CAS 21414-41-5|Glucoraphanin

Introduction:Basic information about CAS 21414-41-5|Glucoraphanin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameGlucoraphanin
CAS Number21414-41-5Molecular Weight436.499
Density/Boiling Point/
Molecular FormulaC12H23NO10S3Melting Point/
MSDS/Flash Point/

Names

Nameglucoraphanin
SynonymMore Synonyms

Glucoraphanin BiologicalActivity

DescriptionGlucoraphanin, a natural glucosinolate found in cruciferous vegetable, is a stable precursor of the Nrf2 inducer sulforaphane, which possesses antioxidant, anti-inflammatory, and anti-carcinogenic effects.
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>CancerNatural Products >>Saccharides and Glycosides
In VivoGlucoraphanin reduces weight gain and increases energy expenditure in HFD-fed mice. Glucoraphanin can improves insulin sensitivity and glucose tolerance in HFD-fed mice. However, Glucoraphanin does not exert antiobesity and insulin-sensitizing effects in Nrf2−/− Mice. Glucoraphanin blocks HFD-induced reduction of Ucp1 protein levels in white adipose depots of wild-type mice but not in Nrf2−/− mice. Glucoraphanin alleviates HFD-induced hepatic steatosis and oxidative stress. Glucoraphanin suppresses HFD-induced proinflammatory activation of macrophages in liver and adipose tissue. Glucoraphanin also decreases circulating LPS and the relative abundance of proteobacteria in the gut microbiomes of HFD-fed mice[1]. Mice with pellets including 0.1% Glucoraphanin (GF) significantly attenuates the decreased social avoidance time in stressed mice. In the 1% sucrose preference test (SPT), treatment with pellets including 0.1% GF significantly attenuates the decreased sucrose preference of stressed mice[2].
Animal AdminMale C57BL/6JSlc mice are 7 weeks of age. The Nrf2 knockout (Nrf2−/−) mouse strain is used in the assay. After 1 week of acclimation, mice are fed normal chow (NC) (containing 2.2% dextrinized cornstarch, 10% kcal from fat), NC containing 0.3% glucoraphanin (NC-GR) (containing 2.2% extract powder), an HFD (containing 2.2% dextrinized cornstarch, 60% kcal from fat), or an HFD containing 0.3% glucoraphanin (HFD-GR) (containing 2.2% extract powder) for 14 weeks. Both the NC and the HFD containing cornstarch or glucoraphanin are prepared. All mice studied are maintained on a 12-h light/dark cycle at 24-26°C with free access to water and food.
References

[1]. Nagata N, et al. Glucoraphanin Ameliorates Obesity and Insulin Resistance Through Adipose Tissue Browning and Reduction of Metabolic Endotoxemia in Mice. Diabetes. 2017 May;66(5):1222-1236.

[2]. Yao W, et al. Role of Keap1-Nrf2 signaling in depression and dietary intake of glucoraphanin confers stress resilience in mice. Sci Rep. 2016 Jul 29;6:30659.

Chemical & Physical Properties

Molecular FormulaC12H23NO10S3
Molecular Weight436.499
Exact Mass436.041138
PSA236.07000
LogP-0.53
InChIKeyGMMLNKINDDUDCF-BYNGITTOSA-N
SMILESCS(=O)CCCCC(=NOS(=O)(=O)O)SC1OC(CO)C(O)C(O)C1O
Storage condition2-8℃

Safety Information

HS Code2932999099

Customs

HS Code2932999099
Summary2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

GLUCORAPHANIN POTASSIUM SALT(RG)
1-S-[5-(methylsulfinyl)-N-(sulfonatooxy)pentanimidoyl]-1-thio-β-D-glucopyranose
β-D-Glucopyranose, 1-thio-,1-(5-(methylsulfinyl)-N-(sulfooxy)pentanimidate)
4-(methylsulfinyl)butyl-glucosinolate
4-methylsufinylbutyl glucosinolate
4-Methylsulphinylbutyl glucosinolate
1-S-[(1E)-5-(Methylsulfinyl)-N-(sulfonatooxy)pentanimidoyl]-1-thio-β-D-glucopyranose
GLUCORAPHANIN
β-D-Glucopyranose, 1-S-[(1E)-5-(methylsulfinyl)-1-[(sulfooxy)imino]pentyl]-1-thio-, ion(1-)
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