EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:40646 - autoinducer-2

Default Structure
ChEBI IDCHEBI:40646
ChEBI Nameautoinducer-2
Stars
DefinitionAn organic anion that is a borate diester derived from a furanose and acts a universal signal molecule mediating intra- and interspecies communication among bacteria.
Last Modified14 August 2014
DownloadsMolfile
FormulaC5H10BO7
Net Charge-1
Average Mass192.940
Monoisotopic Mass193.05251
SMILESC[C@]12OC[C@H](O)[C@@]1(O)O[B-](O)(O)O2
InChIInChI=1S/C5H10BO7/c1-4-5(8,3(7)2-11-4)13-6(9,10)12-4/h3,7-10H,2H2,1H3/q-1/t3-,4+,5+/m0/s1
InChIKeyACKRRKSNOOISSG-VPENINKCSA-N
Species of MetaboliteComponentSourceComments
Vibrio harveyi (ncbitaxon:669) - PubMed (23305926)
Roles Classification
Biological Roles:
autoinducer  A signalling molecule produced and used by bacteria participating in quorum sensing, that is, in cell-cell communication to coordinate community-wide regulation of processes such as biofilm formation, virulence, and bioluminescence in populations of bacteria. Such communication can occur both within and between different species of bacteria.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
autoinducer-2 (CHEBI:40646) has role autoinducer (CHEBI:71338)
autoinducer-2 (CHEBI:40646) has role bacterial metabolite (CHEBI:76969)
autoinducer-2 (CHEBI:40646) is a organic anion (CHEBI:25696)
IUPAC Name 
dihydroxy[(2S,3R,4S)-2-methyldihydrofuran-2,3,3,4(2H)-tetrolato(2-)-κ2O2,O3]borate(1−)
Synonyms  Source
(3aS,6S,6aR)-2,2,6,6a-tetrahydroxy-3a-methyltetrahydrofuro[3,2-d][1,3,2]dioxaborolan-2-uideChEBI
AI-2KEGG COMPOUND
Autoinducer 2KEGG COMPOUND
Manual XrefsDatabases
AI2PDBeChem
C16421KEGG COMPOUND
Registry NumbersSources
Reaxys:23834806Reaxys
Citations