Basic information
- CAS
19879-84-6- Standard SMILES
CC(=O)OC[C@H]1O[C@@H](S)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O- InChIKey
SFOZKJGZNOBSHF-RGDJUOJXSA-N- Molecular formula
- C14H20O9S
- Average molar mass
- 364.37 g/mol
- Monoisotopic mass
- 364.08280338
Names & identifiers
- Preferred name
- beta-D-Glucopyranose, 1-thio-, 2,3,4,6-tetraacetate
- IUPAC
- [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-sulfanyloxan-2-yl]methyl acetate
- English name
- 1-Thio-β-D-glucose tetraacetate
- Molecular formula
- C14H20O9S
- Molecular weight
- 364.37
Names & synonyms
beta-D-glucopyranose, 1-thio-, 2,3,4,6-tetraacetateRefChem:567527.beta.-D-Glucopyranose, 1-thio-, 2,3,4,6-tetraacetate19879-84-61-Thio-beta-D-glucose tetraacetate(2R,3R,4S,5R,6S)-2-(Acetoxymethyl)-6-mercaptotetrahydro-2H-pyran-3,4,5-triyl triacetate2,3,4,6-Tetra-O-acetyl-1-thio-beta-D-glucopyranoseMFCD000632711-Thio-beta-D-glucose 2,3,4,6-tetraacetate1-Thio-?-D-glucose tetraacetate2,3,4,6-Tetra-O-acetyl-1-thio-|A-D-glucopyranoseC14H20O9S
Show more names
NSC 97032SKF 83940D1-THIO-BETA-D-GLUCOS1-THIO-B-D-GLUCOSE TETRAACETATEBETA-D-THIOGLUCOSE TETRAACETATE1-thio-β-d-glucose tetraacetate1-Thio-β-D-glucose tetraacetate1-THIO-SS-D-GLUCOSE TETRAACETATE1-Thio-β-D-glucopyranose Tetraacetate
M041561-Thio-b-D-glucopyranose 2,3,4,6-TetraacetateNSC-97032[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-sulfanyloxan-2-yl]methyl acetateEINECS 243-392-02,3,4,6-Tetra-O-acetyl-beta-D-thioglucopyranose2B5ZMW9QSQ1-Thio--D-glucopyranose 2,3,4,6-tetraacetate
Properties
Computed structural properties
- XLogP
- 1
- Topological polar surface area
- 115 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 9
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 506
Physicochemical properties
- Melting point
- 115 · 115-117 °C(lit.)
- Boiling point
- 425.5 · 425.5±45.0 °C(Predicted)
- Density
- 1.31 · 1.31±0.1 g/cm3(Predicted)
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- Chloroform, Dichloromethane, Ethyl Acetate
- form
- Solid
- pka
- 8.42 · 8.42±0.70(Predicted)
- color
- Colorless
- optical activity
- 20 · [α]20/D +5.8°, c = 2.2 in chloroform
- Water Solubility
- Soluble in water and chloroform (50 mg/ml).
- BRN
- 1440689 · 1440689
- InChI
- InChI=1/C14H20O9S/c1-6(15)19-5-10-11(20-7(2)16)12(21-8(3)17)13(14(24)23-10)22-9(4)18/h10-14,24H,5H2,1-4H3/t10-,11-,12+,13-,14+/s3
- InChIKey
- SFOZKJGZNOBSHF-RGDJUOJXSA-N
- SMILES
- [C@@H]1(OC(=O)C)[C@@H](OC(=O)C)[C@@H](O[C@H](COC(=O)C)[C@H]1OC(=O)C)S |&1:0,5,10,12,18,r|
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory Information.beta.-D-Glucopyranose, 1-thio-, 2,3,4,6-tetraacetate: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29329990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 24/25-36-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
Chemistry & industry
Applications
Description1-thio-β-D-Glucose tetraacetate is a building block. It has been used in the synthesis of aromatic glucosinolates with anti-inflammatory activity, as well as glucosylated poly(pentafluorostyrene) derivatives for coating magnetic iron oxide nanoparticles.
UsesA synthetic intermediate.
Uses1-Thio-beta-D-glucose tetraacetate is used as an inhibitor of the Maillard reaction between glucose and glycine.
Upstream & downstream products
Downstream products
Suppliers100 total
韶远科技(上海)有限公司4000665055 · [email protected]
Hubei Chuchang Biotech Co., Ltd.+86-18727130788 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
上海康恩博科技有限公司（科小研试剂）400-1388-521 17673770086 · [email protected]
Related reactions
1 records
Compound notes
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