EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:79317 - sinigrin

ChEBI IDCHEBI:79317
ChEBI Namesinigrin
Stars
DefinitionAn alkenylglucosinolic acid that consists of 1-thio-β-D-glucopyranose having a 4-[(sulfooxy)imino]but-1-en-4-yl group attached to the anomeric sulfur.
Last Modified11 March 2016
Submitternamrata
DownloadsMolfile
FormulaC10H17NO9S2
Net Charge0
Average Mass359.378
Monoisotopic Mass359.03447
SMILESC=CC/C(=N/OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C10H17NO9S2/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18)/b11-6-/t5-,7-,8+,9-,10+/m1/s1
InChIKeyPHZOWSSBXJXFOR-GLVDENFASA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Brassica oleracea (ncbitaxon:3712) - PubMed (24128451)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
sinigrin (CHEBI:79317) is a alkenylglucosinolic acid (CHEBI:79315)
sinigrin (CHEBI:79317) is conjugate acid of sinigrin(1−) (CHEBI:9162)
Incoming Relation(s)
sinigrin(1−) (CHEBI:9162) is conjugate base of sinigrin (CHEBI:79317)
IUPAC Name 
1-S-[(1Z)-N-(sulfooxy)but-3-enimidoyl]-1-thio-β-D-glucopyranose
Synonym  Source
2-Propenyl glucosinolateKEGG COMPOUND
Manual XrefsDatabases
SinigrinWikipedia
C08427KEGG COMPOUND
HMDB0034070HMDB
C00001488KNApSAcK
Registry NumbersSources
Reaxys:1440056Reaxys
CAS:534-69-0ChemIDplus
CAS:3952-98-5KEGG COMPOUND
Citations