NP-MRD: Showing NP-Card for 13-chloro-3-O-beta-D-glucopyranosylsolstitialin (NP0027057)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 18:47:17 UTC

Updated at

2021-06-29 23:52:57 UTC

NP-MRD ID

NP0027057

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-chloro-3-O-beta-D-glucopyranosylsolstitialin

Provided By

JEOL Database JEOL Logo

Description

13-chloro-3-O-beta-D-glucopyranosylsolstitialin is found in Leontodon palisae. 13-chloro-3-O-beta-D-glucopyranosylsolstitialin was first documented in 2004 (Zidorn, C., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120473D          

 60 63  0  0  0  0            999 V2000
   -2.7297    3.1824   -1.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0665    3.0120   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4381    2.4740    0.2239 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4311    0.9517    0.3096 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6081    0.4059    1.4782 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1164    0.7294    1.4535 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5607   -0.2455    2.3653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816   -1.3251    2.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563   -2.2895    3.1833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6084   -1.1286    1.5889 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8304   -1.5366    2.1996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4073   -1.8806    0.2640 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4144   -3.6596    0.4919 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7396    2.1394    1.9600 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2304    2.3214    2.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5384    1.9398    3.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449    3.1463    0.8827 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2780    2.4181   -0.3418 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2888    1.4029   -0.3930 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8265    0.2193    0.2411 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7728   -0.8585    0.2131 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1792   -2.0376    1.0003 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0248   -2.5176    0.3966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185   -1.2477   -1.2315 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1781   -2.2110   -1.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -0.0089   -2.0116 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7527   -0.3594   -3.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5468    1.1170   -1.8822 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0463    2.2807   -2.5624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8933    4.1582    0.8160 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1910    3.3487    1.0841 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4194    2.9294   -2.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625    3.5558   -1.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8065    2.9131    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1576    2.7779   -0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4672    0.6064    0.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0640    0.5490   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0441    0.8086    2.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6859    0.5419    0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7098   -2.4773    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2366   -1.6887   -0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4702   -1.6192   -0.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1448    2.2690    2.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6026    2.1489    3.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1204    1.3860    3.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2038    3.6477    1.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2033    1.7748    0.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6806   -0.5392    0.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9276   -1.7150    2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904   -2.8674    1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503   -3.2312    0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -1.6957   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3997   -2.3136   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530    0.3246   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8590    0.4943   -3.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    0.8367   -2.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    2.9842   -2.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7696    4.8976    1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    4.7176   -0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8126    4.0025    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 24  1  0  0  0  0
 31 30  1  0  0  0  0
 30 17  1  0  0  0  0
 17 15  1  0  0  0  0
 15 14  1  0  0  0  0
  5  6  1  0  0  0  0
 19 18  1  0  0  0  0
 28 29  1  0  0  0  0
 26 27  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
  5 10  1  0  0  0  0
 26 24  1  0  0  0  0
 15 16  2  3  0  0  0
  2  3  1  0  0  0  0
  2  1  2  3  0  0  0
 26 28  1  0  0  0  0
 10 12  1  0  0  0  0
  3  4  1  0  0  0  0
 12 13  1  0  0  0  0
  2 31  1  0  0  0  0
  8  9  2  0  0  0  0
 17 18  1  0  0  0  0
  4  5  1  0  0  0  0
 31 60  1  1  0  0  0
 14  6  1  0  0  0  0
 14 43  1  1  0  0  0
 14 31  1  0  0  0  0
 10 11  1  1  0  0  0
 28 19  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 21 22  1  0  0  0  0
 25 53  1  0  0  0  0
 24 52  1  6  0  0  0
 19 47  1  1  0  0  0
 22 49  1  0  0  0  0
 22 50  1  0  0  0  0
 21 48  1  1  0  0  0
 28 56  1  6  0  0  0
 29 57  1  0  0  0  0
 26 54  1  1  0  0  0
 27 55  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
 30 58  1  0  0  0  0
 30 59  1  0  0  0  0
 17 46  1  1  0  0  0
  5 38  1  1  0  0  0
  6 39  1  6  0  0  0
 16 44  1  0  0  0  0
 16 45  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
 11 40  1  0  0  0  0
 23 51  1  0  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
   -2.7297    3.1824   -1.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0665    3.0120   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4381    2.4740    0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4311    0.9517    0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6081    0.4059    1.4782 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1164    0.7294    1.4535 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5607   -0.2455    2.3653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816   -1.3251    2.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563   -2.2895    3.1833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6084   -1.1286    1.5889 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8304   -1.5366    2.1996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4073   -1.8806    0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4144   -3.6596    0.4919 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7396    2.1394    1.9600 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2304    2.3214    2.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5384    1.9398    3.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449    3.1463    0.8827 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2780    2.4181   -0.3418 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2888    1.4029   -0.3930 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8265    0.2193    0.2411 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7728   -0.8585    0.2131 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1792   -2.0376    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0248   -2.5176    0.3966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185   -1.2477   -1.2315 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1781   -2.2110   -1.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -0.0089   -2.0116 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7527   -0.3594   -3.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5468    1.1170   -1.8822 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0463    2.2807   -2.5624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8933    4.1582    0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1910    3.3487    1.0841 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4194    2.9294   -2.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625    3.5558   -1.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8065    2.9131    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1576    2.7779   -0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4672    0.6064    0.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0640    0.5490   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0441    0.8086    2.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6859    0.5419    0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7098   -2.4773    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2366   -1.6887   -0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4702   -1.6192   -0.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1448    2.2690    2.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6026    2.1489    3.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1204    1.3860    3.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2038    3.6477    1.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2033    1.7748    0.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6806   -0.5392    0.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9276   -1.7150    2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904   -2.8674    1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503   -3.2312    0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -1.6957   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3997   -2.3136   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530    0.3246   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8590    0.4943   -3.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    0.8367   -2.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    2.9842   -2.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7696    4.8976    1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    4.7176   -0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8126    4.0025    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 20 21  1  0
 21 24  1  0
 31 30  1  0
 30 17  1  0
 17 15  1  0
 15 14  1  0
  5  6  1  0
 19 18  1  0
 28 29  1  0
 26 27  1  0
  6  7  1  0
  7  8  1  0
  8 10  1  0
  5 10  1  0
 26 24  1  0
 15 16  2  3
  2  3  1  0
  2  1  2  3
 26 28  1  0
 10 12  1  0
  3  4  1  0
 12 13  1  0
  2 31  1  0
  8  9  2  0
 17 18  1  0
  4  5  1  0
 31 60  1  1
 14  6  1  0
 14 43  1  1
 14 31  1  0
 10 11  1  1
 28 19  1  0
 22 23  1  0
 24 25  1  0
 21 22  1  0
 25 53  1  0
 24 52  1  6
 19 47  1  1
 22 49  1  0
 22 50  1  0
 21 48  1  1
 28 56  1  6
 29 57  1  0
 26 54  1  1
 27 55  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
 30 58  1  0
 30 59  1  0
 17 46  1  1
  5 38  1  1
  6 39  1  6
 16 44  1  0
 16 45  1  0
  1 32  1  0
  1 33  1  0
 12 41  1  0
 12 42  1  0
 11 40  1  0
 23 51  1  0
M  END


  Mrv1652306192120473D          

 60 63  0  0  0  0            999 V2000
   -2.7297    3.1824   -1.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0665    3.0120   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4381    2.4740    0.2239 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4311    0.9517    0.3096 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6081    0.4059    1.4782 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1164    0.7294    1.4535 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5607   -0.2455    2.3653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816   -1.3251    2.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563   -2.2895    3.1833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6084   -1.1286    1.5889 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8304   -1.5366    2.1996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4073   -1.8806    0.2640 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4144   -3.6596    0.4919 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7396    2.1394    1.9600 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2304    2.3214    2.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5384    1.9398    3.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449    3.1463    0.8827 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2780    2.4181   -0.3418 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2888    1.4029   -0.3930 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8265    0.2193    0.2411 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7728   -0.8585    0.2131 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1792   -2.0376    1.0003 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0248   -2.5176    0.3966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185   -1.2477   -1.2315 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1781   -2.2110   -1.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -0.0089   -2.0116 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7527   -0.3594   -3.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5468    1.1170   -1.8822 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0463    2.2807   -2.5624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8933    4.1582    0.8160 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1910    3.3487    1.0841 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4194    2.9294   -2.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625    3.5558   -1.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8065    2.9131    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1576    2.7779   -0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4672    0.6064    0.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0640    0.5490   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0441    0.8086    2.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6859    0.5419    0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7098   -2.4773    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2366   -1.6887   -0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4702   -1.6192   -0.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1448    2.2690    2.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6026    2.1489    3.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1204    1.3860    3.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2038    3.6477    1.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2033    1.7748    0.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6806   -0.5392    0.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9276   -1.7150    2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904   -2.8674    1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503   -3.2312    0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -1.6957   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3997   -2.3136   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530    0.3246   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8590    0.4943   -3.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    0.8367   -2.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    2.9842   -2.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7696    4.8976    1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    4.7176   -0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8126    4.0025    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 24  1  0  0  0  0
 31 30  1  0  0  0  0
 30 17  1  0  0  0  0
 17 15  1  0  0  0  0
 15 14  1  0  0  0  0
  5  6  1  0  0  0  0
 19 18  1  0  0  0  0
 28 29  1  0  0  0  0
 26 27  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
  5 10  1  0  0  0  0
 26 24  1  0  0  0  0
 15 16  2  3  0  0  0
  2  3  1  0  0  0  0
  2  1  2  3  0  0  0
 26 28  1  0  0  0  0
 10 12  1  0  0  0  0
  3  4  1  0  0  0  0
 12 13  1  0  0  0  0
  2 31  1  0  0  0  0
  8  9  2  0  0  0  0
 17 18  1  0  0  0  0
  4  5  1  0  0  0  0
 31 60  1  1  0  0  0
 14  6  1  0  0  0  0
 14 43  1  1  0  0  0
 14 31  1  0  0  0  0
 10 11  1  1  0  0  0
 28 19  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 21 22  1  0  0  0  0
 25 53  1  0  0  0  0
 24 52  1  6  0  0  0
 19 47  1  1  0  0  0
 22 49  1  0  0  0  0
 22 50  1  0  0  0  0
 21 48  1  1  0  0  0
 28 56  1  6  0  0  0
 29 57  1  0  0  0  0
 26 54  1  1  0  0  0
 27 55  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
 30 58  1  0  0  0  0
 30 59  1  0  0  0  0
 17 46  1  1  0  0  0
  5 38  1  1  0  0  0
  6 39  1  6  0  0  0
 16 44  1  0  0  0  0
 16 45  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
 11 40  1  0  0  0  0
 23 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027057

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@]1([H])O[C@]([H])(O[C@]2([H])C(=C([H])[H])[C@]3([H])[C@@]4([H])OC(=O)[C@](O[H])(C([H])([H])Cl)[C@]4([H])C([H])([H])C([H])([H])C(=C([H])[H])[C@]3([H])C2([H])[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H29ClO9/c1-8-3-4-11-18(31-20(27)21(11,28)7-22)14-9(2)12(5-10(8)14)29-19-17(26)16(25)15(24)13(6-23)30-19/h10-19,23-26,28H,1-7H2/t10-,11+,12-,13-,14-,15-,16+,17-,18-,19-,21-/m0/s1

> <INCHI_KEY>
CKMBBYGYTZEROO-XSQSFTJXSA-N

> <FORMULA>
C21H29ClO9

> <MOLECULAR_WEIGHT>
460.9

> <EXACT_MASS>
460.1500102

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
44.38667613352266

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,3aR,6aR,8S,9aR,9bR)-3-(chloromethyl)-3-hydroxy-6,9-dimethylidene-8-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydroazuleno[4,5-b]furan-2-one

> <ALOGPS_LOGP>
-0.39

> <JCHEM_LOGP>
-0.700093896333333

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.265041749775337

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.331966771426355

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810836843960926

> <JCHEM_POLAR_SURFACE_AREA>
145.91000000000003

> <JCHEM_REFRACTIVITY>
106.22370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.69e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,3aR,6aR,8S,9aR,9bR)-3-(chloromethyl)-3-hydroxy-6,9-dimethylidene-8-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-octahydroazuleno[4,5-b]furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
   -2.7297    3.1824   -1.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0665    3.0120   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4381    2.4740    0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4311    0.9517    0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6081    0.4059    1.4782 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1164    0.7294    1.4535 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5607   -0.2455    2.3653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816   -1.3251    2.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563   -2.2895    3.1833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6084   -1.1286    1.5889 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8304   -1.5366    2.1996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4073   -1.8806    0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4144   -3.6596    0.4919 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7396    2.1394    1.9600 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2304    2.3214    2.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5384    1.9398    3.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449    3.1463    0.8827 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2780    2.4181   -0.3418 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2888    1.4029   -0.3930 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8265    0.2193    0.2411 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7728   -0.8585    0.2131 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1792   -2.0376    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0248   -2.5176    0.3966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185   -1.2477   -1.2315 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1781   -2.2110   -1.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -0.0089   -2.0116 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7527   -0.3594   -3.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5468    1.1170   -1.8822 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0463    2.2807   -2.5624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8933    4.1582    0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1910    3.3487    1.0841 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4194    2.9294   -2.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625    3.5558   -1.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8065    2.9131    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1576    2.7779   -0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4672    0.6064    0.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0640    0.5490   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0441    0.8086    2.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6859    0.5419    0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7098   -2.4773    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2366   -1.6887   -0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4702   -1.6192   -0.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1448    2.2690    2.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6026    2.1489    3.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1204    1.3860    3.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2038    3.6477    1.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2033    1.7748    0.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6806   -0.5392    0.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9276   -1.7150    2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904   -2.8674    1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503   -3.2312    0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -1.6957   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3997   -2.3136   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530    0.3246   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8590    0.4943   -3.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    0.8367   -2.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    2.9842   -2.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7696    4.8976    1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    4.7176   -0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8126    4.0025    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 20 21  1  0
 21 24  1  0
 31 30  1  0
 30 17  1  0
 17 15  1  0
 15 14  1  0
  5  6  1  0
 19 18  1  0
 28 29  1  0
 26 27  1  0
  6  7  1  0
  7  8  1  0
  8 10  1  0
  5 10  1  0
 26 24  1  0
 15 16  2  3
  2  3  1  0
  2  1  2  3
 26 28  1  0
 10 12  1  0
  3  4  1  0
 12 13  1  0
  2 31  1  0
  8  9  2  0
 17 18  1  0
  4  5  1  0
 31 60  1  1
 14  6  1  0
 14 43  1  1
 14 31  1  0
 10 11  1  1
 28 19  1  0
 22 23  1  0
 24 25  1  0
 21 22  1  0
 25 53  1  0
 24 52  1  6
 19 47  1  1
 22 49  1  0
 22 50  1  0
 21 48  1  1
 28 56  1  6
 29 57  1  0
 26 54  1  1
 27 55  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
 30 58  1  0
 30 59  1  0
 17 46  1  1
  5 38  1  1
  6 39  1  6
 16 44  1  0
 16 45  1  0
  1 32  1  0
  1 33  1  0
 12 41  1  0
 12 42  1  0
 11 40  1  0
 23 51  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  C   UNK     0      -2.730   3.182  -1.405  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.067   3.012  -0.115  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.438   2.474   0.224  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.431   0.952   0.310  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.608   0.406   1.478  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.116   0.729   1.454  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.561  -0.246   2.365  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.382  -1.325   2.467  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.156  -2.289   3.183  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.608  -1.129   1.589  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.830  -1.537   2.200  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.407  -1.881   0.264  0.00  0.00           C+0
HETATM   13 Cl   UNK     0      -3.414  -3.660   0.492  0.00  0.00          Cl+0
HETATM   14  C   UNK     0      -1.740   2.139   1.960  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.230   2.321   2.039  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.538   1.940   3.070  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.245   3.146   0.883  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.278   2.418  -0.342  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.289   1.403  -0.393  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.827   0.219   0.241  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.773  -0.859   0.213  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.179  -2.038   1.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.025  -2.518   0.397  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.119  -1.248  -1.232  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.178  -2.211  -1.259  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.568  -0.009  -2.012  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.753  -0.359  -3.393  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.547   1.117  -1.882  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.046   2.281  -2.562  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.893   4.158   0.816  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.191   3.349   1.084  0.00  0.00           C+0
HETATM   32  H   UNK     0      -3.419   2.929  -2.206  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.763   3.556  -1.720  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.806   2.913   1.159  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.158   2.778  -0.548  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.467   0.606   0.415  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.064   0.549  -0.642  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.044   0.809   2.406  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.686   0.542   0.464  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.710  -2.477   2.443  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.237  -1.689  -0.422  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.470  -1.619  -0.234  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.145   2.269   2.974  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.603   2.149   3.097  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.120   1.386   3.906  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.204   3.648   1.052  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.203   1.775   0.088  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.681  -0.539   0.742  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.928  -1.715   2.016  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.890  -2.867   1.059  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.350  -3.231   0.977  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.253  -1.696  -1.735  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.400  -2.314  -2.207  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.553   0.325  -1.661  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.859   0.494  -3.860  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.615   0.837  -2.390  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.394   2.984  -2.373  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.770   4.898   1.620  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.908   4.718  -0.123  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.813   4.003   1.715  0.00  0.00           H+0
CONECT    1    2   32   33                                                  
CONECT    2    3    1   31                                                  
CONECT    3    2    4   34   35                                             
CONECT    4    3    5   36   37                                             
CONECT    5    6   10    4   38                                             
CONECT    6    5    7   14   39                                             
CONECT    7    6    8                                                       
CONECT    8    7   10    9                                                  
CONECT    9    8                                                            
CONECT   10    8    5   12   11                                             
CONECT   11   10   40                                                       
CONECT   12   10   13   41   42                                             
CONECT   13   12                                                            
CONECT   14   15    6   43   31                                             
CONECT   15   17   14   16                                                  
CONECT   16   15   44   45                                                  
CONECT   17   30   15   18   46                                             
CONECT   18   19   17                                                       
CONECT   19   20   18   28   47                                             
CONECT   20   19   21                                                       
CONECT   21   20   24   22   48                                             
CONECT   22   23   21   49   50                                             
CONECT   23   22   51                                                       
CONECT   24   21   26   25   52                                             
CONECT   25   24   53                                                       
CONECT   26   27   24   28   54                                             
CONECT   27   26   55                                                       
CONECT   28   29   26   19   56                                             
CONECT   29   28   57                                                       
CONECT   30   31   17   58   59                                             
CONECT   31   30    2   60   14                                             
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    3                                                            
CONECT   35    3                                                            
CONECT   36    4                                                            
CONECT   37    4                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   12                                                            
CONECT   43   14                                                            
CONECT   44   16                                                            
CONECT   45   16                                                            
CONECT   46   17                                                            
CONECT   47   19                                                            
CONECT   48   21                                                            
CONECT   49   22                                                            
CONECT   50   22                                                            
CONECT   51   23                                                            
CONECT   52   24                                                            
CONECT   53   25                                                            
CONECT   54   26                                                            
CONECT   55   27                                                            
CONECT   56   28                                                            
CONECT   57   29                                                            
CONECT   58   30                                                            
CONECT   59   30                                                            
CONECT   60   31                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  126    0
END

RDKit          3D

60 63  0  0  0  0  0  0  0  0999 V2000
   -2.7297    3.1824   -1.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0665    3.0120   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4381    2.4740    0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4311    0.9517    0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6081    0.4059    1.4782 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1164    0.7294    1.4535 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5607   -0.2455    2.3653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816   -1.3251    2.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563   -2.2895    3.1833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6084   -1.1286    1.5889 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8304   -1.5366    2.1996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4073   -1.8806    0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4144   -3.6596    0.4919 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7396    2.1394    1.9600 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2304    2.3214    2.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5384    1.9398    3.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2449    3.1463    0.8827 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2780    2.4181   -0.3418 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2888    1.4029   -0.3930 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8265    0.2193    0.2411 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7728   -0.8585    0.2131 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1792   -2.0376    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0248   -2.5176    0.3966 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185   -1.2477   -1.2315 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1781   -2.2110   -1.2587 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5680   -0.0089   -2.0116 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7527   -0.3594   -3.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5468    1.1170   -1.8822 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0463    2.2807   -2.5624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8933    4.1582    0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1910    3.3487    1.0841 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4194    2.9294   -2.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625    3.5558   -1.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8065    2.9131    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1576    2.7779   -0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4672    0.6064    0.4147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0640    0.5490   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0441    0.8086    2.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6859    0.5419    0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7098   -2.4773    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2366   -1.6887   -0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4702   -1.6192   -0.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1448    2.2690    2.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6026    2.1489    3.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1204    1.3860    3.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2038    3.6477    1.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2033    1.7748    0.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6806   -0.5392    0.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9276   -1.7150    2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904   -2.8674    1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503   -3.2312    0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -1.6957   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3997   -2.3136   -2.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530    0.3246   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8590    0.4943   -3.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    0.8367   -2.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    2.9842   -2.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7696    4.8976    1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    4.7176   -0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8126    4.0025    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 20 21  1  0
 21 24  1  0
 31 30  1  0
 30 17  1  0
 17 15  1  0
 15 14  1  0
  5  6  1  0
 19 18  1  0
 28 29  1  0
 26 27  1  0
  6  7  1  0
  7  8  1  0
  8 10  1  0
  5 10  1  0
 26 24  1  0
 15 16  2  3
  2  3  1  0
  2  1  2  3
 26 28  1  0
 10 12  1  0
  3  4  1  0
 12 13  1  0
  2 31  1  0
  8  9  2  0
 17 18  1  0
  4  5  1  0
 31 60  1  1
 14  6  1  0
 14 43  1  1
 14 31  1  0
 10 11  1  1
 28 19  1  0
 22 23  1  0
 24 25  1  0
 21 22  1  0
 25 53  1  0
 24 52  1  6
 19 47  1  1
 22 49  1  0
 22 50  1  0
 21 48  1  1
 28 56  1  6
 29 57  1  0
 26 54  1  1
 27 55  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
 30 58  1  0
 30 59  1  0
 17 46  1  1
  5 38  1  1
  6 39  1  6
 16 44  1  0
 16 45  1  0
  1 32  1  0
  1 33  1  0
 12 41  1  0
 12 42  1  0
 11 40  1  0
 23 51  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₉ClO₉

Average Mass

460.9000 Da

Monoisotopic Mass

460.15001 Da

IUPAC Name

(3S,3aR,6aR,8S,9aR,9bR)-3-(chloromethyl)-3-hydroxy-6,9-dimethylidene-8-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydroazuleno[4,5-b]furan-2-one

Traditional Name

(3S,3aR,6aR,8S,9aR,9bR)-3-(chloromethyl)-3-hydroxy-6,9-dimethylidene-8-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-octahydroazuleno[4,5-b]furan-2-one

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@]1([H])O[C@]([H])(O[C@]2([H])C(=C([H])[H])[C@]3([H])[C@@]4([H])OC(=O)[C@](O[H])(C([H])([H])Cl)[C@]4([H])C([H])([H])C([H])([H])C(=C([H])[H])[C@]3([H])C2([H])[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H]

InChI Identifier

InChI=1S/C21H29ClO9/c1-8-3-4-11-18(31-20(27)21(11,28)7-22)14-9(2)12(5-10(8)14)29-19-17(26)16(25)15(24)13(6-23)30-19/h10-19,23-26,28H,1-7H2/t10-,11+,12-,13-,14-,15-,16+,17-,18-,19-,21-/m0/s1

InChI Key

CKMBBYGYTZEROO-XSQSFTJXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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
Leontodon palisae	JEOL database	Zidorn, C., et al, Tetrahedron Letts. 45, 3433 (2004)

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	-0.39	ALOGPS
logP	-0.7	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	11.33	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	106.22 m³·mol⁻¹	ChemAxon
Polarizability	44.39 Å³	ChemAxon
Number of Rings	4	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

Zidorn, C., et al. (2004). Zidorn, C., et al, Tetrahedron Letts. 45, 3433 (2004). Tetrahedron Lett.

Showing NP-Card for 13-chloro-3-O-beta-D-glucopyranosylsolstitialin (NP0027057)

MOL for NP0027057 (13-chloro-3-O-beta-D-glucopyranosylsolstitialin)

3D MOL for NP0027057 (13-chloro-3-O-beta-D-glucopyranosylsolstitialin)

3D SDF for NP0027057 (13-chloro-3-O-beta-D-glucopyranosylsolstitialin)

3D-SDF for NP0027057 (13-chloro-3-O-beta-D-glucopyranosylsolstitialin)

PDB for NP0027057 (13-chloro-3-O-beta-D-glucopyranosylsolstitialin)

3D PDB for NP0027057 (13-chloro-3-O-beta-D-glucopyranosylsolstitialin)

SMILES for NP0027057 (13-chloro-3-O-beta-D-glucopyranosylsolstitialin)

INCHI for NP0027057 (13-chloro-3-O-beta-D-glucopyranosylsolstitialin)

Structure for NP0027057 (13-chloro-3-O-beta-D-glucopyranosylsolstitialin)

3D Structure for NP0027057 (13-chloro-3-O-beta-D-glucopyranosylsolstitialin)