Structure Database (LMSD)

Common Name
Licopyranocoumarin
Systematic Name
(+)-3-(2,4-Dihydroxyphenyl)-8-(hydroxymethyl)-6,7-dihydro-8-methyl-5-methoxy-2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one
Synonyms
LM ID
LMPK12160021
Formula
C21H20O7
Exact Mass
Calculate m/z
384.120905
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Other Flavonoids [PK1216]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Viridiplantae (#33090)
Flavonoid imported from http://metabolomics.jp/
Glycyrrhiza uralensis (#74613)
Magnoliopsida (#3398)
Phenolic Constituents of Licorice. II. : Structures of Licopyranocoumarin, Licoarylcoumarin and Glisoflavone, and Inhibitory Effects of Licorice Phenolics on Xanthine Oxidase,
Chem Pharm Bull (Tokyo), 1989

String Representations

InChiKey (Click to copy)
MOBCUWLJOZHPQL-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C21H20O7/c1-21(10-22)6-5-13-18(28-21)9-17-15(19(13)26-2)8-14(20(25)27-17)12-4-3-11(23)7-16(12)24/h3-4,7-9,22-24H,5-6,10H2,1-2H3
SMILES (Click to copy)
C12OC(C)(CO)CCC1=C(OC)C1C=C(C3C(O)=CC(O)=CC=3)C(=O)OC=1C=2

Other Databases

HMDB ID
HMDB0038874
CHEBI ID
175896
METABOLOMICS ID
FLIHALNP0002
PubChem CID
122851

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 4
Aromatic Rings 3
Rotatable Bonds 3
Van der Waals Molecular Volume 330.13
Topological Polar Surface Area 111.43
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 4.43
Molar Refractivity 103.35

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Created at
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Updated at
30th May 2025