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6160-78-7

Basic Information
CAS No.: 6160-78-7
Name: 4-Methylumbelliferyl beta-D-galactoside
Article Data: 8
Molecular Structure:
Molecular Structure of 6160-78-7 (4-Methylumbelliferyl beta-D-galactoside)
Formula: C16H18O8
Molecular Weight: 338.314
Synonyms: Coumarin,7-(b-D-galactopyranosyloxy)-4-methyl-(7CI,8CI);4-Methylumbelliferone b-D-galactopyranoside;4-Methylumbelliferone b-D-galactoside;4-Methylumbelliferyl b-D-galactopyranoside;4-Methylumbelliferyl b-D-galactoside;MUGal;b-Methylumbelliferyl-b-D-galactopyranoside;
EINECS: 228-185-5
Density: 1.522 g/cm3
Melting Point: 258-263oC (dec.)
Boiling Point: 626.9 °C at 760 mmHg
Flash Point: 233.9 °C
Solubility: soluble in water
Appearance: White Powder
Hazard Symbols: VeryT+
Risk Codes: 26/27/28
Safety: 24/25
PSA: 129.59000
LogP: -0.71990
Synthetic route
6160-79-8

4-methylumbelliferyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

6160-78-7

4-methylumbelliferyl-β-D-galactopyranoside

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃; for 0.5h;95%
With sodium carbonate In methanol; water at 20℃; for 0.5h;91%
With sodium methylate In methanol at 20℃; for 0.5h; Deacetylation;83%
With methanol; sodium methylate at 20℃; for 0.5h;64%
With methanol; sodium methylate
90-33-5, 79566-13-5

7-hydroxy-4-methyl-chromen-2-one

6160-78-7

4-methylumbelliferyl-β-D-galactopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 68 percent / TMSOTf / CH2Cl2 / 0.5 h / -78 °C
2: 83 percent / NaOMe / methanol / 0.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: acetone; aq. NaOH solution
2: sodium methylate; methanol
View Scheme
Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1-methylimidazole / CH2Cl2 / 16 h / 20 °C
2: 68 percent / TMSOTf / CH2Cl2 / 0.5 h / -78 °C
3: 83 percent / NaOMe / methanol / 0.5 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: dichloromethane / 1 h / 0 °C / Inert atmosphere
1.2: 0.5 h / 0 °C / Inert atmosphere
2.1: boron trifluoride dimethyl etherate / dichloromethane / 20 °C / Inert atmosphere
3.1: methanol; sodium methylate / 0.5 h / 20 °C
View Scheme
281207-18-9

2-(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyloxy)-1,3,2-dioxaphosphinane 2-oxide

6160-78-7

4-methylumbelliferyl-β-D-galactopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 68 percent / TMSOTf / CH2Cl2 / 0.5 h / -78 °C
2: 83 percent / NaOMe / methanol / 0.5 h / 20 °C
View Scheme
3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

6160-78-7

4-methylumbelliferyl-β-D-galactopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetone; aq. NaOH solution
2: sodium methylate; methanol
View Scheme
2956-16-3

uridine 5'-diphospho-D-galactose

90-33-5, 79566-13-5

7-hydroxy-4-methyl-chromen-2-one

6160-78-7

4-methylumbelliferyl-β-D-galactopyranoside

Conditions
ConditionsYield
With magnesium chloride at 37℃; for 0.25h; pH=7.5; Kinetics; Concentration; aq. phosphate buffer; Enzymatic reaction;
25878-60-8

D-galactose pentaacetate

6160-78-7

4-methylumbelliferyl-β-D-galactopyranoside

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: morpholine / dichloromethane / 20 °C / Inert atmosphere
2.1: dichloromethane / 1 h / 0 °C / Inert atmosphere
2.2: 0.5 h / 0 °C / Inert atmosphere
3.1: boron trifluoride dimethyl etherate / dichloromethane / 20 °C / Inert atmosphere
4.1: methanol; sodium methylate / 0.5 h / 20 °C
View Scheme
74808-10-9, 86520-63-0, 87119-53-7, 92052-29-4, 121238-27-5, 142831-80-9, 127061-80-7

2,3,4,6-tetra-O-acetyl-D-galactopyranosyl trichloroacetimidate

6160-78-7

4-methylumbelliferyl-β-D-galactopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: boron trifluoride dimethyl etherate / dichloromethane / 20 °C / Inert atmosphere
2: methanol; sodium methylate / 0.5 h / 20 °C
View Scheme
108-46-3

recorcinol

6160-78-7

4-methylumbelliferyl-β-D-galactopyranoside

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 12 h / 20 °C
2: sodium hydroxide; tetrabutylammomium bromide / chloroform; water / 16 h / 20 °C
3: sodium carbonate / water; methanol / 0.5 h / 20 °C
View Scheme
4163-60-4

β-D-galactose peracetate

6160-78-7

4-methylumbelliferyl-β-D-galactopyranoside

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen bromide; acetic acid / 4 h / 20 °C
2: sodium hydroxide; tetrabutylammomium bromide / chloroform; water / 16 h / 20 °C
3: sodium carbonate / water; methanol / 0.5 h / 20 °C
View Scheme
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Chemistry

Molecular Structure of 2H-1-Benzopyran-2-one,7-(b-D-galactopyranosyloxy)-4-methyl- (CAS NO.6160-78-7):

IUPAC Name: 4-Methyl-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one 
CAS: 31005-02-4
EINECS: 250-429-4
Melting Point: 88-90 °C(lit.)
Empirical Formula: C16H18O8
Molecular Weight: 338.3093
H bond acceptors: 8
H bond donors: 4
Freely Rotating Bonds: 7
Polar Surface Area: 81.68 Å2
Index of Refraction: 1.641
Molar Refractivity: 80.17 cm3
Molar Volume: 222.1 cm3
Surface Tension: 73.1 dyne/cm
Density: 1.522 g/cm3
Flash Point: 233.9 °C
Enthalpy of Vaporization: 97.54 kJ/mol
Boiling Point: 626.9 °C at 760 mmHg
Vapour Pressure: 1.39E-16 mmHg at 25 °C
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-/m1/s1
Smiles: c12c(c(cc(o2)=O)C)ccc(c1)O[C@H]1[C@@H]([C@@H](O)[C@H]([C@H](O1)CO)O)O
Product Categories: Coumarin; romatics Compounds; romatics

Safety Profile

Hazard Codes: IrritantXi
Safety Statements: 22-24/25 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
F: 8
Hazard Note: Irritant

Specification

 2H-1-Benzopyran-2-one,7-(b-D-galactopyranosyloxy)-4-methyl- , with CAS number of 6160-78-7, can be called 7-Ethoxy-1-benzopyran-2-one ; 7-ethoxy-1-benzopyrane-2-one ; 7-ethoxycoumarin ; ethoxycoumarin, 7-;2h-1-benzopyran-2-one, 7-ethoxy- ; coumarin, 7-ethoxy- ; ethylumbelliferone ; 7-ethoxycoumarin, 99.5% ; MUG .It is a beige crystalline powder, can be used as a substrate for CYP2B6.  2H-1-Benzopyran-2-one,7-(b-D-galactopyranosyloxy)-4-methyl- (CAS NO.6160-78-7) is a white powder,  be useful for fluorometric assay.