
 Madecassic acid

 84 88  0  0  0  0  0  0  0  0999 V2000
    0.7831   -1.3976    0.4259 C   0  0  0  0  0
    1.7252   -0.2936   -0.0590 C   0  0  0  0  0
    1.1226    1.0879    0.2194 C   0  0  0  0  0
    2.0197    2.2086   -0.3017 C   0  0  0  0  0
    3.4802    2.1479    0.2299 C   0  0  0  0  0
    4.2910    3.2259   -0.5262 C   0  0  0  0  0
    5.7924    3.1466   -0.2452 C   0  0  0  0  0
    6.4481    1.7611   -0.5296 C   0  0  0  0  0
    5.5963    0.6211    0.0867 C   0  0  0  0  0
    6.1958   -0.4617    0.6199 C   0  0  0  0  0
    7.6720   -0.6880    0.7386 C   0  0  0  0  0
    8.5384    0.2837   -0.0925 C   0  0  0  0  0
    7.9862    1.7412    0.0299 C   0  0  0  0  0
    8.8842    2.7232   -0.7629 C   0  0  0  0  0
   10.1115    2.1064   -1.4494 C   0  0  0  0  0
   10.9754    1.3178   -0.4193 C   0  0  0  0  0
   10.1260    0.0476    0.0590 C   0  0  0  0  0
   10.4267   -1.1975   -0.8463 C   0  0  0  0  0
   11.8809   -1.4934   -1.1624 C   0  0  0  0  0
   12.5917   -0.2609   -1.7203 C   0  0  0  0  0
   12.5050    1.0102   -0.8329 C   0  0  0  0  0
   13.1762    2.1505   -1.6549 C   0  0  0  0  0
   13.4304    0.8869    0.4186 C   0  0  0  0  0
   13.3075    2.0195    1.2791 O   0  0  0  0  0
   13.9586   -0.6173   -1.9712 O   0  0  0  0  0
   12.5896   -2.0081   -0.0375 O   0  0  0  0  0
   10.4729   -0.3261    1.5209 C   0  0  0  0  0
   10.7744    3.2134   -2.0476 O   0  0  0  0  0
    8.0349    2.2031    1.5171 C   0  0  0  0  0
    4.0620    0.7313   -0.0700 C   0  0  0  0  0
    3.1651   -0.4227    0.5116 C   0  0  0  0  0
    3.1649   -0.5521    2.0437 C   0  0  0  0  0
    6.4085    1.5215   -2.0753 C   0  0  0  0  0
    3.5475    2.5113    1.7192 C   0  0  0  0  0
    4.4253    2.2155    2.5130 O   0  0  0  0  0
    2.5507    3.3183    2.1344 O   0  0  0  0  0
    1.2206   -2.3864    0.2533 H   0  0  0  0  0
   -0.1670   -1.3549   -0.1180 H   0  0  0  0  0
    0.5547   -1.3022    1.4923 H   0  0  0  0  0
    1.7990   -0.4067   -1.1502 H   0  0  0  0  0
    0.9363    1.2228    1.2905 H   0  0  0  0  0
    0.1444    1.1659   -0.2717 H   0  0  0  0  0
    2.0333    2.1426   -1.3987 H   0  0  0  0  0
    1.5538    3.1754   -0.0738 H   0  0  0  0  0
    3.9397    4.2270   -0.2417 H   0  0  0  0  0
    4.1186    3.1475   -1.6062 H   0  0  0  0  0
    5.9287    3.4383    0.7982 H   0  0  0  0  0
    6.2880    3.9258   -0.8364 H   0  0  0  0  0
    5.6096   -1.2869    1.0110 H   0  0  0  0  0
    7.9095   -0.6250    1.8054 H   0  0  0  0  0
    7.8794   -1.7174    0.4248 H   0  0  0  0  0
    8.3330    0.0074   -1.1328 H   0  0  0  0  0
    8.3255    3.2926   -1.5111 H   0  0  0  0  0
    9.2412    3.5208   -0.0939 H   0  0  0  0  0
    9.8069    1.4487   -2.2704 H   0  0  0  0  0
   11.0462    1.9946    0.4434 H   0  0  0  0  0
    9.9787   -2.0914   -0.3945 H   0  0  0  0  0
    9.9315   -1.0625   -1.8172 H   0  0  0  0  0
   11.9267   -2.2885   -1.9173 H   0  0  0  0  0
   12.1454   -0.0332   -2.6970 H   0  0  0  0  0
   12.7740    2.2160   -2.6711 H   0  0  0  0  0
   14.2524    1.9748   -1.7810 H   0  0  0  0  0
   13.0785    3.1223   -1.1607 H   0  0  0  0  0
   14.4870    0.8063    0.1338 H   0  0  0  0  0
   13.2385    0.0070    1.0223 H   0  0  0  0  0
   13.8848    2.7145    0.9185 H   0  0  0  0  0
   14.2065   -1.2306   -1.2496 H   0  0  0  0  0
   12.0944   -2.7787    0.2939 H   0  0  0  0  0
   11.5256   -0.5318    1.6783 H   0  0  0  0  0
    9.9669   -1.2441    1.8377 H   0  0  0  0  0
   10.2056    0.4625    2.2253 H   0  0  0  0  0
   11.0060    3.8428   -1.3422 H   0  0  0  0  0
    7.7748    3.2609    1.6272 H   0  0  0  0  0
    9.0432    2.1232    1.9272 H   0  0  0  0  0
    7.3616    1.6345    2.1638 H   0  0  0  0  0
    3.9363    0.6023   -1.1579 H   0  0  0  0  0
    3.5624   -1.3695    0.1188 H   0  0  0  0  0
    4.1621   -0.4489    2.4767 H   0  0  0  0  0
    2.7996   -1.5427    2.3374 H   0  0  0  0  0
    2.5160    0.1815    2.5284 H   0  0  0  0  0
    5.3913    1.5680   -2.4771 H   0  0  0  0  0
    6.7903    0.5359   -2.3575 H   0  0  0  0  0
    6.9773    2.2682   -2.6341 H   0  0  0  0  0
    2.7688    3.4850    3.0758 H   0  0  0  0  0
  1  2  1  0  0  0
  1 37  1  0  0  0
  1 38  1  0  0  0
  1 39  1  0  0  0
  2 31  1  0  0  0
  2  3  1  0  0  0
  2 40  1  0  0  0
  3  4  1  0  0  0
  3 41  1  0  0  0
  3 42  1  0  0  0
  4  5  1  0  0  0
  4 43  1  0  0  0
  4 44  1  0  0  0
  5  6  1  0  0  0
  5 30  1  0  0  0
  5 34  1  0  0  0
  6  7  1  0  0  0
  6 45  1  0  0  0
  6 46  1  0  0  0
  7  8  1  0  0  0
  7 47  1  0  0  0
  7 48  1  0  0  0
  8 13  1  0  0  0
  8  9  1  0  0  0
  8 33  1  0  0  0
  9 10  2  0  0  0
  9 30  1  0  0  0
 10 11  1  0  0  0
 10 49  1  0  0  0
 11 12  1  0  0  0
 11 50  1  0  0  0
 11 51  1  0  0  0
 12 13  1  0  0  0
 12 17  1  0  0  0
 12 52  1  0  0  0
 13 29  1  0  0  0
 13 14  1  0  0  0
 14 15  1  0  0  0
 14 53  1  0  0  0
 14 54  1  0  0  0
 15 16  1  0  0  0
 15 28  1  0  0  0
 15 55  1  0  0  0
 16 21  1  0  0  0
 16 17  1  0  0  0
 16 56  1  0  0  0
 17 18  1  0  0  0
 17 27  1  0  0  0
 18 19  1  0  0  0
 18 57  1  0  0  0
 18 58  1  0  0  0
 19 20  1  0  0  0
 19 26  1  0  0  0
 19 59  1  0  0  0
 20 21  1  0  0  0
 20 25  1  0  0  0
 20 60  1  0  0  0
 21 23  1  0  0  0
 21 22  1  0  0  0
 22 61  1  0  0  0
 22 62  1  0  0  0
 22 63  1  0  0  0
 23 24  1  0  0  0
 23 64  1  0  0  0
 23 65  1  0  0  0
 24 66  1  0  0  0
 25 67  1  0  0  0
 26 68  1  0  0  0
 27 69  1  0  0  0
 27 70  1  0  0  0
 27 71  1  0  0  0
 28 72  1  0  0  0
 29 73  1  0  0  0
 29 74  1  0  0  0
 29 75  1  0  0  0
 30 31  1  0  0  0
 30 76  1  0  0  0
 31 32  1  0  0  0
 31 77  1  0  0  0
 32 78  1  0  0  0
 32 79  1  0  0  0
 32 80  1  0  0  0
 33 81  1  0  0  0
 33 82  1  0  0  0
 33 83  1  0  0  0
 34 36  1  0  0  0
 34 35  2  0  0  0
 36 84  1  0  0  0
M  END

>  <Chemical Name>
Madecassic acid

>  <PubChem CID>
73412

>  <Formula>
C30H48O6

>  <Molecular Weight>
504.708000

>  <IUPAC Name>
(1S,2R,4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11R,12aR,14bS)-8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

>  <XlogP>
4.4

>  <Hydrogen Bond Donors>
5

>  <Hydrogen Bond Acceptors>
6

>  <Canonical SMILES>
CC1CCC2(CCC3(C(=CCC4C3(CC(C5C4(CC(C(C5(C)CO)O)O)C)O)C)C2C1C)C)C(=O)O

>  <Isomeric SMILES>
C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(C[C@H]([C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)O)O)C)O)C)[C@@H]2[C@H]1C)C)C(=O)O

>  <InChI Std. ID>
InChI=1S/C30H48O6/c1-16-9-10-30(25(35)36)12-11-28(5)18(22(30)17(16)2)7-8-21-26(3)13-20(33)24(34)27(4,15-31)23(26)19(32)14-29(21,28)6/h7,16-17,19-24,31-34H,8-15H2,1-6H3,(H,35,36)/t16-,17+,19-,20-,21-,22+,23-,24+,26-,27+,28-,29-,30+/m1/s1

>  <InChI Key>
PRAUVHZJPXOEIF-AOLYGAPISA-N

