Structure Database (LMSD)

Common Name
Reynoutrin
Systematic Name
3,5,7,3',4'-Pentahydroxyflavon 3-O-β-D-xylopyranoside
Synonyms
  • Quercetin 3-O-beta-D-xylopyranoside
LM ID
LMPK12113416
Formula
Exact Mass
Calculate m/z
434.084915
Status
Curated

Classification

Biological Context

Quercetin 3-O-β-D-xylopyranoside is a flavonoid glycoside that has been found in N. candida and has diverse biological activities.1,2,3 It reduces malondialdehyde (MDA) levels in isolated rat brain when used at a concentration of 10 µg/ml.1 Quercetin 3-O-β-D-xylopyranoside (10, 50, and 100 µg/ml) reduces LPS- and cerulein-induced increases in reactive oxygen species (ROS) production and levels of GRP78, a marker of endoplasmic reticulum stress, in an AR42J rat pancreatic acinar cell model of pancreatitis.2 In vivo, quercetin 3-O-β-D-xylopyranoside (12.5, 25, and 50 mg/kg) decreases serum TNF-α and IL-6 levels, myocardial MDA levels, and myocardial fibrosis, as well as improves cardiac function, in a rat model of ischemic heart failure.3

This information has been provided by Cayman Chemical

References

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Fallopia sachalinensis (#76036)
Magnoliopsida (#3398)
Studies on Medicinal Resources. IV. Components of the Leaves of Polygonum Reynoutyia Makino, and Polygonum sachalinense Fr. Schm..,
J. Pharm. Soc. Japan, 1956

String Representations

InChiKey (Click to copy)
PZZRDJXEMZMZFD-BWYUNELBSA-N
InChi (Click to copy)
InChI=1S/C20H18O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17,20-26,28H,6H2/t12-,15+,17-,20+/m1/s1
SMILES (Click to copy)
C1C=C(O)C(O)=CC=1C1=C(O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)C(=O)C2C(O)=CC(O)=CC=2O1

Other Databases

CHEBI ID
PubChem CID
Cayman ID
PDB ID

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 3
Rotatable Bonds 3
Van der Waals Molecular Volume 347.99
Topological Polar Surface Area 192.35
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 11
logP 2.43
Molar Refractivity 105.61

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Created at
25th Jun 2025
Updated at
25th Jun 2025