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glucoraphanin

Structure via PubChem · Public domain (PubChem)

EntityQ5572329· pop 9· linked from 37 articles

glucoraphanin

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Glucoraphanin is a glucosinolate found in broccoli, mustard and other cruciferous vegetables.

Chemical data

Formula
C12H23NO10S3
Molecular weight
437.5 g/mol
IUPAC name
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1E)-5-methylsulfinyl-N-sulfooxypentanimidothioate
SMILES
CS(=O)CCCC/C(=N\OS(=O)(=O)O)/S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
InChIKey
GMMLNKINDDUDCF-RFOBZYEESA-N
XLogP
-2.1
Polar surface area
236 Ų
H-bond donors
5
H-bond acceptors
13
Formal charge
0

via PubChem

Wikidata facts

Subclass of
glucosinolate
Mass
437.0484089359999
Show 4 more facts
canonical SMILES
CS(=O)CCCCC(=NOS(=O)(=O)O)SC1C(C(C(C(O1)CO)O)O)O
chemical formula
C₁₂H₂₂NO₁₀S₃
isomeric SMILES
CS(=O)CCCC/C(=N\OS(=O)(=O)O)/S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
found in taxon
Raphanus sativus
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

4 sections
Contents
  • Synthesis
  • Research
  • Plant breeding
  • References

Glucoraphanin is a glucosinolate found in broccoli, mustard and other cruciferous vegetables.

Glucoraphanin is converted to sulforaphane by the enzyme myrosinase. In plants, sulforaphane deters insect predators and acts as a selective antibiotic.

Excerpted from Wikipedia’s “glucoraphanin” article, available under the CC BY-SA 4.0 licence.

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