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Glucotropaeolin information


Glucotropaeolin
Names
IUPAC name
1-S-[(1Z)-2-Phenyl-N-(sulfooxy)ethanimidoyl]-1-thio-beta-D-glucopyranose
Other names
Benzyl glucosinolate
Identifiers
CAS Number
  • 499-26-3
3D model (JSmol)
  • Interactive image
Beilstein Reference
61369
ChEBI
  • CHEBI:17127
ChemSpider
  • 5020503 checkY
KEGG
  • C02153
PubChem CID
  • 6537197
CompTox Dashboard (EPA)
  • DTXSID10964467 Edit this at Wikidata
InChI
  • InChI=1S/C14H19NO9S2/c16-7-9-11(17)12(18)13(19)14(23-9)25-10(15-24-26(20,21)22)6-8-4-2-1-3-5-8/h1-5,9,11-14,16-19H,6-7H2,(H,20,21,22)/b15-10-/t9-,11-,12+,13-,14+/m1/s1 checkY
    Key: QQGLQYQXUKHWPX-RFEZBLSLSA-N checkY
SMILES
  • c1ccc(cc1)C/C(=N/OS(=O)(=O)O)/S[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
Properties
Chemical formula
C14H19NO9S2
Molar mass 409.42 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Glucotropaeolin or benzyl glucosinolate is a glucosinolate found in cruciferous vegetables, particularly garden cress.[1] Upon enzymatic activity, it is transformed into benzyl isothiocyanate, which contributes to the characteristic flavor of these brassicas.

  1. ^ "Isothiocyanates". Linus Pauling Institute, Oregon State University.

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Glucotropaeolin

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Glucotropaeolin or benzyl glucosinolate is a glucosinolate found in cruciferous vegetables, particularly garden cress. Upon enzymatic activity, it is...

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Isothiocyanate

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isothiocyanates. Sinigrin is the precursor to allyl isothiocyanate Glucotropaeolin is the precursor to benzyl isothiocyanate Gluconasturtiin is the precursor...

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Brassicaceae

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Glucosinolates Glucobrassicin Glucocapparin Glucoraphanin Gluconasturtiin Glucotropaeolin Progoitrin Sinigrin Sinalbin Isothiocyanates (ITC, mustard oils) Sulforaphane...

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Lepidium meyenii

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10–14% protein, 8.5% dietary fiber, and 2.2% fats. Maca contains glucotropaeolin, m-methoxyglucotropaeolin, benzyl glucosinolates, polyphenols, (1R...

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Glucosinolate

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(sinigrin) is the precursor of allyl isothiocyanate Benzylglucosinolate (glucotropaeolin) is the precursor of benzyl isothiocyanate Phenethylglucosinolate (gluconasturtiin)...

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List of phytochemicals in food

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isothiocyanate) broccoli family, brussels sprouts, black mustard. Glucotropaeolin (the precursor to benzyl isothiocyanate) Gluconasturtiin (the precursor...

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Benzyl isothiocyanate

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petiolata, pilu oil, and papaya seeds where it is the main product of the glucotropaeolin breakdown by the enzyme myrosinase. Benzyl isothiocyanate, and other...

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