A glucosinolate with antioxidant activity
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Glucoraphanin (potassium salt)

Item No. 10009445

Technical Information
Formal Name
1-thio-1-[5-(methylsulfinyl)-N-(sulfooxy)pentanimidate]-β-D-glucopyranose, potassium salt
Synonyms
  • 4-Methylsulfinylbutyl Glucosinolate
  • Sulforaphane Glucosinolate
Molecular Formula
C12H22NO10S3 • XK
Formula Weight
Purity
≥95%
A crystalline solid
DMSO: 1 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
225 nm
SMILES
O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](S/C(CCCCS(C)=O)=N/OS([O-])(=O)=O)[C@@H]1O.[K+]
InChi Code
InChI=1S/C12H23NO10S3.K/c1-25(18)5-3-2-4-8(13-23-26(19,20)21)24-12-11(17)10(16)9(15)7(6-14)22-12;/h7,9-12,14-17H,2-6H2,1H3,(H,19,20,21);/q;+1/p-1/b13-8+;/t7-,9-,10+,11-,12+,25?;/m1./s1
InChi Key
XLJHNVPISVILLA-KVSKZACISA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Glucoraphanin is a glucosinolate that has been found in broccoli and has antioxidant activity.1,2,3 It is converted by gut microbiota to the antioxidant L-sulforaphane (Item No. 14797).1 Glucoraphanin (25 and 50 µM) reverses hydrogen peroxide-induced decreases in Nrf2-mediated, but not NF-κB-mediated, transcriptional activity in reporter assays using Caco-2 human intestinal epithelial cells.2 It also restores epithelial integrity in a transepithelial electrical resistance (TEER) assay, but does not affect chemokine release, catalase activity, or chemokine (C-C motif) ligand 2 (CCL2) release, in Caco-2 cells. Glucoraphanin (30 µM) prevents dexamethasone-induced apoptosis and restores oxidative balance by reducing dexamethasone-induced increases in catalase activity, superoxide levels, and protein carbonylation in C2C12 mouse myotubes in an in vitro model of sarcopenia.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mazarakis, N., Snibson, K., Licciardi, P.V., et alThe potential use of L-sulforaphane for the treatment of chronic inflammatory diseases: A review of the clinical evidence. Clin. Nutr. 39(3), 664-675 (2020).

    2. Sonzogni, E., Martinelli, G., Fumagalli, M., et alIn vitro insights into the dietary role of glucoraphanin and its metabolite sulforaphane in celiac disease. Nutrients 16(16), 2743 (2024).

    3. Micheli, L., Mitidieri, E., Turnaturi, C., et alBeneficial effect of H2S-releasing molecules in an in vitro model of sarcopenia: Relevance of glucoraphanin. Int. J. Mol. Sci. 23(11), 5955 (2022).