CHEBI:40646 - autoinducer-2

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ChEBI Name autoinducer-2
ChEBI ID CHEBI:40646
Definition An organic anion that is a borate diester derived from a furanose and acts a universal signal molecule mediating intra- and interspecies communication among bacteria.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C5H10BO7
Net Charge -1
Average Mass 192.94000
Monoisotopic Mass 193.05251
InChI InChI=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
InChIKey ACKRRKSNOOISSG-VPENINKCSA-N
SMILES C[C@]12OC[C@H](O)[C@@]1(O)O[B-](O)(O)O2
Metabolite of Species Details
Vibrio harveyi (NCBI:txid669) See: PubMed
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(3aS,6S,6aR)-2,2,6,6a-tetrahydroxy-3a-methyltetrahydrofuro[3,2-d][1,3,2]dioxaborolan-2-uide ChEBI
AI-2 KEGG COMPOUND
Autoinducer 2 KEGG COMPOUND
Manual Xrefs Databases
AI2 PDBeChem
C16421 KEGG COMPOUND
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Registry Number Type Source
23834806 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23078586 PubMed citation Europe PMC
23305926 PubMed citation Europe PMC
23649272 PubMed citation Europe PMC
24026770 PubMed citation Europe PMC
24324385 PubMed citation Europe PMC
24370626 PubMed citation Europe PMC
24491837 PubMed citation Europe PMC
24871429 PubMed citation Europe PMC
25081571 PubMed citation Europe PMC
25101248 PubMed citation Europe PMC
Last Modified
14 August 2014