(4R,5R)-1,2-dithiane-4,5-diol
Basic information
- CAS
14193-38-5- Standard SMILES
O[C@H]1CSSC[C@@H]1O- InChIKey
YPGMOWHXEQDBBV-IMJSIDKUSA-N- Molecular formula
- C4H8O2S2
- Average molar mass
- 152.2 g/mol
- Monoisotopic mass
- 151.99657184
Overview
(4R,5R)-1,2-dithiane-4,5-diol is a trans-1,2-dithiane-4,5-diol. It is an enantiomer of a (4S,5S)-1,2-dithiane-4,5-diol.
Names & identifiers
- Preferred name
- (4R,5R)-1,2-dithiane-4,5-diol
- IUPAC
- (4R,5R)-dithiane-4,5-diol
- English name
- trans-4,5-Dihydroxy-1,2-dithiane
- Molecular formula
- C4H8O2S2
- Molecular weight
- 152.24
Names & synonyms
(4R,5R)-1,2-dithiane-4,5-diol16096-98-3(4R,5R)-dithiane-4,5-diolD-4,5-Dihydroxy-1,2-dithiane3OED5PX4ANCHEBI:42147DTXSID301307973NSC-667089RefChem:403327DTXCID701737893trans-1,2-Dithiane-4,5-diolDITHIANE DIOL
Show more names
CYCLO-DTTNSC 663605OXIDIZED DTTEinecs 238-047-6(SS,RR)-CYCLO-DITHIOTHREITOLrel-1,2-Dithiane-4β*,5α*-diol(S,S:R,R)-CYCLO-DITHIOTHREITOLtrans-4,5-Dihydroxy-o-dithianetrans-4,5-Dihydroxy-1,2-dithian
14193-38-51,2-Dithiane-4,5-diol, (4R,5R)-rel-trans-4,5-Dihydroxy-1,2-dithiane51621-02-4NSC 667089o-DITHIANE, 4,5-DIHYDROXY-, D-1qtn2izx
Database identifiers
- CAS
14193-38-5、16096-98-3- PubChem CID
- 439407
- DTXSID
DTXSID301307973- ChEBI
CHEBI:42147- UNII
- 3OED5PX4AN
- EC Number
- 238-047-6
- Nikkaji
- J37.430J
Properties
Computed structural properties
- XLogP
- -0.6
- Topological polar surface area
- 91.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 0
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 68.4
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 130 · 130-132 °C(lit.)
- Boiling point
- 284.9 · 284.9±40.0 °C(Predicted)
- Density
- 1.531 · 1.531±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- pka
- 13.28 · 13.28±0.40(Predicted)
- form
- powder
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C4H8O2S2/c5-3-1-7-8-2-4(3)6/h3-6H,1-2H2/t3-,4-/m1/s1
- InChIKey
- YPGMOWHXEQDBBV-QWWZWVQMSA-N
- SMILES
- O[C@@H]1CSSC[C@H]1O
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
Metabolite PathwaysVitamin K Metabolism
Applications
Usestrans-4,5-Dihydroxy-1,2-dithiane is used in preparation of 1,2-Dithiolane compounds useful in neuroprotection, autoimmune and cancer diseases and conditions.
General Descriptiontrans-4,5-Dihydroxy-1,2-dithiane (oxidized dtt) is an intramolecular disulfide form of dithiothreitol. It is a strong reducing agent with an ability to elicit a molecular stress response by activating the stress-responsive genes.
Additional notes
DefinitionChEBI: (4S,5S)-1,2-dithiane-4,5-diol is a trans-1,2-dithiane-4,5-diol. It is an enantiomer of a (4R,5R)-1,2-dithiane-4,5-diol.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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