4430-42-6 Usage
Description
BERTEROIN is a sulforaphane analog found in cruciferous vegetables such as Chinese cabbage, rucola salad leaves, and mustard oil. It is a pale yellow liquid with a penetrating radish-like aroma and high odor potency. Berteroin has been shown to possess anti-inflammatory activity and has the ability to double the phase II enzyme quinone reductase activity in mouse hepatoma cells.
Uses
Used in Flavor Industry:
BERTEROIN is used as a flavor compound for its high odor potency and penetrating radish-like aroma. It is recommended to be smelled in a 0.01% solution or less due to its high strength odor.
Used in Pharmaceutical Industry:
BERTEROIN is used as a potential therapeutic agent for its anti-inflammatory properties. It has been shown to inhibit the degradation of IκBα, NF-κB p65 translocation to the nucleus, and DNA binding activity. Additionally, it suppresses IRAK degradation and phosphorylation of TAK1, p38 MAPK, ERK1/2, and Akt.
Used in Nutraceutical Industry:
BERTEROIN is used as a nutraceutical compound for its ability to double the phase II enzyme quinone reductase activity in mouse hepatoma cells, which may have potential health benefits.
Enzyme inhibitor
This sulforaphane analogue and antimetastatic agent (FW = 175.43 g/mol; CAS 4430-42-6; Physical State = Liquid; Soluble in ethanol, DMSO, and chloroform; Store at -20° C; M.P. = 155-156° C), also named 5- methylthiopentyl isothiocyanate, is found in cruciferous vegetables (including Chinese cabbage and rucola leaves) and mustard oil. Berteroin inhibits LPS-induced degradation of Inhibitor of κBα (or IκBα) as well as NF-κB p65 translocation into the nucleus and DNA binding. Berteroin also suppresses degradation of IL-1 Receptor Associated Kinase and phosphorylation of Transforming Growth Factor β-Activated Kinase-1. Berteroin also inhibits LPS-induced phosphorylation of p38 MAPK, ERK1/2, and AKT
Check Digit Verification of cas no
The CAS Registry Mumber 4430-42-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,3 and 0 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 4430-42:
(6*4)+(5*4)+(4*3)+(3*0)+(2*4)+(1*2)=66
66 % 10 = 6
So 4430-42-6 is a valid CAS Registry Number.
InChI:InChI=1/C7H13NS2/c1-10-6-4-2-3-5-8-7-9/h2-6H2,1H3
4430-42-6Relevant articles and documents
Structure-Activity Relationship Study on Isothiocyanates: Comparison of TRPA1-Activating Ability between Allyl Isothiocyanate and Specific Flavor Components of Wasabi, Horseradish, and White Mustard
Terada, Yuko,Masuda, Hideki,Watanabe, Tatsuo
, p. 1937 - 1941 (2015/09/08)
Allyl isothiocyanate (ITC) (4) is the main pungent component in wasabi, and it generates an acrid sensation by activating TRPA1. The flavor and pungency of ITCs vary depending on the compound. However, the differences in activity to activate TRPA1 between ITCs are not known except for a few compounds. To investigate the effect of carbon chain length and substituents of ITCs, the TRPA1-activiting ability of 16 ITCs was measured. Since most of the ITCs showed nearly equal TRPA1-activiting potency, the ITC moiety is likely the predominant contributor to their TRPA1-activating abilities, and contributions of other functional groups to their activities to activate TRPA1 are comparatively small. (Figure Presented).
BIOTRANSFORMATION OF ORGANIC SULFIDES. PART 7. FORMATION OF CHIRAL ISOTHIOCYANATO SULFOXIDES AND RELATED COMPOUNDS BY MICROBIAL BIOTRANSFORMATION
Holland, Herbert L.,Brown, Frances M.,Larsen, Brett G.,Zabic, Mirjana
, p. 1569 - 1574 (2007/10/02)
The fungi Helminthosporium species NRRL 4671 and Mortierella isabellina ATCC 42613 have been used for the biotransformation of a series of isothiocyanatoalkyl methyl sulfides and their synthetic precursors, ω-(methylthio)alkylphthalimides.H. species gave predominantly (S) sulfoxides in all cases; M. isabellina gave (R) isothiocyanatoalkyl methyl sulfoxides, but in the case of two ω-(methylthio)alkylphthalimides substantial conversion of sulfoxide to sulfone resulted in the isolation of the former with predominant (S) configuration.A correction is made of the previously reported configurations of two biotransformation products (Tetrahedron: Asymmetry, 1994, 5, 1129).
