Structure via PubChem · Public domain (PubChem)
esculin
Sign in to saveAlso known as Æsculin, Esculoside, Esculetin 6-O-glucoside, 6,7-Dihydroxycoumarin 6-glucoside, esculetin 6-beta-D-glucoside, 7-Hydroxy-6-glucosyloxy-2H-chromene, 6-(beta-D-Glucopyranosyloxy)-7-hydroxy-cumarin
Aesculin, also called æsculin or esculin, is a coumarin glucoside that naturally occurs in the trees horse chestnut (Aesculus hippocastanum), California buckeye (Aesculus californica), and prickly box (Bursaria spinosa). It is also found in daphnin (the dark green resin of Daphne mezereum), dandelion coffee, and olive bark. It is reported to be present in olive bark, but not in olive leaf; therefore, identification of aesculin in abundance in an olive extract indicates that the extract has been derived from olive bark.
Chemical data
- Formula
- C15H16O9
- Molecular weight
- 340.28 g/mol
- IUPAC name
- 7-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
- SMILES
- C1=CC(=O)OC2=CC(=C(C=C21)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
- InChIKey
- XHCADAYNFIFUHF-TVKJYDDYSA-N
- XLogP
- -0.6
- Polar surface area
- 146 Ų
- H-bond donors
- 5
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
1,019 papersvia PubMed
Wikidata facts
- Mass
- 340.079432
Show 5 more facts
- found in taxon
- Hydrophyllum virginianum
- chemical formula
- C₁₅H₁₆O₉
- isomeric SMILES
- C1=CC(=O)OC2=CC(=C(C=C21)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
- canonical SMILES
- C1=CC(=O)OC2=CC(=C(C=C21)OC3C(C(C(C(O3)CO)O)O)O)O
- has characteristic
- bitterness
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- Uses
- Aesculin hydrolysis test
- References
{{chembox | Watchedfields = changed | verifiedrevid = 477243218 | ImageFile=Aesculin.svg | ImageSize=200px | IUPACName=6-(β-D-Glucopyranosyloxy)-7-hydroxy-2H-1-benzopyran-2-one | SystematicName=7-Hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-1-benzopyran-2-one | OtherNames = |Section1= |Section2= |Section3= }}
Aesculin, also called æsculin or esculin, is a coumarin glucoside that naturally occurs in the trees horse chestnut (Aesculus hippocastanum), California buckeye (Aesculus californica), and prickly box (Bursaria spinosa). It is also found in daphnin (the dark green resin of Daphne mezereum), dandelion coffee, and olive bark. It is reported to be present in olive bark, but not in olive leaf; therefore, identification of aesculin in abundance in an olive extract indicates that the extract has been derived from olive bark.
Excerpted from Wikipedia’s “esculin” article, available under the CC BY-SA 4.0 licence.