MedKoo Cat#: 540068 | Name: Cheirolin

Description:

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

Cheirolin is an antioxidant and sulfonyl analog of sulforaphane. It induces phase II enzyme activity and expression.

Chemical Structure

Cheirolin
Cheirolin
CAS#505-34-0

Theoretical Analysis

MedKoo Cat#: 540068

Name: Cheirolin

CAS#: 505-34-0

Chemical Formula: C5H9NO2S2

Exact Mass: 179.0075

Molecular Weight: 179.25

Elemental Analysis: C, 33.50; H, 5.06; N, 7.81; O, 17.85; S, 35.77

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Synonym
Cheirolin; Cheiroline; BRN 1768925; BRN1768925; BRN-1768925
IUPAC/Chemical Name
1-isothiocyanato-3-(methylsulfonyl)propane
InChi Key
ZSJGCHNCYSHQEU-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H9NO2S2/c1-10(7,8)4-2-3-6-5-9/h2-4H2,1H3
SMILES Code
O=S(CCCN=C=S)(C)=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
>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 179.25 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: Ernst IM, Palani K, Esatbeyoglu T, Schwarz K, Rimbach G. Synthesis and Nrf2-inducing activity of the isothiocyanates iberverin, iberin and cheirolin. Pharmacol Res. 2013 Apr;70(1):155-62. doi: 10.1016/j.phrs.2013.01.011. Epub 2013 Feb 9. PMID: 23403058. 2: 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. 3: 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. 4: Munday R, Munday CM. Induction of phase II detoxification enzymes in rats by plant-derived isothiocyanates: comparison of allyl isothiocyanate with sulforaphane and related compounds. J Agric Food Chem. 2004 Apr 7;52(7):1867-71. doi: 10.1021/jf030549s. PMID: 15053522.