Structure Database (LMSD)

Common Name
Rhaponticin
Systematic Name
3',5-Dihydroxy-4'-methoxystilbene 3-O-β-D-glucopyranoside
Synonyms
  • Rhapontin
LM ID
LMPK13090002
Status
Active
Exact Mass
Calculate m/z
420.142035
Formula
C21H24O9
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Aromatic polyketides [PK13]
Diphenyl ethers, biphenyls, dibenzyls and stilbenes [PK1309]

String Representations

InChiKey (Click to copy)
GKAJCVFOJGXVIA-DXKBKAGUSA-N
InChi (Click to copy)
InChI=1S/C21H24O9/c1-28-16-5-4-11(8-15(16)24)2-3-12-6-13(23)9-14(7-12)29-21-20(27)19(26)18(25)17(10-22)30-21/h2-9,17-27H,10H2,1H3/b3-2+/t17-,18-,19+,20-,21-/m1/s1
SMILES (Click to copy)
C1=C(O)C=C(/C=C/C2=CC(O)=C(OC)C=C2)C=C1O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rheum rhabarbarum (#3621)
Magnoliopsida (#3398)
Rhaponticin from rhubarb rhizomes alleviates liver steatosis and improves blood glucose and lipid profiles in KK/Ay diabetic mice.,
Planta Med, 2009
Pubmed ID: 19235684

Other Databases

Wikipedia
Rhaponticin
KEGG ID
C10288
CHEBI ID
8824
PubChem CID
637213
Cayman ID
19867

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 2
Rotatable Bonds 6
Van der Waals Molecular Volume 373.61
Topological Polar Surface Area 151.14
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 2.17
Molar Refractivity 109.14

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Created at
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Updated at
5th Feb 2022