CAS 65914-17-2|5-Trihydroxystilbene-3-beta-monoglucoside |Polydatin(Piceid)|5-Tsg|piceid|4|3|(2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-tri...

General Information

Structure

Molecular Formula

C₂₀H₂₂O₈

Molecular Mass

390.38388

Exact Mass

390.13146766

Charge

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/b2-1+/t16-,17-,18+,19-,20-/m1/s1

InChIKey

HSTZMXCBWJGKHG-CUYWLFDKSA-N

Canonic Smiles

OC[C@H]1O[C@@H](Oc2cc(/C=C/c3ccc(cc3)O)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O

Isomeric Smiles

[C@@H]1([C@@H]([C@H](O[C@H]([C@@H]1O)Oc1cc(cc(c1)/C=C/c1ccc(cc1)O)O)CO)O)O

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

Polarizability

38.961105

Polar Surface Area

139.84

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

5-Trihydroxystilbene-3-beta-monoglucoside Polydatin(Piceid)5-Tsg43Piceid(2S,3R,4S,5S,6R)-2-(3-hydroxy-5-((E)-4-hydroxystyryl)phenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol3,4′-5-Trihydroxystilbene-3-β-D-glucopyranoside3,4′-5-三羟基二苯乙烯-3-β-D-吡喃葡萄糖苷

IUPAC Traditional name

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

IUPAC name

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

Names and Identifiers

Registration numbers

CAS Number

PubChem SID

PubChem CID

MDL Number

Registration numbers

Properties

Safety Information

Storage Condition

-20°C

Personal Protective Equipment

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

MSDS Link

Download link

German water hazard class

Product Information

Salt Data

Free Base

Empirical Formula (Hill Notation)

C20H22O8

Purity

97%

Physical Property

Optical Rotation

[α]20/D -55°, c = 1 in acetone

Melting Point

223-226 °C(lit.)

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S2390

Research Area: Cardiovascular Disease
Biological Activity:
Polydatin(Piceid), 3,4’,5-trihydroxystilbene-3-β-mono-D-glucoside, the crystal component extracted from the root stem of perennial herbage Polygonum Cuspidatum Sieb.et Zucc. Polydatin protects cerebral cells from ischemic damages via improvement of microcirculation and inhibition of platelet aggregation. In addition, polydatin inhibits ICAM-1 expression in endothelial cells stimulated by lipopolysaccharide; it also attenuates adhesion between white blood cells and endothelial cells. [1]

Sigma Aldrich

572691

Packaging
1 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• Cheng Y, et al. Brain Res. 2006 Sep 19;1110(1):193-200.

References

Bioactivity

PubChem BioAssay

Bioactivity