NP-MRD: Showing NP-Card for 4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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 (NP0218730)

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Record Information

Version

2.0

Created at

2022-09-05 19:29:28 UTC

Updated at

2022-09-05 19:29:28 UTC

NP-MRD ID

NP0218730

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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-13,26,27,30-tetramethoxy-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-13,26,27,30-tetramethoxy-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. 4,5,6,17,18,19-Hexahydroxy-13,26,27,30-tetramethoxy-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 SDF PDB SMILES InChI


  Mrv1533004201504002D          

 48 52  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
    7.8351   -1.6564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1815   -2.1599    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  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 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  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  2  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
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  5 31  1  0  0  0  0
 31 32  2  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 26 37  1  0  0  0  0
 37 38  1  0  0  0  0
 24 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 39 42  2  0  0  0  0
 19 42  1  0  0  0  0
 14 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 12 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END


  Mrv1533004201504002D          

 48 52  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
    7.8351   -1.6564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1815   -2.1599    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  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 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  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  2  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
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  5 31  1  0  0  0  0
 31 32  2  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 26 37  1  0  0  0  0
 37 38  1  0  0  0  0
 24 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 39 42  2  0  0  0  0
 19 42  1  0  0  0  0
 14 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 12 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218730

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=CC(OC)=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/C30H36O18/c1-39-13-5-11-6-14(40-2)25(13)47-29-23(35)21(33)19(31)17(45-29)10-44-28(38)12-7-15(41-3)26(16(8-12)42-4)48-30-24(36)22(34)20(32)18(46-30)9-43-27(11)37/h5-8,17-24,29-36H,9-10H2,1-4H3

> <INCHI_KEY>
NEVMWOQJRSZYIC-UHFFFAOYSA-N

> <FORMULA>
C30H36O18

> <MOLECULAR_WEIGHT>
684.6

> <EXACT_MASS>
684.190164319

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
65.08387379436127

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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>
0.08

> <JCHEM_LOGP>
-0.7833521953333336

> <ALOGPS_LOGS>
-2.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.424809499963363

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.900420976198992

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6491105219797584

> <JCHEM_POLAR_SURFACE_AREA>
247.81999999999994

> <JCHEM_REFRACTIVITY>
153.74740000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.69e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-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  O   UNK     0      14.625  -3.092   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      13.406  -4.032   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.701  -0.648   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      17.032  -1.589   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      17.550  -3.139   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      18.406  -4.499   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      17.752  -5.962   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.445  -7.551   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      16.373  -8.750   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      14.947  -9.491   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      15.380 -10.968   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      13.324  -9.641   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.038  -8.109   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.613  -7.506   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      11.452  -5.974   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.045  -5.348   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.332  -8.402   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.129  -7.291   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.130  -6.010   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.805  -4.580   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.053  -3.194   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.764  -1.743   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.745  -0.493   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      11.103   0.326   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      10.607   1.784   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       6.478  -3.294   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.654  -1.993   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.726  -4.651   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       4.187  -4.688   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.544  -5.973   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       5.778  -7.309   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      10.587  -9.960   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       9.382 -10.919   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       9.610 -12.442   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      12.040 -10.555   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      16.204  -5.992   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      15.511  -7.367   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      15.314  -4.740   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      13.777  -4.848   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      16.022  -3.371   0.000  0.00  0.00           C+0
HETATM   48  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   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   31                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   47                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   43                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   42                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   39                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   37                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30    5   32                                                  
CONECT   32   31                                                            
CONECT   33   28   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   26   38                                                  
CONECT   38   37                                                            
CONECT   39   24   40   42                                                  
CONECT   40   39   41                                                       
CONECT   41   40                                                            
CONECT   42   39   19                                                       
CONECT   43   14   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   12   48                                                  
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  104    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₆O₁₈

Average Mass

684.6000 Da

Monoisotopic Mass

684.19016 Da

IUPAC Name

4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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-13,26,27,30-tetramethoxy-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(OC)=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/C30H36O18/c1-39-13-5-11-6-14(40-2)25(13)47-29-23(35)21(33)19(31)17(45-29)10-44-28(38)12-7-15(41-3)26(16(8-12)42-4)48-30-24(36)22(34)20(32)18(46-30)9-43-27(11)37/h5-8,17-24,29-36H,9-10H2,1-4H3

InChI Key

NEVMWOQJRSZYIC-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Clematis hexapetala	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	0.08	ALOGPS
logP	-0.78	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	11.9	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	247.82 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	153.75 m³·mol⁻¹	ChemAxon
Polarizability	65.08 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

Not Available

METLIN ID

Not Available

PubChem Compound

85364508

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-13,26,27,30-tetramethoxy-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 (NP0218730)

MOL for NP0218730 (4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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 NP0218730 (4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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 NP0218730 (4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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 NP0218730 (4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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 NP0218730 (4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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 NP0218730 (4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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 NP0218730 (4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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 NP0218730 (4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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 NP0218730 (4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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 NP0218730 (4,5,6,17,18,19-hexahydroxy-13,26,27,30-tetramethoxy-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)