(2R,4S)-2-methyl-2,3,3,4-tetrahydroxytetrahydrofuran
Basic information
- CAS
791810-94-1- Standard SMILES
C[C@@]1(O)OC[C@H](O)C1(O)O- InChIKey
BVIYGXUQVXBHQS-IUYQGCFVSA-N- Molecular formula
- C5H10O5
- Average molar mass
- 150.13 g/mol
- Monoisotopic mass
- 150.05282342
Overview
(2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol is a 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). It has a role as an autoinducer. It is a tetrol, a tetrahydroxytetrahydrofuran, a cyclic ketal and a ketone hydrate.
Names & identifiers
- Preferred name
- (2R,4S)-2-methyl-2,3,3,4-tetrahydroxytetrahydrofuran
- IUPAC
- (2R,4S)-2-methyloxolane-2,3,3,4-tetrol
- English name
- 2,3,3,4(2H)-Furantetrol,dihydro-2-methyl-,(2R,4S)-(9CI)
- Molecular formula
- C5H10O5
- Molecular weight
- 0
Names & synonyms
(2R,4S)-2-METHYL-2,3,3,4-TETRAHYDROXYTETRAHYDROFURAN(R)-THMF2-METHYLOXOLANE-2,3,3,4-TETROLRefChem:397628791810-94-1(2R,4S)-2-methyloxolane-2,3,3,4-tetrolauto inducer 2(2R,4S)-2-Methyldihydrofuran-2,3,3,4(2H)-tetraol(2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrolPAV(2R,4S)-2-methyldihydrofuran-2,3,3,4(2H)-tetrolAI-2 (salmonella)
Show more names
2,3,3,4(2H)-Furantetrol,dihydro-2-methyl-,(2R,4S)-(9CI)
R-THMFstarbld0015784autoinducer 2 (salmonella)SCHEMBL3674904CHEMBL1235140CHEBI:44800DTXSID301344242DB04346
Database identifiers
- CAS
791810-94-1- PubChem CID
- 448719
- DTXSID
DTXSID301344242- ChEMBL
CHEMBL1235140- ChEBI
CHEBI:44800
Properties
Computed structural properties
- XLogP
- -2.5
- Topological polar surface area
- 90.2 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 145
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Chemistry & industry
Additional notes
DefinitionChEBI: (2R,4S)-2-methyltetrahydrofuran-2,3,3,4-tetrol is a 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). It has a role as an autoinducer. It is a tetrahydroxytetrahydrofuran, a ketone hydrate, a tetrol and a cyclic ketal.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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