Structure Database (LMSD)

Common Name
Silandrin
Systematic Name
(2S)-2α-[[(2R,3R)-2,3-Dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-1,4-benzodioxin]-6-yl]-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one
Synonyms
LM ID
LMPK12140414
Formula
C25H22O9
Exact Mass
Calculate m/z
466.126385
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View studies deposited in Metabolomics Workbench in which this molecule has been identified

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Flavanones [PK1214]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Viridiplantae (#33090)
Flavonoid imported from http://metabolomics.jp/
Silybum marianum (#92921)
Magnoliopsida (#3398)
[Structure of silandrin and silymonin, two new flavanolignans from a white blooming Silybum marianum variety].,
Planta Med, 1981
Pubmed ID: 17402024

String Representations

InChiKey (Click to copy)
CRPGUMMYQABYES-DNVKUUNQSA-N
InChi (Click to copy)
InChI=1S/C25H22O9/c1-31-20-7-13(2-4-15(20)28)25-23(11-26)33-21-6-12(3-5-18(21)34-25)19-10-17(30)24-16(29)8-14(27)9-22(24)32-19/h2-9,19,23,25-29H,10-11H2,1H3/t19-,23+,25+/m0/s1
SMILES (Click to copy)
C1(O)C=C(O)C2C(=O)C[C@](C3=CC4O[C@@](CO)([H])[C@@]([H])(C5C=CC(O)=C(OC)C=5)OC=4C=C3)([H])OC=2C=1

Other Databases

KEGG ID
C08600
CHEBI ID
9138
METABOLOMICS ID
FL2FACNN0001
PubChem CID
441663

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 5
Aromatic Rings 3
Rotatable Bonds 4
Van der Waals Molecular Volume 399.27
Topological Polar Surface Area 141.12
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 3.96
Molar Refractivity 119.06

Admin

Created at
-
Updated at
8th May 2026