CHEBI:44800 - (2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol

ChEBI IDCHEBI:44800
ChEBI Name(2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol
Stars
ASCII Name(2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol
DefinitionA tetrahydroxytetrahydrofuran in which the hydroxy groups are located at positions 2, 3, 4, and 4 and which is substituted by a methyl group at position 2 (the 2R,4S diastereoisomer).
Last Modified21 November 2014
DownloadsMolfile
FormulaC5H10O5
Net Charge0
Average Mass150.130
Monoisotopic Mass150.05282
SMILESC[C@@]1(O)OC[C@H](O)C1(O)O
InChIInChI=1S/C5H10O5/c1-4(7)5(8,9)3(6)2-10-4/h3,6-9H,2H2,1H3/t3-,4+/m0/s1
InChIKeyBVIYGXUQVXBHQS-IUYQGCFVSA-N
Roles Classification
Biological Role:
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.
ChEBI Ontology
Outgoing Relation(s)
(2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol (CHEBI:44800) has role autoinducer (CHEBI:71338)
(2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol (CHEBI:44800) is a cyclic ketal (CHEBI:59779)
(2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol (CHEBI:44800) is a ketone hydrate (CHEBI:63734)
(2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol (CHEBI:44800) is a tetrahydroxytetrahydrofuran (CHEBI:47041)
(2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol (CHEBI:44800) is a tetrol (CHEBI:33573)
IUPAC Name 
(2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol
Synonyms  Source
(2R,4S)-2-methyldihydrofuran-2,3,3,4(2H)-tetrolIUPAC
(2R,4S)-2-methyloxolane-2,3,3,4-tetrolChEBI
(2R,4S)-2-METHYL-2,3,3,4-TETRAHYDROXYTETRAHYDROFURANPDBeChem
AI-2MetaCyc
auto inducer 2MetaCyc
(R)-THMFMetaCyc
UniProt Name  Source
(2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrolUniProt
Manual XrefsDatabases
CPD-10774MetaCyc
PAVPDBeChem
Registry NumbersSources
Reaxys:9997002Reaxys
Citations