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MedKoo Cat#: 540122 | Name: Erysolin
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Description:

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

Erysolin is a sulforaphane analog found in cruciferous vegetables. It induces phase II enzyme activity and inhibits growth of colon cancer cells.

Chemical Structure

Erysolin
Erysolin
CAS#504-84-7

Theoretical Analysis

MedKoo Cat#: 540122

Name: Erysolin

CAS#: 504-84-7

Chemical Formula: C6H11NO2S2

Exact Mass: 193.0231

Molecular Weight: 193.27

Elemental Analysis: C, 37.29; H, 5.74; N, 7.25; O, 16.56; S, 33.17

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 550.00 2 Weeks
25mg USD 950.00 2 Weeks
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Related CAS #
No Data
Synonym
Erysolin
IUPAC/Chemical Name
1-isothiocyanato-4-(methylsulfonyl)butane
InChi Key
WNCZPWWLBZOFJL-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H11NO2S2/c1-11(8,9)5-3-2-4-7-6-10/h2-5H2,1H3
SMILES Code
O=S(CCCCN=C=S)(C)=O
Appearance
Solid powder
Purity
>95% (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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 193.27 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: Li BL, Zhao SZ, Zhou H, Li CC, Li LL, Yu XX, Sun LX. Synthesis and antitumor activity of erysolin and its metabolites. J Asian Nat Prod Res. 2023 Apr;25(4):369-378. doi: 10.1080/10286020.2022.2091989. Epub 2022 Jun 28. PMID: 35763370. 2: Li B, Zhou H, Yang G, Han F, Li Y, Gao Y, Gao J, Zhang F, Sun L. In vivo study of erysolin metabolic profile by ultra high performance liquid chromatography coupleded to Fourier transform ion cyclotron resonance mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Jan 1;1072:173-181. doi: 10.1016/j.jchromb.2017.11.019. Epub 2017 Nov 16. PMID: 29175697. 3: Kim MJ, Kim SH, Lim SJ. Comparison of the apoptosis-inducing capability of sulforaphane analogues in human colon cancer cells. Anticancer Res. 2010 Sep;30(9):3611-9. PMID: 20944144. 4: Lamy E, Schröder J, Paulus S, Brenk P, Stahl T, Mersch-Sundermann V. Antigenotoxic properties of Eruca sativa (rocket plant), erucin and erysolin in human hepatoma (HepG2) cells towards benzo(a)pyrene and their mode of action. Food Chem Toxicol. 2008 Jul;46(7):2415-21. doi: 10.1016/j.fct.2008.03.022. Epub 2008 Apr 1. PMID: 18479797. 5: Dornberger K, Böckel V, Heyer J, Schönfeld CH, Tonew M, Tonew E. Untersuchungen über die Isothiocyanate Erysolin und Sulforaphan aus Cardaria draba L [Investigations of the isothiocyanates erysolin and sulforaphan of Cardaria draba L]. Pharmazie. 1975 Dec;30(12):792-6. German. PMID: 1219798. 6: Nowicki D, Krause K, Szamborska P, Żukowska A, Cech GM, Szalewska-Pałasz A. Induction of the Stringent Response Underlies the Antimicrobial Action of Aliphatic Isothiocyanates. Front Microbiol. 2021 Jan 14;11:591802. doi: 10.3389/fmicb.2020.591802. PMID: 33584562; PMCID: PMC7874123. 7: Pocasap P, Weerapreeyakul N, Thumanu K. Structures of isothiocyanates attributed to reactive oxygen species generation and microtubule depolymerization in HepG2 cells. Biomed Pharmacother. 2018 May;101:698-709. doi: 10.1016/j.biopha.2018.02.132. Epub 2018 Mar 22. PMID: 29522950. 8: Doudican NA, Bowling B, Orlow SJ. Enhancement of arsenic trioxide cytotoxicity by dietary isothiocyanates in human leukemic cells via a reactive oxygen species-dependent mechanism. Leuk Res. 2010 Feb;34(2):229-34. doi: 10.1016/j.leukres.2009.05.017. Epub 2009 Jun 21. PMID: 19540589; PMCID: PMC2815001. 9: Kolm RH, Danielson UH, Zhang Y, Talalay P, Mannervik B. Isothiocyanates as substrates for human glutathione transferases: structure-activity studies. Biochem J. 1995 Oct 15;311 ( Pt 2)(Pt 2):453-9. doi: 10.1042/bj3110453. PMID: 7487881; PMCID: PMC1136021. 10: Tseng E, Kamath A, Morris ME. Effect of organic isothiocyanates on the P-glycoprotein- and MRP1-mediated transport of daunomycin and vinblastine. Pharm Res. 2002 Oct;19(10):1509-15. doi: 10.1023/a:1020460700877. PMID: 12425469. 11: Kawasumi M, Bradner JE, Tolliday N, Thibodeau R, Sloan H, Brummond KM, Nghiem P. Identification of ATR-Chk1 pathway inhibitors that selectively target p53-deficient cells without directly suppressing ATR catalytic activity. Cancer Res. 2014 Dec 15;74(24):7534-45. doi: 10.1158/0008-5472.CAN-14-2650. Epub 2014 Oct 21. PMID: 25336189; PMCID: PMC4268153. 12: Kim SH, Singh SV. D,L-Sulforaphane causes transcriptional repression of androgen receptor in human prostate cancer cells. Mol Cancer Ther. 2009 Jul;8(7):1946-54. doi: 10.1158/1535-7163.MCT-09-0104. Epub 2009 Jul 7. PMID: 19584240; PMCID: PMC2779717. 13: Zhang Y, Talalay P, Cho CG, Posner GH. A major inducer of anticarcinogenic protective enzymes from broccoli: isolation and elucidation of structure. Proc Natl Acad Sci U S A. 1992 Mar 15;89(6):2399-403. doi: 10.1073/pnas.89.6.2399. PMID: 1549603; PMCID: PMC48665.