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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 11:07:35 UTC

Update Date

2021-09-24 11:07:35 UTC

HMDB ID

HMDB0304613

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tovophyllin A

Description

6,8,12-trihydroxy-2,2-dimethyl-7,11-bis(3-methylbut-2-en-1-yl)-2,5-dihydro-1,10-dioxatetraphen-5-one belongs to the class of organic compounds known as 4-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 4-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. Based on a literature review very few articles have been published on 6,8,12-trihydroxy-2,2-dimethyl-7,11-bis(3-methylbut-2-en-1-yl)-2,5-dihydro-1,10-dioxatetraphen-5-one.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309272007402D          

 34 37  0  0  0  0            999 V2000
 2494.9026 2493.4768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2493.4737 2496.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.7677 2497.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.7677 2498.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2493.4820 2498.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.0532 2498.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2491.2344 2493.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2491.7644 2492.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.0449 2495.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2496.3316 2493.4768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.7626 2495.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.7626 2494.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.4771 2494.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.1916 2494.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9059 2494.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.1916 2493.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2493.4738 2495.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.7594 2495.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.3324 2494.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0468 2494.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0468 2495.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.3324 2495.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2494.9029 2494.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2495.6174 2494.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2495.6174 2495.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2494.9029 2495.9515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2494.1885 2495.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2494.1885 2494.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.7601 2493.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2493.4745 2493.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2493.4745 2494.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.7601 2494.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.0456 2494.3017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2492.0456 2493.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 11  1  0  0  0  0
 20 12  1  0  0  0  0
 19 10  1  0  0  0  0
 18  9  1  0  0  0  0
 17  2  1  0  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  2  0  0  0  0
 27 28  1  0  0  0  0
 29 30  2  0  0  0  0
 29 34  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
  1 23  2  0  0  0  0
 27 17  2  0  0  0  0
 22 25  1  0  0  0  0
 24 19  1  0  0  0  0
 34  8  1  0  0  0  0
 34  7  1  0  0  0  0
 18 32  2  0  0  0  0
 31 28  2  0  0  0  0
M  END

HMDB0304613
     RDKit          3D
Tovophyllin A
 64 67  0  0  0  0  0  0  0  0999 V2000
    7.8134    0.2100   -1.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2390   -0.6661   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0812   -0.9431    1.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0291   -1.2219   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1076   -1.0294   -1.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8257   -0.4282   -0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015    0.9050   -0.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8512    1.6814   -0.6735 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5246    1.5105   -0.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3976    0.6781   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2339    1.1742    0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8901    0.5131    0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0633    1.1645    0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    2.6167    0.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2074    3.2425    1.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7839    4.1863    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1914    4.6380   -0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0338    4.8168    1.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2246    0.4764    0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4159    1.0946    0.9765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2281   -0.8956    0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466   -1.5735    0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8658   -0.8690   -0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3180   -1.4730   -0.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3985   -2.6810   -0.6298 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556   -0.6713   -0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6714   -1.2272   -0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8192   -2.5283   -1.0601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0741   -2.9975   -0.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2646   -3.6241   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5147   -2.9558    0.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5357   -3.1378   -0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1130   -3.6734    1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4003   -1.6011    0.4798 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9167    0.1417   -0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5300   -0.0357   -2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5721    1.2747   -0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1304   -0.0930    1.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1275   -1.0927    0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8067   -1.8864    1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6813   -1.8586    0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9107   -2.0379   -1.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5376   -0.4266   -2.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8188    2.6651   -0.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949    2.5576   -0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1404    2.7559    1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5696    3.0753   -0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6440    2.9180    2.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1538    4.9937   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1699    3.7973   -1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7792    5.4632   -1.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3014    4.5296    2.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9754    5.9204    1.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9133    4.5406    0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2778    0.5784    1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3875   -3.3622   -1.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2156   -3.5637   -0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430   -4.6898   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0516   -2.7415   -1.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8459   -4.1783   -0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4013   -2.4741   -0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8900   -3.0171    1.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5605   -4.6223    1.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3272   -3.8424    2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 22 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
 27  6  1  0
 26 10  1  0
 23 12  1  0
 34 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  8 44  1  0
  9 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 20 55  1  0
 28 56  1  0
 29 57  1  0
 30 58  1  0
 32 59  1  0
 32 60  1  0
 32 61  1  0
 33 62  1  0
 33 63  1  0
 33 64  1  0
M  END


  Mrv1652309272007402D          

 34 37  0  0  0  0            999 V2000
 2494.9026 2493.4768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2493.4737 2496.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.7677 2497.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.7677 2498.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2493.4820 2498.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.0532 2498.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2491.2344 2493.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2491.7644 2492.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.0449 2495.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2496.3316 2493.4768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.7626 2495.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.7626 2494.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.4771 2494.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.1916 2494.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9059 2494.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.1916 2493.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2493.4738 2495.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.7594 2495.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.3324 2494.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0468 2494.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0468 2495.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.3324 2495.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2494.9029 2494.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2495.6174 2494.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2495.6174 2495.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2494.9029 2495.9515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2494.1885 2495.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2494.1885 2494.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.7601 2493.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2493.4745 2493.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2493.4745 2494.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.7601 2494.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2492.0456 2494.3017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2492.0456 2493.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 11  1  0  0  0  0
 20 12  1  0  0  0  0
 19 10  1  0  0  0  0
 18  9  1  0  0  0  0
 17  2  1  0  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  2  0  0  0  0
 27 28  1  0  0  0  0
 29 30  2  0  0  0  0
 29 34  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
  1 23  2  0  0  0  0
 27 17  2  0  0  0  0
 22 25  1  0  0  0  0
 24 19  1  0  0  0  0
 34  8  1  0  0  0  0
 34  7  1  0  0  0  0
 18 32  2  0  0  0  0
 31 28  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304613

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C(O)C2=C(OC3=C(CC=C(C)C)C(O)=C4OC(C)(C)C=CC4=C3C2=O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C28H30O6/c1-14(2)7-9-16-19(29)13-20-22(23(16)30)25(32)21-17-11-12-28(5,6)34-27(17)24(31)18(26(21)33-20)10-8-15(3)4/h7-8,11-13,29-31H,9-10H2,1-6H3

> <INCHI_KEY>
ADFJMFQSYNRLEH-UHFFFAOYSA-N

> <FORMULA>
C28H30O6

> <MOLECULAR_WEIGHT>
462.542

> <EXACT_MASS>
462.204238686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
51.07329480959926

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6,8,12-trihydroxy-2,2-dimethyl-7,11-bis(3-methylbut-2-en-1-yl)-2,5-dihydro-1,10-dioxatetraphen-5-one

> <ALOGPS_LOGP>
5.34

> <JCHEM_LOGP>
7.056701656

> <ALOGPS_LOGS>
-5.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.834539747748191

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.185758530283859

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7493962104853247

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
135.63799999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tovophylline A

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304613
     RDKit          3D
Tovophyllin A
 64 67  0  0  0  0  0  0  0  0999 V2000
    7.8134    0.2100   -1.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2390   -0.6661   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0812   -0.9431    1.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0291   -1.2219   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1076   -1.0294   -1.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8257   -0.4282   -0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015    0.9050   -0.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8512    1.6814   -0.6735 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5246    1.5105   -0.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3976    0.6781   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2339    1.1742    0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8901    0.5131    0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0633    1.1645    0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    2.6167    0.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2074    3.2425    1.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7839    4.1863    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1914    4.6380   -0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0338    4.8168    1.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2246    0.4764    0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4159    1.0946    0.9765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2281   -0.8956    0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466   -1.5735    0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8658   -0.8690   -0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3180   -1.4730   -0.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3985   -2.6810   -0.6298 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556   -0.6713   -0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6714   -1.2272   -0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8192   -2.5283   -1.0601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0741   -2.9975   -0.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2646   -3.6241   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5147   -2.9558    0.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5357   -3.1378   -0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1130   -3.6734    1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4003   -1.6011    0.4798 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9167    0.1417   -0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5300   -0.0357   -2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5721    1.2747   -0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1304   -0.0930    1.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1275   -1.0927    0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8067   -1.8864    1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6813   -1.8586    0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9107   -2.0379   -1.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5376   -0.4266   -2.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8188    2.6651   -0.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949    2.5576   -0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1404    2.7559    1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5696    3.0753   -0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6440    2.9180    2.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1538    4.9937   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1699    3.7973   -1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7792    5.4632   -1.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3014    4.5296    2.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9754    5.9204    1.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9133    4.5406    0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2778    0.5784    1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3875   -3.3622   -1.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2156   -3.5637   -0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430   -4.6898   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0516   -2.7415   -1.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8459   -4.1783   -0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4013   -2.4741   -0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8900   -3.0171    1.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5605   -4.6223    1.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3272   -3.8424    2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 22 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
 27  6  1  0
 26 10  1  0
 23 12  1  0
 34 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  8 44  1  0
  9 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 20 55  1  0
 28 56  1  0
 29 57  1  0
 30 58  1  0
 32 59  1  0
 32 60  1  0
 32 61  1  0
 33 62  1  0
 33 63  1  0
 33 64  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    4657.1524654.490   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    4654.4844660.650   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    4653.1664661.442   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    4653.1664662.982   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    4654.5004663.753   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4651.8334663.753   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4650.3044654.758   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4651.2944653.042   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    4651.8174659.110   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    4659.8194654.490   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    4662.4904659.110   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    4662.4904656.030   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    4663.8244656.798   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    4665.1584656.030   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4666.4914656.798   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4665.1584654.490   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    4654.4844659.109   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    4653.1514658.339   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    4659.8204656.029   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    4661.1544656.799   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    4661.1544658.339   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    4659.8204659.109   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    4657.1524656.029   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    4658.4864656.799   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    4658.4864658.339   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0    4657.1524659.109   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0    4655.8194658.339   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    4655.8194656.799   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    4653.1524653.720   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    4654.4864654.489   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    4654.4864656.030   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    4653.1524656.799   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0    4651.8184656.030   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0    4651.8184654.489   0.000  0.00  0.00           C+0
CONECT    1   23                                                            
CONECT    2    3   17                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7   34                                                            
CONECT    8   34                                                            
CONECT    9   18                                                            
CONECT   10   19                                                            
CONECT   11   21                                                            
CONECT   12   13   20                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   18    2   27                                                  
CONECT   18   17    9   32                                                  
CONECT   19   20   10   24                                                  
CONECT   20   19   21   12                                                  
CONECT   21   20   22   11                                                  
CONECT   22   21   25                                                       
CONECT   23   24   28    1                                                  
CONECT   24   23   25   19                                                  
CONECT   25   24   26   22                                                  
CONECT   26   25   27                                                       
CONECT   27   28   26   17                                                  
CONECT   28   23   27   31                                                  
CONECT   29   30   34                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   28                                                  
CONECT   32   31   33   18                                                  
CONECT   33   32   34                                                       
CONECT   34   29   33    8    7                                             
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0304613
HETATM    1  C1  UNL     1       7.813   0.210  -1.034  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.239  -0.666  -0.007  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.081  -0.943   1.207  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.029  -1.222  -0.088  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.108  -1.029  -1.222  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.826  -0.428  -0.866  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.702   0.905  -0.598  1.00  0.00           C  
HETATM    8  O1  UNL     1       4.851   1.681  -0.674  1.00  0.00           O  
HETATM    9  C8  UNL     1       2.525   1.510  -0.264  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.398   0.678  -0.203  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.234   1.174   0.109  1.00  0.00           O  
HETATM   12  C10 UNL     1      -0.890   0.513   0.201  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.063   1.164   0.543  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.969   2.617   0.788  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.207   3.242   1.251  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.784   4.186   0.552  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.191   4.638  -0.721  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.034   4.817   1.022  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.225   0.476   0.637  1.00  0.00           C  
HETATM   20  O3  UNL     1      -4.416   1.095   0.976  1.00  0.00           O  
HETATM   21  C18 UNL     1      -3.228  -0.896   0.387  1.00  0.00           C  
HETATM   22  C19 UNL     1      -2.047  -1.573   0.038  1.00  0.00           C  
HETATM   23  C20 UNL     1      -0.866  -0.869  -0.057  1.00  0.00           C  
HETATM   24  C21 UNL     1       0.318  -1.473  -0.393  1.00  0.00           C  
HETATM   25  O4  UNL     1       0.398  -2.681  -0.630  1.00  0.00           O  
HETATM   26  C22 UNL     1       1.456  -0.671  -0.462  1.00  0.00           C  
HETATM   27  C23 UNL     1       2.671  -1.227  -0.794  1.00  0.00           C  
HETATM   28  O5  UNL     1       2.819  -2.528  -1.060  1.00  0.00           O  
HETATM   29  C24 UNL     1      -2.074  -2.997  -0.218  1.00  0.00           C  
HETATM   30  C25 UNL     1      -3.265  -3.624  -0.107  1.00  0.00           C  
HETATM   31  C26 UNL     1      -4.515  -2.956   0.254  1.00  0.00           C  
HETATM   32  C27 UNL     1      -5.536  -3.138  -0.874  1.00  0.00           C  
HETATM   33  C28 UNL     1      -5.113  -3.673   1.473  1.00  0.00           C  
HETATM   34  O6  UNL     1      -4.400  -1.601   0.480  1.00  0.00           O  
HETATM   35  H1  UNL     1       8.917   0.142  -0.999  1.00  0.00           H  
HETATM   36  H2  UNL     1       7.530  -0.036  -2.075  1.00  0.00           H  
HETATM   37  H3  UNL     1       7.572   1.275  -0.775  1.00  0.00           H  
HETATM   38  H4  UNL     1       8.130  -0.093   1.890  1.00  0.00           H  
HETATM   39  H5  UNL     1       9.128  -1.093   0.821  1.00  0.00           H  
HETATM   40  H6  UNL     1       7.807  -1.886   1.696  1.00  0.00           H  
HETATM   41  H7  UNL     1       5.681  -1.859   0.718  1.00  0.00           H  
HETATM   42  H8  UNL     1       4.911  -2.038  -1.695  1.00  0.00           H  
HETATM   43  H9  UNL     1       5.538  -0.427  -2.052  1.00  0.00           H  
HETATM   44  H10 UNL     1       4.819   2.665  -0.487  1.00  0.00           H  
HETATM   45  H11 UNL     1       2.395   2.558  -0.047  1.00  0.00           H  
HETATM   46  H12 UNL     1      -1.140   2.756   1.541  1.00  0.00           H  
HETATM   47  H13 UNL     1      -1.570   3.075  -0.150  1.00  0.00           H  
HETATM   48  H14 UNL     1      -3.644   2.918   2.186  1.00  0.00           H  
HETATM   49  H15 UNL     1      -2.154   4.994  -0.504  1.00  0.00           H  
HETATM   50  H16 UNL     1      -3.170   3.797  -1.457  1.00  0.00           H  
HETATM   51  H17 UNL     1      -3.779   5.463  -1.173  1.00  0.00           H  
HETATM   52  H18 UNL     1      -5.301   4.530   2.060  1.00  0.00           H  
HETATM   53  H19 UNL     1      -4.975   5.920   1.002  1.00  0.00           H  
HETATM   54  H20 UNL     1      -5.913   4.541   0.398  1.00  0.00           H  
HETATM   55  H21 UNL     1      -5.278   0.578   1.045  1.00  0.00           H  
HETATM   56  H22 UNL     1       2.387  -3.362  -1.132  1.00  0.00           H  
HETATM   57  H23 UNL     1      -1.216  -3.564  -0.487  1.00  0.00           H  
HETATM   58  H24 UNL     1      -3.243  -4.690  -0.305  1.00  0.00           H  
HETATM   59  H25 UNL     1      -5.052  -2.741  -1.807  1.00  0.00           H  
HETATM   60  H26 UNL     1      -5.846  -4.178  -0.979  1.00  0.00           H  
HETATM   61  H27 UNL     1      -6.401  -2.474  -0.658  1.00  0.00           H  
HETATM   62  H28 UNL     1      -5.890  -3.017   1.929  1.00  0.00           H  
HETATM   63  H29 UNL     1      -5.560  -4.622   1.116  1.00  0.00           H  
HETATM   64  H30 UNL     1      -4.327  -3.842   2.214  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3    4    4
CONECT    3   38   39   40
CONECT    4    5   41
CONECT    5    6   42   43
CONECT    6    7    7   27
CONECT    7    8    9
CONECT    8   44
CONECT    9   10   10   45
CONECT   10   11   26
CONECT   11   12
CONECT   12   13   13   23
CONECT   13   14   19
CONECT   14   15   46   47
CONECT   15   16   16   48
CONECT   16   17   18
CONECT   17   49   50   51
CONECT   18   52   53   54
CONECT   19   20   21   21
CONECT   20   55
CONECT   21   22   34
CONECT   22   23   23   29
CONECT   23   24
CONECT   24   25   25   26
CONECT   26   27   27
CONECT   27   28
CONECT   28   56
CONECT   29   30   30   57
CONECT   30   31   58
CONECT   31   32   33   34
CONECT   32   59   60   61
CONECT   33   62   63   64
END

HMDB0304613
     RDKit          3D
Tovophyllin A
 64 67  0  0  0  0  0  0  0  0999 V2000
    7.8134    0.2100   -1.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2390   -0.6661   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0812   -0.9431    1.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0291   -1.2219   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1076   -1.0294   -1.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8257   -0.4282   -0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015    0.9050   -0.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8512    1.6814   -0.6735 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5246    1.5105   -0.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3976    0.6781   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2339    1.1742    0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8901    0.5131    0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0633    1.1645    0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685    2.6167    0.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2074    3.2425    1.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7839    4.1863    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1914    4.6380   -0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0338    4.8168    1.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2246    0.4764    0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4159    1.0946    0.9765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2281   -0.8956    0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466   -1.5735    0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8658   -0.8690   -0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3180   -1.4730   -0.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3985   -2.6810   -0.6298 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556   -0.6713   -0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6714   -1.2272   -0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8192   -2.5283   -1.0601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0741   -2.9975   -0.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2646   -3.6241   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5147   -2.9558    0.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5357   -3.1378   -0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1130   -3.6734    1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4003   -1.6011    0.4798 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9167    0.1417   -0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5300   -0.0357   -2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5721    1.2747   -0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1304   -0.0930    1.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1275   -1.0927    0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8067   -1.8864    1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6813   -1.8586    0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9107   -2.0379   -1.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5376   -0.4266   -2.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8188    2.6651   -0.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949    2.5576   -0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1404    2.7559    1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5696    3.0753   -0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6440    2.9180    2.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1538    4.9937   -0.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1699    3.7973   -1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7792    5.4632   -1.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3014    4.5296    2.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9754    5.9204    1.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9133    4.5406    0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2778    0.5784    1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3875   -3.3622   -1.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2156   -3.5637   -0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430   -4.6898   -0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0516   -2.7415   -1.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8459   -4.1783   -0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4013   -2.4741   -0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8900   -3.0171    1.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5605   -4.6223    1.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3272   -3.8424    2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 22 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
 27  6  1  0
 26 10  1  0
 23 12  1  0
 34 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  8 44  1  0
  9 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 20 55  1  0
 28 56  1  0
 29 57  1  0
 30 58  1  0
 32 59  1  0
 32 60  1  0
 32 61  1  0
 33 62  1  0
 33 63  1  0
 33 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₈H₃₀O₆

Average Molecular Weight

462.542

Monoisotopic Molecular Weight

462.204238686

IUPAC Name

6,8,12-trihydroxy-2,2-dimethyl-7,11-bis(3-methylbut-2-en-1-yl)-2,5-dihydro-1,10-dioxatetraphen-5-one

Traditional Name

tovophylline A

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(O)C2=C(OC3=C(CC=C(C)C)C(O)=C4OC(C)(C)C=CC4=C3C2=O)C=C1O

InChI Identifier

InChI=1S/C28H30O6/c1-14(2)7-9-16-19(29)13-20-22(23(16)30)25(32)21-17-11-12-28(5,6)34-27(17)24(31)18(26(21)33-20)10-8-15(3)4/h7-8,11-13,29-31H,9-10H2,1-6H3

InChI Key

ADFJMFQSYNRLEH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 4-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

4-prenylated xanthones

Alternative Parents

Substituents

2-prenylated xanthone
4-prenylated xanthone
Pyranoxanthone
2,2-dimethyl-1-benzopyran
Chromone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Pyran
Benzenoid
Vinylogous acid
Heteroaromatic compound
Ether
Polyol
Oxacycle
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.34	ALOGPS
logP	7.06	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	7.19	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	135.64 m³·mol⁻¹	ChemAxon
Polarizability	51.07 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	213.702	32859911
AllCCS	[M+H-H2O]+	211.426	32859911
AllCCS	[M+Na]+	216.394	32859911
AllCCS	[M+NH4]+	215.796	32859911
AllCCS	[M-H]-	206.875	32859911
AllCCS	[M+Na-2H]-	206.998	32859911
AllCCS	[M+HCOO]-	207.311	32859911
DeepCCS	[M+H]+	207.509	30932474
DeepCCS	[M-H]-	205.114	30932474
DeepCCS	[M-2H]-	237.997	30932474
DeepCCS	[M+Na]+	213.422	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tovophyllin A 10V, Positive-QTOF	splash10-03di-1000900000-672b533d2e6105dff0db	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tovophyllin A 20V, Positive-QTOF	splash10-0a4i-6004900000-c59c0d4e9dda50a140c8	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tovophyllin A 40V, Positive-QTOF	splash10-0aor-9004200000-709ed659c23fdbc5baed	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tovophyllin A 10V, Negative-QTOF	splash10-03di-0000900000-66f44d1125a5e9384a4c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tovophyllin A 20V, Negative-QTOF	splash10-03di-0003900000-0891b2b269d1cb48b18d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tovophyllin A 40V, Negative-QTOF	splash10-0a6r-2329500000-d1051a2a31e114a12587	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tovophyllin A 10V, Positive-QTOF	splash10-0bt9-0002900000-383a9f289bf9dd392fa8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tovophyllin A 20V, Positive-QTOF	splash10-114j-0009700000-3796ebcbc0d64e1c7dc7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tovophyllin A 40V, Positive-QTOF	splash10-000b-0009100000-6db877172b6edb6c8ec2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tovophyllin A 10V, Negative-QTOF	splash10-03di-0000900000-58e26f8f0b80f4864bc6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tovophyllin A 20V, Negative-QTOF	splash10-03di-0000900000-84dcacd35f2cd0bb851a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tovophyllin A 40V, Negative-QTOF	splash10-090u-1314900000-213a600871828a2f2fb1	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093564

KNApSAcK ID

C00032366

Chemspider ID

23341774

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42645954

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Tovophyllin A (HMDB0304613)

MOL for HMDB0304613 (Tovophyllin A)

3D MOL for HMDB0304613 (Tovophyllin A)

3D SDF for HMDB0304613 (Tovophyllin A)

3D-SDF for HMDB0304613 (Tovophyllin A)

PDB for HMDB0304613 (Tovophyllin A)

3D PDB for HMDB0304613 (Tovophyllin A)

SMILES for HMDB0304613 (Tovophyllin A)

INCHI for HMDB0304613 (Tovophyllin A)

Structure for HMDB0304613 (Tovophyllin A)

3D Structure for HMDB0304613 (Tovophyllin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra