NP-MRD: Showing NP-Card for (2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid (NP0244011)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 04:41:24 UTC

Updated at

2022-09-07 04:41:24 UTC

NP-MRD ID

NP0244011

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

Description

Phytolaccoside B belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid is found in Phytolacca americana, Phytolacca tetramera and Phytolacca thyrsiflora. (2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid was first documented in 2008 (PMID: 18816139). Based on a literature review a small amount of articles have been published on Phytolaccoside B (PMID: 30922815) (PMID: 30688117) (PMID: 19504386).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072206412D          

 47 52  0  0  1  0            999 V2000
   -1.3918   -2.4462    0.0000 C   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
   -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
    0.3020   -3.8230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4452   -3.0106    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  2  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
    1.1270   -6.6809    0.0000 O   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
    1.5395   -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  2  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  2  0  0  0  0  0  0  0  0  0
    4.8395   -4.5375    0.0000 C   0  0  1  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  2  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  2  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
    7.7270   -3.8230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3145   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -2.3941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9645   -1.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -3.1086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7895   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -3.8230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9645   -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  1  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  2  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  1  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 28 27  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  1  0  0  0
 26 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  1  0  0  0
 39 40  1  0  0  0  0
 37 41  1  0  0  0  0
 21 41  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 20 44  1  0  0  0  0
 15 44  1  0  0  0  0
 44 45  1  6  0  0  0
 17 46  1  0  0  0  0
  9 46  1  0  0  0  0
 46 47  1  0  0  0  0
  5 47  1  0  0  0  0
M  END

     RDKit          3D

103108  0  0  0  0  0  0  0  0999 V2000
   -9.7126    1.2245   -1.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8043    1.0717   -0.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4199    1.2097   -0.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0344    1.4736   -1.5534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4894    1.0402    0.7581 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8954    2.1597    1.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7102   -0.2870    1.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2686   -1.3874    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8551   -1.2022   -0.0231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9184   -1.1961   -1.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5965   -0.2550   -2.2461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3844   -2.3529   -2.1043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9915   -2.3988    0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6687   -2.2630   -0.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9215   -1.0743    0.1940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3697   -1.4685    1.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7921    0.1493    0.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2365    1.3307    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863    1.6390    0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208    0.3715    0.0493 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4422    0.5622   -0.2843 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7218    1.4209   -1.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253    1.2546    0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1303    0.5087    1.5939 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8082    1.3823    2.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1639    0.0920    0.5197 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6966    1.2228   -0.0564 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9908    1.4897    0.3982 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9896    2.6811    1.1415 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1646    2.8462    1.8225 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2766    1.9678    1.3666 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3612    0.7529    2.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3623    1.8111   -0.1128 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8644    3.0070   -0.6806 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901    1.5786   -0.6950 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0576    0.3207   -1.3433 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5370   -0.8981   -0.4068 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1159   -0.9064   -1.8006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134   -2.2695    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4316   -3.3353   -0.5159 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0576   -0.8126   -0.3700 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3990   -1.5203   -1.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0002   -1.8812   -1.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7816   -0.6384   -0.7039 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3813   -0.1434   -1.9917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2544   -0.0011    0.6197 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0506    1.2583    0.4039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2099    1.2412   -2.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3634    0.3120   -1.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3888    2.0897   -1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0577    2.2995    2.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8611    1.9672    2.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9496    3.1080    1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2434   -0.3009    2.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8063   -0.3828    1.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2803   -2.3346    1.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9859   -1.5398   -0.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9989   -3.2681   -1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8879   -2.3242    1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5021   -3.3590    0.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0654   -3.1702    0.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -2.3926   -1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4832   -0.6540    2.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975   -2.3088    2.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3606   -1.9114    1.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8716    2.2379    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7791    2.2767   -0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511    2.2812    0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0225   -0.0054    1.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741    2.3511   -1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7839    1.8166   -1.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2449    0.9334   -2.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4275    2.2690    0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2570    1.4621    1.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8223   -0.3587    2.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5158    0.8407    2.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9835   -0.3472    1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2668    0.7028    1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0565    2.7080    2.9330 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4971    3.9139    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2324    2.5037    1.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6711    0.0789    1.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0894    1.0165   -0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6596    2.8517   -1.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7414    2.3660   -1.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9018    0.4294   -2.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4055   -1.3058   -2.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0228   -1.5533   -1.8723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4554    0.1199   -2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0415   -2.3482    0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6233   -2.3173    1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0175   -3.5944   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154   -1.3623    0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3531   -0.8765   -2.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8936   -2.4405   -1.8433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976   -2.3767   -1.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1007   -2.6217   -0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0565    0.6993   -1.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9631   -0.9685   -2.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6023    0.1185   -2.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3281   -0.1937    1.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8829    1.6764   -0.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6337    2.0286    1.1240 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
  5  3  1  6
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 26 37  1  0
 37 38  1  6
 37 39  1  0
 39 40  1  0
 37 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  6
 17 46  1  0
 46 47  1  0
  9 10  1  6
 10 12  1  0
 10 11  2  0
 47  5  1  0
 46  9  1  0
 44 15  1  0
 44 20  1  0
 41 21  1  0
 35 28  1  0
  1 48  1  0
  1 49  1  0
  1 50  1  0
  6 51  1  0
  6 52  1  0
  6 53  1  0
  7 54  1  0
  7 55  1  0
  8 56  1  0
  8 57  1  0
 13 59  1  0
 13 60  1  0
 14 61  1  0
 14 62  1  0
 16 63  1  0
 16 64  1  0
 16 65  1  0
 18 66  1  0
 19 67  1  0
 19 68  1  0
 20 69  1  1
 22 70  1  0
 22 71  1  0
 22 72  1  0
 23 73  1  0
 23 74  1  0
 24 75  1  1
 25 76  1  0
 26 77  1  1
 28 78  1  1
 30 79  1  0
 30 80  1  0
 31 81  1  1
 32 82  1  0
 33 83  1  1
 34 84  1  0
 35 85  1  6
 36 86  1  0
 38 87  1  0
 38 88  1  0
 38 89  1  0
 39 90  1  0
 39 91  1  0
 40 92  1  0
 41 93  1  1
 42 94  1  0
 42 95  1  0
 43 96  1  0
 43 97  1  0
 45 98  1  0
 45 99  1  0
 45100  1  0
 46101  1  1
 47102  1  0
 47103  1  0
 12 58  1  0
M  END


  Mrv1652309072206412D          

 47 52  0  0  1  0            999 V2000
   -1.3918   -2.4462    0.0000 C   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
   -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
    0.3020   -3.8230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4452   -3.0106    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  2  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
    1.1270   -6.6809    0.0000 O   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
    1.5395   -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  2  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  2  0  0  0  0  0  0  0  0  0
    4.8395   -4.5375    0.0000 C   0  0  1  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  2  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  2  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
    7.7270   -3.8230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3145   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -2.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -2.3941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9645   -1.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9645   -3.1086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7895   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -3.8230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9645   -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  1  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  2  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  1  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 28 27  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  1  0  0  0
 26 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  1  0  0  0
 39 40  1  0  0  0  0
 37 41  1  0  0  0  0
 21 41  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 20 44  1  0  0  0  0
 15 44  1  0  0  0  0
 44 45  1  6  0  0  0
 17 46  1  0  0  0  0
  9 46  1  0  0  0  0
 46 47  1  0  0  0  0
  5 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0244011

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@]1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@H](O)[C@H](O[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)C2C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C36H56O11/c1-31(30(44)45-6)11-13-36(29(42)43)14-12-34(4)19(20(36)15-31)7-8-24-32(2)16-21(38)27(47-28-26(41)25(40)22(39)17-46-28)33(3,18-37)23(32)9-10-35(24,34)5/h7,20-28,37-41H,8-18H2,1-6H3,(H,42,43)/t20?,21-,22+,23+,24+,25-,26+,27-,28-,31-,32-,33-,34+,35+,36-/m0/s1

> <INCHI_KEY>
SFZVDNKTWPZIJG-NAANUFKWSA-N

> <FORMULA>
C36H56O11

> <MOLECULAR_WEIGHT>
664.833

> <EXACT_MASS>
664.382262623

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
103

> <JCHEM_AVERAGE_POLARIZABILITY>
73.758589539479

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4aR,6aS,6bR,8aR,9R,10R,11S,12aR,12bR)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

> <JCHEM_LOGP>
2.436244620999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.240078228033772

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.520674857310247

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7877663213194737

> <JCHEM_POLAR_SURFACE_AREA>
183.21

> <JCHEM_REFRACTIVITY>
169.69780000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4aR,6aS,6bR,8aR,9R,10R,11S,12aR,12bR)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.598  -4.566   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.151  -5.093   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.883  -6.610   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.063  -7.600   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.564  -7.136   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.831  -5.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.206  -8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.564  -9.804   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.104  -9.804   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334 -11.137   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.104 -12.471   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.206 -11.137   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.874 -11.137   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414 -11.137   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.184  -9.804   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.954 -11.137   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.414  -8.470   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.184  -7.136   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.724  -7.136   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.494  -8.470   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.034  -8.470   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.264  -7.136   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.804  -7.136   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.344  -7.136   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      12.114  -5.803   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      12.114  -8.470   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.654  -8.470   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      14.424  -7.136   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      13.654  -5.803   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      14.424  -4.469   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.964  -4.469   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      16.734  -3.135   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      16.734  -5.803   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      18.274  -5.803   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      15.964  -7.136   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      16.734  -8.470   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      11.344  -9.804   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.076 -11.320   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.791 -10.330   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      13.058 -11.847   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       9.804  -9.804   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.034 -11.137   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.494 -11.137   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       6.724  -9.804   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.885 -11.335   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       2.874  -8.470   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       2.104  -7.136   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   47                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   13   46                                             
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   44                                             
CONECT   16   15                                                            
CONECT   17   15   18   46                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   44                                                  
CONECT   21   20   22   23   41                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   37                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   35                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   28   36                                                  
CONECT   36   35                                                            
CONECT   37   26   38   39   41                                             
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39                                                            
CONECT   41   37   21   42                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   20   15   45                                             
CONECT   45   44                                                            
CONECT   46   17    9   47                                                  
CONECT   47   46    5                                                       
MASTER        0    0    0    0    0    0    0    0   47    0  104    0
END

View in JSmol

Synonyms

Value	Source
3-O-beta-D-Xylopiranosyl-phytolaccagenin	MeSH

Chemical Formula

C₃₆H₅₆O₁₁

Average Mass

664.8330 Da

Monoisotopic Mass

664.38226 Da

IUPAC Name

(2S,4aR,6aS,6bR,8aR,9R,10R,11S,12aR,12bR)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

(2S,4aR,6aS,6bR,8aR,9R,10R,11S,12aR,12bR)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@]1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@H](O)[C@H](O[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6O)[C@@](C)(CO)[C@@H]5CC[C@@]34C)C2C1)C(O)=O

InChI Identifier

InChI=1S/C36H56O11/c1-31(30(44)45-6)11-13-36(29(42)43)14-12-34(4)19(20(36)15-31)7-8-24-32(2)16-21(38)27(47-28-26(41)25(40)22(39)17-46-28)33(3,18-37)23(32)9-10-35(24,34)5/h7,20-28,37-41H,8-18H2,1-6H3,(H,42,43)/t20?,21-,22+,23+,24+,25-,26+,27-,28-,31-,32-,33-,34+,35+,36-/m0/s1

InChI Key

SFZVDNKTWPZIJG-NAANUFKWSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Phytolacca americana	LOTUS Database	35616633
Phytolacca tetramera Hauman	LOTUS Database	35616633
Phytolacca thyrsiflora	LOTUS Database	35616633

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-alpha-hydroxysteroid
Hydroxysteroid
12-hydroxysteroid
Steroid
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Dicarboxylic acid or derivatives
Methyl ester
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	2.44	ChemAxon
pKa (Strongest Acidic)	4.52	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	169.7 m³·mol⁻¹	ChemAxon
Polarizability	73.76 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00003542

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118701276

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Butassi E, Svetaz LA, Zhou S, Wolfender JL, Cortes JCG, Ribas JC, Diaz C, Palacio JP, Vicente F, Zacchino SA: The antifungal activity and mechanisms of action of quantified extracts from berries, leaves and roots of Phytolacca tetramera. Phytomedicine. 2019 Jul;60:152884. doi: 10.1016/j.phymed.2019.152884. Epub 2019 Mar 16. [PubMed:30922815 ]
Di Petrillo A, Maria Gonzalez-Paramas A, Rosa A, Ruggiero V, Boylan F, Kumar A, Pintus F, Santos-Buelga C, Fais A, Era B: Chemical composition and enzyme inhibition of Phytolacca dioica L. seeds extracts. J Enzyme Inhib Med Chem. 2019 Dec;34(1):519-527. doi: 10.1080/14756366.2018.1563077. [PubMed:30688117 ]
Gao HM, Liu JX, Wang ZM, Wang WH: Phytolacacinoside A, a new triterpenoid saponin from Phytolacca acinosa Roxb. J Asian Nat Prod Res. 2009;11(5):433-8. doi: 10.1080/10286020902849266. [PubMed:19504386 ]
Escalante A, Gattuso M, Perez P, Zacchino S: Evidence for the mechanism of action of the antifungal phytolaccoside B isolated from Phytolacca tetramera Hauman. J Nat Prod. 2008 Oct;71(10):1720-5. doi: 10.1021/np070660i. Epub 2008 Sep 25. [PubMed:18816139 ]
LOTUS database [Link]

Showing NP-Card for (2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid (NP0244011)

MOL for NP0244011 ((2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D MOL for NP0244011 ((2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D SDF for NP0244011 ((2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D-SDF for NP0244011 ((2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

PDB for NP0244011 ((2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D PDB for NP0244011 ((2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

SMILES for NP0244011 ((2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

INCHI for NP0244011 ((2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

Structure for NP0244011 ((2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D Structure for NP0244011 ((2s,4ar,6as,6br,8ar,9r,10r,11s,12ar,12br)-11-hydroxy-9-(hydroxymethyl)-2-(methoxycarbonyl)-2,6a,6b,9,12a-pentamethyl-10-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)