4-Methylumbelliferyl-beta-D-glucoside
Basic information
- CAS
18997-57-4- Standard SMILES
Cc1cc(=O)oc2cc(OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)ccc12- InChIKey
YUDPTGPSBJVHCN-YJUJGKJLSA-N- Molecular formula
- C16H18O8
- Average molar mass
- 338.31 g/mol
- Monoisotopic mass
- 338.10016753
Overview
4-Methylumbelliferyl-beta-D-glucoside has been reported in Arabidopsis thaliana with data available.
Names & identifiers
- Preferred name
- 4-Methylumbelliferyl-beta-D-glucoside
- IUPAC
- 4-methyl-7-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
- English name
- 4-Methylumbelliferyl-beta-D-glucopyranoside
- Molecular formula
- C16H18O8
- Molecular weight
- 338.31
Names & synonyms
4-Methylumbelliferyl-beta-D-glucosideEINECS 242-736-7SCHEMBL7559884-METHYLUMBELLIFERYL BETA-D-GLUCOSIDE4-Methylumbelliferyl β-D-glucopyranosideMUDMUGMU-GluMUGGALMU-GAL7-(B24-MU-GLU
Show more names
GLC1-B-4MU
Database identifiers
- CAS
18997-57-4- PubChem CID
- 87886
Properties
Computed structural properties
- XLogP
- -0.8
- Topological polar surface area
- 126 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 3
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 506
Physicochemical properties
- Melting point
- 258 · 258-263 °C (dec.)
- Boiling point
- 394.46 °C · 394.46°C (rough estimate)
- Density
- 1.522 · 1.522
- refractive index
- 1.443 · 1.4430 (estimate)
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- 5 mg/ml; · DMF: 5 mg/ml; DMSO: 50 mg/ml
- pka
- 12.73 · 12.73±0.70(Predicted)
- form
- Powder
- color
- White to off-white
- Water Solubility
- Soluble in DMF or water
- λmax
- 320 nm · 320nm(Buffer)(lit.)
- BRN
- 94672 · 94672
- InChI
- InChI=1/C16H18O8/c1-7-4-12(18)23-10-5-8(2-3-9(7)10)22-16-15(21)14(20)13(19)11(6-17)24-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13+,14+,15-,16-/s3
- InChIKey
- YUDPTGPSBJVHCN-ZDHZLMEDNA-N
- SMILES
- C12OC(C=C(C)C=1C=CC(O[C@H]1[C@H](O)[C@H]([C@@H](O)[C@@H](CO)O1)O)=C2)=O |&1:11,12,14,15,17,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.
Safety data
- F
- 3-10-21
- wgk
- 3
- hs_code
- 29389090
- risk_code
- 26/27/28
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- T+
- safety_code
- 22-24/25
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Description4-Methylumbelliferyl-β-D-Glucopyranoside (4-MUG) is a fluorogenic substrate of β-glucosidase and β-glucocerebrosidase (also known as glucosylceramidase). In addition to its use in characterizing novel β-glucosidases, 4-MUG is used in assays to evaluate deficiency in β- glucocerebrosidase activity related to Gaucher disease. Hydrolysis of 4-MUG releases the fluorescent product 4-MU, which has an emission maximum at 445-454 nm. The excitation maximum for 4-MU is pH-dependent: 330, 370, and 385 nm at pH 4.6, 7.4, and 10.4, respectively.
Uses4-Methylumbelliferyl β-D-glucopyranoside has been used as substrate:in glucosylceramidase β enzyme activity assay in lysosome-enriched fractions from primary hippocampal neuronsin β-glucosidase assay during yeast fermentationto assay glucocerebrosidase 1 (GBA1)-related glucosidase activity in macrophage cell line (RAW)
UsesA fluorogenic substrate in the assay of -glucosidase.Fluorescence: max. Abs. 316nm; max. Em. 372nm; e x 10-3: 15
UsesA fluorogenic substrate in the assay of -glucosidase. Fluorescence: max. Abs. 316nm; max. Em. 372nm; e x 10-3: 15
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: A beta-D-glucoside having a 4-methylumbelliferyl substituent at the anomeric position.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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