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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:13:31 UTC

Update Date

2021-09-14 14:58:02 UTC

HMDB ID

HMDB0061028

Secondary Accession Numbers

HMDB61028

Metabolite Identification

Common Name

3'-demethyletoposide

Description

3'-demethyletoposide belongs to the class of organic compounds known as podophyllotoxins. These are tetralin lignans in which the benzene moiety of the tetralin skeleton is fused to a 1,3-dioxolane and the cyclohexane is fused to a butyrolactone (pyrrolidin-2-one). Based on a literature review very few articles have been published on 3'-demethyletoposide.

Structure

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

  Mrv0541 07091309132D          

 41 47  0  0  0  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6456   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5577   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6456   -1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3907   -2.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1607   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0727   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0727   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  1  0  0  0
 11  3  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  2  0  0  0  0
 13  6  2  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 15  3  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 17 16  2  0  0  0  0
 18  4  2  0  0  0  0
 19  8  1  0  0  0  0
 20 11  1  6  0  0  0
 20 12  1  0  0  0  0
 21 14  1  0  0  0  0
 21 20  1  0  0  0  0
 22 15  2  0  0  0  0
 22 18  1  0  0  0  0
 24 23  1  0  0  0  0
 25 13  1  0  0  0  0
 25 14  1  0  0  0  0
 26 19  1  0  0  0  0
 26 23  1  0  0  0  0
 27 21  1  0  0  0  0
 28 24  1  0  0  0  0
 29 15  1  0  0  0  0
 30 22  1  0  0  0  0
 23 31  1  6  0  0  0
 24 32  1  1  0  0  0
 33 27  2  0  0  0  0
 34  2  1  0  0  0  0
 34 18  1  0  0  0  0
 35  8  1  0  0  0  0
 35 10  1  0  0  0  0
 36  7  1  0  0  0  0
 36 27  1  0  0  0  0
 37  9  1  0  0  0  0
 37 16  1  0  0  0  0
 38  9  1  0  0  0  0
 38 17  1  0  0  0  0
 39 10  1  0  0  0  0
 39 26  1  0  0  0  0
 40 19  1  0  0  0  0
 40 28  1  0  0  0  0
 25 41  1  1  0  0  0
 41 28  1  0  0  0  0
M  END

HMDB0061028
     RDKit          3D
3'-demethyletoposide
 71 77  0  0  0  0  0  0  0  0999 V2000
   -4.9282    0.8799    3.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8966    0.7827    2.5221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5343    0.6137    1.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1994    0.5375    0.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8096    0.3666   -0.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3772    0.3043   -0.7279 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7307   -0.9862   -0.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3990   -2.0274    0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7637   -3.2011    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4206   -3.3037    0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2534   -2.2611   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897   -1.0787   -0.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239    0.0589   -1.2775 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7117    0.9080   -0.2439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663    1.0360   -0.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731    0.5314    1.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9162    0.2349    0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5982   -0.4352    1.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6753    0.3437    2.3845 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5734    0.6088    1.3847 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5133   -0.5608    1.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0010    1.0700    0.2070 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7096    1.4983    0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0902    2.2958   -0.5940 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7078    3.5439   -0.6188 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    2.4206   -0.3059 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9506    3.1456   -1.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5147    0.8539   -2.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1664    0.4567   -3.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721   -0.4608   -4.0700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303   -0.7208   -2.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6286   -1.8006   -2.8455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921    0.5240   -2.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0352   -4.5816    0.6907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183   -5.1297    1.5457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1713   -4.4078    1.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7838    0.2780   -1.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1074    0.3591   -1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0765    0.2658   -2.0670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5211    0.5261    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8703    0.5996    0.5389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4267   -0.0793    3.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142    1.6111    3.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3708    1.2619    4.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4653    0.6095    1.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8682    1.0915   -0.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697   -1.9301    0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3134   -2.3380   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2553   -0.3241   -1.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5310    0.3925   -0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9228   -0.4444   -0.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9428   -0.5777    2.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9708   -1.4589    1.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2391    1.4385    1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0301   -1.2760    0.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4905   -0.1889    0.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7149   -1.0960    2.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7771    2.1035    1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2000    1.7715   -1.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2957    4.0934    0.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5425    2.9532    0.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4330    3.8571   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700    1.9395   -2.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325    1.3462   -4.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -0.0319   -3.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5534    1.3634   -2.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1523   -6.1827    1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7815   -5.0107    2.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    0.1524   -2.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8327    0.1431   -3.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2202    0.7220    1.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 13 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 10 34  1  0
 34 35  1  0
 35 36  1  0
  5 37  2  0
 37 38  1  0
 38 39  1  0
 38 40  2  0
 40 41  1  0
 40  3  1  0
 33  6  1  0
 12  7  1  0
 26 15  1  0
 33 28  1  0
 36  9  1  0
 23 17  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  6 46  1  1
  8 47  1  0
 11 48  1  0
 13 49  1  6
 15 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 20 54  1  1
 21 55  1  0
 21 56  1  0
 21 57  1  0
 23 58  1  0
 24 59  1  6
 25 60  1  0
 26 61  1  1
 27 62  1  0
 28 63  1  0
 29 64  1  0
 29 65  1  0
 33 66  1  0
 35 67  1  0
 35 68  1  0
 37 69  1  0
 39 70  1  0
 41 71  1  0
M  END

  Mrv0541 07091309132D          

 41 47  0  0  0  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6456   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5577   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3907   -2.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1607   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0727   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0727   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  1  0  0  0
 11  3  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  2  0  0  0  0
 13  6  2  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 15  3  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 17 16  2  0  0  0  0
 18  4  2  0  0  0  0
 19  8  1  0  0  0  0
 20 11  1  6  0  0  0
 20 12  1  0  0  0  0
 21 14  1  0  0  0  0
 21 20  1  0  0  0  0
 22 15  2  0  0  0  0
 22 18  1  0  0  0  0
 24 23  1  0  0  0  0
 25 13  1  0  0  0  0
 25 14  1  0  0  0  0
 26 19  1  0  0  0  0
 26 23  1  0  0  0  0
 27 21  1  0  0  0  0
 28 24  1  0  0  0  0
 29 15  1  0  0  0  0
 30 22  1  0  0  0  0
 23 31  1  6  0  0  0
 24 32  1  1  0  0  0
 33 27  2  0  0  0  0
 34  2  1  0  0  0  0
 34 18  1  0  0  0  0
 35  8  1  0  0  0  0
 35 10  1  0  0  0  0
 36  7  1  0  0  0  0
 36 27  1  0  0  0  0
 37  9  1  0  0  0  0
 37 16  1  0  0  0  0
 38  9  1  0  0  0  0
 38 17  1  0  0  0  0
 39 10  1  0  0  0  0
 39 26  1  0  0  0  0
 40 19  1  0  0  0  0
 40 28  1  0  0  0  0
 25 41  1  1  0  0  0
 41 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061028

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=CC(O)=C1O)[C@@H]1C2C(COC2=O)[C@@H](OC2OC3CO[C@@H](C)OC3[C@H](O)[C@H]2O)C2=CC3=C(OCO3)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C28H30O13/c1-10-35-8-19-26(39-10)23(31)24(32)28(40-19)41-25-13-6-17-16(37-9-38-17)5-12(13)20(21-14(25)7-36-27(21)33)11-3-15(29)22(30)18(4-11)34-2/h3-6,10,14,19-21,23-26,28-32H,7-9H2,1-2H3/t10-,14?,19?,20+,21?,23-,24-,25+,26?,28?/m1/s1

> <INCHI_KEY>
CYOJPLOJEPTJMM-RCQFJHMNSA-N

> <FORMULA>
C28H30O13

> <MOLECULAR_WEIGHT>
574.53

> <EXACT_MASS>
574.168641046

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
55.19429865817018

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(10S,16R)-16-{[(2R,7R,8R)-7,8-dihydroxy-2-methyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-10-(3,4-dihydroxy-5-methoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8-trien-12-one

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
1.014536401666667

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.210866820968906

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.473689107568173

> <JCHEM_PKA_STRONGEST_BASIC>
-3.685409287664096

> <JCHEM_POLAR_SURFACE_AREA>
171.82999999999998

> <JCHEM_REFRACTIVITY>
134.53889999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.10e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10S,16R)-16-{[(2R,7R,8R)-7,8-dihydroxy-2-methyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-10-(3,4-dihydroxy-5-methoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8-trien-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061028
     RDKit          3D
3'-demethyletoposide
 71 77  0  0  0  0  0  0  0  0999 V2000
   -4.9282    0.8799    3.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8966    0.7827    2.5221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5343    0.6137    1.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1994    0.5375    0.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8096    0.3666   -0.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3772    0.3043   -0.7279 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7307   -0.9862   -0.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3990   -2.0274    0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7637   -3.2011    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4206   -3.3037    0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2534   -2.2611   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897   -1.0787   -0.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239    0.0589   -1.2775 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7117    0.9080   -0.2439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663    1.0360   -0.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731    0.5314    1.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9162    0.2349    0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5982   -0.4352    1.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6753    0.3437    2.3845 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5734    0.6088    1.3847 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5133   -0.5608    1.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0010    1.0700    0.2070 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7096    1.4983    0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0902    2.2958   -0.5940 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7078    3.5439   -0.6188 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    2.4206   -0.3059 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9506    3.1456   -1.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5147    0.8539   -2.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1664    0.4567   -3.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721   -0.4608   -4.0700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303   -0.7208   -2.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6286   -1.8006   -2.8455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921    0.5240   -2.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0352   -4.5816    0.6907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183   -5.1297    1.5457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1713   -4.4078    1.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7838    0.2780   -1.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1074    0.3591   -1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0765    0.2658   -2.0670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5211    0.5261    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8703    0.5996    0.5389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4267   -0.0793    3.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142    1.6111    3.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3708    1.2619    4.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4653    0.6095    1.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8682    1.0915   -0.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697   -1.9301    0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3134   -2.3380   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2553   -0.3241   -1.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5310    0.3925   -0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9228   -0.4444   -0.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9428   -0.5777    2.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9708   -1.4589    1.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2391    1.4385    1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0301   -1.2760    0.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4905   -0.1889    0.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7149   -1.0960    2.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7771    2.1035    1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2000    1.7715   -1.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2957    4.0934    0.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5425    2.9532    0.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4330    3.8571   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700    1.9395   -2.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325    1.3462   -4.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -0.0319   -3.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5534    1.3634   -2.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1523   -6.1827    1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7815   -5.0107    2.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    0.1524   -2.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8327    0.1431   -3.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2202    0.7220    1.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 13 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 10 34  1  0
 34 35  1  0
 35 36  1  0
  5 37  2  0
 37 38  1  0
 38 39  1  0
 38 40  2  0
 40 41  1  0
 40  3  1  0
 33  6  1  0
 12  7  1  0
 26 15  1  0
 33 28  1  0
 36  9  1  0
 23 17  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  6 46  1  1
  8 47  1  0
 11 48  1  0
 13 49  1  6
 15 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 20 54  1  1
 21 55  1  0
 21 56  1  0
 21 57  1  0
 23 58  1  0
 24 59  1  6
 25 60  1  0
 26 61  1  1
 27 62  1  0
 28 63  1  0
 29 64  1  0
 29 65  1  0
 33 66  1  0
 35 67  1  0
 35 68  1  0
 37 69  1  0
 39 70  1  0
 41 71  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.671  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.538  -0.294   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.708  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.671  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.671  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.671  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.538  -2.786   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      16.004  -7.700   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      13.337  -9.240   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      10.669   6.160   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      10.063  -4.251   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.633  -1.540   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      18.802  -2.786   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      18.802  -0.294   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      13.337   1.540   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   34                                                            
CONECT    3   11   15                                                       
CONECT    4   11   18                                                       
CONECT    5   12   16                                                       
CONECT    6   13   17                                                       
CONECT    7   14   36                                                       
CONECT    8   19   35                                                       
CONECT    9   37   38                                                       
CONECT   10    1   35   39                                                  
CONECT   11    3    4   20                                                  
CONECT   12    5   13   20                                                  
CONECT   13    6   12   25                                                  
CONECT   14    7   21   25                                                  
CONECT   15    3   22   29                                                  
CONECT   16    5   17   37                                                  
CONECT   17    6   16   38                                                  
CONECT   18    4   22   34                                                  
CONECT   19    8   26   40                                                  
CONECT   20   11   12   21                                                  
CONECT   21   14   20   27                                                  
CONECT   22   15   18   30                                                  
CONECT   23   24   26   31                                                  
CONECT   24   23   28   32                                                  
CONECT   25   13   14   41                                                  
CONECT   26   19   23   39                                                  
CONECT   27   21   33   36                                                  
CONECT   28   24   40   41                                                  
CONECT   29   15                                                            
CONECT   30   22                                                            
CONECT   31   23                                                            
CONECT   32   24                                                            
CONECT   33   27                                                            
CONECT   34    2   18                                                       
CONECT   35    8   10                                                       
CONECT   36    7   27                                                       
CONECT   37    9   16                                                       
CONECT   38    9   17                                                       
CONECT   39   10   26                                                       
CONECT   40   19   28                                                       
CONECT   41   25   28                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   94    0
END

COMPND    HMDB0061028
HETATM    1  C1  UNL     1      -4.928   0.880   3.554  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.897   0.783   2.522  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.534   0.614   1.194  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.199   0.537   0.866  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.810   0.367  -0.471  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.377   0.304  -0.728  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.731  -0.986  -0.354  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.399  -2.027   0.235  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.764  -3.201   0.556  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.421  -3.304   0.266  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.253  -2.261  -0.325  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.390  -1.079  -0.647  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.324   0.059  -1.278  1.00  0.00           C  
HETATM   14  O2  UNL     1       0.712   0.908  -0.244  1.00  0.00           O  
HETATM   15  C13 UNL     1       2.066   1.036  -0.118  1.00  0.00           C  
HETATM   16  O3  UNL     1       2.573   0.531   1.084  1.00  0.00           O  
HETATM   17  C14 UNL     1       3.916   0.235   0.836  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.598  -0.435   1.980  1.00  0.00           C  
HETATM   19  O4  UNL     1       5.675   0.344   2.384  1.00  0.00           O  
HETATM   20  C16 UNL     1       6.573   0.609   1.385  1.00  0.00           C  
HETATM   21  C17 UNL     1       7.513  -0.561   1.121  1.00  0.00           C  
HETATM   22  O5  UNL     1       6.001   1.070   0.207  1.00  0.00           O  
HETATM   23  C18 UNL     1       4.710   1.498   0.508  1.00  0.00           C  
HETATM   24  C19 UNL     1       4.090   2.296  -0.594  1.00  0.00           C  
HETATM   25  O6  UNL     1       4.708   3.544  -0.619  1.00  0.00           O  
HETATM   26  C20 UNL     1       2.606   2.421  -0.306  1.00  0.00           C  
HETATM   27  O7  UNL     1       1.951   3.146  -1.292  1.00  0.00           O  
HETATM   28  C21 UNL     1      -0.515   0.854  -2.233  1.00  0.00           C  
HETATM   29  C22 UNL     1      -0.166   0.457  -3.660  1.00  0.00           C  
HETATM   30  O8  UNL     1      -1.172  -0.461  -4.070  1.00  0.00           O  
HETATM   31  C23 UNL     1      -2.030  -0.721  -2.982  1.00  0.00           C  
HETATM   32  O9  UNL     1      -2.629  -1.801  -2.845  1.00  0.00           O  
HETATM   33  C24 UNL     1      -1.992   0.524  -2.176  1.00  0.00           C  
HETATM   34  O10 UNL     1      -0.035  -4.582   0.691  1.00  0.00           O  
HETATM   35  C25 UNL     1      -1.018  -5.130   1.546  1.00  0.00           C  
HETATM   36  O11 UNL     1      -2.171  -4.408   1.148  1.00  0.00           O  
HETATM   37  C26 UNL     1      -4.784   0.278  -1.438  1.00  0.00           C  
HETATM   38  C27 UNL     1      -6.107   0.359  -1.065  1.00  0.00           C  
HETATM   39  O12 UNL     1      -7.076   0.266  -2.067  1.00  0.00           O  
HETATM   40  C28 UNL     1      -6.521   0.526   0.235  1.00  0.00           C  
HETATM   41  O13 UNL     1      -7.870   0.600   0.539  1.00  0.00           O  
HETATM   42  H1  UNL     1      -4.427  -0.079   3.764  1.00  0.00           H  
HETATM   43  H2  UNL     1      -4.114   1.611   3.289  1.00  0.00           H  
HETATM   44  H3  UNL     1      -5.371   1.262   4.494  1.00  0.00           H  
HETATM   45  H4  UNL     1      -3.465   0.609   1.639  1.00  0.00           H  
HETATM   46  H5  UNL     1      -1.868   1.092  -0.131  1.00  0.00           H  
HETATM   47  H6  UNL     1      -3.470  -1.930   0.460  1.00  0.00           H  
HETATM   48  H7  UNL     1       1.313  -2.338  -0.555  1.00  0.00           H  
HETATM   49  H8  UNL     1       1.255  -0.324  -1.771  1.00  0.00           H  
HETATM   50  H9  UNL     1       2.531   0.392  -0.922  1.00  0.00           H  
HETATM   51  H10 UNL     1       3.923  -0.444  -0.047  1.00  0.00           H  
HETATM   52  H11 UNL     1       3.943  -0.578   2.854  1.00  0.00           H  
HETATM   53  H12 UNL     1       4.971  -1.459   1.697  1.00  0.00           H  
HETATM   54  H13 UNL     1       7.239   1.439   1.753  1.00  0.00           H  
HETATM   55  H14 UNL     1       7.030  -1.276   0.421  1.00  0.00           H  
HETATM   56  H15 UNL     1       8.491  -0.189   0.751  1.00  0.00           H  
HETATM   57  H16 UNL     1       7.715  -1.096   2.071  1.00  0.00           H  
HETATM   58  H17 UNL     1       4.777   2.104   1.432  1.00  0.00           H  
HETATM   59  H18 UNL     1       4.200   1.772  -1.567  1.00  0.00           H  
HETATM   60  H19 UNL     1       4.296   4.093   0.118  1.00  0.00           H  
HETATM   61  H20 UNL     1       2.542   2.953   0.688  1.00  0.00           H  
HETATM   62  H21 UNL     1       1.433   3.857  -0.846  1.00  0.00           H  
HETATM   63  H22 UNL     1      -0.370   1.940  -2.134  1.00  0.00           H  
HETATM   64  H23 UNL     1      -0.132   1.346  -4.319  1.00  0.00           H  
HETATM   65  H24 UNL     1       0.834  -0.032  -3.715  1.00  0.00           H  
HETATM   66  H25 UNL     1      -2.553   1.363  -2.607  1.00  0.00           H  
HETATM   67  H26 UNL     1      -1.152  -6.183   1.244  1.00  0.00           H  
HETATM   68  H27 UNL     1      -0.782  -5.011   2.616  1.00  0.00           H  
HETATM   69  H28 UNL     1      -4.469   0.152  -2.461  1.00  0.00           H  
HETATM   70  H29 UNL     1      -6.833   0.143  -3.036  1.00  0.00           H  
HETATM   71  H30 UNL     1      -8.220   0.722   1.477  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3
CONECT    3    4    4   40
CONECT    4    5   45
CONECT    5    6   37   37
CONECT    6    7   33   46
CONECT    7    8    8   12
CONECT    8    9   47
CONECT    9   10   10   36
CONECT   10   11   34
CONECT   11   12   12   48
CONECT   12   13
CONECT   13   14   28   49
CONECT   14   15
CONECT   15   16   26   50
CONECT   16   17
CONECT   17   18   23   51
CONECT   18   19   52   53
CONECT   19   20
CONECT   20   21   22   54
CONECT   21   55   56   57
CONECT   22   23
CONECT   23   24   58
CONECT   24   25   26   59
CONECT   25   60
CONECT   26   27   61
CONECT   27   62
CONECT   28   29   33   63
CONECT   29   30   64   65
CONECT   30   31
CONECT   31   32   32   33
CONECT   33   66
CONECT   34   35
CONECT   35   36   67   68
CONECT   37   38   69
CONECT   38   39   40   40
CONECT   39   70
CONECT   40   41
CONECT   41   71
END

HMDB0061028
     RDKit          3D
3'-demethyletoposide
 71 77  0  0  0  0  0  0  0  0999 V2000
   -4.9282    0.8799    3.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8966    0.7827    2.5221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5343    0.6137    1.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1994    0.5375    0.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8096    0.3666   -0.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3772    0.3043   -0.7279 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7307   -0.9862   -0.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3990   -2.0274    0.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7637   -3.2011    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4206   -3.3037    0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2534   -2.2611   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897   -1.0787   -0.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239    0.0589   -1.2775 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7117    0.9080   -0.2439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663    1.0360   -0.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5731    0.5314    1.0838 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9162    0.2349    0.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5982   -0.4352    1.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6753    0.3437    2.3845 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5734    0.6088    1.3847 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5133   -0.5608    1.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0010    1.0700    0.2070 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7096    1.4983    0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0902    2.2958   -0.5940 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7078    3.5439   -0.6188 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    2.4206   -0.3059 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9506    3.1456   -1.2922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5147    0.8539   -2.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1664    0.4567   -3.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721   -0.4608   -4.0700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303   -0.7208   -2.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6286   -1.8006   -2.8455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921    0.5240   -2.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0352   -4.5816    0.6907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0183   -5.1297    1.5457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1713   -4.4078    1.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7838    0.2780   -1.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1074    0.3591   -1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0765    0.2658   -2.0670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5211    0.5261    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8703    0.5996    0.5389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4267   -0.0793    3.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142    1.6111    3.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3708    1.2619    4.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4653    0.6095    1.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8682    1.0915   -0.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697   -1.9301    0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3134   -2.3380   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2553   -0.3241   -1.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5310    0.3925   -0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9228   -0.4444   -0.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9428   -0.5777    2.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9708   -1.4589    1.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2391    1.4385    1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0301   -1.2760    0.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4905   -0.1889    0.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7149   -1.0960    2.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7771    2.1035    1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2000    1.7715   -1.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2957    4.0934    0.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5425    2.9532    0.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4330    3.8571   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700    1.9395   -2.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325    1.3462   -4.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -0.0319   -3.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5534    1.3634   -2.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1523   -6.1827    1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7815   -5.0107    2.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    0.1524   -2.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8327    0.1431   -3.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2202    0.7220    1.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 13 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 10 34  1  0
 34 35  1  0
 35 36  1  0
  5 37  2  0
 37 38  1  0
 38 39  1  0
 38 40  2  0
 40 41  1  0
 40  3  1  0
 33  6  1  0
 12  7  1  0
 26 15  1  0
 33 28  1  0
 36  9  1  0
 23 17  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  6 46  1  1
  8 47  1  0
 11 48  1  0
 13 49  1  6
 15 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 20 54  1  1
 21 55  1  0
 21 56  1  0
 21 57  1  0
 23 58  1  0
 24 59  1  6
 25 60  1  0
 26 61  1  1
 27 62  1  0
 28 63  1  0
 29 64  1  0
 29 65  1  0
 33 66  1  0
 35 67  1  0
 35 68  1  0
 37 69  1  0
 39 70  1  0
 41 71  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₈H₃₀O₁₃

Average Molecular Weight

574.53

Monoisotopic Molecular Weight

574.168641046

IUPAC Name

(10S,16R)-16-{[(2R,7R,8R)-7,8-dihydroxy-2-methyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-10-(3,4-dihydroxy-5-methoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8-trien-12-one

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(O)=C1O)[C@@H]1C2C(COC2=O)[C@@H](OC2OC3CO[C@@H](C)OC3[C@H](O)[C@H]2O)C2=CC3=C(OCO3)C=C12

InChI Identifier

InChI=1S/C28H30O13/c1-10-35-8-19-26(39-10)23(31)24(32)28(40-19)41-25-13-6-17-16(37-9-38-17)5-12(13)20(21-14(25)7-36-27(21)33)11-3-15(29)22(30)18(4-11)34-2/h3-6,10,14,19-21,23-26,28-32H,7-9H2,1-2H3/t10-,14?,19?,20+,21?,23-,24-,25+,26?,28?/m1/s1

InChI Key

CYOJPLOJEPTJMM-RCQFJHMNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as podophyllotoxins. These are tetralin lignans in which the benzene moiety of the tetralin skeleton is fused to a 1,3-dioxolane and the cyclohexane is fused to a butyrolactone (pyrrolidin-2-one).

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan lactones

Sub Class

Podophyllotoxins

Direct Parent

Podophyllotoxins

Alternative Parents

Substituents

Podophyllotoxin
1-aryltetralin lignan
Linear furanonaphthodioxole
Naphthofuran
Methoxyphenol
Pyranodioxin
Tetralin
Benzodioxole
Phenoxy compound
Catechol
Phenol ether
Anisole
Methoxybenzene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Gamma butyrolactone
Oxane
Meta-dioxane
Monosaccharide
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Lactone
1,2-diol
Carboxylic acid ester
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Organic oxygen compound
Organooxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061028)

Organ

Kidney (HMDB: HMDB0061028)
Liver (HMDB: HMDB0061028)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061028)

Cellular substructure

Cytoplasm (HMDB: HMDB0061028)

Source

Endogenous

Endogenous (HMDB: HMDB0061028)

Process

Not Available

Role

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
Water Solubility	1.1 g/L	ALOGPS
logP	1.63	ALOGPS
logP	1.01	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	9.47	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	171.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	134.54 m³·mol⁻¹	ChemAxon
Polarizability	55.19 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	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
DarkChem	[M+H]+	230.651	31661259
DarkChem	[M-H]-	226.615	31661259
DeepCCS	[M-2H]-	260.99	30932474
DeepCCS	[M+Na]+	235.262	30932474
AllCCS	[M+H]+	227.3	32859911
AllCCS	[M+H-H2O]+	225.9	32859911
AllCCS	[M+NH4]+	228.5	32859911
AllCCS	[M+Na]+	228.8	32859911
AllCCS	[M-H]-	219.1	32859911
AllCCS	[M+Na-2H]-	220.7	32859911
AllCCS	[M+HCOO]-	222.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3'-demethyletoposide	COC1=CC(=CC(O)=C1O)[C@@H]1C2C(COC2=O)[C@@H](OC2OC3CO[C@@H](C)OC3[C@H](O)[C@H]2O)C2=CC3=C(OCO3)C=C12	5648.4	Standard polar	33892256
3'-demethyletoposide	COC1=CC(=CC(O)=C1O)[C@@H]1C2C(COC2=O)[C@@H](OC2OC3CO[C@@H](C)OC3[C@H](O)[C@H]2O)C2=CC3=C(OCO3)C=C12	4517.7	Standard non polar	33892256
3'-demethyletoposide	COC1=CC(=CC(O)=C1O)[C@@H]1C2C(COC2=O)[C@@H](OC2OC3CO[C@@H](C)OC3[C@H](O)[C@H]2O)C2=CC3=C(OCO3)C=C12	4903.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3'-demethyletoposide,1TMS,isomer #1	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O)[C@H]3O)C3COC(=O)C32)OCO4)=CC(O[Si](C)(C)C)=C1O	4658.4	Semi standard non polar	33892256
3'-demethyletoposide,1TMS,isomer #2	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O)[C@H]3O)C3COC(=O)C32)OCO4)=CC(O)=C1O[Si](C)(C)C	4659.8	Semi standard non polar	33892256
3'-demethyletoposide,1TMS,isomer #3	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O[Si](C)(C)C)[C@H]3O)C3COC(=O)C32)OCO4)=CC(O)=C1O	4607.6	Semi standard non polar	33892256
3'-demethyletoposide,1TMS,isomer #4	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O)[C@H]3O[Si](C)(C)C)C3COC(=O)C32)OCO4)=CC(O)=C1O	4632.0	Semi standard non polar	33892256
3'-demethyletoposide,2TMS,isomer #1	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O[Si](C)(C)C)[C@H]3O)C3COC(=O)C32)OCO4)=CC(O[Si](C)(C)C)=C1O	4546.7	Semi standard non polar	33892256
3'-demethyletoposide,2TMS,isomer #2	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O)[C@H]3O[Si](C)(C)C)C3COC(=O)C32)OCO4)=CC(O[Si](C)(C)C)=C1O	4570.9	Semi standard non polar	33892256
3'-demethyletoposide,2TMS,isomer #3	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O)[C@H]3O)C3COC(=O)C32)OCO4)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	4579.8	Semi standard non polar	33892256
3'-demethyletoposide,2TMS,isomer #4	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O[Si](C)(C)C)[C@H]3O)C3COC(=O)C32)OCO4)=CC(O)=C1O[Si](C)(C)C	4545.8	Semi standard non polar	33892256
3'-demethyletoposide,2TMS,isomer #5	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O)[C@H]3O[Si](C)(C)C)C3COC(=O)C32)OCO4)=CC(O)=C1O[Si](C)(C)C	4568.1	Semi standard non polar	33892256
3'-demethyletoposide,2TMS,isomer #6	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C3COC(=O)C32)OCO4)=CC(O)=C1O	4538.8	Semi standard non polar	33892256
3'-demethyletoposide,3TMS,isomer #1	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C3COC(=O)C32)OCO4)=CC(O[Si](C)(C)C)=C1O	4507.6	Semi standard non polar	33892256
3'-demethyletoposide,3TMS,isomer #2	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O[Si](C)(C)C)[C@H]3O)C3COC(=O)C32)OCO4)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	4478.1	Semi standard non polar	33892256
3'-demethyletoposide,3TMS,isomer #3	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O)[C@H]3O[Si](C)(C)C)C3COC(=O)C32)OCO4)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	4500.3	Semi standard non polar	33892256
3'-demethyletoposide,3TMS,isomer #4	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C3COC(=O)C32)OCO4)=CC(O)=C1O[Si](C)(C)C	4513.0	Semi standard non polar	33892256
3'-demethyletoposide,4TMS,isomer #1	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C3COC(=O)C32)OCO4)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	4466.0	Semi standard non polar	33892256
3'-demethyletoposide,1TBDMS,isomer #1	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O)[C@H]3O)C3COC(=O)C32)OCO4)=CC(O[Si](C)(C)C(C)(C)C)=C1O	4873.8	Semi standard non polar	33892256
3'-demethyletoposide,1TBDMS,isomer #2	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O)[C@H]3O)C3COC(=O)C32)OCO4)=CC(O)=C1O[Si](C)(C)C(C)(C)C	4868.6	Semi standard non polar	33892256
3'-demethyletoposide,1TBDMS,isomer #3	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)C3COC(=O)C32)OCO4)=CC(O)=C1O	4805.0	Semi standard non polar	33892256
3'-demethyletoposide,1TBDMS,isomer #4	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)C3COC(=O)C32)OCO4)=CC(O)=C1O	4825.0	Semi standard non polar	33892256
3'-demethyletoposide,2TBDMS,isomer #1	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)C3COC(=O)C32)OCO4)=CC(O[Si](C)(C)C(C)(C)C)=C1O	4955.3	Semi standard non polar	33892256
3'-demethyletoposide,2TBDMS,isomer #2	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)C3COC(=O)C32)OCO4)=CC(O[Si](C)(C)C(C)(C)C)=C1O	4979.4	Semi standard non polar	33892256
3'-demethyletoposide,2TBDMS,isomer #3	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O)[C@H]3O)C3COC(=O)C32)OCO4)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	5006.1	Semi standard non polar	33892256
3'-demethyletoposide,2TBDMS,isomer #4	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)C3COC(=O)C32)OCO4)=CC(O)=C1O[Si](C)(C)C(C)(C)C	4961.8	Semi standard non polar	33892256
3'-demethyletoposide,2TBDMS,isomer #5	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)C3COC(=O)C32)OCO4)=CC(O)=C1O[Si](C)(C)C(C)(C)C	4983.4	Semi standard non polar	33892256
3'-demethyletoposide,2TBDMS,isomer #6	COC1=CC([C@H]2C3=CC4=C(C=C3[C@H](OC3OC5CO[C@@H](C)OC5[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)C3COC(=O)C32)OCO4)=CC(O)=C1O	4939.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0r03-2901080000-fb1028cf88b4e53c22e0	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (1 TMS) - 70eV, Positive	splash10-0mlr-2901126000-9b790f1ce63f5bc55b88	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS ("3'-demethyletoposide,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-demethyletoposide GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-demethyletoposide 10V, Positive-QTOF	splash10-00n0-0009060000-aac4b9c5b0f322c429a2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-demethyletoposide 20V, Positive-QTOF	splash10-000i-0109000000-1c47cc2699afa7ef96df	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-demethyletoposide 40V, Positive-QTOF	splash10-00p0-0209000000-c75d1375b671fe276782	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-demethyletoposide 10V, Negative-QTOF	splash10-00y0-1206090000-c34f2eca0935e9ec3d98	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-demethyletoposide 20V, Negative-QTOF	splash10-000l-2009030000-223f57aea565c790f51c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-demethyletoposide 40V, Negative-QTOF	splash10-000l-2009000000-6da72c93d0cafb0322c9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-demethyletoposide 10V, Positive-QTOF	splash10-004r-0011290000-e882701baf977ffd7238	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-demethyletoposide 20V, Positive-QTOF	splash10-002r-0545190000-53eabe42bccbaad55732	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-demethyletoposide 40V, Positive-QTOF	splash10-06gi-0339000000-1429381fbd688ca1ccb7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-demethyletoposide 10V, Negative-QTOF	splash10-00di-0000090000-33abebf7478ce564c334	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-demethyletoposide 20V, Negative-QTOF	splash10-05fr-2002090000-0b010620727a68ed2434	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-demethyletoposide 40V, Negative-QTOF	splash10-00di-1006390000-0622f678e523f5369812	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

35031831

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131770008

PDB ID

Not Available

ChEBI ID

172747

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 3'-demethyletoposide (HMDB0061028)

MOL for HMDB0061028 (3'-demethyletoposide)

3D MOL for HMDB0061028 (3'-demethyletoposide)

3D SDF for HMDB0061028 (3'-demethyletoposide)

3D-SDF for HMDB0061028 (3'-demethyletoposide)

PDB for HMDB0061028 (3'-demethyletoposide)

3D PDB for HMDB0061028 (3'-demethyletoposide)

SMILES for HMDB0061028 (3'-demethyletoposide)

INCHI for HMDB0061028 (3'-demethyletoposide)

Structure for HMDB0061028 (3'-demethyletoposide)

3D Structure for HMDB0061028 (3'-demethyletoposide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra