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GLUCORAPHANIN

CAS No.:
21414-41-5
Catalog Number:
AG00BE59
Molecular Formula:
C12H23NO10S3
Molecular Weight:
437.5067
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
99%
1 week
United States
$257
- +
10mg
99%
1 week
United States
$407
- +
Product Description
Catalog Number:
AG00BE59
Chemical Name:
GLUCORAPHANIN
CAS Number:
21414-41-5
Molecular Formula:
C12H23NO10S3
Molecular Weight:
437.5067
MDL Number:
MFCD08460269
IUPAC Name:
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1E)-5-methylsulfinyl-N-sulfooxypentanimidothioate
InChI:
InChI=1S/C12H23NO10S3/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)/b13-8+/t7-,9-,10+,11-,12+,25?/m1/s1
InChI Key:
GMMLNKINDDUDCF-RFOBZYEESA-N
SMILES:
OC[C@H]1O[C@@H](S/C(=N\OS(=O)(=O)O)/CCCCS(=O)C)[C@@H]([C@H]([C@@H]1O)O)O
Properties
Complexity:
593  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
1  
Exact Mass:
437.048g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
13  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0
Molecular Weight:
437.493g/mol
Monoisotopic Mass:
437.048g/mol
Rotatable Bond Count:
10  
Topological Polar Surface Area:
236A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.1  
Literature
Title Journal
Sulforaphane as a potential protective phytochemical against neurodegenerative diseases. Oxidative medicine and cellular longevity 20130101
Novel concepts of broccoli sulforaphanes and disease: induction of phase II antioxidant and detoxification enzymes by enhanced-glucoraphanin broccoli. Nutrition reviews 20121101
Natural sulforaphane as a functional chemopreventive agent: including a review of isolation, purification and analysis methods. Critical reviews in biotechnology 20120901
Mass spectrometry imaging of glucosinolates in Arabidopsis flowers and siliques. Phytochemistry 20120501
Reducing progoitrin and enriching glucoraphanin in Brassica napus seeds through silencing of the GSL-ALK gene family. Plant molecular biology 20120501
Physiological and biochemical metabolism of germinating broccoli seeds and sprouts. Journal of agricultural and food chemistry 20120111
Modulation of the metabolism of airborne pollutants by glucoraphanin-rich and sulforaphane-rich broccoli sprout beverages in Qidong, China. Carcinogenesis 20120101
Glucoraphanin does not reduce plasma homocysteine in rats with sufficient Se supply via the induction of liver ARE-regulated glutathione biosynthesis enzymes. Food & function 20111101
Comparison of isothiocyanate metabolite levels and histone deacetylase activity in human subjects consuming broccoli sprouts or broccoli supplement. Journal of agricultural and food chemistry 20111026
Induction of epoxide hydrolase and glucuronosyl transferase by isothiocyanates and intact glucosinolates in precision-cut rat liver slices: importance of side-chain substituent and chirality. Archives of toxicology 20110801
Variation of glucoraphanin metabolism in vivo and ex vivo by human gut bacteria. The British journal of nutrition 20110801
Up-regulation of cytochrome P450 and phase II enzyme systems in rat precision-cut rat lung slices by the intact glucosinolates, glucoraphanin and glucoerucin. Lung cancer (Amsterdam, Netherlands) 20110301
Bioavailability of Sulforaphane from two broccoli sprout beverages: results of a short-term, cross-over clinical trial in Qidong, China. Cancer prevention research (Philadelphia, Pa.) 20110301
Generation of Se-fortified broccoli as functional food: impact of Se fertilization on S metabolism. Plant, cell & environment 20110201
Sulforaphane absorption and excretion following ingestion of a semi-purified broccoli powder rich in glucoraphanin and broccoli sprouts in healthy men. Nutrition and cancer 20110101
Of cabbages and kings. Gut microbes 20110101
Sulforophane glucosinolate. Monograph. Alternative medicine review : a journal of clinical therapeutic 20101201
Intact glucosinolates modulate hepatic cytochrome P450 and phase II conjugation activities and may contribute directly to the chemopreventive activity of cruciferous vegetables. Toxicology 20101109
Breakdown products of neoglucobrassicin inhibit activation of Nrf2 target genes mediated by myrosinase-derived glucoraphanin hydrolysis products. Biological chemistry 20101101
Glucoraphanin hydrolysis by microbiota in the rat cecum results in sulforaphane absorption. Food & function 20101101
Direct quantitation of glucoraphanin in dog and rat plasma by LC-MS/MS. Journal of pharmaceutical and biomedical analysis 20100801
Production of the cancer-preventive glucoraphanin in tobacco. Molecular plant 20100701
The isothiocyanate produced from glucomoringin inhibits NF-kB and reduces myeloma growth in nude mice in vivo. Biochemical pharmacology 20100415
HPLC method validation for measurement of sulforaphane level in broccoli by-products. Biomedical chromatography : BMC 20100401
Dietary glucoraphanin-rich broccoli sprout extracts protect against UV radiation-induced skin carcinogenesis in SKH-1 hairless mice. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20100401
Quantitative determination of glucoraphanin in Brassica vegetables by micellar electrokinetic capillary chromatography. Analytica chimica acta 20100317
The impact of loss of myrosinase on the bioactivity of broccoli products in F344 rats. Journal of agricultural and food chemistry 20100210
[Sulforaphane (1-isothiocyanato-4-(methylsulfinyl)-butane) content in cruciferous vegetables]. Archivos latinoamericanos de nutricion 20090301
Epithiospecifier protein activity in broccoli: the link between terminal alkenyl glucosinolates and sulphoraphane nitrile. Phytochemistry 20081101
Evaluation of the safety and bioactivity of purified and semi-purified glucoraphanin. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080101
Strong ion-exchange centrifugal partition chromatography as an efficient method for the large-scale purification of glucosinolates. Journal of chromatography. A 20071102
Improved hydrophilic interaction chromatography method for the identification and quantification of glucosinolates. Journal of chromatography. A 20070622
The metabolic fate of purified glucoraphanin in F344 rats. Journal of agricultural and food chemistry 20070418
The isolation and purification of glucoraphanin from broccoli seeds by solid phase extraction and preparative high performance liquid chromatography. Journal of chromatography. A 20060707
Glucoraphanin, the bioprecursor of the widely extolled chemopreventive agent sulforaphane found in broccoli, induces phase-I xenobiotic metabolizing enzymes and increases free radical generation in rat liver. Mutation research 20060320
Dietary approach to decrease aging-related CNS inflammation. Nutritional neuroscience 20050401
The effect of sulfur fertilizer on glucoraphanin levels in broccoli (B. oleracea L. var. italica) at different growth stages. Journal of agricultural and food chemistry 20040505
Heating decreases epithiospecifier protein activity and increases sulforaphane formation in broccoli. Phytochemistry 20040501
Glucoraphanin and 4-hydroxyglucobrassicin contents in seeds of 59 cultivars of broccoli, raab, kohlrabi, radish, cauliflower, brussels sprouts, kale, and cabbage. Journal of agricultural and food chemistry 20040225
Induction of cytochrome P450, generation of oxidative stress and in vitro cell-transforming and DNA-damaging activities by glucoraphanin, the bioprecursor of the chemopreventive agent sulforaphane found in broccoli. Carcinogenesis 20040101
Health-promoting compounds in broccoli as influenced by refrigerated transport and retail sale period. Journal of agricultural and food chemistry 20030507
The effect of post-harvest and packaging treatments on glucoraphanin concentration in broccoli (Brassica oleracea var. italica). Journal of agricultural and food chemistry 20021204
Comparison of the bioactivity of two glucoraphanin hydrolysis products found in broccoli, sulforaphane and sulforaphane nitrile. Journal of agricultural and food chemistry 20011201
Properties