| Identification | More | [Name]
Esculin | [CAS]
531-75-9 | [Synonyms]
6,7-DIHYDROXYCOUMARIN 6-GLUCOSIDE
6,7-DIHYDROXYCOUMARIN-6-O-GLUCOSIDE
6-(beta-d-glucopyranosyloxy)-7-hydroxy-2h-1-benzopyran-2-one
6-(BETA-D-GLUCOPYRANOSYLOXY)-7-HYDROXY-2H-1-BEZOPYRAN-2-ONE
AESCULETIN
AESCULETIN-6B-D-GLUCOPYRANOSIDE
AESCULETIN-6-BETA-D-GLUCOPYRANOSIDE
AESCULIN
BICOLOIN
ESCULETIN-6-GLUCOSIDE
ESCULETIN-6-O-GLUCOSIDE
ESCULIN
ESCULOSIDE
POLYCHROME
POLYDROM
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 | [EINECS(EC#)]
208-517-5 | [Molecular Formula]
C15H16O9 | [MDL Number]
MFCD00006879 | [Molecular Weight]
340.28 | [MOL File]
531-75-9.mol |
| Chemical Properties | Back Directory | [Appearance]
White to nearly white | [Melting point ]
203 °C | [alpha ]
-88 º (c=2,dioxane/water1:1) | [Boiling point ]
396.1°C (rough estimate) | [density ]
0.791 g/mL at 20 °C
| [vapor pressure ]
0Pa at 25℃ | [refractive index ]
-79 ° (C=2.4, 50% Dioxane) | [Fp ]
15 °C | [storage temp. ]
Store at RT. | [solubility ]
methanol: 50 mg/mL hot, clear to very faintly turbid, yellow-green fluoresc.
| [form ]
Liquid | [pka]
7.00±0.20(Predicted) | [color ]
Clear | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [optical activity]
[α]20/D 41±2°, c = 5% in pyridine | [Water Solubility ]
MODERATELY SOLUBLE | [Merck ]
3698 | [InChIKey]
YRABYCJKUBFWQY-FHXAZYNBSA-N | [LogP]
-1.307 (est) | [Uses]
esculin is used as a skin protectant in ointments and creams. This is a glucoside compound originally obtained from the leaves and bark of the horse chestnut tree. | [CAS DataBase Reference]
531-75-9(CAS DataBase Reference) | [NIST Chemistry Reference]
7-Hydroxy-2-oxo-2h-chromen-6-yl hexopyranoside(531-75-9) | [EPA Substance Registry System]
531-75-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
F,C,Xi | [Risk Statements ]
R11:Highly Flammable.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R34:Causes burns.
R68/20/21/22:Harmful: possible risk of irreversible effects through inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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 label where 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 | [HS Code ]
29389090 |
| Questions And Answer | Back Directory | [Description]
Aesculin (also Esculin) is a glucoside compound, which occurs naturally in unprocessed seeds, leaves, bark, and flowers of horse chestnut. Aesculin is used for the identification of bacteria, for the treatment of hemorrhoids and venous peripheral diseases. In cosmetics, aesculin was found to be effective in the treatment of aging skin. Owing to its ultraviolet absorbing activity, aesculin is employed in tanning preparations. Aesculin can be also used as a substrate for the detection of ß-gluocosidase activity in polyacrylamide gels.
| [References]
[1] Anna D. Orla-Jensen, About the application of aesculin for the identification of bacteria, APMIS, 1934, vol. 11, 312-322
[2] S. Srijayanta, A. Raman and B. L. Goodwin, A comparative study of the constituents of Aesculus hippocastanum and Aesculus indica, Journal of Medical Food, 1999, vol. 2, 45-50
[3] Ki-Sun Kwon, Jaehoon Lee, Hyung Gyoo Kang and Yung Chil Hah, Detection of ß-Glucosidase Activity in Polyacrylamide Gels with Esculin as Substrate, Appl. Environ. Microbil., 1994, vol. 80, 4584-4586
[4] Dennis J Mckenna, Kenneth Jones, Kerry Hughes and Virginia M Tyler, Botanical Medicines: The Desk Reference for Major Herbal Supplements, Second Edition, 2011
|
| Hazard Information | Back Directory | [Chemical Properties]
White to nearly white | [Definition]
ChEBI: A hydroxycoumarin that is the 6-O-beta-D-glucoside of esculetin. | [General Description]
Esculin hydrate has vasoprotective and venotonic properties. | [Flammability and Explosibility]
Notclassified | [Biochem/physiol Actions]
Esculin is a coumarin glycoside that demonstrates antioxidant activitites and protection against chemically-induced carcinogenesis. Esculin is utilized in microbiology for the isolation and identification of Enterococcus (group D streptococci). |
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