Structure Database (LMSD)

Common Name
Glyceollin IV
Systematic Name
6a,9-Dihydroxy-3-methoxy-2-prenylpterocarpan
Synonyms
  • (6aS,11aS)-3-methoxy-2-(3-methylbut-2-en-1-yl)-6H-[1]benzofuro[3,2-c][1]benzopyran-6a,9(11aH)-diol
LM ID
LMPK12070117
Formula
C21H22O5
Exact Mass
Calculate m/z
354.146725
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Pterocarpans [PK1207]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Viridiplantae (#33090)
Flavonoid imported from http://metabolomics.jp/
Glycine max (#3847)
Magnoliopsida (#3398)
Minor pterocarpinoids of soybean,
Tetrahedron Letts, 1978

String Representations

InChiKey (Click to copy)
WOKIXZBYDPTMJD-LEWJYISDSA-N
InChi (Click to copy)
InChI=1S/C21H22O5/c1-12(2)4-5-13-8-15-18(10-17(13)24-3)25-11-21(23)16-7-6-14(22)9-19(16)26-20(15)21/h4,6-10,20,22-23H,5,11H2,1-3H3/t20-,21+/m0/s1
SMILES (Click to copy)
C1(OC)C(C/C=C(\C)/C)=CC2[C@]3([H])OC4=CC(O)=CC=C4[C@]3(O)COC=2C=1

Other Databases

HMDB ID
HMDB0034264
CHEBI ID
133347
METABOLOMICS ID
FLIDHXNI0005
PubChem CID
92470518

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings 2
Rotatable Bonds 3
Van der Waals Molecular Volume 326.09
Topological Polar Surface Area 72.29
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 3.91
Molar Refractivity 97.49

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Created at
-
Updated at
3rd Feb 2026