NP-MRD: Showing NP-Card for neglignan A (NP0043443)

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Record Information

Version

1.0

Created at

2021-06-21 00:50:56 UTC

Updated at

2021-06-30 00:19:07 UTC

NP-MRD ID

NP0043443

Secondary Accession Numbers

None

Natural Product Identification

Common Name

neglignan A

Provided By

JEOL Database JEOL Logo

Description

CHEMBL2386329 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. neglignan A is found in Schisandra neglecta. It was first documented in 2013 (Gao, X. -M., et al.). Based on a literature review very few articles have been published on CHEMBL2386329.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102503D          

 61 64  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306212102503D          

 61 64  0  0  0  0            999 V2000
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   -2.1194   -3.5455    2.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642   -3.0658    0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2780   -2.4980   -0.4075 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9333   -1.3167   -1.1530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4507    0.7529   -1.6273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1826    1.9701   -1.8418 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    0.3290   -2.9771 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8163   -0.2199   -3.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4696   -0.5688   -2.8205 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0928   -0.9136   -4.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2694   -1.8654   -2.0056 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9300   -2.7613    3.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4587   -1.7475    5.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1992   -2.3742    4.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6040    0.3309    2.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8182    0.4839    1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0756   -0.2646    2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9314   -3.4183   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2029    1.0011    3.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924    1.2779    1.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5595    1.1601    3.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1569    0.5143   -2.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4506   -3.9551    3.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -2.6505    2.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8660   -4.3111    2.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6704   -3.2501   -1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0635   -2.2426    0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3268    1.0247   -0.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5387    2.6480   -2.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5703    1.2605   -3.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1642   -1.2213   -3.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3848   -0.2780   -4.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860    0.4406   -4.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2161    0.0559   -2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2143   -0.0160   -4.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842   -1.6359   -4.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862   -1.3559   -4.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779   -2.2978   -2.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9503   -2.6502   -2.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 28  1  0  0  0  0
 13  3  2  0  0  0  0
 29 30  1  0  0  0  0
 31 32  1  0  0  0  0
 20 19  2  0  0  0  0
  3  4  1  0  0  0  0
 17 18  2  0  0  0  0
  4  7  2  0  0  0  0
 18 19  1  0  0  0  0
  7 11  1  0  0  0  0
 19 26  1  0  0  0  0
 26 25  1  0  0  0  0
 25 24  1  0  0  0  0
 24 20  1  0  0  0  0
 11 12  2  0  0  0  0
 21 22  1  0  0  0  0
 21 16  2  0  0  0  0
 22 23  1  0  0  0  0
 17 27  1  0  0  0  0
 13 14  1  0  0  0  0
 16 12  1  0  0  0  0
 14 15  1  0  0  0  0
 11 33  1  0  0  0  0
  3  2  1  0  0  0  0
 20 21  1  0  0  0  0
  2  1  1  0  0  0  0
 27 29  1  0  0  0  0
  4  5  1  0  0  0  0
 12 13  1  0  0  0  0
  5  6  1  0  0  0  0
 29 31  1  0  0  0  0
  7  8  1  0  0  0  0
 31 33  1  0  0  0  0
  8  9  2  0  0  0  0
 16 17  1  0  0  0  0
  8 10  1  0  0  0  0
 18 44  1  0  0  0  0
 27 50  1  1  0  0  0
 33 60  1  0  0  0  0
 33 61  1  0  0  0  0
 29 52  1  6  0  0  0
 31 56  1  1  0  0  0
 28 51  1  0  0  0  0
 30 53  1  0  0  0  0
 30 54  1  0  0  0  0
 30 55  1  0  0  0  0
 32 57  1  0  0  0  0
 32 58  1  0  0  0  0
 32 59  1  0  0  0  0
 25 48  1  0  0  0  0
 25 49  1  0  0  0  0
 23 45  1  0  0  0  0
 23 46  1  0  0  0  0
 23 47  1  0  0  0  0
 15 41  1  0  0  0  0
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 15 43  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  6 37  1  0  0  0  0
  6 38  1  0  0  0  0
  6 39  1  0  0  0  0
 10 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043443

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C2=C1C([H])([H])[C@@]([H])(C([H])([H])[H])[C@@]([H])(C([H])([H])[H])[C@@]([H])(O[H])C1=C([H])C3=C(OC([H])([H])O3)C(OC([H])([H])[H])=C21

> <INCHI_IDENTIFIER>
InChI=1S/C24H28O9/c1-10-7-12-15(21(29-4)23(31-6)22(30-5)17(12)24(26)27)16-13(18(25)11(10)2)8-14-19(20(16)28-3)33-9-32-14/h8,10-11,18,25H,7,9H2,1-6H3,(H,26,27)/t10-,11-,18-/m1/s1

> <INCHI_KEY>
TZBMJQDKFVLNJT-PJYBLOJUSA-N

> <FORMULA>
C24H28O9

> <MOLECULAR_WEIGHT>
460.479

> <EXACT_MASS>
460.173332482

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
47.13032389673354

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9R,10R,11R)-11-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2(7),3,5,12,14(18)-hexaene-6-carboxylic acid

> <ALOGPS_LOGP>
2.64

> <JCHEM_LOGP>
3.144037552666666

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.234123721265505

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7531510050688586

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1345343728155752

> <JCHEM_POLAR_SURFACE_AREA>
112.91000000000003

> <JCHEM_REFRACTIVITY>
118.088

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9R,10R,11R)-11-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2(7),3,5,12,14(18)-hexaene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 61 64  0  0  0  0  0  0  0  0999 V2000
    2.2250   -1.9915    4.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623   -0.7952    3.5054 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0985   -1.0659    2.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1433   -1.3739    1.3162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4363   -1.4553    1.7710 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -0.1505    1.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8569   -1.6764   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9904   -1.9848   -0.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7015   -1.1745   -1.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1393   -3.3131   -1.0327 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5336   -1.6324   -0.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4764   -1.2982    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7871   -0.9821    1.6989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2309   -0.6443    2.5653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3042    0.7737    2.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9324   -1.2736   -0.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3977   -0.2685   -1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7646   -0.2438   -1.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6085   -1.2102   -0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646   -2.1994   -0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8407   -2.2541    0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3327   -3.2590    1.1646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194   -3.5455    2.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642   -3.0658    0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2780   -2.4980   -0.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9333   -1.3167   -1.1530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4507    0.7529   -1.6273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1826    1.9701   -1.8418 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    0.3290   -2.9771 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8163   -0.2199   -3.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4696   -0.5688   -2.8205 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0928   -0.9136   -4.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2694   -1.8654   -2.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9300   -2.7613    3.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4587   -1.7475    5.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1992   -2.3742    4.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6040    0.3309    2.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8182    0.4839    1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0756   -0.2646    2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9314   -3.4183   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2029    1.0011    3.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924    1.2779    1.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5595    1.1601    3.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1569    0.5143   -2.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4506   -3.9551    3.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -2.6505    2.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8660   -4.3111    2.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6704   -3.2501   -1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0635   -2.2426    0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3268    1.0247   -0.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5387    2.6480   -2.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5703    1.2605   -3.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1642   -1.2213   -3.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3848   -0.2780   -4.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860    0.4406   -4.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2161    0.0559   -2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2143   -0.0160   -4.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842   -1.6359   -4.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862   -1.3559   -4.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779   -2.2978   -2.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9503   -2.6502   -2.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 28  1  0
 13  3  2  0
 29 30  1  0
 31 32  1  0
 20 19  2  0
  3  4  1  0
 17 18  2  0
  4  7  2  0
 18 19  1  0
  7 11  1  0
 19 26  1  0
 26 25  1  0
 25 24  1  0
 24 20  1  0
 11 12  2  0
 21 22  1  0
 21 16  2  0
 22 23  1  0
 17 27  1  0
 13 14  1  0
 16 12  1  0
 14 15  1  0
 11 33  1  0
  3  2  1  0
 20 21  1  0
  2  1  1  0
 27 29  1  0
  4  5  1  0
 12 13  1  0
  5  6  1  0
 29 31  1  0
  7  8  1  0
 31 33  1  0
  8  9  2  0
 16 17  1  0
  8 10  1  0
 18 44  1  0
 27 50  1  1
 33 60  1  0
 33 61  1  0
 29 52  1  6
 31 56  1  1
 28 51  1  0
 30 53  1  0
 30 54  1  0
 30 55  1  0
 32 57  1  0
 32 58  1  0
 32 59  1  0
 25 48  1  0
 25 49  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
  6 38  1  0
  6 39  1  0
 10 40  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       2.225  -1.992   4.274  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.362  -0.795   3.505  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.099  -1.066   2.185  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.143  -1.374   1.316  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.436  -1.455   1.771  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.994  -0.151   1.940  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.857  -1.676  -0.020  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.990  -1.985  -0.903  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.702  -1.175  -1.464  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.139  -3.313  -1.033  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.534  -1.632  -0.527  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.476  -1.298   0.353  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.787  -0.982   1.699  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.231  -0.644   2.565  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.304   0.774   2.715  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.932  -1.274  -0.107  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.398  -0.269  -1.009  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.765  -0.244  -1.363  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.608  -1.210  -0.863  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.165  -2.199  -0.023  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.841  -2.254   0.379  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.333  -3.259   1.165  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.119  -3.546   2.317  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.164  -3.066   0.306  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.278  -2.498  -0.408  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.933  -1.317  -1.153  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.451   0.753  -1.627  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.183   1.970  -1.842  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.203   0.329  -2.977  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.816  -0.220  -3.989  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.470  -0.569  -2.821  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.093  -0.914  -4.182  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.269  -1.865  -2.006  0.00  0.00           C+0
HETATM   34  H   UNK     0       2.930  -2.761   3.941  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.459  -1.748   5.315  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.199  -2.374   4.239  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.604   0.331   2.841  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.818   0.484   1.063  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.076  -0.265   2.061  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.931  -3.418  -1.598  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.203   1.001   3.296  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.392   1.278   1.746  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.560   1.160   3.265  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.157   0.514  -2.035  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.451  -3.955   3.081  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.593  -2.651   2.737  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.866  -4.311   2.087  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.670  -3.250  -1.102  0.00  0.00           H+0
HETATM   49  H   UNK     0      -6.064  -2.243   0.313  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.327   1.025  -0.905  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.539   2.648  -2.107  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.570   1.260  -3.436  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.164  -1.221  -3.719  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.385  -0.278  -4.993  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.686   0.441  -4.067  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.216   0.056  -2.309  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.214  -0.016  -4.797  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.484  -1.636  -4.735  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.086  -1.356  -4.047  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.278  -2.298  -2.176  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.950  -2.650  -2.357  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    3    1                                                       
CONECT    3   13    4    2                                                  
CONECT    4    3    7    5                                                  
CONECT    5    4    6                                                       
CONECT    6    5   37   38   39                                             
CONECT    7    4   11    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   40                                                       
CONECT   11    7   12   33                                                  
CONECT   12   11   16   13                                                  
CONECT   13    3   14   12                                                  
CONECT   14   13   15                                                       
CONECT   15   14   41   42   43                                             
CONECT   16   21   12   17                                                  
CONECT   17   18   27   16                                                  
CONECT   18   17   19   44                                                  
CONECT   19   20   18   26                                                  
CONECT   20   19   24   21                                                  
CONECT   21   22   16   20                                                  
CONECT   22   21   23                                                       
CONECT   23   22   45   46   47                                             
CONECT   24   25   20                                                       
CONECT   25   26   24   48   49                                             
CONECT   26   19   25                                                       
CONECT   27   28   17   29   50                                             
CONECT   28   27   51                                                       
CONECT   29   30   27   31   52                                             
CONECT   30   29   53   54   55                                             
CONECT   31   32   29   33   56                                             
CONECT   32   31   57   58   59                                             
CONECT   33   11   31   60   61                                             
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    6                                                            
CONECT   38    6                                                            
CONECT   39    6                                                            
CONECT   40   10                                                            
CONECT   41   15                                                            
CONECT   42   15                                                            
CONECT   43   15                                                            
CONECT   44   18                                                            
CONECT   45   23                                                            
CONECT   46   23                                                            
CONECT   47   23                                                            
CONECT   48   25                                                            
CONECT   49   25                                                            
CONECT   50   27                                                            
CONECT   51   28                                                            
CONECT   52   29                                                            
CONECT   53   30                                                            
CONECT   54   30                                                            
CONECT   55   30                                                            
CONECT   56   31                                                            
CONECT   57   32                                                            
CONECT   58   32                                                            
CONECT   59   32                                                            
CONECT   60   33                                                            
CONECT   61   33                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  128    0
END

RDKit          3D

61 64  0  0  0  0  0  0  0  0999 V2000
    2.2250   -1.9915    4.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623   -0.7952    3.5054 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0985   -1.0659    2.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1433   -1.3739    1.3162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4363   -1.4553    1.7710 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -0.1505    1.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8569   -1.6764   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9904   -1.9848   -0.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7015   -1.1745   -1.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1393   -3.3131   -1.0327 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5336   -1.6324   -0.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4764   -1.2982    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7871   -0.9821    1.6989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2309   -0.6443    2.5653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3042    0.7737    2.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9324   -1.2736   -0.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3977   -0.2685   -1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7646   -0.2438   -1.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6085   -1.2102   -0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646   -2.1994   -0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8407   -2.2541    0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3327   -3.2590    1.1646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194   -3.5455    2.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642   -3.0658    0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2780   -2.4980   -0.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9333   -1.3167   -1.1530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4507    0.7529   -1.6273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1826    1.9701   -1.8418 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    0.3290   -2.9771 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8163   -0.2199   -3.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4696   -0.5688   -2.8205 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0928   -0.9136   -4.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2694   -1.8654   -2.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9300   -2.7613    3.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4587   -1.7475    5.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1992   -2.3742    4.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6040    0.3309    2.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8182    0.4839    1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0756   -0.2646    2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9314   -3.4183   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2029    1.0011    3.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924    1.2779    1.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5595    1.1601    3.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1569    0.5143   -2.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4506   -3.9551    3.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -2.6505    2.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8660   -4.3111    2.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6704   -3.2501   -1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0635   -2.2426    0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3268    1.0247   -0.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5387    2.6480   -2.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5703    1.2605   -3.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1642   -1.2213   -3.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3848   -0.2780   -4.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860    0.4406   -4.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2161    0.0559   -2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2143   -0.0160   -4.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842   -1.6359   -4.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862   -1.3559   -4.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779   -2.2978   -2.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9503   -2.6502   -2.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 28  1  0
 13  3  2  0
 29 30  1  0
 31 32  1  0
 20 19  2  0
  3  4  1  0
 17 18  2  0
  4  7  2  0
 18 19  1  0
  7 11  1  0
 19 26  1  0
 26 25  1  0
 25 24  1  0
 24 20  1  0
 11 12  2  0
 21 22  1  0
 21 16  2  0
 22 23  1  0
 17 27  1  0
 13 14  1  0
 16 12  1  0
 14 15  1  0
 11 33  1  0
  3  2  1  0
 20 21  1  0
  2  1  1  0
 27 29  1  0
  4  5  1  0
 12 13  1  0
  5  6  1  0
 29 31  1  0
  7  8  1  0
 31 33  1  0
  8  9  2  0
 16 17  1  0
  8 10  1  0
 18 44  1  0
 27 50  1  1
 33 60  1  0
 33 61  1  0
 29 52  1  6
 31 56  1  1
 28 51  1  0
 30 53  1  0
 30 54  1  0
 30 55  1  0
 32 57  1  0
 32 58  1  0
 32 59  1  0
 25 48  1  0
 25 49  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
  6 38  1  0
  6 39  1  0
 10 40  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₄H₂₈O₉

Average Mass

460.4790 Da

Monoisotopic Mass

460.17333 Da

IUPAC Name

(9R,10R,11R)-11-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2(7),3,5,12,14(18)-hexaene-6-carboxylic acid

Traditional Name

(9R,10R,11R)-11-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2(7),3,5,12,14(18)-hexaene-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C2=C1C([H])([H])[C@@]([H])(C([H])([H])[H])[C@@]([H])(C([H])([H])[H])[C@@]([H])(O[H])C1=C([H])C3=C(OC([H])([H])O3)C(OC([H])([H])[H])=C21

InChI Identifier

InChI=1S/C24H28O9/c1-10-7-12-15(21(29-4)23(31-6)22(30-5)17(12)24(26)27)16-13(18(25)11(10)2)8-14-19(20(16)28-3)33-9-32-14/h8,10-11,18,25H,7,9H2,1-6H3,(H,26,27)/t10-,11-,18-/m1/s1

InChI Key

TZBMJQDKFVLNJT-PJYBLOJUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Schisandra neglecta	JEOL database	Gao, X. -M., et al, J. Nat. Prod. 76, 1052 (2013)

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
Dibenzocyclooctane lignan
M-methoxybenzoic acid or derivatives
O-methoxybenzoic acid or derivatives
P-methoxybenzoic acid or derivatives
Benzodioxole
Anisole
Alkyl aryl ether
Benzenoid
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Ether
Acetal
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
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	2.64	ALOGPS
logP	3.14	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.75	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	112.91 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	118.09 m³·mol⁻¹	ChemAxon
Polarizability	47.13 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

29784795

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71726086

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Gao, X. -M., et al. (2013). Gao, X. -M., et al, J. Nat. Prod. 76, 1052 (2013). J. Nat. Prod..

Showing NP-Card for neglignan A (NP0043443)

MOL for NP0043443 (neglignan A)

3D MOL for NP0043443 (neglignan A)

3D SDF for NP0043443 (neglignan A)

3D-SDF for NP0043443 (neglignan A)

PDB for NP0043443 (neglignan A)

3D PDB for NP0043443 (neglignan A)

SMILES for NP0043443 (neglignan A)

INCHI for NP0043443 (neglignan A)

Structure for NP0043443 (neglignan A)

3D Structure for NP0043443 (neglignan A)