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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 01:37:20 UTC

Update Date

2021-09-24 01:37:20 UTC

HMDB ID

HMDB0303401

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phytolaccatoxin

Description

10,11-dihydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2,4a-dicarboxylic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on 10,11-dihydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2,4a-dicarboxylic acid.

Structure

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


  Mrv1533004161506532D          

 37 41  0  0  0  0            999 V2000
    0.4452   -3.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337   -6.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9955   -6.3466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6882   -6.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -5.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053   -4.0712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -2.7284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 21 25  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  8 28  1  0  0  0  0
 13 28  1  0  0  0  0
 28 29  1  0  0  0  0
 10 30  1  0  0  0  0
  5 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
  2 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
M  END

HMDB0303401
     RDKit          3D
Phytolaccatoxin
 83 87  0  0  0  0  0  0  0  0999 V2000
    5.1792   -2.2531   -1.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3415   -1.1035   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3266   -1.5783    0.9922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8714   -2.6955    0.9609 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6553   -0.7174    2.0289 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8523    0.1135   -0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8434    1.0926   -1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5801    1.1218   -0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0179    1.6233    1.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2199    1.9239    1.2963 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1407    1.7939    2.1015 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6360    2.1206   -0.8694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2436    2.0044   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7104    0.6122   -0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3998    0.4275   -1.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6497   -0.4650   -0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1706   -1.5751    0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2595   -1.9030    0.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206   -0.8871    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -1.0713    0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7281   -2.4545    0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2314   -1.2918   -1.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0875   -0.2369   -1.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508    0.5233   -2.7913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7753    0.6778   -0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1105    0.9199   -1.1297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7405    0.1695    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2349    1.3217    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7289   -0.9229    0.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9854   -0.3237    0.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250   -0.0916    0.9805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6660    1.2601    1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5549    1.5010    0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5415    0.4250    0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1342    0.5299    1.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850   -0.2958   -0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0043   -0.9887    0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0965   -2.8766   -1.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3432   -2.9227   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0524   -1.8488   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2949    0.0572    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4428   -0.2141   -1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6294    0.6404   -0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073    0.7779   -2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830    2.0920   -1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9421    2.7730    2.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    2.1846   -1.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0023    3.1355   -0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5944    2.6696   -0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1646    2.3640    0.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512    0.6498   -2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7171   -0.5976   -2.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0144    1.1268   -2.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842   -2.3809    0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4155   -2.9390    0.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3387   -1.8171    1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8723   -1.0520   -1.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7853   -2.7117    1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -3.2003    0.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2194   -2.5014    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3748   -1.4178   -1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7471   -2.2889   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9348   -0.7206   -2.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6191    1.4782   -2.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2695    1.6653   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2156    1.4890   -1.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3924    2.2546    0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6147    1.4407    2.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2671    1.1020    1.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6690   -1.7228   -0.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8757   -1.3082    1.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7147   -0.7451    0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3471   -0.5034    2.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3733    2.1215    0.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2551    1.4540    2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0662    2.4625    0.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8469    1.6615   -0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8560    0.0278    2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9028    0.2423    2.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1930    1.6200    2.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3269   -0.7347   -1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0920   -0.3207    1.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309   -1.9721    1.0302 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
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  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
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 27 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 16 36  1  0
 36 37  1  0
 37  2  1  0
 36  8  1  0
 34 14  1  0
 34 19  1  0
 31 20  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 15 51  1  0
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 17 54  1  0
 18 55  1  0
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 19 57  1  0
 21 58  1  0
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 30 72  1  0
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 33 76  1  0
 33 77  1  0
 35 78  1  0
 35 79  1  0
 35 80  1  0
 36 81  1  0
 37 82  1  0
 37 83  1  0
M  END


  Mrv1533004161506532D          

 37 41  0  0  0  0            999 V2000
    0.4452   -3.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337   -6.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9955   -6.3466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6882   -6.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -5.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053   -4.0712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -2.7284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 21 25  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  8 28  1  0  0  0  0
 13 28  1  0  0  0  0
 28 29  1  0  0  0  0
 10 30  1  0  0  0  0
  5 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
  2 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303401

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(CO)C(O)C(O)CC2(C)C1CCC1(C)C2CC=C2C3CC(C)(CCC3(CCC12C)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O7/c1-25(23(34)35)10-12-30(24(36)37)13-11-28(4)17(18(30)14-25)6-7-21-26(2)15-19(32)22(33)27(3,16-31)20(26)8-9-29(21,28)5/h6,18-22,31-33H,7-16H2,1-5H3,(H,34,35)(H,36,37)

> <INCHI_KEY>
OWODMVTTWPVWQA-UHFFFAOYSA-N

> <FORMULA>
C30H46O7

> <MOLECULAR_WEIGHT>
518.691

> <EXACT_MASS>
518.324353821

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
58.01019757484381

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10,11-dihydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2,4a-dicarboxylic acid

> <ALOGPS_LOGP>
2.56

> <JCHEM_LOGP>
3.4308512686666672

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.786549792148018

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.116170078709295

> <JCHEM_PKA_STRONGEST_BASIC>
-2.787482617442854

> <JCHEM_POLAR_SURFACE_AREA>
135.29

> <JCHEM_REFRACTIVITY>
138.47790000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10,11-dihydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-2,4a-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303401
     RDKit          3D
Phytolaccatoxin
 83 87  0  0  0  0  0  0  0  0999 V2000
    5.1792   -2.2531   -1.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3415   -1.1035   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3266   -1.5783    0.9922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8714   -2.6955    0.9609 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6553   -0.7174    2.0289 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8523    0.1135   -0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8434    1.0926   -1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5801    1.1218   -0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0179    1.6233    1.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2199    1.9239    1.2963 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1407    1.7939    2.1015 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6360    2.1206   -0.8694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2436    2.0044   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7104    0.6122   -0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3998    0.4275   -1.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6497   -0.4650   -0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1706   -1.5751    0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2595   -1.9030    0.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206   -0.8871    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -1.0713    0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7281   -2.4545    0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2314   -1.2918   -1.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0875   -0.2369   -1.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508    0.5233   -2.7913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7753    0.6778   -0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1105    0.9199   -1.1297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7405    0.1695    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2349    1.3217    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7289   -0.9229    0.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9854   -0.3237    0.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250   -0.0916    0.9805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6660    1.2601    1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5549    1.5010    0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5415    0.4250    0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1342    0.5299    1.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850   -0.2958   -0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0043   -0.9887    0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0965   -2.8766   -1.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3432   -2.9227   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0524   -1.8488   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2949    0.0572    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4428   -0.2141   -1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6294    0.6404   -0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073    0.7779   -2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830    2.0920   -1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9421    2.7730    2.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    2.1846   -1.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0023    3.1355   -0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5944    2.6696   -0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1646    2.3640    0.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512    0.6498   -2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7171   -0.5976   -2.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0144    1.1268   -2.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842   -2.3809    0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4155   -2.9390    0.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3387   -1.8171    1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8723   -1.0520   -1.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7853   -2.7117    1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -3.2003    0.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2194   -2.5014    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3748   -1.4178   -1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7471   -2.2889   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9348   -0.7206   -2.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6191    1.4782   -2.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2695    1.6653   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2156    1.4890   -1.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3924    2.2546    0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6147    1.4407    2.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2671    1.1020    1.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6690   -1.7228   -0.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8757   -1.3082    1.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7147   -0.7451    0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3471   -0.5034    2.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3733    2.1215    0.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2551    1.4540    2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0662    2.4625    0.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8469    1.6615   -0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8560    0.0278    2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9028    0.2423    2.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1930    1.6200    2.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3269   -0.7347   -1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0920   -0.3207    1.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309   -1.9721    1.0302 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
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  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
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 27 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 16 36  1  0
 36 37  1  0
 37  2  1  0
 36  8  1  0
 34 14  1  0
 34 19  1  0
 31 20  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 15 51  1  0
 15 52  1  0
 15 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 21 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 24 64  1  0
 25 65  1  0
 26 66  1  0
 28 67  1  0
 28 68  1  0
 28 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 32 74  1  0
 32 75  1  0
 33 76  1  0
 33 77  1  0
 35 78  1  0
 35 79  1  0
 35 80  1  0
 36 81  1  0
 37 82  1  0
 37 83  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       0.831  -5.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.564  -7.136   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.206  -8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.564  -9.804   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.104  -9.804   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.874 -11.137   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414 -11.137   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.184  -9.804   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.954 -11.137   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414  -8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.184  -7.136   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.724  -7.136   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.494  -8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.034  -8.470   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.264  -7.136   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.804  -7.136   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.344  -7.136   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.114  -5.803   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.114  -8.470   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      13.654  -8.470   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.344  -9.804   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.076 -11.320   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.791 -10.330   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      13.058 -11.847   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.804  -9.804   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.034 -11.137   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.494 -11.137   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.724  -9.804   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.885 -11.335   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.874  -8.470   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.104  -7.136   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.334 -11.137   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.206 -11.137   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.104 -12.471   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.883  -6.610   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -2.063  -7.600   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -1.151  -5.093   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   31   35                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   30   32                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   28                                             
CONECT    9    8                                                            
CONECT   10    8   11   30                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   28                                                  
CONECT   14   13   15   16   25                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23   25                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25   21   14   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    8   13   29                                             
CONECT   29   28                                                            
CONECT   30   10    5   31                                                  
CONECT   31   30    2                                                       
CONECT   32    5   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35    2   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

COMPND    HMDB0303401
HETATM    1  C1  UNL     1       5.179  -2.253  -1.020  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.341  -1.104  -0.014  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.327  -1.578   0.992  1.00  0.00           C  
HETATM    4  O1  UNL     1       6.871  -2.695   0.961  1.00  0.00           O  
HETATM    5  O2  UNL     1       6.655  -0.717   2.029  1.00  0.00           O  
HETATM    6  C4  UNL     1       5.852   0.113  -0.662  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.843   1.093  -1.161  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.580   1.122  -0.310  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.018   1.623   1.040  1.00  0.00           C  
HETATM   10  O3  UNL     1       5.220   1.924   1.296  1.00  0.00           O  
HETATM   11  O4  UNL     1       3.141   1.794   2.102  1.00  0.00           O  
HETATM   12  C8  UNL     1       2.636   2.121  -0.869  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.244   2.004  -0.303  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.710   0.612  -0.450  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.400   0.428  -1.930  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.650  -0.465  -0.064  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.171  -1.575   0.450  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.259  -1.903   0.706  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.121  -0.887   0.000  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.595  -1.071   0.128  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.728  -2.454   0.813  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.231  -1.292  -1.238  1.00  0.00           C  
HETATM   23  C19 UNL     1      -4.087  -0.237  -1.777  1.00  0.00           C  
HETATM   24  O5  UNL     1      -3.451   0.523  -2.791  1.00  0.00           O  
HETATM   25  C20 UNL     1      -4.775   0.678  -0.808  1.00  0.00           C  
HETATM   26  O6  UNL     1      -6.110   0.920  -1.130  1.00  0.00           O  
HETATM   27  C21 UNL     1      -4.740   0.169   0.608  1.00  0.00           C  
HETATM   28  C22 UNL     1      -5.235   1.322   1.499  1.00  0.00           C  
HETATM   29  C23 UNL     1      -5.729  -0.923   0.750  1.00  0.00           C  
HETATM   30  O7  UNL     1      -6.985  -0.324   0.436  1.00  0.00           O  
HETATM   31  C24 UNL     1      -3.325  -0.092   0.980  1.00  0.00           C  
HETATM   32  C25 UNL     1      -2.666   1.260   1.111  1.00  0.00           C  
HETATM   33  C26 UNL     1      -1.555   1.501   0.143  1.00  0.00           C  
HETATM   34  C27 UNL     1      -0.541   0.425   0.385  1.00  0.00           C  
HETATM   35  C28 UNL     1      -0.134   0.530   1.837  1.00  0.00           C  
HETATM   36  C29 UNL     1       3.085  -0.296  -0.268  1.00  0.00           C  
HETATM   37  C30 UNL     1       4.004  -0.989   0.684  1.00  0.00           C  
HETATM   38  H1  UNL     1       6.096  -2.877  -1.021  1.00  0.00           H  
HETATM   39  H2  UNL     1       4.343  -2.923  -0.731  1.00  0.00           H  
HETATM   40  H3  UNL     1       5.052  -1.849  -2.029  1.00  0.00           H  
HETATM   41  H4  UNL     1       7.295   0.057   1.928  1.00  0.00           H  
HETATM   42  H5  UNL     1       6.443  -0.214  -1.572  1.00  0.00           H  
HETATM   43  H6  UNL     1       6.629   0.640  -0.042  1.00  0.00           H  
HETATM   44  H7  UNL     1       4.507   0.778  -2.180  1.00  0.00           H  
HETATM   45  H8  UNL     1       5.283   2.092  -1.260  1.00  0.00           H  
HETATM   46  H9  UNL     1       2.942   2.773   2.354  1.00  0.00           H  
HETATM   47  H10 UNL     1       2.635   2.185  -1.957  1.00  0.00           H  
HETATM   48  H11 UNL     1       3.002   3.135  -0.524  1.00  0.00           H  
HETATM   49  H12 UNL     1       0.594   2.670  -0.923  1.00  0.00           H  
HETATM   50  H13 UNL     1       1.165   2.364   0.729  1.00  0.00           H  
HETATM   51  H14 UNL     1      -0.651   0.650  -2.185  1.00  0.00           H  
HETATM   52  H15 UNL     1       0.717  -0.598  -2.283  1.00  0.00           H  
HETATM   53  H16 UNL     1       1.014   1.127  -2.528  1.00  0.00           H  
HETATM   54  H17 UNL     1       1.884  -2.381   0.727  1.00  0.00           H  
HETATM   55  H18 UNL     1      -0.416  -2.939   0.360  1.00  0.00           H  
HETATM   56  H19 UNL     1      -0.339  -1.817   1.832  1.00  0.00           H  
HETATM   57  H20 UNL     1      -0.872  -1.052  -1.094  1.00  0.00           H  
HETATM   58  H21 UNL     1      -3.785  -2.712   1.011  1.00  0.00           H  
HETATM   59  H22 UNL     1      -2.400  -3.200   0.052  1.00  0.00           H  
HETATM   60  H23 UNL     1      -2.219  -2.501   1.770  1.00  0.00           H  
HETATM   61  H24 UNL     1      -2.375  -1.418  -1.974  1.00  0.00           H  
HETATM   62  H25 UNL     1      -3.747  -2.289  -1.320  1.00  0.00           H  
HETATM   63  H26 UNL     1      -4.935  -0.721  -2.358  1.00  0.00           H  
HETATM   64  H27 UNL     1      -3.619   1.478  -2.616  1.00  0.00           H  
HETATM   65  H28 UNL     1      -4.269   1.665  -0.820  1.00  0.00           H  
HETATM   66  H29 UNL     1      -6.216   1.489  -1.920  1.00  0.00           H  
HETATM   67  H30 UNL     1      -5.392   2.255   0.916  1.00  0.00           H  
HETATM   68  H31 UNL     1      -4.615   1.441   2.400  1.00  0.00           H  
HETATM   69  H32 UNL     1      -6.267   1.102   1.907  1.00  0.00           H  
HETATM   70  H33 UNL     1      -5.669  -1.723  -0.022  1.00  0.00           H  
HETATM   71  H34 UNL     1      -5.876  -1.308   1.775  1.00  0.00           H  
HETATM   72  H35 UNL     1      -7.715  -0.745   0.918  1.00  0.00           H  
HETATM   73  H36 UNL     1      -3.347  -0.503   2.034  1.00  0.00           H  
HETATM   74  H37 UNL     1      -3.373   2.121   0.951  1.00  0.00           H  
HETATM   75  H38 UNL     1      -2.255   1.454   2.137  1.00  0.00           H  
HETATM   76  H39 UNL     1      -1.066   2.462   0.469  1.00  0.00           H  
HETATM   77  H40 UNL     1      -1.847   1.662  -0.892  1.00  0.00           H  
HETATM   78  H41 UNL     1      -0.856   0.028   2.514  1.00  0.00           H  
HETATM   79  H42 UNL     1       0.903   0.242   2.037  1.00  0.00           H  
HETATM   80  H43 UNL     1      -0.193   1.620   2.133  1.00  0.00           H  
HETATM   81  H44 UNL     1       3.327  -0.735  -1.289  1.00  0.00           H  
HETATM   82  H45 UNL     1       4.092  -0.321   1.591  1.00  0.00           H  
HETATM   83  H46 UNL     1       3.731  -1.972   1.030  1.00  0.00           H  
CONECT    1    2   38   39   40
CONECT    2    3    6   37
CONECT    3    4    4    5
CONECT    5   41
CONECT    6    7   42   43
CONECT    7    8   44   45
CONECT    8    9   12   36
CONECT    9   10   10   11
CONECT   11   46
CONECT   12   13   47   48
CONECT   13   14   49   50
CONECT   14   15   16   34
CONECT   15   51   52   53
CONECT   16   17   17   36
CONECT   17   18   54
CONECT   18   19   55   56
CONECT   19   20   34   57
CONECT   20   21   22   31
CONECT   21   58   59   60
CONECT   22   23   61   62
CONECT   23   24   25   63
CONECT   24   64
CONECT   25   26   27   65
CONECT   26   66
CONECT   27   28   29   31
CONECT   28   67   68   69
CONECT   29   30   70   71
CONECT   30   72
CONECT   31   32   73
CONECT   32   33   74   75
CONECT   33   34   76   77
CONECT   34   35
CONECT   35   78   79   80
CONECT   36   37   81
CONECT   37   82   83
END

HMDB0303401
     RDKit          3D
Phytolaccatoxin
 83 87  0  0  0  0  0  0  0  0999 V2000
    5.1792   -2.2531   -1.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3415   -1.1035   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3266   -1.5783    0.9922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8714   -2.6955    0.9609 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6553   -0.7174    2.0289 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8523    0.1135   -0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8434    1.0926   -1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5801    1.1218   -0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0179    1.6233    1.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2199    1.9239    1.2963 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1407    1.7939    2.1015 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6360    2.1206   -0.8694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2436    2.0044   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7104    0.6122   -0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3998    0.4275   -1.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6497   -0.4650   -0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1706   -1.5751    0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2595   -1.9030    0.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206   -0.8871    0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -1.0713    0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7281   -2.4545    0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2314   -1.2918   -1.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0875   -0.2369   -1.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508    0.5233   -2.7913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7753    0.6778   -0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1105    0.9199   -1.1297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7405    0.1695    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2349    1.3217    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7289   -0.9229    0.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9854   -0.3237    0.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250   -0.0916    0.9805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6660    1.2601    1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5549    1.5010    0.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5415    0.4250    0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1342    0.5299    1.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0850   -0.2958   -0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0043   -0.9887    0.6836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0965   -2.8766   -1.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3432   -2.9227   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0524   -1.8488   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2949    0.0572    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4428   -0.2141   -1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6294    0.6404   -0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5073    0.7779   -2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2830    2.0920   -1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9421    2.7730    2.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    2.1846   -1.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0023    3.1355   -0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5944    2.6696   -0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1646    2.3640    0.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512    0.6498   -2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7171   -0.5976   -2.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0144    1.1268   -2.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842   -2.3809    0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4155   -2.9390    0.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3387   -1.8171    1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8723   -1.0520   -1.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7853   -2.7117    1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -3.2003    0.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2194   -2.5014    1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3748   -1.4178   -1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7471   -2.2889   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9348   -0.7206   -2.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6191    1.4782   -2.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2695    1.6653   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2156    1.4890   -1.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3924    2.2546    0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6147    1.4407    2.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2671    1.1020    1.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6690   -1.7228   -0.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8757   -1.3082    1.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7147   -0.7451    0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3471   -0.5034    2.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3733    2.1215    0.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2551    1.4540    2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0662    2.4625    0.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8469    1.6615   -0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8560    0.0278    2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9028    0.2423    2.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1930    1.6200    2.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3269   -0.7347   -1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0920   -0.3207    1.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309   -1.9721    1.0302 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
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  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
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 27 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 16 36  1  0
 36 37  1  0
 37  2  1  0
 36  8  1  0
 34 14  1  0
 34 19  1  0
 31 20  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10,11-Dihydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2,4a-dicarboxylate	Generator
Jaligonic acid	MeSH

Chemical Formula

C₃₀H₄₆O₇

Average Molecular Weight

518.691

Monoisotopic Molecular Weight

518.324353821

IUPAC Name

10,11-dihydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2,4a-dicarboxylic acid

Traditional Name

10,11-dihydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-2,4a-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(CO)C(O)C(O)CC2(C)C1CCC1(C)C2CC=C2C3CC(C)(CCC3(CCC12C)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C30H46O7/c1-25(23(34)35)10-12-30(24(36)37)13-11-28(4)17(18(30)14-25)6-7-21-26(2)15-19(32)22(33)27(3,16-31)20(26)8-9-29(21,28)5/h6,18-22,31-33H,7-16H2,1-5H3,(H,34,35)(H,36,37)

InChI Key

OWODMVTTWPVWQA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
12-hydroxysteroid
Hydroxysteroid
Steroid
Dicarboxylic acid or derivatives
Cyclic alcohol
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Alcohol
Primary alcohol
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Fruits (FooDB: FOOD00871)

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
logP	2.56	ALOGPS
logP	3.43	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.12	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	135.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	138.48 m³·mol⁻¹	ChemAxon
Polarizability	58.01 Å³	ChemAxon
Number of Rings	5	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]+	220.806	32859911
AllCCS	[M+H-H2O]+	219.441	32859911
AllCCS	[M+Na]+	222.398	32859911
AllCCS	[M+NH4]+	222.046	32859911
AllCCS	[M-H]-	216.568	32859911
AllCCS	[M+Na-2H]-	218.947	32859911
AllCCS	[M+HCOO]-	221.707	32859911
DeepCCS	[M-2H]-	241.036	30932474
DeepCCS	[M+Na]+	216.518	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 - Phytolaccatoxin 10V, Positive-QTOF	splash10-100r-0000970000-43c4f4cfc9528222f1c3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytolaccatoxin 20V, Positive-QTOF	splash10-0pc0-0000910000-93dbab260d00b41d3ee2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytolaccatoxin 40V, Positive-QTOF	splash10-0a6r-0011900000-f0237a2d4b5f20e0c80a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytolaccatoxin 10V, Negative-QTOF	splash10-01b9-0000950000-41f5f2a105cbbf6d61bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytolaccatoxin 20V, Negative-QTOF	splash10-0axu-0000900000-be5c7d8078d0949cf846	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytolaccatoxin 40V, Negative-QTOF	splash10-0006-0000900000-b8b34711e965195aab15	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytolaccatoxin 10V, Positive-QTOF	splash10-014i-0000390000-01fde0c455c4a3de515b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytolaccatoxin 20V, Positive-QTOF	splash10-0avi-0101920000-1c3425316f1ae04079b8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytolaccatoxin 40V, Positive-QTOF	splash10-0002-5819800000-8cfc2730fa7776cbc57e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytolaccatoxin 10V, Negative-QTOF	splash10-014i-0000090000-d5c47f5a4b98e52d4215	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytolaccatoxin 20V, Negative-QTOF	splash10-014i-0000690000-6f0264b3e045d3f22d5c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phytolaccatoxin 40V, Negative-QTOF	splash10-014i-0000900000-924cb948b5a40508b0c9	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

FDB013157

KNApSAcK ID

Not Available

Chemspider ID

281011

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

317501

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 Phytolaccatoxin (HMDB0303401)

MOL for HMDB0303401 (Phytolaccatoxin)

3D MOL for HMDB0303401 (Phytolaccatoxin)

3D SDF for HMDB0303401 (Phytolaccatoxin)

3D-SDF for HMDB0303401 (Phytolaccatoxin)

PDB for HMDB0303401 (Phytolaccatoxin)

3D PDB for HMDB0303401 (Phytolaccatoxin)

SMILES for HMDB0303401 (Phytolaccatoxin)

INCHI for HMDB0303401 (Phytolaccatoxin)

Structure for HMDB0303401 (Phytolaccatoxin)

3D Structure for HMDB0303401 (Phytolaccatoxin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra