Esculin supplier | CasNO.531-75-9

Name
Esculin
EINECS 208-517-5
CAS No. 531-75-9
Article Data5
CAS DataBase
Density 1.679 g/cm³
Solubility Moderately soluble in water
Melting Point 203 °C
Formula C₁₅H₁₆O₉
Boiling Point 697.7 °C at 760 mmHg
Molecular Weight 340.287
Flash Point 262.8 °C
Transport Information UN 2924 3/PG 2
Appearance White to nearly white
Safety 26-36/37/39-45-24/25-36/37
Risk Codes 11-20/21/22-34-68/20/21/22-36/37/38
Molecular Structure
Hazard Symbols F, C, Xi
Synonyms Esculin (7CI,8CI);(-)-Esculin;6,7-Dihydroxycoumarin 6-glucoside;6-(b-D-Glucopyranosyloxy)-7-hydroxycoumarin;Aesculin;Bicolorin;Crataegin;Enallachrome;Escolin;Escosyl;Esculetin 6-O-glucoside;Esculetin6-b-D-glucoside;Esculine;Esculoside;Polychrom;Polychrome;Vitamin C2;
PSA 149.82000
LogP -1.32270

Synthetic route

: 34340-36-8
7-benzyloxy-6-β-D-glucopyranosyloxy-coumarin

: 531-75-9
esculin

Conditions

Conditions	Yield
With methanol; Pd-BaSO4 Hydrogenation;

: 895-61-4
6-hydroxy-7-phenylmethoxy-2H-1-benzopyran-2-one

: 531-75-9
esculin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aqueous alkaline solution; acetone 2: ammonia; methanol 3: palladium/barium sulfate; methanol / Hydrogenation View Scheme
Multi-step reaction with 3 steps 1: aqueous alkaline solution; acetone 2: diluted methanol. NaOH-solution 3: palladium/barium sulfate; methanol / Hydrogenation View Scheme

: 100-44-7
benzyl chloride

: 531-75-9
esculin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: methanol; potassium carbonate 2: aqueous alkaline solution; acetone 3: ammonia; methanol 4: palladium/barium sulfate; methanol / Hydrogenation View Scheme
Multi-step reaction with 4 steps 1: potassium hydrogencarbonate 2: aqueous alkaline solution; acetone 3: diluted methanol. NaOH-solution 4: palladium/barium sulfate; methanol / Hydrogenation View Scheme

: 34340-35-7
7-benzyloxy-6-(tetra-O-acetyl-β-D-glucopyranosyloxy)-coumarin

: 531-75-9
esculin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonia; methanol 2: palladium/barium sulfate; methanol / Hydrogenation View Scheme
Multi-step reaction with 2 steps 1: diluted methanol. NaOH-solution 2: palladium/barium sulfate; methanol / Hydrogenation View Scheme

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 531-75-9
esculin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aqueous alkaline solution; acetone 2: ammonia; methanol 3: palladium/barium sulfate; methanol / Hydrogenation View Scheme
Multi-step reaction with 3 steps 1: aqueous alkaline solution; acetone 2: diluted methanol. NaOH-solution 3: palladium/barium sulfate; methanol / Hydrogenation View Scheme

: C88H56N4(4+)*4Cl(1-)*2C15H16O9

A: C88H60N4O4

B: 531-75-9
esculin

Conditions

Conditions	Yield
With water; sodium hydrogencarbonate at 20℃;

: C88H56N4(4+)*4Cl(1-)*2C15H16O9

A: C88H56N4(4+)*4Cl(1-)

B: 531-75-9
esculin

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water-d2 at 20℃; for 18h;

: C88H56N4(4+)*4Cl(1-)

: 531-75-9
esculin

: C88H56N4(4+)*4Cl(1-)*2C15H16O9

Conditions

Conditions	Yield
In water-d2 at 20℃; for 0.0833333h; Time;	100%

: 77-78-1
dimethyl sulfate

: 531-75-9
esculin

: 20186-29-2
7-methoxycoumarin-6-β-D-glucopyranoside

Conditions

Conditions	Yield
Stage #1: esculin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: dimethyl sulfate In N,N-dimethyl-formamide	100%

: 77-76-9
2,2-dimethoxy-propane

: 531-75-9
esculin

: 69711-94-0
6-O-esculetinyl 4',6'-di-O-isopropylidene-β-D-glucopyranoside

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetone at 20℃; for 24h;	98%

: 74-96-4
ethyl bromide

: 531-75-9
esculin

: C17H20O9

Conditions

Conditions	Yield
Stage #1: esculin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: ethyl bromide In N,N-dimethyl-formamide	90%

: 111-17-1
4-thiaheptane-1,7-dioic acid

: 531-75-9
esculin

: aesculin thiodipropionic acid ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In acetonitrile at 40℃; for 4h; Temperature; Reagent/catalyst; Solvent; Sonication; Inert atmosphere;	89.03%
With dmap; dicyclohexyl-carbodiimide In acetonitrile at 40℃; for 4h; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;	89.03%

: 1077-28-7, 62-46-4
Thioctic acid

: 531-75-9
esculin

: C23H28O10S2

Conditions

Conditions	Yield
With thionyl chloride; dicyclohexyl-carbodiimide In acetonitrile at 35℃; for 4h; Temperature; Reagent/catalyst; Solvent; Inert atmosphere; Sonication;	88.79%

: 1200-22-2
(R)-1,2-dithiolane-3-pentanoic acid

: 531-75-9
esculin

: aesculin lipoic acid ester

Conditions

Conditions	Yield
With thionyl chloride; dicyclohexyl-carbodiimide In acetonitrile at 35℃; for 4h; Reagent/catalyst; Temperature; Inert atmosphere; Sonication;	88.79%

: 100-44-7
benzyl chloride

: 531-75-9
esculin

: 7-benzyloxy-6-D-glucopyranosyloxycoumarin

Conditions

Conditions	Yield
With potassium iodide; potassium carbonate In N-methyl-acetamide	86.4%

: 99-90-1
para-bromoacetophenone

: 531-75-9
esculin

: C23H22O10

Conditions

Conditions	Yield
With caesium carbonate In dimethyl sulfoxide at 20℃; for 24h; Heck Reaction; Irradiation; Inert atmosphere; stereoselective reaction;	80%

: 38940-62-4
3-acetyl-5-bromopyridine

: 531-75-9
esculin

: C22H21NO10

Conditions

Conditions	Yield
With potassium dihydrogenphosphate at 25℃; for 16h; Inert atmosphere; Irradiation;	80%

: 106-95-6
allyl bromide

: 531-75-9
esculin

: 241155-08-8
6-[1-(β-D-(glucopyranosyloxy))]-7-(3-alyloxy)-2H-1-benzopyran-2-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 9h; Alkylation;	62%
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 7h;

: 531-75-9
esculin

: esculin 7,3',4',5',6'-O-pentasulfate

Conditions

Conditions	Yield
With triethylamine sulfur trioxide In N,N-dimethyl acetamide at 65℃; for 23h;	60%
Stage #1: esculin With triethylamine sulfur trioxide In N,N-dimethyl acetamide at 65℃; for 24h; Stage #2: With triethylamine In N,N-dimethyl acetamide; acetone at 4℃; for 24h; Stage #3: With sodium acetate In water	26%

: 99-91-2
para-chloroacetophenone

: 531-75-9
esculin

: C23H22O10

Conditions

Conditions	Yield
With caesium carbonate In dimethyl sulfoxide at 20℃; for 36h; Heck Reaction; Irradiation; Inert atmosphere; stereoselective reaction;	46%

: 79-44-7
N,N-Dimethylcarbamoyl chloride

: 531-75-9
esculin

A: C18H21NO10

B: C21H26N2O11

Conditions

Conditions	Yield
Stage #1: esculin With pyridine; tetra(n-butyl)ammonium hydroxide; sodium hydroxide at 20℃; for 0.166667h; Stage #2: N,N-Dimethylcarbamoyl chloride	A 37% B 1.3%

...Expand

: 102-92-1
cinnamoyl chloride

: 531-75-9
esculin

: C24H22O10

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 20℃; for 0.333333h;	27%

: 122-01-0
4-chloro-benzoyl chloride

: 531-75-9
esculin

: C22H19ClO10

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 20℃; for 0.333333h;	24%

: 403-43-0
4-fluorobenzoyl chloride

: 531-75-9
esculin

: C22H19FO10

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 20℃; for 0.333333h;	16%

: 52820-26-5
4-hydroxyphenylacryloyl chloride

: 531-75-9
esculin

: C24H22O11

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 20℃; for 0.333333h;	7.7%

: 138769-50-3
4-hydroxy-3-methoxyphenylacryloyl chloride

: 531-75-9
esculin

: C25H24O12

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 20℃; for 0.333333h;	6.5%

: 186581-53-3, 908094-01-9
diazomethane

: 531-75-9
esculin

: 20186-29-2
7-methoxycoumarin-6-β-D-glucopyranoside

Conditions

Conditions	Yield
With methanol; diethyl ether
With diethyl ether; ethanol

: 531-75-9
esculin

: 74-88-4
methyl iodide

: 20186-29-2
7-methoxycoumarin-6-β-D-glucopyranoside

Conditions

Conditions	Yield
With potassium hydroxide
With potassium carbonate; acetone
With methanol; potassium carbonate

: 77-78-1
dimethyl sulfate

: 531-75-9
esculin

: 776-86-3
isoscopoletin

Conditions

Conditions	Yield
With sulfuric acid; potassium carbonate In acetone
With rhamnodiastase; potassium carbonate 1) acetone; 2) enzymatic hydrolysis;; Multistep reaction;

: 531-75-9
esculin

: 2280-44-6
D-Glucose

Conditions

Conditions	Yield
With β-D-glucosidase of Sclerotium rolfsii In water at 65℃; for 0.5h; enzymic hydrolysis, rate;

: 531-75-9
esculin

A: 2280-44-6
D-Glucose

B: 305-01-1
aesculetin

Conditions

Conditions	Yield
With sulfuric acid
With citrate buffer; phosphate buffer; soybean β-glucosidase at 40℃; pH=5.0; Enzyme kinetics;
With β-cyclodextrin dicyanohydrin; Fe(III) ammonium citrate In phosphate buffer at 25 - 60℃; pH=8.0; Kinetics;

: 531-75-9
esculin

A: 492-62-6
alpha-D-glucopyranose

B: 305-01-1
aesculetin

Conditions

Conditions	Yield
With sulfuric acid hydrolysis;

: 531-75-9
esculin

: 305-01-1
aesculetin

Conditions

Conditions	Yield
With acetate buffer; β-glucosidase at 37℃;
With MES buffer; β-glucosidase at 37℃; for 0.5h; pH=7.0;
With naringinase from Aspergillus aculeatus JMUdb058 In aq. buffer at 50 - 100℃; for 0.583333h; pH=4; Kinetics; Enzymatic reaction;
With water; acetic acid In ethanol at 150℃; under 15201 Torr; for 1h; pH=2.6; Reagent/catalyst; Microwave irradiation; Sealed tube;

: 100-39-0
benzyl bromide

: 531-75-9
esculin

: 34340-36-8
7-benzyloxy-6-β-D-glucopyranosyloxy-coumarin

Conditions

Conditions	Yield
With potassium carbonate In ethanol Heating;

: 531-75-9
esculin

: 66300-99-0
7-allyloxy-6-benzyloxy-chromen-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 62 percent / K2CO3 / dimethylformamide / 9 h / 90 °C 2: 79 percent / H2SO4 / H2O 3: 63 percent / K2CO3; NaI / dimethylformamide View Scheme

: 531-75-9
esculin

: 66301-00-6
8-allyl-6-benzyloxy-7-hydroxy-chromen-2-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 62 percent / K2CO3 / dimethylformamide / 9 h / 90 °C 2: 79 percent / H2SO4 / H2O 3: 63 percent / K2CO3; NaI / dimethylformamide 4: 87 percent / 215 - 225 °C / 1 Torr View Scheme

Esculin Chemical Properties

Molecular Structure of 2H-1-Benzopyran-2-one,6-(b-D-glucopyranosyloxy)-7-hydroxy- (CAS NO.531-75-9):

IUPAC Name: 7-Hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
Empirical Formula: C₁₅H₁₆O₉
Molecular Weight: 340.2821
H bond acceptors: 9
H bond donors: 5
Freely Rotating Bonds: 8
Polar Surface Area: 90.91 Å²
Index of Refraction: 1.689
Molar Refractivity: 77.35 cm³
Molar Volume: 202.6 cm³
Surface Tension: 92.6 dyne/cm
Density: 1.679 g/cm³
Flash Point: 262.8 °C
Enthalpy of Vaporization: 107.28 kJ/mol
Boiling Point: 697.7 °C at 760 mmHg
Vapour Pressure: 1.97E-20 mmHg at 25 °C
Melting Point: 203 °C
storage temp: Store at RT.
solubility methanol: 50 mg/mL hot, clear to very faintly turbid, yellow-green fluoresc.
Water Solubility: MODERATELY SOLUBLE
InChI: InChI=1/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17/h1-4,10,12-17,19-21H,5H2/t10?,12-,13+,14-,15-/m1/s1
Smiles: c12c(cc(O)c(c1)O[C@@H]1O[C@@H]([C@@H](O)[C@@H]([C@H]1O)O)CO)oc(=O)cc2
Product Categories: Biochemistry; Glucose;Glycosides; Sugars;Functional Products; Natural Plant Extract; Pyrrolidonyl peptidase; Enzyme Substrates; Substrates by Enzyme

Esculin Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	1900mg/kg (1900mg/kg)		Acta Pharmaceutica Vol. 48, Pg. 127, 1998.

Esculin Safety Profile

Hazard Codes: F, Corrosive C, Irritant Xi
Risk Statements: 11-20/21/22-34-68/20/21/22-36/37/38
R11:Highly flammable.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R34:Causes burns.
R68:Possible risk of irreversible effects.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-45-24/25-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S24/25:Avoid contact with skin and eyes.
S36/37:Wear suitable protective clothing and gloves.
RIDADR: UN 2924 3/PG 2
WGK Germany: 3
RTECS: DJ3085000
F: 3-10-23

Esculin Specification

2H-1-Benzopyran-2-one,6-(b-D-glucopyranosyloxy)-7-hydroxy- , with CAS number of 531-75-9, can be called 2H-1-Benzopyran-2-one, 6-(beta-D-glucopyranosyloxy)-7-hydroxy- ; 6-(beta-d-glucopyranosyloxy)-7-hydroxy-2h-1-benzopyran-2-on ; Bicolorin;Crataegin ; Enallachrome ; Escosyl ; Esculetin 6-beta-D-glucoside ; Esculine .

Product Name

Esculin

Synthetic route

Esculin Chemical Properties

Esculin Toxicity Data With Reference

Esculin Safety Profile

Esculin Specification

Related Products

Hot Products