Synonym
Pantoyltaurine; NSC 122022; NSC-3086; NSC 3086; NSC3086.
IUPAC/Chemical Name
Ethanesulfonic acid, 2-((2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)amino)-, (R)- (9CI)
InChi Key
IZRUXXTXKZAGQQ-LURJTMIESA-N
InChi Code
InChI=1S/C8H17NO6S/c1-8(2,5-10)6(11)7(12)9-3-4-16(13,14)15/h6,10-11H,3-5H2,1-2H3,(H,9,12)(H,13,14,15)/t6-/m0/s1
SMILES Code
O=C(NCCS(=O)(O)=O)[C@H](O)C(C)(C)CO
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
255.29
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: Patel SN, Pandya K, Clark GJ, Parikh MC, Lau-Cam CA. Comparison of taurine and pantoyltaurine as antioxidants in vitro and in the central nervous system of diabetic rats. Exp Toxicol Pathol. 2016 Feb-Mar;68(2-3):103-12. doi: 10.1016/j.etp.2015.11.002. Epub 2015 Nov 23. PubMed PMID: 26616540.
2: Beinlich CJ, Naumovitz RD, Song WO, Neely JR. Myocardial metabolism of pantothenic acid in chronically diabetic rats. J Mol Cell Cardiol. 1990 Mar;22(3):323-32. PubMed PMID: 2141362.
3: Sanchez G, Dusanic DG. The effects of pantothenic acid, pantoyltaurine, salicylate and related compounds on the in vitro and in vivo growth of Trypanosoma lewisi. Comp Biochem Physiol. 1968 Dec;27(3):647-58. PubMed PMID: 5710274.
4: ZUNIN C. [Effect of antivitamins on the growth of embryos; teratogenic properties of aminopterin and of pantoyltaurine]. Clin Pediatr (Bologna). 1955 Nov;37(11):858-72. Italian. PubMed PMID: 13304960.
5: MANFREDI E, PIERSIMONI P. [Experimental research on the effects of methylandrostenediol, of p-hydroxypropiophenone, and of pantoyltaurine in various combinations; preliminary note]. Farmaco Sci. 1955;10(2):83-5. Italian. PubMed PMID: 14380289.
6: ZUNIN C, BORRONE C. [Embryo pathology caused by pantothenic acid deficiency; effect of pantoyltaurine, an antagonist of pantothenic acid]. Acta Vitaminol. 1954 Dec;8(6):263-8. Italian. PubMed PMID: 14361206.
7: WINTERBOTTOM R, CLAPP JW, et al. Studies in chemotherapy; amides of pantoyltaurine. J Am Chem Soc. 1947 Jun;69(6):1393-1401. PubMed PMID: 20249726.
8: MEAD JF, RAPPORT MM, et al. The synthesis of potential antimalarials; derivatives of pantoyltaurine. J Biol Chem. 1946 May;163:465-73. PubMed PMID: 21024916.
9: STANSLY PG, ALVERSON CM. Antagonism of salicylate by pantoyltaurine. Science. 1946 Mar 29;103(2674):398. PubMed PMID: 21017967.
10: Stansly PG, Alverson CM. Antagonism of Salicylate by Pantoyltaurine. Science. 1946 Mar 29;103(2674):398-9. PubMed PMID: 17832284.
11: McILWAIN H. Biochemical characterization of actions of chemotherapeutic agents: lack of gross displacement of pantothenate and p-aminobenzoate from micro-organisms, by pantoyltaurine and sulphanilamide. Biochem J. 1945;39(4):329-34. PubMed PMID: 21009594.
12: McILWAIN H. Biochemical characterization of the actions of chemotherapeutic agents; time-relationships between metabolic and growth inhibitions by pantoyltaurine. Biochem J. 1945;39(3):279-84. PubMed PMID: 21003426.
13: McIlwain H. Biochemical characterization of actions of chemotherapeutic agents: 5. Lack of gross displacement of pantothenate and p-aminobenzoate from micro-organisms, by pantoyltaurine and sulphanilamide. Biochem J. 1945;39(4):329-34. PubMed PMID: 16747915; PubMed Central PMCID: PMC1258238.
14: McIlwain H. Biochemical characterization of the actions of chemotherapeutic agents: 4. Time-relationships between metabolic and growth inhibitions by pantoyltaurine. Biochem J. 1945;39(3):279-84. PubMed PMID: 16747903; PubMed Central PMCID: PMC1258222.
15: McIlwain H, Hughes DE. Biochemical characterization of the actions of chemotherapeutic agents: 2. A reaction of haemolytic streptococci, involving pantothenate-usage, inhibited by pantoyltaurine, and associated with carbohydrate metabolism. Biochem J. 1944;38(2):187-95. PubMed PMID: 16747773; PubMed Central PMCID: PMC1258058.
16: McIlwain H. Biochemical characterization of the actions of chemotherapeutic agents: 1. Measurement of growth of streptococcal cultures through their gaseous metabolism, and the effects of pantothenate and pantoyltaurine upon the metabolism and growth. Biochem J. 1944;38(1):97-105. PubMed PMID: 16747756; PubMed Central PMCID: PMC1258031.
17: Snell EE, Chan L, Spiridanoff S, Way EL, Leake CD. PRODUCTION OF PANTOTHENIC ACID DEFICIENCY IN MICE WITH PANTOYLTAURINE. Science. 1943 Feb 12;97(2511):168. PubMed PMID: 17757846.
