CHEBI:79317 - sinigrin

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ChEBI Name sinigrin
ChEBI ID CHEBI:79317
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H17NO9S2
Net Charge 0
Average Mass 359.376
Monoisotopic Mass 359.03447
InChI InChI=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
InChIKey PHZOWSSBXJXFOR-GLVDENFASA-N
SMILES [C@H]1(O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)S/C(=N\OS(O)(=O)=O)/CC=C
Metabolite of Species Details
Brassica oleracea (NCBI:txid3712) See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via glucosinolic acid )
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ChEBI Ontology
Outgoing sinigrin (CHEBI:79317) is a alkenylglucosinolic acid (CHEBI:79315)
sinigrin (CHEBI:79317) is conjugate acid of sinigrin(1−) (CHEBI:9162)
Incoming 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 glucosinolate KEGG COMPOUND
Manual Xrefs Databases
C00001488 KNApSAcK
C08427 KEGG COMPOUND
HMDB0034070 HMDB
Sinigrin Wikipedia
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Registry Numbers Types Sources
1440056 Reaxys Registry Number Reaxys
3952-98-5 CAS Registry Number KEGG COMPOUND
534-69-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
23837634 PubMed citation Europe PMC
24128451 PubMed citation Europe PMC
24333031 PubMed citation Europe PMC
Last Modified
11 March 2016