Basic information
- CAS
146-72-5- Standard SMILES
CO[C@@H]([C@H](O)[C@H](O)CO)[C@@H](O)C=O- InChIKey
RMTFNDVZYPHUEF-XZBKPIIZSA-N- Molecular formula
- C7H14O6
- Average molar mass
- 194.18 g/mol
- Monoisotopic mass
- 194.07903816
Overview
3-O-methyl-D-glucose is a D-aldohexose that is D-glucose in which the hydrogen of the hydroxy group at position 3 has been substituted by a methyl group. It is a non-metabolisable glucose analogue that is not phosphorylated by hexokinase and is used as a marker to assess glucose transport by evaluating its uptake within various cells and organ systems. It is functionally related to an aldehydo-D-glucose.
Names & identifiers
- Preferred name
- 3-O-Methylglucose
- IUPAC
- (2R,3S,4R,5R)-2,4,5,6-tetrahydroxy-3-methoxyhexanal
- English name
- 3-O-(3H-Methyl)-D-glucose
- Molecular formula
- C7H14O6
- Molecular weight
- 194.18
Names & synonyms
3-O-Methyl-d-glucose146-72-53-O-METHYLGLUCOSE3-MethylglucoseMethylglucose3-methyl-D-glucoseO-Methyl-D-glucose3 O Methyl D GlucoseO(3)-methyl-D-glucoseDTXSID803762948DU64I6O5CHEBI:73918
Show more names
3-OMGD-Glucose, 3-O-methyl-3-O-Methyl-D-glucopyranose-146-72-5(2R,3S,4R,5R)-2,4,5,6-tetrahydroxy-3-methoxyhexanal
NSC-61740NSC-62383NSC-1701193 O MethylglucoseRefChem:95170GlyTouCan:G16598ZEDTXCID501780941G16598ZE
Database identifiers
- CAS
146-72-5- PubChem CID
- 8973
- DTXSID
DTXSID8037629- ChEBI
CHEBI:73918- UNII
- 48DU64I6O5
- EC Number
- 205-677-8
- Nikkaji
- J193.650F
Properties
Computed structural properties
- XLogP
- -2.9
- Topological polar surface area
- 107 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 150
Experimental & physicochemical properties
Chemical ClassesOther Uses -> Biochemical Research
LogP-3.0
Physicochemical properties
- Melting point
- 158 °C · 158 °C
- Boiling point
- 474.2 · 474.2±45.0 °C(Predicted)
- Density
- 1.394 · 1.394±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- form
- aqueous ethanol solution
- pka
- 12.33 · 12.33±0.20(Predicted)
- FDA UNII
- 48 DU64I6O5 · 48DU64I6O5
- Hazard Codes
- F
- Risk Statements
- 11 · 11
- Safety Statements
- 16 · 16
- RIDADR
- 2910 · UN 2910 7
- WGK Germany
- 1 · 1
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
- wgk
- 1
- ridadr
- UN 2910 7
- risk_code
- 11
- hazard_code
- F
- safety_code
- 16
Chemistry & industry
Uses & manufacturing
UsesUsed as a marker to study glucose transport; [ChemIDplus]
Suppliers9 total
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
上海钰康生物科技有限公司18939844854 · [email protected]
江苏艾康生物医药研发有限公司025-5885952 15955137747 · [email protected]
杭州璟皓生物科技有限公司（原河南辛迪加生物）17513242016 · [email protected]
陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
Watson Biotechnology Co.,Ltd+86-18186686046 · [email protected]
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
Additional notes
DefinitionChEBI: A D-aldohexose that is D-glucose in which the hydrogen of the hydroxy group at position 3 has been substituted by a methyl group. It is a non-metabolisable glucose analogue that is not phosphorylated by hexokinase and is u ed as a marker to assess glucose transport by evaluating its uptake within various cells and organ systems.
Related reactions
0 records
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Compound notes
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