: 7121208. 12: Takikawa H, Sano N, Ohki H, Yamanaka M. Comparison of biliary excretion and metabolism of lithocholic acid and its sulfate and glucuronide conjugates in rats. Biochim Biophys Acta. 1989 Aug 8;1004(2):147-50. PubMed PMID: 2752014. 13: Cowen AE, Korman MG, Hofmann AF, Turcotte J, Carter JA. Radioimmunoassay of sulfated lithocholates. J Lipid Res. 1977 Nov;18(6):698-703. PubMed PMID: 925515. 14: Hikasa Y, Tanida N, Sawada K, Furukawa K, Kano M, Shimoyama T. Effects of 5 beta-chol-3-en-24-oic acid, and lithocholic acid and its sulfates on prostaglandin E2 output in perfusion of the rat colon. Gastroenterol Jpn. 1989 Feb;24(1):16-21. PubMed PMID: 2707548. 15: Finni K, Similä S, Koivisto M, Kouvalainen K. Deoxycholic and sulpholithocholic acid concentrations in serum during infancy and childhood. Acta Paediatr Scand. 1983 Mar;72(2):215-8. PubMed PMID: 6837294. 16: Hayes JD, Chalmers J. Bile acid inhibition of basic and neutral glutathione S-transferases in rat liver. Biochem J. 1983 Dec 1;215(3):581-8. PubMed PMID: 6661185; PubMed Central PMCID: PMC1152439. 17: Oelberg DG, Dubinsky WP, Adcock EW, Lester R. Calcium binding by lithocholic acid derivatives. Am J Physiol. 1984 Jul;247(1 Pt 1):G112-5. PubMed PMID: 6742192. 18: Fisher RL, Hofmann AF, Converse JL, Rossi SS, Lan SP. The lack of relationship between hepatotoxicity and lithocholic-acid sulfation in biliary bile acids during chenodiol therapy in the National Cooperative Gallstone Study. Hepatology. 1991 Sep;14(3):454-63. PubMed PMID: 1874490. 19: Pattinson NR. Cholic acid binding by anionic glutathione-S-transferase from human liver cytosol. Biochem Biophys Res Commun. 1981 Sep 16;102(1):403-10. PubMed PMID: 7306162. 20: Takahashi A, Tanida N, Kawaura A, Nishikawa M, Shimoyama T. Sulphated bile acid per se inhibits colonic carcinogenesis in mice. Eur J Cancer Prev. 1993 Mar;2(2):161-7. PubMed PMID: 8461867.