CHEBI:79317 - sinigrin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C10H17NO9S2
Net Charge 0
Average Mass 359.376
Monoisotopic Mass 359.034
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 )
View more via ChEBI Ontology
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
View more database links
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