NP-MRD: Showing NP-Card for 4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione (NP0271693)

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Record Information

Version

2.0

Created at

2022-09-08 18:04:20 UTC

Updated at

2022-09-08 18:04:20 UTC

NP-MRD ID

NP0271693

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione

Description

4,5,6,17,18,19-Hexahydroxy-13,26,27-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]Dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. 4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione is found in Clematis hexapetala and Clematis terniflora. 4,5,6,17,18,19-Hexahydroxy-13,26,27-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]Dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161522452D          

 46 50  0  0  0  0            999 V2000
    8.7361    1.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8795    1.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2476    0.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4671    0.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8015    0.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9525   -0.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7258   -0.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4114   -0.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1241   -0.8511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4020   -1.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8603   -2.4100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5100   -3.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3457   -4.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7712   -4.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0071   -5.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2395   -5.8759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1379   -5.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9848   -4.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2214   -4.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1350   -3.2005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3813   -2.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3808   -2.5970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5833   -1.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1026   -1.1353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
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 10 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END

     RDKit          3D

 80 84  0  0  0  0  0  0  0  0999 V2000
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    1.9697    3.4829    0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3122    3.5990   -1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1311    4.2241   -0.9958 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004161522452D          

 46 50  0  0  0  0            999 V2000
    8.7361    1.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8795    1.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2476    0.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4671    0.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8015    0.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9525   -0.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7258   -0.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4114   -0.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1241   -0.8511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4020   -1.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8603   -2.4100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5100   -3.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3457   -4.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7712   -4.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0071   -5.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2395   -5.8759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1379   -5.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9848   -4.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2214   -4.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1350   -3.2005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3813   -2.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5350   -4.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8905   -3.9059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3551   -3.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7169   -2.4535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3142   -1.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6948   -0.9339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2204   -0.2641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9478    0.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6822    0.9558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4703   -1.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0291   -1.0677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0677   -2.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2430   -2.5114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5056   -3.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0956   -3.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6715   -5.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0259   -5.8495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1480   -6.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4502   -5.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6807   -3.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3094   -3.9467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2038   -2.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3808   -2.5970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5833   -1.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1026   -1.1353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  2  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  0  0  0  0
 22 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 37 40  2  0  0  0  0
 17 40  1  0  0  0  0
 12 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 10 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0271693

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=CC=C1OC1OC(COC(=O)C3=CC(OC)=C(OC4OC(COC2=O)C(O)C(O)C4O)C(OC)=C3)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H34O17/c1-38-14-6-11-4-5-13(14)43-28-23(34)21(32)19(30)17(44-28)10-42-27(37)12-7-15(39-2)25(16(8-12)40-3)46-29-24(35)22(33)20(31)18(45-29)9-41-26(11)36/h4-8,17-24,28-35H,9-10H2,1-3H3

> <INCHI_KEY>
UOONOYCRERCRDU-UHFFFAOYSA-N

> <FORMULA>
C29H34O17

> <MOLECULAR_WEIGHT>
654.574

> <EXACT_MASS>
654.179599635

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
62.66970636908602

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione

> <ALOGPS_LOGP>
-0.06

> <JCHEM_LOGP>
-0.6256809296666676

> <ALOGPS_LOGS>
-2.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.424867183047322

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.900485112055003

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649110501585173

> <JCHEM_POLAR_SURFACE_AREA>
238.58999999999995

> <JCHEM_REFRACTIVITY>
147.28420000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.62e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      16.307   3.412   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      16.575   1.895   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      15.396   0.905   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.939   1.468   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.696   0.507   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.978  -1.028   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.422  -1.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.701  -0.648   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      17.032  -1.589   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      17.550  -3.139   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      18.406  -4.499   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      17.752  -5.962   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.445  -7.551   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      16.373  -8.750   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.947  -9.491   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      15.380 -10.968   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.324  -9.641   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.038  -8.109   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.613  -7.506   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      11.452  -5.974   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.045  -5.348   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.332  -8.402   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.129  -7.291   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.130  -6.010   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.805  -4.580   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.053  -3.194   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.764  -1.743   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.745  -0.493   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      11.103   0.326   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.607   1.784   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.478  -3.294   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.654  -1.993   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.726  -4.651   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.187  -4.688   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       6.544  -5.973   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.778  -7.309   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      10.587  -9.960   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       9.382 -10.919   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       9.610 -12.442   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.040 -10.555   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      16.204  -5.992   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      15.511  -7.367   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      15.314  -4.740   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      13.777  -4.848   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      16.022  -3.371   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      15.125  -2.119   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   29                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   45                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   41                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   40                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   37                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   35                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28    5   30                                                  
CONECT   30   29                                                            
CONECT   31   26   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   24   36                                                  
CONECT   36   35                                                            
CONECT   37   22   38   40                                                  
CONECT   38   37   39                                                       
CONECT   39   38                                                            
CONECT   40   37   17                                                       
CONECT   41   12   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   10   46                                                  
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₄O₁₇

Average Mass

654.5740 Da

Monoisotopic Mass

654.17960 Da

IUPAC Name

4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione

Traditional Name

4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione

CAS Registry Number

Not Available

SMILES

COC1=CC2=CC=C1OC1OC(COC(=O)C3=CC(OC)=C(OC4OC(COC2=O)C(O)C(O)C4O)C(OC)=C3)C(O)C(O)C1O

InChI Identifier

InChI=1S/C29H34O17/c1-38-14-6-11-4-5-13(14)43-28-23(34)21(32)19(30)17(44-28)10-42-27(37)12-7-15(39-2)25(16(8-12)40-3)46-29-24(35)22(33)20(31)18(45-29)9-41-26(11)36/h4-8,17-24,28-35H,9-10H2,1-3H3

InChI Key

UOONOYCRERCRDU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Clematis hexapetala	LOTUS Database	35616633
Clematis terniflora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Gallic acid or derivatives
Anisole
Alkyl aryl ether
Dicarboxylic acid or derivatives
Benzenoid
Monosaccharide
Oxane
Carboxylic acid ester
Lactone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Ether
Acetal
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.06	ALOGPS
logP	-0.63	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	11.9	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	238.59 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	147.28 m³·mol⁻¹	ChemAxon
Polarizability	62.67 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

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METLIN ID

Not Available

PubChem Compound

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PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione (NP0271693)

MOL for NP0271693 (4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione)

3D MOL for NP0271693 (4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione)

3D SDF for NP0271693 (4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione)

3D-SDF for NP0271693 (4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione)

PDB for NP0271693 (4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione)

3D PDB for NP0271693 (4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione)

SMILES for NP0271693 (4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione)

INCHI for NP0271693 (4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione)

Structure for NP0271693 (4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione)

3D Structure for NP0271693 (4,5,6,17,18,19-hexahydroxy-13,27,30-trimethoxy-2,9,15,22,29,32-hexaoxapentacyclo[22.2.2.2¹¹,¹⁴.1³,⁷.1¹⁶,²⁰]dotriaconta-1(26),11,13,24,27,30-hexaene-10,23-dione)