Structure via PubChem · Public domain (PubChem)
polydatin
Sign in to saveAlso known as 3,4,5-Trihydroxystilbene-3-beta-monoglucoside, 3,4',5-trihydroxystilbene-3-beta-D-glucoside, trans-resveratrol 3-beta-glucoside, trans-resveratrol 3-beta-D-glucoside, trans-resveratrol 3-O-beta-D-glucoside, 3,4'-5-Trihydroxystilbene-3-beta-D-glucopyranoside, Piceid
Piceid is a stilbenoid glucoside and is a major resveratrol derivative in grape juices. It can be found in the bark of the Sitka spruce (Picea sitchensis), hence its name. It can also be isolated from Japanese knotweed (Reynoutria japonica).
Chemical data
- Formula
- C20H22O8
- Molecular weight
- 390.4 g/mol
- IUPAC name
- (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
- SMILES
- C1=CC(=CC=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
- InChIKey
- HSTZMXCBWJGKHG-CUYWLFDKSA-N
- XLogP
- 1.7
- Polar surface area
- 140 Ų
- H-bond donors
- 6
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 390.131468
Show 4 more facts
- found in taxon
- Vitis vinifera
- chemical formula
- C₂₀H₂₂O₈
- canonical SMILES
- C1=CC(=CC=C1C=CC2=CC(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O
- isomeric SMILES
- C1=CC(=CC=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
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 400656814 | ImageFile = Piceid.svg | ImageSize = 250px | ImageCaption = Trans-piceid | IUPACName = 3-Hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethen-1-yl]phenyl β-D-glucopyranoside | SystematicName = (2S,3R,4S,5S,6R)-2-{3-Hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethen-1-yl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol | OtherNames = PolydatinResveratrol 3-β-mono-D-glucosidecis-Piceidtrans-Piceid3,5,4'-Trihydroxystilbene-3-O-β-D-glucopyranoside |Section1= |Section2= |Section7= }}
Piceid is a stilbenoid glucoside and is a major resveratrol derivative in grape juices. It can be found in the bark of the Sitka spruce (Picea sitchensis), hence its name. It can also be isolated from Japanese knotweed (Reynoutria japonica).
Excerpted from Wikipedia’s “polydatin” article, available under the CC BY-SA 4.0 licence.