CHEBI:89494 - iberin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name iberin
ChEBI ID CHEBI:89494
Definition An isothiocyanate that is 1-isothiocyanatopropane in which a hydrogen at position 3 has been replaced by a methylsulfinyl group.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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C5H9NOS2
Net Charge 0
Average Mass 163.263
Monoisotopic Mass 163.01256
InChI InChI=1S/C5H9NOS2/c1-9(7)4-2-3-6-5-8/h2-4H2,1H3
InChIKey LELAOEBVZLPXAZ-UHFFFAOYSA-N
SMILES N(CCCS(C)=O)=C=S
Roles Classification
Biological Role(s): quorum sensing inhibitor
Any compound that interferes with bacterial communication (quorum sensing, QS).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
3-isothiocyanatopropyl methyl sulfoxide IUPAC
IMSP ChEBI
methylsulfinylpropylisothiocyanate NIST Chemistry WebBook
Manual Xrefs Databases
FDB023829 FooDB
HMDB0006095 HMDB
View more database links
Registry Numbers Types Sources
1722951 Reaxys Registry Number Reaxys
505-44-2 CAS Registry Number ChemIDplus
505-44-2 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
15740016 PubMed citation Europe PMC
16289008 PubMed citation Europe PMC
16931178 PubMed citation Europe PMC
17167713 PubMed citation Europe PMC
17273780 PubMed citation Europe PMC
17310076 PubMed citation Europe PMC
19489030 PubMed citation Europe PMC
22286987 PubMed citation Europe PMC
23403058 PubMed citation Europe PMC
25155599 PubMed citation Europe PMC
26679410 PubMed citation Europe PMC
8225130 PubMed citation Europe PMC
IND20390343 Agricola citation Europe PMC
Last Modified
10 November 2017