Structure via PubChem · Public domain (PubChem)
trans-astringin
Sign in to saveAlso known as piceatannol 3-beta-glucoside, piceatannol 3-O-beta-D-glucoside, piceatannol 3-beta-D-glucoside, 3,4,3',5'-Tetrahydroxystilbene 3'-glucoside, (E)-Astringin
Astringin is a stilbenoid, the 3-β-D-glucoside of piceatannol. It can be found in the bark of Picea sitchensis and Picea abies (Norway spruce).
Chemical data
- Formula
- C20H22O9
- Molecular weight
- 406.4 g/mol
- IUPAC name
- (2S,3R,4S,5S,6R)-2-[3-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-5-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
- SMILES
- C1=CC(=C(C=C1/C=C/C2=CC(=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O
- InChIKey
- PERPNFLGJXUDDW-CUYWLFDKSA-N
- XLogP
- 0.7
- Polar surface area
- 160 Ų
- H-bond donors
- 7
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Has part
- carbon
- Mass
- 406.126382
Show 4 more facts
- found in taxon
- Abies nephrolepis
- chemical formula
- C₂₀H₂₂O₉
- canonical SMILES
- C1=CC(=C(C=C1C=CC2=CC(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)O
- isomeric SMILES
- C1=CC(=C(C=C1/C=C/C2=CC(=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477369056 | Name = Astringin | ImageFile = Astringin.svg | ImageSize = 300px | ImageName = Chemical structure of astringin | ImageAlt = Chemical structure of astringin | IUPACName = 3-[(E)-2-(2,3-Dihydroxyphenyl)ethen-1-yl]-5-hydroxyphenyl β-D-glucopyranoside | SystematicName = (2S,3R,4S,5S,6R)-2-{3-[(E)-2-(3,4-Dihydroxyphenyl)ethen-1-yl]-5-hydroxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol | OtherNames = |Section1= |Section2= |Section3= }}
Astringin is a stilbenoid, the 3-β-D-glucoside of piceatannol. It can be found in the bark of Picea sitchensis and Picea abies (Norway spruce).
Excerpted from Wikipedia’s “trans-astringin” article, available under the CC BY-SA 4.0 licence.