Isethionic acid | CAS#107-36-8 | metabolite

MedKoo Cat#: 558614 | Name: Isethionic acid

Description:

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

Isethionic acid is a major metabolite in F. cylindrus. It is a organosulfur compound containing a short chain alkane sulfonate linked to a hydroxyl group. It is a water-soluble liquid used in the manufacture of mild, biodegradable, and high-foaming anionic surfactants.

Chemical Structure

Isethionic acid

CAS#107-36-8

Theoretical Analysis

MedKoo Cat#: 558614

Name: Isethionic acid

CAS#: 107-36-8

Chemical Formula: C2H6O4S

Exact Mass: 125.9987

Molecular Weight: 126.13

Elemental Analysis: C, 19.05; H, 4.80; O, 50.74; S, 25.42

Price and Availability

Size	Price	Availability	Quantity
5g	USD 250.00	2 Weeks
25g	USD 450.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

Isethionic acid; Ethanolsulfonic acid; Hydroxyethylsulfonic acid;

IUPAC/Chemical Name

2-Hydroxyethanesulphonic acid

InChi Key

SUMDYPCJJOFFON-UHFFFAOYSA-N

InChi Code

InChI=1S/C2H6O4S/c3-1-2-7(4,5)6/h3H,1-2H2,(H,4,5,6)

SMILES Code

OCCS(=O)(O)=O

Appearance

Liquid, 80% in water

Purity

>97% (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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Isethionic acid (2-Hydroxyethanesulfonic acid) is an organosulfur compound. Isethionic acid can be used as an anionic detergent and has anti-settlement activity against Balanus amphitrite.

In vitro activity:

TBD

In vivo activity:

TBD

	Solvent	mg/mL	mM
Solubility
	DMSO	100.0	792.86

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 126.13 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:

TBD

In vitro protocol:

TBD

In vivo protocol:

TBD

1: Boroujerdi AF, Lee PA, DiTullio GR, Janech MG, Vied SB, Bearden DW. Identification of isethionic acid and other small molecule metabolites of Fragilariopsis cylindrus with nuclear magnetic resonance. Anal Bioanal Chem. 2012 Aug;404(3):777-84. doi: 10.1007/s00216-012-6169-2. Epub 2012 Jul 8. PubMed PMID: 22772138. 2: Hellio C, Simon-Colin C, Clare AS, Deslandes E. Isethionic acid and floridoside isolated from the red alga, Grateloupia turuturu, inhibit settlement of Balanus amphitrite cyprid larvae. Biofouling. 2004 Jun;20(3):139-45. PubMed PMID: 15545063. 3: Lombardini JB. Enzymatic formation of a cholic acid derivative of isethionic acid. Biochem Pharmacol. 1976 Mar 15;25(6):717-21. PubMed PMID: 179555. 4: Miquel M, Correa M, Sanchis-Segura C, Aragon CM. The ethanol-induced open-field activity in rodents treated with isethionic acid, a central metabolite of taurine. Life Sci. 1999;64(18):1613-21. PubMed PMID: 10328521. 5: Dupré S, Federici G, Ricci G, Spoto G, Antonucci A, Cavallini D. Enzymatic oxidation of mercaptoethanol to isethinic acid and isethionic acid. Enzyme. 1978;23(5):307-13. PubMed PMID: 213263. 6: READ WO, WELTY JD. Synthesis of taurine and isethionic acid by dog heart slices. J Biol Chem. 1962 May;237:1521-2. PubMed PMID: 14490797. 7: Tang W, Stearns RA, Miller RR, Ngui JS, Mathvink RJ, Weber AE, Kwei GY, Strauss JR, Keohane CA, Doss GA, Chiu SH, Baillie TA. Metabolism of a thiazole benzenesulfonamide derivative, a potent and elective agonist of the human beta3-adrenergic receptor, in rats: identification of a novel isethionic acid conjugate. Drug Metab Dispos. 2002 Jul;30(7):778-87. PubMed PMID: 12065436. 8: Lombardini JB, Homan JA. Rate of disappearance of isethionic acid in the rat central nervous system. Neurochem Res. 1979 Aug;4(4):449-55. PubMed PMID: 225691. 9: Kawazoe Y, Tamura N. Synthesis and antitumor effect of new biological alkylating agents, isethionic acid esters. Gan. 1981 Dec;72(6):862-7. PubMed PMID: 6281116. 10: Fellman JH. Isethionic acid. Methods Enzymol. 1987;143:172-7. PubMed PMID: 2821343. 11: Rosei MA. Lack of conversion of isethionic acid to sulfate in the rat. Boll Soc Ital Biol Sper. 1976 Feb 15;52(3):174-7. PubMed PMID: 181032. 12: Kataoka H, Higashiyama K, Okazaki T, Makita M. Determination of isethionic acid by gas chromatography with flame photometric detection. J Chromatogr. 1990 Jun 8;528(1):172-7. PubMed PMID: 2166744. 13: Remtulla MA, Applegarth DA, Sturman JA, Gaull GE. Isethionic acid and milk. Pediatr Res. 1978 Jun;12(6):732. PubMed PMID: 209393. 14: Remtulla MA, Applegarth DA, Clark DG, Williams IH. Analysis of isethionic acid in mammalian tissues. Life Sci. 1977 Jun 15;20(12):2029-36. PubMed PMID: 196147. 15: Dolara P, Marino P, Buffoni F. Effect of 2-aminoethanesulphinic acid (taurine) and 2-hydroxyethane sulphonic acid (isethionic acid) on calcium transport by rat liver mitochondria. Biochem Pharmacol. 1973 Sep 1;22(17):2085-94. PubMed PMID: 4733665. 16: WELTY JD, READ WO, SHAW EH Jr. Isolation of 2-hydroxyethanesulfonic acid (isethionic acid) from dog heart. J Biol Chem. 1962 Apr;237:1160-1. PubMed PMID: 14006093. 17: Ikäheimo I, Kumpulainen E, Lähdesmäki P. Comparative studies on the transport of isethionic acid and taurine in central nervous system (CNS). Cell Mol Biol. 1982;28(6):529-33. PubMed PMID: 6303593. 18: Hu B, Li C, Zhao SX, Rong LM, Lv SQ, Liang X, Qi C. Highly efficient procedure for the synthesis of fructone fragrance using a novel carbon based acid. Molecules. 2010 Aug 5;15(8):5369-77. doi: 10.3390/molecules15085369. PubMed PMID: 20714302. 19: Goodman HO, Wainer A, King JS Jr. 35S 2-hydroxyethanesulfonic acid (isethionic acid) in urine of human subjects given 35S taurine. Proc Soc Exp Biol Med. 1967 May;125(1):109-13. PubMed PMID: 4226155. 20: Jacobsen JG, Collins LL, Smith LH Jr. Urinary excretion of isethionic acid in man. Nature. 1967 Jun 17;214(5094):1247-8. PubMed PMID: 6066118.