NP-MRD: Showing NP-Card for 13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol (NP0037367)

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Record Information

Version

2.0

Created at

2021-06-20 20:18:26 UTC

Updated at

2021-06-30 00:09:32 UTC

NP-MRD ID

NP0037367

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol

Provided By

JEOL Database JEOL Logo

Description

13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol is found in cottonseed (Gossypium hirsutum). 13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol was first documented in 2008 (Piccinelli, A L., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122183D          

 60 63  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202122183D          

 60 63  0  0  0  0            999 V2000
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    0.3659    4.6806   -3.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7016    3.0411   -2.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7245    0.0126   -2.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9596    4.3915   -3.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7993    4.7596   -5.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7360    5.6360   -3.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3882    1.9785   -3.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2300    0.1353    0.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2706    0.7691    2.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6853    0.9946    3.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1918    0.6572    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1807    4.8212    0.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775   -1.6945    1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6972   -0.7876    4.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919   -1.6190    2.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5911   -3.3818    3.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3155   -2.4459   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9977    1.2420   -1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4366    5.3132   -2.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7848    5.6919   -3.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1006    4.4758   -4.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1979    3.9795   -3.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0286    6.0976   -0.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7744    4.7022   -0.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2249    3.6073   -0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3556    5.0358   -3.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6453   -0.9865   -1.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1067   -1.2856   -2.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 10  9  1  0  0  0  0
 18 19  1  0  0  0  0
  2 32  2  0  0  0  0
  4  5  1  0  0  0  0
 31 32  1  0  0  0  0
 31  5  2  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 31 26  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7 24  1  0  0  0  0
  4  3  2  0  0  0  0
 12 13  1  0  0  0  0
  6 33  1  0  0  0  0
  9 22  1  0  0  0  0
 33 34  1  0  0  0  0
 26 24  2  0  0  0  0
 14 13  1  1  0  0  0
 22 20  1  0  0  0  0
  4 34  1  0  0  0  0
 14 15  2  0  0  0  0
  2  1  1  0  0  0  0
 20 18  1  0  0  0  0
 26 27  1  0  0  0  0
 14 16  2  0  0  0  0
 27 29  1  0  0  0  0
 18 11  1  0  0  0  0
 29 30  1  0  0  0  0
 14 17  1  0  0  0  0
 27 28  1  0  0  0  0
  2  3  1  0  0  0  0
 24 25  1  0  0  0  0
  7  8  1  0  0  0  0
 11 12  1  0  0  0  0
  9  8  1  0  0  0  0
  9 39  1  1  0  0  0
 18 44  1  6  0  0  0
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 11 40  1  1  0  0  0
 17 43  1  0  0  0  0
  3 38  1  0  0  0  0
 32 58  1  0  0  0  0
 33 59  1  0  0  0  0
 33 60  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
 27 51  1  6  0  0  0
 29 55  1  0  0  0  0
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 30 57  1  0  0  0  0
 28 52  1  0  0  0  0
 28 53  1  0  0  0  0
 28 54  1  0  0  0  0
 25 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037367

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C2=C3C(OC([H])([H])C3=C1O[C@]1([H])O[C@]([H])(C([H])([H])O[S](=O)(=O)O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H])=C([H])C(=C2[H])C([H])([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O12S/c1-8-3-10-14(9(2)5-22)17(24)20(11-6-30-12(4-8)15(10)11)33-21-19(26)18(25)16(23)13(32-21)7-31-34(27,28)29/h3-4,9,13,16,18-19,21-26H,5-7H2,1-2H3,(H,27,28,29)/t9-,13-,16-,18+,19-,21+/m1/s1

> <INCHI_KEY>
ABWBTCIXNWMTSG-JKLVFBBVSA-N

> <FORMULA>
C21H26O12S

> <MOLECULAR_WEIGHT>
502.49

> <EXACT_MASS>
502.114497451

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
48.8797462558459

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({6-hydroxy-7-[(2S)-1-hydroxypropan-2-yl]-10-methyl-2-oxatricyclo[6.3.1.0^{4,12}]dodeca-1(11),4,6,8(12),9-pentaen-5-yl}oxy)oxan-2-yl]methoxy}sulfonic acid

> <ALOGPS_LOGP>
-0.73

> <JCHEM_LOGP>
-1.8228809297527446

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.812256859219081

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.1593045294847757

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6863500277984205

> <JCHEM_POLAR_SURFACE_AREA>
192.43999999999997

> <JCHEM_REFRACTIVITY>
114.7077

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.89e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({6-hydroxy-7-[(2S)-1-hydroxypropan-2-yl]-10-methyl-2-oxatricyclo[6.3.1.0^{4,12}]dodeca-1(11),4,6,8(12),9-pentaen-5-yl}oxy)oxan-2-yl]methoxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
   -5.9211    4.6632   -3.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9725    3.6270   -3.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3840    2.2858   -3.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4759    1.3558   -2.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2153    1.7409   -2.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5511    0.6334   -2.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2420    0.7592   -1.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5538   -0.3540   -1.3560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4031   -0.3970    0.0749 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8479    0.2228    0.4066 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0988    0.2439    1.8207 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3830    1.0437    2.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291    2.4057    1.7309 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4194    3.3768    1.5644 S   0  0  2  0  0  6  0  0  0  0  0  0
    4.0393    3.0626    0.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1624    3.3465    2.8041 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439    4.8294    1.4212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2192   -1.1941    2.3410 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4288   -1.2452    3.7546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0528   -1.9773    1.9996 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1058   -3.3612    2.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4022   -1.8734    0.5137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6885   -2.4779    0.3061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6290    2.0269   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995    2.1348   -1.4854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3316    3.1935   -2.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6635    4.5700   -2.2442 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3659    4.6806   -3.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056    5.0052   -0.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2027    4.5081   -0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7016    3.0411   -2.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6435    3.9947   -3.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611   -0.5371   -2.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7245    0.0126   -2.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9596    4.3915   -3.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7993    4.7596   -5.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7360    5.6360   -3.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3882    1.9785   -3.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2300    0.1353    0.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2706    0.7691    2.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6853    0.9946    3.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1918    0.6572    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1807    4.8212    0.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775   -1.6945    1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6972   -0.7876    4.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919   -1.6190    2.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5911   -3.3818    3.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3155   -2.4459   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138   -3.3757    0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9977    1.2420   -1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4366    5.3132   -2.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7848    5.6919   -3.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1006    4.4758   -4.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1979    3.9795   -3.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0286    6.0976   -0.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7744    4.7022   -0.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2249    3.6073   -0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3556    5.0358   -3.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6453   -0.9865   -1.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1067   -1.2856   -2.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
 18 19  1  0
  2 32  2  0
  4  5  1  0
 31 32  1  0
 31  5  2  0
 20 21  1  0
 22 23  1  0
 31 26  1  0
  5  6  1  0
  6  7  2  0
  7 24  1  0
  4  3  2  0
 12 13  1  0
  6 33  1  0
  9 22  1  0
 33 34  1  0
 26 24  2  0
 14 13  1  1
 22 20  1  0
  4 34  1  0
 14 15  2  0
  2  1  1  0
 20 18  1  0
 26 27  1  0
 14 16  2  0
 27 29  1  0
 18 11  1  0
 29 30  1  0
 14 17  1  0
 27 28  1  0
  2  3  1  0
 24 25  1  0
  7  8  1  0
 11 12  1  0
  9  8  1  0
  9 39  1  1
 18 44  1  6
 19 45  1  0
 20 46  1  1
 21 47  1  0
 22 48  1  6
 23 49  1  0
 12 41  1  0
 12 42  1  0
 11 40  1  1
 17 43  1  0
  3 38  1  0
 32 58  1  0
 33 59  1  0
 33 60  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 27 51  1  6
 29 55  1  0
 29 56  1  0
 30 57  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
 25 50  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  C   UNK     0      -5.921   4.663  -3.971  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.973   3.627  -3.439  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.384   2.286  -3.337  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.476   1.356  -2.881  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.215   1.741  -2.549  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.551   0.633  -2.143  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.242   0.759  -1.748  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.554  -0.354  -1.356  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.403  -0.397   0.075  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.848   0.223   0.407  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.099   0.244   1.821  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.383   1.044   2.064  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.129   2.406   1.731  0.00  0.00           O+0
HETATM   14  S   UNK     0       3.419   3.377   1.564  0.00  0.00           S+0
HETATM   15  O   UNK     0       4.039   3.063   0.297  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.162   3.346   2.804  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.744   4.829   1.421  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.219  -1.194   2.341  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.429  -1.245   3.755  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.053  -1.977   2.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.106  -3.361   2.346  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.402  -1.873   0.514  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.688  -2.478   0.306  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.629   2.027  -1.815  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.700   2.135  -1.485  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.332   3.193  -2.222  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.664   4.570  -2.244  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.366   4.681  -3.372  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.106   5.005  -0.869  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.203   4.508  -0.578  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.702   3.041  -2.622  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.644   3.995  -3.098  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.461  -0.537  -2.226  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.724   0.013  -2.721  0.00  0.00           O+0
HETATM   35  H   UNK     0      -6.960   4.391  -3.755  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.799   4.760  -5.054  0.00  0.00           H+0
HETATM   37  H   UNK     0      -5.736   5.636  -3.504  0.00  0.00           H+0
HETATM   38  H   UNK     0      -6.388   1.978  -3.610  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.230   0.135   0.569  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.271   0.769   2.315  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.685   0.995   3.115  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.192   0.657   1.433  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.181   4.821   0.603  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.078  -1.694   1.876  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.697  -0.788   4.208  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.892  -1.619   2.609  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.591  -3.382   3.196  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.316  -2.446  -0.087  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.614  -3.376   0.689  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.998   1.242  -1.203  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.437   5.313  -2.463  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.785   5.692  -3.410  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.101   4.476  -4.342  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.198   3.979  -3.256  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.029   6.098  -0.840  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.774   4.702  -0.056  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.225   3.607  -0.980  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.356   5.036  -3.218  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.645  -0.987  -1.246  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.107  -1.286  -2.941  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2   32    1    3                                                  
CONECT    3    4    2   38                                                  
CONECT    4    5    3   34                                                  
CONECT    5    4   31    6                                                  
CONECT    6    5    7   33                                                  
CONECT    7    6   24    8                                                  
CONECT    8    7    9                                                       
CONECT    9   10   22    8   39                                             
CONECT   10   11    9                                                       
CONECT   11   10   18   12   40                                             
CONECT   12   13   11   41   42                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   43                                                       
CONECT   18   19   20   11   44                                             
CONECT   19   18   45                                                       
CONECT   20   21   22   18   46                                             
CONECT   21   20   47                                                       
CONECT   22   23    9   20   48                                             
CONECT   23   22   49                                                       
CONECT   24    7   26   25                                                  
CONECT   25   24   50                                                       
CONECT   26   31   24   27                                                  
CONECT   27   26   29   28   51                                             
CONECT   28   27   52   53   54                                             
CONECT   29   27   30   55   56                                             
CONECT   30   29   57                                                       
CONECT   31   32    5   26                                                  
CONECT   32    2   31   58                                                  
CONECT   33    6   34   59   60                                             
CONECT   34   33    4                                                       
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    3                                                            
CONECT   39    9                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   12                                                            
CONECT   43   17                                                            
CONECT   44   18                                                            
CONECT   45   19                                                            
CONECT   46   20                                                            
CONECT   47   21                                                            
CONECT   48   22                                                            
CONECT   49   23                                                            
CONECT   50   25                                                            
CONECT   51   27                                                            
CONECT   52   28                                                            
CONECT   53   28                                                            
CONECT   54   28                                                            
CONECT   55   29                                                            
CONECT   56   29                                                            
CONECT   57   30                                                            
CONECT   58   32                                                            
CONECT   59   33                                                            
CONECT   60   33                                                            
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
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   -4.9725    3.6270   -3.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4759    1.3558   -2.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2153    1.7409   -2.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2420    0.7592   -1.7479 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4031   -0.3970    0.0749 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.0988    0.2439    1.8207 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3830    1.0437    2.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291    2.4057    1.7309 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1058   -3.3612    2.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4022   -1.8734    0.5137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6885   -2.4779    0.3061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6290    2.0269   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995    2.1348   -1.4854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3316    3.1935   -2.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6635    4.5700   -2.2442 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3659    4.6806   -3.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056    5.0052   -0.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2027    4.5081   -0.5777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7016    3.0411   -2.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6435    3.9947   -3.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611   -0.5371   -2.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7245    0.0126   -2.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9596    4.3915   -3.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7993    4.7596   -5.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7360    5.6360   -3.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3882    1.9785   -3.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2300    0.1353    0.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2706    0.7691    2.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6853    0.9946    3.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1918    0.6572    1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1807    4.8212    0.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775   -1.6945    1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6972   -0.7876    4.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919   -1.6190    2.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5911   -3.3818    3.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3155   -2.4459   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138   -3.3757    0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9977    1.2420   -1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4366    5.3132   -2.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7848    5.6919   -3.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1006    4.4758   -4.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1979    3.9795   -3.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0286    6.0976   -0.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7744    4.7022   -0.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2249    3.6073   -0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3556    5.0358   -3.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6453   -0.9865   -1.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1067   -1.2856   -2.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
 18 19  1  0
  2 32  2  0
  4  5  1  0
 31 32  1  0
 31  5  2  0
 20 21  1  0
 22 23  1  0
 31 26  1  0
  5  6  1  0
  6  7  2  0
  7 24  1  0
  4  3  2  0
 12 13  1  0
  6 33  1  0
  9 22  1  0
 33 34  1  0
 26 24  2  0
 14 13  1  1
 22 20  1  0
  4 34  1  0
 14 15  2  0
  2  1  1  0
 20 18  1  0
 26 27  1  0
 14 16  2  0
 27 29  1  0
 18 11  1  0
 29 30  1  0
 14 17  1  0
 27 28  1  0
  2  3  1  0
 24 25  1  0
  7  8  1  0
 11 12  1  0
  9  8  1  0
  9 39  1  1
 18 44  1  6
 19 45  1  0
 20 46  1  1
 21 47  1  0
 22 48  1  6
 23 49  1  0
 12 41  1  0
 12 42  1  0
 11 40  1  1
 17 43  1  0
  3 38  1  0
 32 58  1  0
 33 59  1  0
 33 60  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 27 51  1  6
 29 55  1  0
 29 56  1  0
 30 57  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
 25 50  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₆O₁₂S

Average Mass

502.4900 Da

Monoisotopic Mass

502.11450 Da

IUPAC Name

{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({6-hydroxy-7-[(2S)-1-hydroxypropan-2-yl]-10-methyl-2-oxatricyclo[6.3.1.0^{4,12}]dodeca-1(11),4,6,8(12),9-pentaen-5-yl}oxy)oxan-2-yl]methoxy}sulfonic acid

Traditional Name

[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({6-hydroxy-7-[(2S)-1-hydroxypropan-2-yl]-10-methyl-2-oxatricyclo[6.3.1.0^{4,12}]dodeca-1(11),4,6,8(12),9-pentaen-5-yl}oxy)oxan-2-yl]methoxysulfonic acid

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C2=C3C(OC([H])([H])C3=C1O[C@]1([H])O[C@]([H])(C([H])([H])O[S](=O)(=O)O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[H])=C([H])C(=C2[H])C([H])([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])O[H]

InChI Identifier

InChI=1S/C21H26O12S/c1-8-3-10-14(9(2)5-22)17(24)20(11-6-30-12(4-8)15(10)11)33-21-19(26)18(25)16(23)13(32-21)7-31-34(27,28)29/h3-4,9,13,16,18-19,21-26H,5-7H2,1-2H3,(H,27,28,29)/t9-,13-,16-,18+,19-,21+/m1/s1

InChI Key

ABWBTCIXNWMTSG-JKLVFBBVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 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
Gossypium hirsutum	JEOL database	Piccinelli, A L., et al, Tetrahedron 64, 5449 (2008)

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	-0.73	ALOGPS
logP	-1.8	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	192.44 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	114.71 m³·mol⁻¹	ChemAxon
Polarizability	48.88 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Piccinelli, A L., et al. (2008). Piccinelli, A L., et al, Tetrahedron 64, 5449 (2008). Tetrahedron.

Showing NP-Card for 13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol (NP0037367)

MOL for NP0037367 (13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol)

3D MOL for NP0037367 (13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol)

3D SDF for NP0037367 (13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol)

3D-SDF for NP0037367 (13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol)

PDB for NP0037367 (13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol)

3D PDB for NP0037367 (13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol)

SMILES for NP0037367 (13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol)

INCHI for NP0037367 (13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol)

Structure for NP0037367 (13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol)

3D Structure for NP0037367 (13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol)