Aesculin

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 Edit this at Wikidata
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 checkY
    Key: XHCADAYNFIFUHF-TVKJYDDYSA-N checkY
  • 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).
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Aesculin, also called æsculin or esculin, is a coumarin glucoside that naturally occurs in the trees horse chestnut (Aesculus hippocastanum),[1] California buckeye (Aesculus californica),[2] prickly box (Bursaria spinosa), and daphnin (the dark green resin of Daphne mezereum). It is also found in dandelion coffee and olive bark.[3] 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.[3]

  1. ^ "Plant poisons: Aesculin". University of Bristol. Retrieved July 17, 2018.
  2. ^ C. Michael Hogan (2008) California Buckeye: Aesculus californica, GlobalTwitcher.com, N. Stromberg ed.
  3. ^ a b Lo Giudice, V.; Faraone, I.; Bruno, M. R.; Ponticelli, M.; Labanca, F.; Bisaccia, D.; Massarelli, C.; Milella, L.; Todaro, L. (2021). "Olive Trees By-Products as Sources of Bioactive and Other Industrially Useful Compounds: A Systematic Review". Molecules (Basel, Switzerland). 26 (16): 5081. doi:10.3390/molecules26165081. PMC 8399450. PMID 34443669.