Ketcher 02241714442D 1   1.00000     0.00000     0

 27 30  0     1  0            999 V2000
   19.9271   -5.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7929   -4.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1860   -4.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9271   -6.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0133   -5.4754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6588   -5.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5844   -3.5901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5913   -3.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1906   -4.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7929   -6.5692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6588   -6.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5247   -4.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0038   -2.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6029   -3.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5247   -6.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3907   -5.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0083   -2.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3907   -6.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2589   -4.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4231   -1.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2589   -6.5692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2589   -7.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6038   -3.9810    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.2588   -3.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1253   -3.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9919   -3.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1252   -2.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  1  3  1  0     0  0
  1  4  1  0     0  0
  1  5  1  6     0  0
  2  6  1  0     0  0
  2  7  1  0     0  0
  2 23  1  6     0  0
  3  8  1  0     0  0
  3  9  2  0     0  0
  4 10  1  0     0  0
  6 11  2  0     0  0
  6 12  1  0     0  0
  7  8  1  0     0  0
  8 13  2  0     0  0
  9 14  1  0     0  0
 10 11  1  0     0  0
 11 15  1  0     0  0
 12 16  2  0     0  0
 13 17  1  0     0  0
 14 17  2  0     0  0
 15 18  2  0     0  0
 16 18  1  0     0  0
 16 19  1  0     0  0
 17 20  1  0     0  0
 18 21  1  0     0  0
 21 22  1  0     0  0
 19 24  1  0     0  0
 24 25  2  0     0  0
 25 26  1  0     0  0
 25 27  1  0     0  0
M  END
> <ID>
CHEBI:133347

> <NAME>
glyceollin IV

> <DEFINITION>
A member of the class of pterocarpans carrying two hydroxy substituents at positions 6a and 9 as well as prenyl and methoxy substituents at positions 2 and 3 respectively.

> <STAR>
3

> <SYNONYM>
6a,9-Dihydroxy-3-methoxy-2-prenylpterocarpan

> <IUPAC_NAME>
(6aS,11aS)-3-methoxy-2-(3-methylbut-2-en-1-yl)-6H-[1]benzofuro[3,2-c][1]benzopyran-6a,9(11aH)-diol

> <FORMULA>
C21H22O5

> <MASS>
354.397

> <MONOISOTOPIC_MASS>
354.14672

> <CHARGE>
0

> <SMILES>
[C@@]12([C@](C3=C(OC1)C=C(C(=C3)CC=C(C)C)OC)(OC=4C2=CC=C(C4)O)[H])O

> <INCHI>
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

> <INCHIKEY>
WOKIXZBYDPTMJD-LEWJYISDSA-N

> <CAS_REGISTRY_NUMBER>
69393-94-8

> <KNAPSACK_ACCESSION>
C00009690

> <LIPID_MAPS_INSTANCE_ACCESSION>
LMPK12070117

> <PUBMED_CITATION>
19116342; 21561073; 25296697; 25369450

$$$$