Ketcher 06231515032D 1   1.00000     0.00000     0

 24 27  0     1  0            999 V2000
   16.9097   -7.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7649   -8.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0420   -8.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9138   -6.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7608   -9.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6327   -7.5892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   15.1793   -7.5766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0504   -6.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6244   -9.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9055   -9.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4920   -8.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1834   -6.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4879   -9.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3240   -6.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2782   -7.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3515   -9.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3432  -10.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2110   -9.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2026  -11.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4753  -11.0800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0737   -9.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0694  -10.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9288  -11.0967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  1  3  2  0     0  0
  1  4  1  0     0  0
  2  5  2  0     0  0
  2  6  1  0     0  0
  3  7  1  0     0  0
  3  8  1  0     0  0
  4  9  2  0     0  0
  5 10  1  0     0  0
  5 11  1  0     0  0
  6 12  1  0     0  0
  8 13  1  0     0  0
 10 14  1  0     0  0
 13 15  1  0     0  0
 13 16  1  0     0  0
 14 17  1  1     0  0
 17 18  2  0     0  0
 17 19  1  0     0  0
 18 20  1  0     0  0
 18 21  1  0     0  0
 19 22  2  0     0  0
 20 23  2  0     0  0
 23 24  1  0     0  0
  7 11  2  0     0  0
  9 13  1  0     0  0
 12 14  1  0     0  0
 22 23  1  0     0  0
M  END
> <ID>
CHEBI:5369

> <NAME>
glabridin

> <DEFINITION>
A member of the class of  hydroxyisoflavans that is (R)-isoflavan substituted by hydroxy groups at positions 2' and 4' and a 2,2-dimethyl-2H-pyran group across positions 7 and 8 respectively.

> <STAR>
3

> <IUPAC_NAME>
4-[(3R)-8,8-dimethyl-3,4-dihydro-2H,8H-benzo[1,2-b:3,4-b']dipyran-3-yl]benzene-1,3-diol

> <FORMULA>
C20H20O4

> <MASS>
324.37040

> <MONOISOTOPIC_MASS>
324.13616

> <CHARGE>
0

> <SMILES>
CC1(C)Oc2ccc3C[C@@H](COc3c2C=C1)c1ccc(O)cc1O

> <INCHI>
InChI=1S/C20H20O4/c1-20(2)8-7-16-18(24-20)6-3-12-9-13(11-23-19(12)16)15-5-4-14(21)10-17(15)22/h3-8,10,13,21-22H,9,11H2,1-2H3/t13-/m0/s1

> <INCHIKEY>
LBQIJVLKGVZRIW-ZDUSSCGKSA-N

> <CAS_REGISTRY_NUMBER>
59870-68-7

> <REAXYS_REGISTRY_NUMBER>
7141956

> <CHEMIDPLUS>
59870-68-7

> <KEGG_COMPOUND_ACCESSION>
C10421

> <KNAPSACK_ACCESSION>
C00002529

> <LIPID_MAPS_INSTANCE_ACCESSION>
LMPK12080012

> <WIKIPEDIA_ACCESSION>
Glabridin

> <PUBMED_CITATION>
24361284; 25737160

$$$$