Home > Compound List > Compound details
65914-17-2 molecular structure
click picture or here to close

(2S,3R,4S,5S)-2-{3-hydroxy-5-[2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

ChemBase ID: 154126
Molecular Formular: C20H22O8
Molecular Mass: 390.38388
Monoisotopic Mass: 390.13146766
SMILES and InChIs

SMILES:
c1cc(ccc1/C=C/c1cc(cc(c1)O[C@H]1[C@@H]([C@H]([C@@H](C(O1)CO)O)O)O)O)O
Canonical SMILES:
OCC1O[C@@H](Oc2cc(/C=C/c3ccc(cc3)O)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI:
InChI=1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2/t16?,17-,18+,19-,20-/m1/s1
InChIKey:
HSTZMXCBWJGKHG-DGDSNLKDSA-N

Cite this record

CBID:154126 http://www.chembase.cn/molecule-154126.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3R,4S,5S)-2-{3-hydroxy-5-[2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
IUPAC Traditional name
(2S,3R,4S,5S)-2-{3-hydroxy-5-[2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms
Piceid
Reservatrol-3-β-mono-D-glucoside
Resveratrol 3-O-β-D-glucopyranoside
Polydatin
CAS Number
65914-17-2
Beilstein Number
54837
PubChem SID
162248265
PubChem CID
71311798

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
15721 external link Add to cart Please log in.
Data Source Data ID
PubChem 71311798 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.101978  H Acceptors
H Donor LogD (pH = 5.5) 1.1342149 
LogD (pH = 7.4) 1.1257933  Log P 1.1343228 
Molar Refractivity 99.5999 cm3 Polarizability 38.961105 Å3
Polar Surface Area 139.84 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Optical Rotation
[α]1/D -66.0±2.0° in ethanol expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Purity
≥95% (HPLC) expand Show data source
Compostion
carbon, 60.5-62.5% expand Show data source
Empirical Formula (Hill Notation)
C20H22O8 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 15721 external link
Biochem/physiol Actions
Stilbene found in medicinal herbs. Antioxidant, anti-inflammatory and neuroprotective.
Application
Polydatin, a type of polyphenolic phytoalexin, has many physiological and pharmacological effects including anti-inflammatory and anti-oxidative activities. Polydatin is an effective candidate drug for the protection of photo-inflammation. Polydatin exhibits therapeutic potential for vascular dementia, most likely due to its anti-oxidant activity and the direct protection of neurons.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
    No data available
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle