Aesculin

Aesculin, also called æsculin or esculin, is a coumarin glucoside that naturally occurs in the trees horse chestnut (Aesculus hippocastanum), California buckeye (Aesculus californica), prickly box (Bursaria spinosa), and daphnin (the dark green resin of Daphne mezereum). It is also found in dandelion coffee and olive bark. It is reported to present in olive bark, not in olive leaf, therefore, identification of aesculin (coumarin derivative) in abundant in an extract indicates the extract derived from olive bark.

Not to be confused with aescin, a saponin also found in horse chestnut.
Aesculin
Names
IUPAC name
6-(β-D-Glucopyranosyloxy)-7-hydroxy-2H-1-benzopyran-2-one
Systematic IUPAC name
7-Hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-1-benzopyran-2-one
Other names
  • Æsculin
  • Esculin
  • Esculetin 6-β-D-glucoside
  • 6,7-Dihydroxycoumarin 6-β-D-glucoside
  • 6,7-Dihydroxychromen-2-one 6-β-D-glucoside
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.007.744
EC Number
  • 208-517-5
KEGG
UNII
  • InChI=1S/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 Y
    Key: XHCADAYNFIFUHF-TVKJYDDYSA-N Y
  • 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
    Key: XHCADAYNFIFUHF-TVKJYDDYBL
  • O=C/3Oc2c(cc(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)c(O)c2)\C=C\3
Properties
C15H16O9
Molar mass 340.282 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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