
 Frangulin B

 47 50  0  0  0  0  0  0  0  0999 V2000
    0.3250   -0.1010    0.2725 C   0  0  0  0  0
    1.8160    0.0461    0.1863 C   0  0  0  0  0
    2.4101    1.3071    0.0838 C   0  0  0  0  0
    3.8006    1.4287   -0.0142 C   0  0  0  0  0
    4.6249    0.2926   -0.0185 C   0  0  0  0  0
    4.0279   -0.9673    0.0633 C   0  0  0  0  0
    2.6323   -1.0897    0.1667 C   0  0  0  0  0
    4.8438   -2.1989    0.0226 C   0  0  0  0  0
    4.3091   -3.2991    0.0932 O   0  0  0  0  0
    6.3066   -2.0959   -0.1297 C   0  0  0  0  0
    7.0741   -3.2716   -0.2242 C   0  0  0  0  0
    8.4550   -3.1923   -0.3993 C   0  0  0  0  0
    9.0682   -1.9397   -0.4331 C   0  0  0  0  0
    8.3069   -0.7778   -0.3331 C   0  0  0  0  0
    6.9150   -0.8454   -0.1907 C   0  0  0  0  0
    6.1040    0.3872   -0.1107 C   0  0  0  0  0
    6.7041    1.4575   -0.1244 O   0  0  0  0  0
    8.9994    0.4024   -0.3936 O   0  0  0  0  0
    9.3122   -4.2452   -0.5336 O   0  0  0  0  0
    8.7583   -5.5174   -0.8744 C   0  0  0  0  0
    9.8882   -6.3825   -1.4721 C   0  0  0  0  0
    9.4434   -7.7785   -1.0523 C   0  0  0  0  0
    8.9359   -7.4867    0.3603 C   0  0  0  0  0
    8.2430   -6.2243    0.2710 O   0  0  0  0  0
   10.5423   -8.8451   -1.0922 C   0  0  0  0  0
   11.6315   -8.5708   -0.2194 O   0  0  0  0  0
    8.3620   -8.1972   -1.9066 O   0  0  0  0  0
   11.1728   -6.0547   -0.9094 O   0  0  0  0  0
    4.3344    2.6816   -0.1195 O   0  0  0  0  0
   -0.1600    0.8597    0.4749 H   0  0  0  0  0
    0.0559   -0.7830    1.0856 H   0  0  0  0  0
   -0.0682   -0.4921   -0.6710 H   0  0  0  0  0
    1.7802    2.1938    0.0795 H   0  0  0  0  0
    2.1791   -2.0794    0.2283 H   0  0  0  0  0
    6.5722   -4.2332   -0.1467 H   0  0  0  0  0
   10.1470   -1.8616   -0.5484 H   0  0  0  0  0
    8.3513    1.1401   -0.3013 H   0  0  0  0  0
    7.9497   -5.4274   -1.6121 H   0  0  0  0  0
    9.9529   -6.2431   -2.5558 H   0  0  0  0  0
    8.2294   -8.2397    0.7223 H   0  0  0  0  0
    9.7407   -7.3684    1.0935 H   0  0  0  0  0
   10.9337   -8.9513   -2.1105 H   0  0  0  0  0
   10.1300   -9.8218   -0.8158 H   0  0  0  0  0
   11.9098   -7.6479   -0.4109 H   0  0  0  0  0
    7.5201   -8.0564   -1.4341 H   0  0  0  0  0
   11.1362   -5.0971   -0.7024 H   0  0  0  0  0
    3.6374    3.3558   -0.0839 H   0  0  0  0  0
  1  2  1  0  0  0
  1 30  1  0  0  0
  1 31  1  0  0  0
  1 32  1  0  0  0
  2  3  2  0  0  0
  2  7  1  0  0  0
  3  4  1  0  0  0
  3 33  1  0  0  0
  4  5  2  0  0  0
  4 29  1  0  0  0
  5 16  1  0  0  0
  5  6  1  0  0  0
  6  8  1  0  0  0
  6  7  2  0  0  0
  7 34  1  0  0  0
  8 10  1  0  0  0
  8  9  2  0  0  0
 10 15  1  0  0  0
 10 11  2  0  0  0
 11 12  1  0  0  0
 11 35  1  0  0  0
 12 13  2  0  0  0
 12 19  1  0  0  0
 13 14  1  0  0  0
 13 36  1  0  0  0
 14 15  2  0  0  0
 14 18  1  0  0  0
 15 16  1  0  0  0
 16 17  2  0  0  0
 18 37  1  0  0  0
 19 20  1  0  0  0
 20 24  1  0  0  0
 20 21  1  0  0  0
 20 38  1  0  0  0
 21 22  1  0  0  0
 21 28  1  0  0  0
 21 39  1  0  0  0
 22 23  1  0  0  0
 22 27  1  0  0  0
 22 25  1  0  0  0
 23 24  1  0  0  0
 23 40  1  0  0  0
 23 41  1  0  0  0
 25 26  1  0  0  0
 25 42  1  0  0  0
 25 43  1  0  0  0
 26 44  1  0  0  0
 27 45  1  0  0  0
 28 46  1  0  0  0
 29 47  1  0  0  0
M  END

>  <Chemical Name>
Frangulin B

>  <PubChem CID>
442744

>  <Formula>
C20H18O9

>  <Molecular Weight>
402.355000

>  <IUPAC Name>
3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-1,8-dihydroxy-6-methylanthracene-9,10-dione

>  <XlogP>
1.3

>  <Hydrogen Bond Donors>
5

>  <Hydrogen Bond Acceptors>
9

>  <Canonical SMILES>
CC1=CC(=C2C(=C1)C(=O)C3=CC(=CC(=C3C2=O)O)OC4C(C(CO4)(CO)O)O)O

>  <Isomeric SMILES>
CC1=CC(=C2C(=C1)C(=O)C3=CC(=CC(=C3C2=O)O)O[C@H]4[C@@H]([C@](CO4)(CO)O)O)O

>  <InChI Std. ID>
InChI=1S/C20H18O9/c1-8-2-10-14(12(22)3-8)17(25)15-11(16(10)24)4-9(5-13(15)23)29-19-18(26)20(27,6-21)7-28-19/h2-5,18-19,21-23,26-27H,6-7H2,1H3/t18-,19-,20+/m0/s1

>  <InChI Key>
AEQMIFRODRFTJF-SLFFLAALSA-N

