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CHEBI:89494 - iberin

Default Structure
ChEBI IDCHEBI:89494
ChEBI Nameiberin
Stars
DefinitionAn isothiocyanate that is 1-isothiocyanatopropane in which a hydrogen at position 3 has been replaced by a methylsulfinyl group. A glucosinolate hydrolysis product found in many members of the Brassicaceae family, it is a quorum-sensing inhibitor (QSI) of the bacterial pathogen Pseudomonas aeruginosa.
Last Modified10 November 2017
DownloadsMolfile
FormulaC5H9NOS2
Net Charge0
Average Mass163.267
Monoisotopic Mass163.01256
SMILESCS(=O)CCCN=C=S
InChIInChI=1S/C5H9NOS2/c1-9(7)4-2-3-6-5-8/h2-4H2,1H3
InChIKeyLELAOEBVZLPXAZ-UHFFFAOYSA-N
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
quorum sensing inhibitor  Any compound that interferes with bacterial communication (quorum sensing, QS).
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
ChEBI Ontology
Outgoing Relation(s)
iberin (CHEBI:89494) has role apoptosis inducer (CHEBI:68495)
iberin (CHEBI:89494) has role plant metabolite (CHEBI:76924)
iberin (CHEBI:89494) has role quorum sensing inhibitor (CHEBI:138977)
iberin (CHEBI:89494) is a isothiocyanate (CHEBI:52221)
iberin (CHEBI:89494) is a sulfoxide (CHEBI:22063)
IUPAC Name 
1-isothiocyanato-3-(methylsulfinyl)propane
Synonyms  Source
3-isothiocyanatopropyl methyl sulfoxideIUPAC
IMSPChEBI
methylsulfinylpropylisothiocyanateNIST Chemistry WebBook
Manual XrefsDatabases
FDB023829FooDB
HMDB0006095HMDB
Registry NumbersSources
Reaxys:1722951Reaxys
CAS:505-44-2NIST Chemistry WebBook
CAS:505-44-2ChemIDplus
Citations