NP-MRD: Showing NP-Card for graviphane (NP0032704)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 23:26:16 UTC

Updated at

2021-06-30 00:02:03 UTC

NP-MRD ID

NP0032704

Secondary Accession Numbers

None

Natural Product Identification

Common Name

graviphane

Provided By

JEOL Database JEOL Logo

Description

Tricyclo[20.2.2.0²,⁷]Hexacosa-1(24),2,4,6,22,25-hexaene-3,5,24,25-tetrol belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. graviphane is found in Grevillea robusta. graviphane was first documented in 2007 (Chuang, T. -H., et al.). Based on a literature review very few articles have been published on tricyclo[20.2.2.0²,⁷]Hexacosa-1(24),2,4,6,22,25-hexaene-3,5,24,25-tetrol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101263D          

 66 68  0  0  0  0            999 V2000
    3.2426   -2.1692   -6.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4458   -2.5482   -5.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8468   -3.6315   -4.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0543   -4.0493   -3.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267   -5.1328   -2.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8489   -3.3925   -3.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4548   -2.2795   -3.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2645   -1.8755   -4.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -1.4965   -3.5910 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6001   -0.0455   -3.1435 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0331    0.0605   -1.7535 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0351    1.5083   -1.2563 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6737    1.6890    0.1255 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1027    0.8171    1.2486 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4113    0.9511    1.4265 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9202    0.0364    2.5433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4518    0.0054    2.5764 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0154   -1.0475    3.5368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3565   -2.3923    2.8781 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1441   -3.1382    2.3216 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5164   -4.5284    1.7964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2910   -5.3783    1.4398 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4884   -4.8522    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -5.1550   -1.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979   -4.6816   -2.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5270   -5.0680   -3.3565 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0362   -3.8712   -1.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854   -3.5731   -0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4793   -2.8163   -0.2579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -4.0535    0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8470   -1.3995   -6.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7700   -4.1538   -4.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030   -5.3789   -1.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9569   -1.0311   -5.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -1.4922   -4.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4705   -1.9944   -2.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    0.4978   -3.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    0.4521   -3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0619   -0.3155   -1.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313   -0.5722   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5830    2.1341   -1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9909    1.8947   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493    1.4868    0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794    2.7437    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3620   -0.2319    1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6013    1.0914    2.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6711    1.9922    1.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9206    0.6840    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5385    0.3871    3.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5163   -0.9685    2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7994    0.9946    2.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8581   -0.1518    1.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3370   -1.2023    4.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9493   -0.6524    3.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0883   -2.2319    2.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8499   -3.0202    3.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7117   -2.5602    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3840   -3.2320    3.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0861   -5.0630    2.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1756   -4.4273    0.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6229   -6.3973    1.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6415   -5.4821    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7278   -5.7745   -1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8898   -4.7642   -4.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328   -2.5261   -1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0504   -3.7992    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0  0  0  0
  8  2  2  0  0  0  0
 11 10  1  0  0  0  0
  2  3  1  0  0  0  0
 20 19  1  0  0  0  0
  3  4  2  0  0  0  0
 13 12  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
 19 18  1  0  0  0  0
  4  5  1  0  0  0  0
 10  9  1  0  0  0  0
  2  1  1  0  0  0  0
 18 17  1  0  0  0  0
 14 13  1  0  0  0  0
 24 23  1  0  0  0  0
 17 16  1  0  0  0  0
 23 30  2  0  0  0  0
 12 11  1  0  0  0  0
 30 28  1  0  0  0  0
 16 15  1  0  0  0  0
 28 27  2  0  0  0  0
 22 21  1  0  0  0  0
 27 25  1  0  0  0  0
 25 24  2  0  0  0  0
 25 26  1  0  0  0  0
  7  8  1  0  0  0  0
 28 29  1  0  0  0  0
 27  6  1  0  0  0  0
 23 22  1  0  0  0  0
  7  9  1  0  0  0  0
 15 14  1  0  0  0  0
 14 45  1  0  0  0  0
 14 46  1  0  0  0  0
 13 43  1  0  0  0  0
 13 44  1  0  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 10 37  1  0  0  0  0
 10 38  1  0  0  0  0
  9 35  1  0  0  0  0
  9 36  1  0  0  0  0
 22 61  1  0  0  0  0
 22 62  1  0  0  0  0
 21 59  1  0  0  0  0
 21 60  1  0  0  0  0
 20 57  1  0  0  0  0
 20 58  1  0  0  0  0
 19 55  1  0  0  0  0
 19 56  1  0  0  0  0
 18 53  1  0  0  0  0
 18 54  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 15 47  1  0  0  0  0
 15 48  1  0  0  0  0
  8 34  1  0  0  0  0
  3 32  1  0  0  0  0
  5 33  1  0  0  0  0
  1 31  1  0  0  0  0
 24 63  1  0  0  0  0
 30 66  1  0  0  0  0
 26 64  1  0  0  0  0
 29 65  1  0  0  0  0
M  END

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
    3.2426   -2.1692   -6.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4458   -2.5482   -5.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8468   -3.6315   -4.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0543   -4.0493   -3.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267   -5.1328   -2.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8489   -3.3925   -3.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4548   -2.2795   -3.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2645   -1.8755   -4.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -1.4965   -3.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6001   -0.0455   -3.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331    0.0605   -1.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0351    1.5083   -1.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6737    1.6890    0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027    0.8171    1.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4113    0.9511    1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9202    0.0364    2.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4518    0.0054    2.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0154   -1.0475    3.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3565   -2.3923    2.8781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1441   -3.1382    2.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5164   -4.5284    1.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2910   -5.3783    1.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -4.8522    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -5.1550   -1.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979   -4.6816   -2.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5270   -5.0680   -3.3565 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0362   -3.8712   -1.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854   -3.5731   -0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4793   -2.8163   -0.2579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -4.0535    0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8470   -1.3995   -6.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7700   -4.1538   -4.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030   -5.3789   -1.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9569   -1.0311   -5.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -1.4922   -4.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4705   -1.9944   -2.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    0.4978   -3.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    0.4521   -3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0619   -0.3155   -1.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313   -0.5722   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5830    2.1341   -1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9909    1.8947   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493    1.4868    0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794    2.7437    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3620   -0.2319    1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6013    1.0914    2.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6711    1.9922    1.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9206    0.6840    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5385    0.3871    3.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5163   -0.9685    2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7994    0.9946    2.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8581   -0.1518    1.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3370   -1.2023    4.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9493   -0.6524    3.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0883   -2.2319    2.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8499   -3.0202    3.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7117   -2.5602    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3840   -3.2320    3.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0861   -5.0630    2.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1756   -4.4273    0.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6229   -6.3973    1.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6415   -5.4821    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7278   -5.7745   -1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8898   -4.7642   -4.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328   -2.5261   -1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0504   -3.7992    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
  8  2  2  0
 11 10  1  0
  2  3  1  0
 20 19  1  0
  3  4  2  0
 13 12  1  0
  4  6  1  0
  6  7  2  0
 19 18  1  0
  4  5  1  0
 10  9  1  0
  2  1  1  0
 18 17  1  0
 14 13  1  0
 24 23  1  0
 17 16  1  0
 23 30  2  0
 12 11  1  0
 30 28  1  0
 16 15  1  0
 28 27  2  0
 22 21  1  0
 27 25  1  0
 25 24  2  0
 25 26  1  0
  7  8  1  0
 28 29  1  0
 27  6  1  0
 23 22  1  0
  7  9  1  0
 15 14  1  0
 14 45  1  0
 14 46  1  0
 13 43  1  0
 13 44  1  0
 12 41  1  0
 12 42  1  0
 11 39  1  0
 11 40  1  0
 10 37  1  0
 10 38  1  0
  9 35  1  0
  9 36  1  0
 22 61  1  0
 22 62  1  0
 21 59  1  0
 21 60  1  0
 20 57  1  0
 20 58  1  0
 19 55  1  0
 19 56  1  0
 18 53  1  0
 18 54  1  0
 17 51  1  0
 17 52  1  0
 16 49  1  0
 16 50  1  0
 15 47  1  0
 15 48  1  0
  8 34  1  0
  3 32  1  0
  5 33  1  0
  1 31  1  0
 24 63  1  0
 30 66  1  0
 26 64  1  0
 29 65  1  0
M  END


  Mrv1652306202101263D          

 66 68  0  0  0  0            999 V2000
    3.2426   -2.1692   -6.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4458   -2.5482   -5.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8468   -3.6315   -4.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0543   -4.0493   -3.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267   -5.1328   -2.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8489   -3.3925   -3.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4548   -2.2795   -3.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2645   -1.8755   -4.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -1.4965   -3.5910 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6001   -0.0455   -3.1435 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0331    0.0605   -1.7535 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0351    1.5083   -1.2563 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6737    1.6890    0.1255 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1027    0.8171    1.2486 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4113    0.9511    1.4265 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9202    0.0364    2.5433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4518    0.0054    2.5764 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0154   -1.0475    3.5368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3565   -2.3923    2.8781 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1441   -3.1382    2.3216 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5164   -4.5284    1.7964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2910   -5.3783    1.4398 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4884   -4.8522    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -5.1550   -1.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979   -4.6816   -2.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5270   -5.0680   -3.3565 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0362   -3.8712   -1.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854   -3.5731   -0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4793   -2.8163   -0.2579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -4.0535    0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8470   -1.3995   -6.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7700   -4.1538   -4.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030   -5.3789   -1.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9569   -1.0311   -5.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -1.4922   -4.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4705   -1.9944   -2.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    0.4978   -3.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    0.4521   -3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0619   -0.3155   -1.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313   -0.5722   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5830    2.1341   -1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9909    1.8947   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493    1.4868    0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794    2.7437    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3620   -0.2319    1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6013    1.0914    2.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6711    1.9922    1.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9206    0.6840    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5385    0.3871    3.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5163   -0.9685    2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7994    0.9946    2.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8581   -0.1518    1.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3370   -1.2023    4.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9493   -0.6524    3.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0883   -2.2319    2.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8499   -3.0202    3.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7117   -2.5602    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3840   -3.2320    3.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0861   -5.0630    2.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1756   -4.4273    0.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6229   -6.3973    1.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6415   -5.4821    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7278   -5.7745   -1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8898   -4.7642   -4.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328   -2.5261   -1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0504   -3.7992    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0  0  0  0
  8  2  2  0  0  0  0
 11 10  1  0  0  0  0
  2  3  1  0  0  0  0
 20 19  1  0  0  0  0
  3  4  2  0  0  0  0
 13 12  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
 19 18  1  0  0  0  0
  4  5  1  0  0  0  0
 10  9  1  0  0  0  0
  2  1  1  0  0  0  0
 18 17  1  0  0  0  0
 14 13  1  0  0  0  0
 24 23  1  0  0  0  0
 17 16  1  0  0  0  0
 23 30  2  0  0  0  0
 12 11  1  0  0  0  0
 30 28  1  0  0  0  0
 16 15  1  0  0  0  0
 28 27  2  0  0  0  0
 22 21  1  0  0  0  0
 27 25  1  0  0  0  0
 25 24  2  0  0  0  0
 25 26  1  0  0  0  0
  7  8  1  0  0  0  0
 28 29  1  0  0  0  0
 27  6  1  0  0  0  0
 23 22  1  0  0  0  0
  7  9  1  0  0  0  0
 15 14  1  0  0  0  0
 14 45  1  0  0  0  0
 14 46  1  0  0  0  0
 13 43  1  0  0  0  0
 13 44  1  0  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 10 37  1  0  0  0  0
 10 38  1  0  0  0  0
  9 35  1  0  0  0  0
  9 36  1  0  0  0  0
 22 61  1  0  0  0  0
 22 62  1  0  0  0  0
 21 59  1  0  0  0  0
 21 60  1  0  0  0  0
 20 57  1  0  0  0  0
 20 58  1  0  0  0  0
 19 55  1  0  0  0  0
 19 56  1  0  0  0  0
 18 53  1  0  0  0  0
 18 54  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 15 47  1  0  0  0  0
 15 48  1  0  0  0  0
  8 34  1  0  0  0  0
  3 32  1  0  0  0  0
  5 33  1  0  0  0  0
  1 31  1  0  0  0  0
 24 63  1  0  0  0  0
 30 66  1  0  0  0  0
 26 64  1  0  0  0  0
 29 65  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032704

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C(O[H])=C1[H])C1=C(O[H])C([H])=C(C([H])=C1O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H36O4/c27-21-17-20-14-12-10-8-6-4-2-1-3-5-7-9-11-13-19-15-22(28)26(23(29)16-19)25(20)24(30)18-21/h15-18,27-30H,1-14H2

> <INCHI_KEY>
HKKBXNLYXSFUFL-UHFFFAOYSA-N

> <FORMULA>
C26H36O4

> <MOLECULAR_WEIGHT>
412.57

> <EXACT_MASS>
412.261359639

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
47.518207931602184

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
tricyclo[20.2.2.0^{2,7}]hexacosa-1(24),2(7),3,5,22,25-hexaene-3,5,24,25-tetrol

> <ALOGPS_LOGP>
6.32

> <JCHEM_LOGP>
8.304150747333333

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.4181733691933

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.63366868014475

> <JCHEM_PKA_STRONGEST_BASIC>
-5.682040868461237

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
122.60999999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.04e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tricyclo[20.2.2.0^{2,7}]hexacosa-1(24),2(7),3,5,22,25-hexaene-3,5,24,25-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
    3.2426   -2.1692   -6.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4458   -2.5482   -5.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8468   -3.6315   -4.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0543   -4.0493   -3.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267   -5.1328   -2.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8489   -3.3925   -3.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4548   -2.2795   -3.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2645   -1.8755   -4.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -1.4965   -3.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6001   -0.0455   -3.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331    0.0605   -1.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0351    1.5083   -1.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6737    1.6890    0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027    0.8171    1.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4113    0.9511    1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9202    0.0364    2.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4518    0.0054    2.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0154   -1.0475    3.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3565   -2.3923    2.8781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1441   -3.1382    2.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5164   -4.5284    1.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2910   -5.3783    1.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -4.8522    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -5.1550   -1.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979   -4.6816   -2.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5270   -5.0680   -3.3565 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0362   -3.8712   -1.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854   -3.5731   -0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4793   -2.8163   -0.2579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -4.0535    0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8470   -1.3995   -6.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7700   -4.1538   -4.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030   -5.3789   -1.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9569   -1.0311   -5.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -1.4922   -4.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4705   -1.9944   -2.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    0.4978   -3.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    0.4521   -3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0619   -0.3155   -1.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313   -0.5722   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5830    2.1341   -1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9909    1.8947   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493    1.4868    0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794    2.7437    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3620   -0.2319    1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6013    1.0914    2.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6711    1.9922    1.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9206    0.6840    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5385    0.3871    3.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5163   -0.9685    2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7994    0.9946    2.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8581   -0.1518    1.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3370   -1.2023    4.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9493   -0.6524    3.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0883   -2.2319    2.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8499   -3.0202    3.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7117   -2.5602    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3840   -3.2320    3.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0861   -5.0630    2.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1756   -4.4273    0.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6229   -6.3973    1.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6415   -5.4821    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7278   -5.7745   -1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8898   -4.7642   -4.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328   -2.5261   -1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0504   -3.7992    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
  8  2  2  0
 11 10  1  0
  2  3  1  0
 20 19  1  0
  3  4  2  0
 13 12  1  0
  4  6  1  0
  6  7  2  0
 19 18  1  0
  4  5  1  0
 10  9  1  0
  2  1  1  0
 18 17  1  0
 14 13  1  0
 24 23  1  0
 17 16  1  0
 23 30  2  0
 12 11  1  0
 30 28  1  0
 16 15  1  0
 28 27  2  0
 22 21  1  0
 27 25  1  0
 25 24  2  0
 25 26  1  0
  7  8  1  0
 28 29  1  0
 27  6  1  0
 23 22  1  0
  7  9  1  0
 15 14  1  0
 14 45  1  0
 14 46  1  0
 13 43  1  0
 13 44  1  0
 12 41  1  0
 12 42  1  0
 11 39  1  0
 11 40  1  0
 10 37  1  0
 10 38  1  0
  9 35  1  0
  9 36  1  0
 22 61  1  0
 22 62  1  0
 21 59  1  0
 21 60  1  0
 20 57  1  0
 20 58  1  0
 19 55  1  0
 19 56  1  0
 18 53  1  0
 18 54  1  0
 17 51  1  0
 17 52  1  0
 16 49  1  0
 16 50  1  0
 15 47  1  0
 15 48  1  0
  8 34  1  0
  3 32  1  0
  5 33  1  0
  1 31  1  0
 24 63  1  0
 30 66  1  0
 26 64  1  0
 29 65  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  O   UNK     0       3.243  -2.169  -6.254  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.446  -2.548  -5.215  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.847  -3.632  -4.453  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.054  -4.049  -3.387  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.527  -5.133  -2.693  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.849  -3.393  -3.054  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.455  -2.280  -3.842  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.264  -1.876  -4.925  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.821  -1.496  -3.591  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.600  -0.046  -3.143  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.033   0.061  -1.754  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.035   1.508  -1.256  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.674   1.689   0.126  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.103   0.817   1.249  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.411   0.951   1.427  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.920   0.036   2.543  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.452   0.005   2.576  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.015  -1.048   3.537  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.356  -2.392   2.878  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.144  -3.138   2.322  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.516  -4.528   1.796  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.291  -5.378   1.440  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.488  -4.852   0.276  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.856  -5.155  -1.039  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.098  -4.682  -2.113  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.527  -5.068  -3.357  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.036  -3.871  -1.918  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.385  -3.573  -0.588  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.479  -2.816  -0.258  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.360  -4.053   0.491  0.00  0.00           C+0
HETATM   31  H   UNK     0       2.847  -1.399  -6.694  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.770  -4.154  -4.686  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.903  -5.379  -1.988  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.957  -1.031  -5.537  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.395  -1.492  -4.528  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.470  -1.994  -2.865  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.015   0.498  -3.870  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.578   0.452  -3.128  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.062  -0.316  -1.780  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.531  -0.572  -1.061  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.583   2.134  -1.972  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.991   1.895  -1.238  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.749   1.487   0.047  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.579   2.744   0.413  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.362  -0.232   1.062  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.601   1.091   2.187  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.671   1.992   1.651  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.921   0.684   0.495  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.539   0.387   3.510  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.516  -0.969   2.395  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.799   0.995   2.901  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.858  -0.152   1.570  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.337  -1.202   4.384  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.949  -0.652   3.957  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.088  -2.232   2.077  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.850  -3.020   3.630  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.712  -2.560   1.499  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.384  -3.232   3.106  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.086  -5.063   2.567  0.00  0.00           H+0
HETATM   60  H   UNK     0      -4.176  -4.427   0.926  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.623  -6.397   1.201  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.642  -5.482   2.318  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.728  -5.774  -1.238  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.890  -4.764  -4.026  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.933  -2.526  -1.068  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.050  -3.799   1.502  0.00  0.00           H+0
CONECT    1    2   31                                                       
CONECT    2    8    3    1                                                  
CONECT    3    2    4   32                                                  
CONECT    4    3    6    5                                                  
CONECT    5    4   33                                                       
CONECT    6    4    7   27                                                  
CONECT    7    6    8    9                                                  
CONECT    8    2    7   34                                                  
CONECT    9   10    7   35   36                                             
CONECT   10   11    9   37   38                                             
CONECT   11   10   12   39   40                                             
CONECT   12   13   11   41   42                                             
CONECT   13   12   14   43   44                                             
CONECT   14   13   15   45   46                                             
CONECT   15   16   14   47   48                                             
CONECT   16   17   15   49   50                                             
CONECT   17   18   16   51   52                                             
CONECT   18   19   17   53   54                                             
CONECT   19   20   18   55   56                                             
CONECT   20   21   19   57   58                                             
CONECT   21   20   22   59   60                                             
CONECT   22   21   23   61   62                                             
CONECT   23   24   30   22                                                  
CONECT   24   23   25   63                                                  
CONECT   25   27   24   26                                                  
CONECT   26   25   64                                                       
CONECT   27   28   25    6                                                  
CONECT   28   30   27   29                                                  
CONECT   29   28   65                                                       
CONECT   30   23   28   66                                                  
CONECT   31    1                                                            
CONECT   32    3                                                            
CONECT   33    5                                                            
CONECT   34    8                                                            
CONECT   35    9                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   10                                                            
CONECT   39   11                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   12                                                            
CONECT   43   13                                                            
CONECT   44   13                                                            
CONECT   45   14                                                            
CONECT   46   14                                                            
CONECT   47   15                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   17                                                            
CONECT   53   18                                                            
CONECT   54   18                                                            
CONECT   55   19                                                            
CONECT   56   19                                                            
CONECT   57   20                                                            
CONECT   58   20                                                            
CONECT   59   21                                                            
CONECT   60   21                                                            
CONECT   61   22                                                            
CONECT   62   22                                                            
CONECT   63   24                                                            
CONECT   64   26                                                            
CONECT   65   29                                                            
CONECT   66   30                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  136    0
END

RDKit          3D

66 68  0  0  0  0  0  0  0  0999 V2000
    3.2426   -2.1692   -6.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4458   -2.5482   -5.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8468   -3.6315   -4.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0543   -4.0493   -3.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267   -5.1328   -2.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8489   -3.3925   -3.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4548   -2.2795   -3.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2645   -1.8755   -4.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -1.4965   -3.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6001   -0.0455   -3.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331    0.0605   -1.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0351    1.5083   -1.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6737    1.6890    0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1027    0.8171    1.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4113    0.9511    1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9202    0.0364    2.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4518    0.0054    2.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0154   -1.0475    3.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3565   -2.3923    2.8781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1441   -3.1382    2.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5164   -4.5284    1.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2910   -5.3783    1.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -4.8522    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8559   -5.1550   -1.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0979   -4.6816   -2.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5270   -5.0680   -3.3565 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0362   -3.8712   -1.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854   -3.5731   -0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4793   -2.8163   -0.2579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -4.0535    0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8470   -1.3995   -6.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7700   -4.1538   -4.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030   -5.3789   -1.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9569   -1.0311   -5.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3945   -1.4922   -4.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4705   -1.9944   -2.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    0.4978   -3.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    0.4521   -3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0619   -0.3155   -1.7804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313   -0.5722   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5830    2.1341   -1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9909    1.8947   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493    1.4868    0.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794    2.7437    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3620   -0.2319    1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6013    1.0914    2.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6711    1.9922    1.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9206    0.6840    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5385    0.3871    3.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5163   -0.9685    2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7994    0.9946    2.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8581   -0.1518    1.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3370   -1.2023    4.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9493   -0.6524    3.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0883   -2.2319    2.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8499   -3.0202    3.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7117   -2.5602    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3840   -3.2320    3.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0861   -5.0630    2.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1756   -4.4273    0.9255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6229   -6.3973    1.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6415   -5.4821    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7278   -5.7745   -1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8898   -4.7642   -4.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328   -2.5261   -1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0504   -3.7992    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
  8  2  2  0
 11 10  1  0
  2  3  1  0
 20 19  1  0
  3  4  2  0
 13 12  1  0
  4  6  1  0
  6  7  2  0
 19 18  1  0
  4  5  1  0
 10  9  1  0
  2  1  1  0
 18 17  1  0
 14 13  1  0
 24 23  1  0
 17 16  1  0
 23 30  2  0
 12 11  1  0
 30 28  1  0
 16 15  1  0
 28 27  2  0
 22 21  1  0
 27 25  1  0
 25 24  2  0
 25 26  1  0
  7  8  1  0
 28 29  1  0
 27  6  1  0
 23 22  1  0
  7  9  1  0
 15 14  1  0
 14 45  1  0
 14 46  1  0
 13 43  1  0
 13 44  1  0
 12 41  1  0
 12 42  1  0
 11 39  1  0
 11 40  1  0
 10 37  1  0
 10 38  1  0
  9 35  1  0
  9 36  1  0
 22 61  1  0
 22 62  1  0
 21 59  1  0
 21 60  1  0
 20 57  1  0
 20 58  1  0
 19 55  1  0
 19 56  1  0
 18 53  1  0
 18 54  1  0
 17 51  1  0
 17 52  1  0
 16 49  1  0
 16 50  1  0
 15 47  1  0
 15 48  1  0
  8 34  1  0
  3 32  1  0
  5 33  1  0
  1 31  1  0
 24 63  1  0
 30 66  1  0
 26 64  1  0
 29 65  1  0
M  END

View in JSmol

Synonyms

Value	Source
11'33'-Tetrahydroxyturriane	ChEMBL

Chemical Formula

C₂₆H₃₆O₄

Average Mass

412.5700 Da

Monoisotopic Mass

412.26136 Da

IUPAC Name

tricyclo[20.2.2.0^{2,7}]hexacosa-1(24),2(7),3,5,22,25-hexaene-3,5,24,25-tetrol

Traditional Name

tricyclo[20.2.2.0^{2,7}]hexacosa-1(24),2(7),3,5,22,25-hexaene-3,5,24,25-tetrol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C(O[H])=C1[H])C1=C(O[H])C([H])=C(C([H])=C1O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C2([H])[H]

InChI Identifier

InChI=1S/C26H36O4/c27-21-17-20-14-12-10-8-6-4-2-1-3-5-7-9-11-13-19-15-22(28)26(23(29)16-19)25(20)24(30)18-21/h15-18,27-30H,1-14H2

InChI Key

HKKBXNLYXSFUFL-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Grevillea robusta	JEOL database	Chuang, T. -H., et al, J. Nat. Prod. 70, 319 (2007)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-4-unsubstituted benzenoids

Direct Parent

1-hydroxy-4-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	6.32	ALOGPS
logP	8.3	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	8.63	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	122.61 m³·mol⁻¹	ChemAxon
Polarizability	47.52 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23279544

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44419740

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chuang, T. -H., et al. (2007). Chuang, T. -H., et al, J. Nat. Prod. 70, 319 (2007). J. Nat. Prod..

Showing NP-Card for graviphane (NP0032704)

MOL for NP0032704 (graviphane)

3D MOL for NP0032704 (graviphane)

3D SDF for NP0032704 (graviphane)

3D-SDF for NP0032704 (graviphane)

PDB for NP0032704 (graviphane)

3D PDB for NP0032704 (graviphane)

SMILES for NP0032704 (graviphane)

INCHI for NP0032704 (graviphane)

Structure for NP0032704 (graviphane)

3D Structure for NP0032704 (graviphane)