NP-MRD: Showing NP-Card for princepin (NP0030683)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-19 21:58:20 UTC

Updated at

2021-06-29 23:58:48 UTC

NP-MRD ID

NP0030683

Secondary Accession Numbers

None

Natural Product Identification

Common Name

princepin

Provided By

JEOL Database JEOL Logo

Description

princepin is found in Joannesia princeps. It was first documented in 2003 (Waibel, R., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123583D          

 62 67  0  0  0  0            999 V2000
   -1.1494    5.9446    1.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555    5.0317    2.9026 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1060    3.8816    2.5505 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6730    3.2377    1.3836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0623    2.0415    1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783    1.4996   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3255    0.2868   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0594   -0.2946   -1.8926 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1853   -1.0714   -2.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207   -2.3599   -2.7762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7758   -2.2547   -2.9364 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2247   -1.5978   -4.2457 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7018   -2.6119   -5.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7620   -3.2609   -6.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1663   -4.2230   -7.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5114   -4.5360   -7.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9079   -5.4759   -8.0321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4551   -3.9019   -6.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7673   -4.2522   -6.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0615   -2.9463   -5.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2779   -0.6697   -3.9025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4033   -0.6123   -2.4759 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1532   -1.2301   -1.9022 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1411   -0.3706    0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3449    0.1672    1.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310    1.3646    2.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9595    1.8181    3.3126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.8619    3.6934 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5738    3.4677    4.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931    3.9545    5.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3739    4.5303    6.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5322    4.6200    7.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    5.1731    8.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281    4.1397    7.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944    4.2324    8.3571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2579    3.5646    6.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284    5.4026    1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662    4.6612    3.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084    5.6006    3.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8651    4.2941    2.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9084    2.0381   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492    0.5282   -2.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2434   -2.6565   -3.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9782   -3.0737   -1.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2753   -3.2168   -2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4291   -0.9932   -4.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960   -3.0168   -6.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393   -4.7199   -7.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8797   -5.5163   -7.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3027   -3.6794   -5.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7980   -2.4524   -4.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878   -1.1983   -2.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5674    0.4225   -2.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300   -1.6752   -0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280   -1.3083    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762   -0.3537    2.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9239    2.3751    3.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    3.8761    4.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3957    4.8939    6.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8674    5.4529    8.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0433    4.6580    9.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2804    3.1969    6.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0  0  0  0
 23 11  1  0  0  0  0
 15 14  2  0  0  0  0
 14 13  1  0  0  0  0
 23 54  1  1  0  0  0
 13 20  2  0  0  0  0
 20 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 45  1  1  0  0  0
 16 17  1  0  0  0  0
 26  5  2  0  0  0  0
 23  8  1  0  0  0  0
  8  7  1  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
  9 10  1  0  0  0  0
  7  6  2  0  0  0  0
 26 27  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3 28  1  0  0  0  0
 28 27  1  0  0  0  0
  6  5  1  0  0  0  0
 28 29  1  0  0  0  0
 10 11  1  0  0  0  0
  3  2  1  0  0  0  0
 26 25  1  0  0  0  0
 29 36  2  0  0  0  0
 11 12  1  0  0  0  0
 36 34  1  0  0  0  0
 25 24  2  0  0  0  0
 34 32  2  0  0  0  0
 24  7  1  0  0  0  0
 32 31  1  0  0  0  0
 12 21  1  0  0  0  0
 31 30  2  0  0  0  0
 30 29  1  0  0  0  0
 21 22  1  0  0  0  0
 32 33  1  0  0  0  0
 18 16  2  0  0  0  0
 34 35  1  0  0  0  0
 22 23  1  0  0  0  0
  2  1  1  0  0  0  0
  8 42  1  6  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
 12 46  1  6  0  0  0
 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
  6 41  1  0  0  0  0
 25 56  1  0  0  0  0
 24 55  1  0  0  0  0
 15 48  1  0  0  0  0
 14 47  1  0  0  0  0
 20 51  1  0  0  0  0
 19 50  1  0  0  0  0
 17 49  1  0  0  0  0
  3 40  1  6  0  0  0
 28 57  1  1  0  0  0
  2 38  1  0  0  0  0
  2 39  1  0  0  0  0
 36 62  1  0  0  0  0
 31 59  1  0  0  0  0
 30 58  1  0  0  0  0
 33 60  1  0  0  0  0
 35 61  1  0  0  0  0
  1 37  1  0  0  0  0
M  END

     RDKit          3D

 62 67  0  0  0  0  0  0  0  0999 V2000
   -1.1494    5.9446    1.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555    5.0317    2.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    3.8816    2.5505 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6730    3.2377    1.3836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0623    2.0415    1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783    1.4996   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3255    0.2868   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0594   -0.2946   -1.8926 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1853   -1.0714   -2.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207   -2.3599   -2.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7758   -2.2547   -2.9364 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2247   -1.5978   -4.2457 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7018   -2.6119   -5.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7620   -3.2609   -6.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1663   -4.2230   -7.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5114   -4.5360   -7.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9079   -5.4759   -8.0321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4551   -3.9019   -6.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7673   -4.2522   -6.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0615   -2.9463   -5.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2779   -0.6697   -3.9025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4033   -0.6123   -2.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1532   -1.2301   -1.9022 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1411   -0.3706    0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3449    0.1672    1.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310    1.3646    2.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9595    1.8181    3.3126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.8619    3.6934 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5738    3.4677    4.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931    3.9545    5.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3739    4.5303    6.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5322    4.6200    7.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    5.1731    8.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281    4.1397    7.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944    4.2324    8.3571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2579    3.5646    6.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284    5.4026    1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662    4.6612    3.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084    5.6006    3.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8651    4.2941    2.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9084    2.0381   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492    0.5282   -2.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2434   -2.6565   -3.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9782   -3.0737   -1.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2753   -3.2168   -2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4291   -0.9932   -4.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960   -3.0168   -6.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393   -4.7199   -7.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8797   -5.5163   -7.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3027   -3.6794   -5.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7980   -2.4524   -4.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878   -1.1983   -2.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5674    0.4225   -2.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300   -1.6752   -0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280   -1.3083    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762   -0.3537    2.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9239    2.3751    3.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    3.8761    4.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3957    4.8939    6.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8674    5.4529    8.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0433    4.6580    9.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2804    3.1969    6.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 23 11  1  0
 15 14  2  0
 14 13  1  0
 23 54  1  1
 13 20  2  0
 20 18  1  0
 18 19  1  0
 11 45  1  1
 16 17  1  0
 26  5  2  0
 23  8  1  0
  8  7  1  0
  8  9  1  0
 12 13  1  0
  9 10  1  0
  7  6  2  0
 26 27  1  0
  5  4  1  0
  4  3  1  0
  3 28  1  0
 28 27  1  0
  6  5  1  0
 28 29  1  0
 10 11  1  0
  3  2  1  0
 26 25  1  0
 29 36  2  0
 11 12  1  0
 36 34  1  0
 25 24  2  0
 34 32  2  0
 24  7  1  0
 32 31  1  0
 12 21  1  0
 31 30  2  0
 30 29  1  0
 21 22  1  0
 32 33  1  0
 18 16  2  0
 34 35  1  0
 22 23  1  0
  2  1  1  0
  8 42  1  6
 10 43  1  0
 10 44  1  0
 12 46  1  6
 22 52  1  0
 22 53  1  0
  6 41  1  0
 25 56  1  0
 24 55  1  0
 15 48  1  0
 14 47  1  0
 20 51  1  0
 19 50  1  0
 17 49  1  0
  3 40  1  6
 28 57  1  1
  2 38  1  0
  2 39  1  0
 36 62  1  0
 31 59  1  0
 30 58  1  0
 33 60  1  0
 35 61  1  0
  1 37  1  0
M  END


  Mrv1652306192123583D          

 62 67  0  0  0  0            999 V2000
   -1.1494    5.9446    1.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555    5.0317    2.9026 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1060    3.8816    2.5505 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6730    3.2377    1.3836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0623    2.0415    1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783    1.4996   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3255    0.2868   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0594   -0.2946   -1.8926 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1853   -1.0714   -2.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207   -2.3599   -2.7762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7758   -2.2547   -2.9364 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2247   -1.5978   -4.2457 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7018   -2.6119   -5.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7620   -3.2609   -6.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1663   -4.2230   -7.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5114   -4.5360   -7.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9079   -5.4759   -8.0321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4551   -3.9019   -6.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7673   -4.2522   -6.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0615   -2.9463   -5.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2779   -0.6697   -3.9025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4033   -0.6123   -2.4759 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1532   -1.2301   -1.9022 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1411   -0.3706    0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3449    0.1672    1.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310    1.3646    2.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9595    1.8181    3.3126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.8619    3.6934 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5738    3.4677    4.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931    3.9545    5.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3739    4.5303    6.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5322    4.6200    7.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    5.1731    8.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281    4.1397    7.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944    4.2324    8.3571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2579    3.5646    6.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284    5.4026    1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662    4.6612    3.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084    5.6006    3.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8651    4.2941    2.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9084    2.0381   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492    0.5282   -2.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2434   -2.6565   -3.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9782   -3.0737   -1.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2753   -3.2168   -2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4291   -0.9932   -4.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960   -3.0168   -6.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393   -4.7199   -7.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8797   -5.5163   -7.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3027   -3.6794   -5.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7980   -2.4524   -4.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878   -1.1983   -2.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5674    0.4225   -2.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300   -1.6752   -0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280   -1.3083    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762   -0.3537    2.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9239    2.3751    3.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    3.8761    4.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3957    4.8939    6.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8674    5.4529    8.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0433    4.6580    9.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2804    3.1969    6.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0  0  0  0
 23 11  1  0  0  0  0
 15 14  2  0  0  0  0
 14 13  1  0  0  0  0
 23 54  1  1  0  0  0
 13 20  2  0  0  0  0
 20 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 45  1  1  0  0  0
 16 17  1  0  0  0  0
 26  5  2  0  0  0  0
 23  8  1  0  0  0  0
  8  7  1  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
  9 10  1  0  0  0  0
  7  6  2  0  0  0  0
 26 27  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3 28  1  0  0  0  0
 28 27  1  0  0  0  0
  6  5  1  0  0  0  0
 28 29  1  0  0  0  0
 10 11  1  0  0  0  0
  3  2  1  0  0  0  0
 26 25  1  0  0  0  0
 29 36  2  0  0  0  0
 11 12  1  0  0  0  0
 36 34  1  0  0  0  0
 25 24  2  0  0  0  0
 34 32  2  0  0  0  0
 24  7  1  0  0  0  0
 32 31  1  0  0  0  0
 12 21  1  0  0  0  0
 31 30  2  0  0  0  0
 30 29  1  0  0  0  0
 21 22  1  0  0  0  0
 32 33  1  0  0  0  0
 18 16  2  0  0  0  0
 34 35  1  0  0  0  0
 22 23  1  0  0  0  0
  2  1  1  0  0  0  0
  8 42  1  6  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
 12 46  1  6  0  0  0
 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
  6 41  1  0  0  0  0
 25 56  1  0  0  0  0
 24 55  1  0  0  0  0
 15 48  1  0  0  0  0
 14 47  1  0  0  0  0
 20 51  1  0  0  0  0
 19 50  1  0  0  0  0
 17 49  1  0  0  0  0
  3 40  1  6  0  0  0
 28 57  1  1  0  0  0
  2 38  1  0  0  0  0
  2 39  1  0  0  0  0
 36 62  1  0  0  0  0
 31 59  1  0  0  0  0
 30 58  1  0  0  0  0
 33 60  1  0  0  0  0
 35 61  1  0  0  0  0
  1 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030683

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(O[H])C([H])=C(C([H])=C1[H])[C@@]1([H])OC([H])([H])[C@]2([H])[C@]([H])(OC([H])([H])[C@]12[H])C1=C([H])C2=C(O[C@@]([H])(C3=C([H])C(O[H])=C(O[H])C([H])=C3[H])[C@@]([H])(O2)C([H])([H])O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H26O9/c28-10-24-27(14-2-5-19(30)21(32)8-14)36-22-6-3-15(9-23(22)35-24)26-17-12-33-25(16(17)11-34-26)13-1-4-18(29)20(31)7-13/h1-9,16-17,24-32H,10-12H2/t16-,17-,24-,25+,26+,27-/m0/s1

> <INCHI_KEY>
RSGUJBLAYQHQGR-FFFFCZNISA-N

> <FORMULA>
C27H26O9

> <MOLECULAR_WEIGHT>
494.496

> <EXACT_MASS>
494.157682417

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
52.198131210881115

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(1S,3aR,4S,6aR)-4-[(2S,3S)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-hexahydrofuro[3,4-c]furan-1-yl]benzene-1,2-diol

> <ALOGPS_LOGP>
2.67

> <JCHEM_LOGP>
2.6530092060000006

> <ALOGPS_LOGS>
-4.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.51123317196403

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.909457871819923

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9904141818384993

> <JCHEM_POLAR_SURFACE_AREA>
138.07000000000002

> <JCHEM_REFRACTIVITY>
127.3383

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1S,3aR,4S,6aR)-4-[(2S,3S)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-hexahydrofuro[3,4-c]furan-1-yl]benzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 62 67  0  0  0  0  0  0  0  0999 V2000
   -1.1494    5.9446    1.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555    5.0317    2.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    3.8816    2.5505 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6730    3.2377    1.3836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0623    2.0415    1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783    1.4996   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3255    0.2868   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0594   -0.2946   -1.8926 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1853   -1.0714   -2.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207   -2.3599   -2.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7758   -2.2547   -2.9364 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2247   -1.5978   -4.2457 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7018   -2.6119   -5.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7620   -3.2609   -6.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1663   -4.2230   -7.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5114   -4.5360   -7.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9079   -5.4759   -8.0321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4551   -3.9019   -6.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7673   -4.2522   -6.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0615   -2.9463   -5.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2779   -0.6697   -3.9025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4033   -0.6123   -2.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1532   -1.2301   -1.9022 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1411   -0.3706    0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3449    0.1672    1.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310    1.3646    2.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9595    1.8181    3.3126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.8619    3.6934 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5738    3.4677    4.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931    3.9545    5.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3739    4.5303    6.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5322    4.6200    7.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    5.1731    8.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281    4.1397    7.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944    4.2324    8.3571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2579    3.5646    6.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284    5.4026    1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662    4.6612    3.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084    5.6006    3.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8651    4.2941    2.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9084    2.0381   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492    0.5282   -2.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2434   -2.6565   -3.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9782   -3.0737   -1.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2753   -3.2168   -2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4291   -0.9932   -4.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960   -3.0168   -6.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393   -4.7199   -7.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8797   -5.5163   -7.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3027   -3.6794   -5.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7980   -2.4524   -4.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878   -1.1983   -2.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5674    0.4225   -2.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300   -1.6752   -0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280   -1.3083    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762   -0.3537    2.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9239    2.3751    3.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    3.8761    4.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3957    4.8939    6.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8674    5.4529    8.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0433    4.6580    9.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2804    3.1969    6.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 23 11  1  0
 15 14  2  0
 14 13  1  0
 23 54  1  1
 13 20  2  0
 20 18  1  0
 18 19  1  0
 11 45  1  1
 16 17  1  0
 26  5  2  0
 23  8  1  0
  8  7  1  0
  8  9  1  0
 12 13  1  0
  9 10  1  0
  7  6  2  0
 26 27  1  0
  5  4  1  0
  4  3  1  0
  3 28  1  0
 28 27  1  0
  6  5  1  0
 28 29  1  0
 10 11  1  0
  3  2  1  0
 26 25  1  0
 29 36  2  0
 11 12  1  0
 36 34  1  0
 25 24  2  0
 34 32  2  0
 24  7  1  0
 32 31  1  0
 12 21  1  0
 31 30  2  0
 30 29  1  0
 21 22  1  0
 32 33  1  0
 18 16  2  0
 34 35  1  0
 22 23  1  0
  2  1  1  0
  8 42  1  6
 10 43  1  0
 10 44  1  0
 12 46  1  6
 22 52  1  0
 22 53  1  0
  6 41  1  0
 25 56  1  0
 24 55  1  0
 15 48  1  0
 14 47  1  0
 20 51  1  0
 19 50  1  0
 17 49  1  0
  3 40  1  6
 28 57  1  1
  2 38  1  0
  2 39  1  0
 36 62  1  0
 31 59  1  0
 30 58  1  0
 33 60  1  0
 35 61  1  0
  1 37  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0      -1.149   5.945   1.806  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.056   5.032   2.903  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.106   3.882   2.551  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.673   3.238   1.384  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.062   2.042   1.116  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.278   1.500  -0.151  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.326   0.287  -0.521  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.059  -0.295  -1.893  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.185  -1.071  -2.354  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.721  -2.360  -2.776  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.776  -2.255  -2.936  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.225  -1.598  -4.246  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.702  -2.612  -5.265  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.762  -3.261  -6.089  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.166  -4.223  -7.018  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.511  -4.536  -7.125  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.908  -5.476  -8.032  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.455  -3.902  -6.323  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.767  -4.252  -6.486  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.062  -2.946  -5.392  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.278  -0.670  -3.902  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.403  -0.612  -2.476  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.153  -1.230  -1.902  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.141  -0.371   0.413  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.345   0.167   1.686  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.731   1.365   2.042  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.960   1.818   3.313  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.042   2.862   3.693  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.574   3.468   4.978  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.893   3.954   5.063  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.374   4.530   6.243  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.532   4.620   7.343  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.941   5.173   8.525  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.228   4.140   7.271  0.00  0.00           C+0
HETATM   35  O   UNK     0      -0.594   4.232   8.357  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.258   3.565   6.105  0.00  0.00           C+0
HETATM   37  H   UNK     0      -1.328   5.403   1.014  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.066   4.661   3.104  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.708   5.601   3.769  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.865   4.294   2.243  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.908   2.038  -0.855  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.049   0.528  -2.611  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.243  -2.656  -3.689  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.978  -3.074  -1.986  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.275  -3.217  -2.775  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.429  -0.993  -4.699  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.296  -3.017  -6.018  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.439  -4.720  -7.653  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.880  -5.516  -7.931  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.303  -3.679  -5.910  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.798  -2.452  -4.765  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.288  -1.198  -2.203  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.567   0.423  -2.163  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.330  -1.675  -0.916  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.628  -1.308   0.153  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.976  -0.354   2.401  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.924   2.375   3.890  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.559   3.876   4.204  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.396   4.894   6.279  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.867   5.453   8.422  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.043   4.658   9.044  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.280   3.197   6.085  0.00  0.00           H+0
CONECT    1    2   37                                                       
CONECT    2    3    1   38   39                                             
CONECT    3    4   28    2   40                                             
CONECT    4    5    3                                                       
CONECT    5   26    4    6                                                  
CONECT    6    7    5   41                                                  
CONECT    7    8    6   24                                                  
CONECT    8   23    7    9   42                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   43   44                                             
CONECT   11   23   45   10   12                                             
CONECT   12   13   11   21   46                                             
CONECT   13   14   20   12                                                  
CONECT   14   15   13   47                                                  
CONECT   15   16   14   48                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   49                                                       
CONECT   18   20   19   16                                                  
CONECT   19   18   50                                                       
CONECT   20   13   18   51                                                  
CONECT   21   12   22                                                       
CONECT   22   21   23   52   53                                             
CONECT   23   11   54    8   22                                             
CONECT   24   25    7   55                                                  
CONECT   25   26   24   56                                                  
CONECT   26    5   27   25                                                  
CONECT   27   26   28                                                       
CONECT   28    3   27   29   57                                             
CONECT   29   28   36   30                                                  
CONECT   30   31   29   58                                                  
CONECT   31   32   30   59                                                  
CONECT   32   34   31   33                                                  
CONECT   33   32   60                                                       
CONECT   34   36   32   35                                                  
CONECT   35   34   61                                                       
CONECT   36   29   34   62                                                  
CONECT   37    1                                                            
CONECT   38    2                                                            
CONECT   39    2                                                            
CONECT   40    3                                                            
CONECT   41    6                                                            
CONECT   42    8                                                            
CONECT   43   10                                                            
CONECT   44   10                                                            
CONECT   45   11                                                            
CONECT   46   12                                                            
CONECT   47   14                                                            
CONECT   48   15                                                            
CONECT   49   17                                                            
CONECT   50   19                                                            
CONECT   51   20                                                            
CONECT   52   22                                                            
CONECT   53   22                                                            
CONECT   54   23                                                            
CONECT   55   24                                                            
CONECT   56   25                                                            
CONECT   57   28                                                            
CONECT   58   30                                                            
CONECT   59   31                                                            
CONECT   60   33                                                            
CONECT   61   35                                                            
CONECT   62   36                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  134    0
END

RDKit          3D

62 67  0  0  0  0  0  0  0  0999 V2000
   -1.1494    5.9446    1.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555    5.0317    2.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    3.8816    2.5505 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6730    3.2377    1.3836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0623    2.0415    1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783    1.4996   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3255    0.2868   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0594   -0.2946   -1.8926 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1853   -1.0714   -2.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207   -2.3599   -2.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7758   -2.2547   -2.9364 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2247   -1.5978   -4.2457 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7018   -2.6119   -5.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7620   -3.2609   -6.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1663   -4.2230   -7.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5114   -4.5360   -7.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9079   -5.4759   -8.0321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4551   -3.9019   -6.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7673   -4.2522   -6.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0615   -2.9463   -5.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2779   -0.6697   -3.9025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4033   -0.6123   -2.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1532   -1.2301   -1.9022 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1411   -0.3706    0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3449    0.1672    1.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310    1.3646    2.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9595    1.8181    3.3126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.8619    3.6934 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5738    3.4677    4.9782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931    3.9545    5.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3739    4.5303    6.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5322    4.6200    7.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    5.1731    8.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281    4.1397    7.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5944    4.2324    8.3571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2579    3.5646    6.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284    5.4026    1.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0662    4.6612    3.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084    5.6006    3.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8651    4.2941    2.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9084    2.0381   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492    0.5282   -2.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2434   -2.6565   -3.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9782   -3.0737   -1.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2753   -3.2168   -2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4291   -0.9932   -4.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960   -3.0168   -6.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393   -4.7199   -7.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8797   -5.5163   -7.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3027   -3.6794   -5.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7980   -2.4524   -4.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2878   -1.1983   -2.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5674    0.4225   -2.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300   -1.6752   -0.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280   -1.3083    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762   -0.3537    2.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9239    2.3751    3.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    3.8761    4.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3957    4.8939    6.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8674    5.4529    8.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0433    4.6580    9.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2804    3.1969    6.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 23 11  1  0
 15 14  2  0
 14 13  1  0
 23 54  1  1
 13 20  2  0
 20 18  1  0
 18 19  1  0
 11 45  1  1
 16 17  1  0
 26  5  2  0
 23  8  1  0
  8  7  1  0
  8  9  1  0
 12 13  1  0
  9 10  1  0
  7  6  2  0
 26 27  1  0
  5  4  1  0
  4  3  1  0
  3 28  1  0
 28 27  1  0
  6  5  1  0
 28 29  1  0
 10 11  1  0
  3  2  1  0
 26 25  1  0
 29 36  2  0
 11 12  1  0
 36 34  1  0
 25 24  2  0
 34 32  2  0
 24  7  1  0
 32 31  1  0
 12 21  1  0
 31 30  2  0
 30 29  1  0
 21 22  1  0
 32 33  1  0
 18 16  2  0
 34 35  1  0
 22 23  1  0
  2  1  1  0
  8 42  1  6
 10 43  1  0
 10 44  1  0
 12 46  1  6
 22 52  1  0
 22 53  1  0
  6 41  1  0
 25 56  1  0
 24 55  1  0
 15 48  1  0
 14 47  1  0
 20 51  1  0
 19 50  1  0
 17 49  1  0
  3 40  1  6
 28 57  1  1
  2 38  1  0
  2 39  1  0
 36 62  1  0
 31 59  1  0
 30 58  1  0
 33 60  1  0
 35 61  1  0
  1 37  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₂₆O₉

Average Mass

494.4960 Da

Monoisotopic Mass

494.15768 Da

IUPAC Name

4-[(1S,3aR,4S,6aR)-4-[(2S,3S)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-hexahydrofuro[3,4-c]furan-1-yl]benzene-1,2-diol

Traditional Name

4-[(1S,3aR,4S,6aR)-4-[(2S,3S)-2-(3,4-dihydroxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-hexahydrofuro[3,4-c]furan-1-yl]benzene-1,2-diol

CAS Registry Number

Not Available

SMILES

[H]OC1=C(O[H])C([H])=C(C([H])=C1[H])[C@@]1([H])OC([H])([H])[C@]2([H])[C@]([H])(OC([H])([H])[C@]12[H])C1=C([H])C2=C(O[C@@]([H])(C3=C([H])C(O[H])=C(O[H])C([H])=C3[H])[C@@]([H])(O2)C([H])([H])O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C27H26O9/c28-10-24-27(14-2-5-19(30)21(32)8-14)36-22-6-3-15(9-23(22)35-24)26-17-12-33-25(16(17)11-34-26)13-1-4-18(29)20(31)7-13/h1-9,16-17,24-32H,10-12H2/t16-,17-,24-,25+,26+,27-/m0/s1

InChI Key

RSGUJBLAYQHQGR-FFFFCZNISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 360 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 360 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Joannesia princeps	JEOL database	Waibel, R., et al., Phytochemistry 62, 805 (2003)

Chemical Taxonomy

Classification

Not classified

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	2.67	ALOGPS
logP	2.65	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	8.91	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	138.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	127.34 m³·mol⁻¹	ChemAxon
Polarizability	52.2 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Waibel, R., et al. (2003). Waibel, R., et al., Phytochemistry 62, 805 (2003). Phytochem..

Showing NP-Card for princepin (NP0030683)

MOL for NP0030683 ( princepin)

3D MOL for NP0030683 ( princepin)

3D SDF for NP0030683 ( princepin)

3D-SDF for NP0030683 ( princepin)

PDB for NP0030683 ( princepin)

3D PDB for NP0030683 ( princepin)

SMILES for NP0030683 ( princepin)

INCHI for NP0030683 ( princepin)

Structure for NP0030683 ( princepin)

3D Structure for NP0030683 ( princepin)