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Showing NP-Card for 3,4-Hexahydroxydiphenoylarabinose (NP0338084)

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Record Information
Version2.0
Created at2024-09-11 13:45:57 UTC
Updated at2024-09-11 13:45:58 UTC
NP-MRD IDNP0338084
Secondary Accession NumbersNone
Natural Product Identification
Common Name3,4-Hexahydroxydiphenoylarabinose
Description3,4-Hexahydroxydiphenoylarabinose 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. Based on a literature review very few articles have been published on 3,4-Hexahydroxydiphenoylarabinose.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0338084 (3,4-Hexahydroxydiphenoylarabinose)


  Mrv2104 05262316182D          

 32 35  0  0  0  0            999 V2000
    2.5261   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    2.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860    3.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8763    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961    3.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662    2.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5693    0.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2403    1.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    4.3103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362    3.9984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1463    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8763    2.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5958   -0.6104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531    0.9080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546   -0.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8174    0.5426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11  6  2  0  0  0  0
 12  7  2  0  0  0  0
 13  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 16  8  1  0  0  0  0
 16 15  1  0  0  0  0
 17  4  1  0  0  0  0
 18  5  1  0  0  0  0
 19 15  1  0  0  0  0
 20  6  1  0  0  0  0
 21  7  1  0  0  0  0
 22 11  1  0  0  0  0
 23 12  1  0  0  0  0
 24 13  1  0  0  0  0
 25 14  1  0  0  0  0
 26 15  1  0  0  0  0
 27 17  2  0  0  0  0
 28 18  2  0  0  0  0
 29 19  1  0  0  0  0
 30  3  1  0  0  0  0
 30 19  1  0  0  0  0
 31  8  1  0  0  0  0
 31 17  1  0  0  0  0
 32 16  1  0  0  0  0
 32 18  1  0  0  0  0
M  END
Download

3D MOL for NP0338084 (3,4-Hexahydroxydiphenoylarabinose)

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3D SDF for NP0338084 (3,4-Hexahydroxydiphenoylarabinose)

  Mrv2104 05262316182D          

 32 35  0  0  0  0            999 V2000
    2.5261   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    2.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9860    3.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8763    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961    3.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662    2.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5693    0.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2403    1.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    4.3103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6864    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362    3.9984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1463    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8763    2.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5958   -0.6104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531    0.9080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2546   -0.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8174    0.5426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11  6  2  0  0  0  0
 12  7  2  0  0  0  0
 13  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 16  8  1  0  0  0  0
 16 15  1  0  0  0  0
 17  4  1  0  0  0  0
 18  5  1  0  0  0  0
 19 15  1  0  0  0  0
 20  6  1  0  0  0  0
 21  7  1  0  0  0  0
 22 11  1  0  0  0  0
 23 12  1  0  0  0  0
 24 13  1  0  0  0  0
 25 14  1  0  0  0  0
 26 15  1  0  0  0  0
 27 17  2  0  0  0  0
 28 18  2  0  0  0  0
 29 19  1  0  0  0  0
 30  3  1  0  0  0  0
 30 19  1  0  0  0  0
 31  8  1  0  0  0  0
 31 17  1  0  0  0  0
 32 16  1  0  0  0  0
 32 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338084

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1OCC2OC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C1O

> <INCHI_IDENTIFIER>
InChI=1/C19H16O13/c20-6-1-4-9(13(24)11(6)22)10-5(2-7(21)12(23)14(10)25)18(28)32-16-8(31-17(4)27)3-30-19(29)15(16)26/h1-2,8,15-16,19-26,29H,3H2

> <INCHI_KEY>
ZKBLUASIGJJVPP-UHFFFAOYNA-N

> <FORMULA>
C19H16O13

> <MOLECULAR_WEIGHT>
452.324

> <EXACT_MASS>
452.059090575

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
39.67092202865287

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,5,13,14,20,21,22-octahydroxy-9,12,16-trioxatetracyclo[16.4.0.0^{2,7}.0^{10,15}]docosa-1(22),2,4,6,18,20-hexaene-8,17-dione

> <JCHEM_LOGP>
0.14098303733333367

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.043209916960656

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.136945024037984

> <JCHEM_PKA_STRONGEST_BASIC>
-3.959367493376283

> <JCHEM_POLAR_SURFACE_AREA>
223.66999999999996

> <JCHEM_REFRACTIVITY>
100.56849999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5,13,14,20,21,22-octahydroxy-9,12,16-trioxatetracyclo[16.4.0.0^{2,7}.0^{10,15}]docosa-1(22),2,4,6,18,20-hexaene-8,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0338084 (3,4-Hexahydroxydiphenoylarabinose)
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PDB for NP0338084 (3,4-Hexahydroxydiphenoylarabinose)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       4.715  -0.394   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.699   5.427   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.830  -0.685   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.211   1.061   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.203   3.971   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.228  -0.685   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.707   6.591   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.179   0.479   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.219   2.225   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.715   3.680   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.236   0.479   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.219   6.300   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.732   1.934   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.724   4.844   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.838   2.225   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.326   1.934   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.929   0.400   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.315   3.120   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.846   1.061   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.732  -2.140   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.203   8.046   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.748   0.188   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.228   7.464   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.740   3.098   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.236   4.553   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.342   3.680   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.979  -1.139   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.899   1.695   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -4.358   1.352   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.342  -0.394   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       1.526   1.013   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.683   3.098   0.000  0.00  0.00           O+0
CONECT    1    4    6                                                       
CONECT    2    5    7                                                       
CONECT    3    8   30                                                       
CONECT    4    1    9   17                                                  
CONECT    5    2   10   18                                                  
CONECT    6    1   11   20                                                  
CONECT    7    2   12   21                                                  
CONECT    8    3   16   31                                                  
CONECT    9    4   10   13                                                  
CONECT   10    5    9   14                                                  
CONECT   11    6   13   22                                                  
CONECT   12    7   14   23                                                  
CONECT   13    9   11   24                                                  
CONECT   14   10   12   25                                                  
CONECT   15   16   19   26                                                  
CONECT   16    8   15   32                                                  
CONECT   17    4   27   31                                                  
CONECT   18    5   28   32                                                  
CONECT   19   15   29   30                                                  
CONECT   20    6                                                            
CONECT   21    7                                                            
CONECT   22   11                                                            
CONECT   23   12                                                            
CONECT   24   13                                                            
CONECT   25   14                                                            
CONECT   26   15                                                            
CONECT   27   17                                                            
CONECT   28   18                                                            
CONECT   29   19                                                            
CONECT   30    3   19                                                       
CONECT   31    8   17                                                       
CONECT   32   16   18                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

Download
3D PDB for NP0338084 (3,4-Hexahydroxydiphenoylarabinose)
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SMILES for NP0338084 (3,4-Hexahydroxydiphenoylarabinose)
OC1OCC2OC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C1O
Download
INCHI for NP0338084 (3,4-Hexahydroxydiphenoylarabinose)
InChI=1/C19H16O13/c20-6-1-4-9(13(24)11(6)22)10-5(2-7(21)12(23)14(10)25)18(28)32-16-8(31-17(4)27)3-30-19(29)15(16)26/h1-2,8,15-16,19-26,29H,3H2
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View in JSmol
SynonymsNot Available
Chemical FormulaC19H16O13
Average Mass452.3240 Da
Monoisotopic Mass452.05909 Da
IUPAC Name3,4,5,13,14,20,21,22-octahydroxy-9,12,16-trioxatetracyclo[16.4.0.0^{2,7}.0^{10,15}]docosa-1(22),2,4,6,18,20-hexaene-8,17-dione
Traditional Name3,4,5,13,14,20,21,22-octahydroxy-9,12,16-trioxatetracyclo[16.4.0.0^{2,7}.0^{10,15}]docosa-1(22),2,4,6,18,20-hexaene-8,17-dione
CAS Registry NumberNot Available
SMILES
OC1OCC2OC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C1O
InChI Identifier
InChI=1/C19H16O13/c20-6-1-4-9(13(24)11(6)22)10-5(2-7(21)12(23)14(10)25)18(28)32-16-8(31-17(4)27)3-30-19(29)15(16)26/h1-2,8,15-16,19-26,29H,3H2
InChI KeyZKBLUASIGJJVPP-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound 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.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassTannins  
Sub ClassHydrolyzable tannins  
Direct ParentHydrolyzable tannins  
Alternative Parents
Substituents
  • Hydrolyzable tannin
    • 

  • Gallic acid or derivatives
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Monosaccharide
    • 

  • Oxane
    • 

  • Benzenoid
    • 

  • Secondary alcohol
    • 

  • Lactone
    • 

  • Hemiacetal
    • 

  • Carboxylic acid ester
    • 

  • Polyol
    • 

  • Carboxylic acid derivative
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Organooxygen compound
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.14ChemAxon
pKa (Strongest Acidic)7.14ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area223.67 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity100.57 m³·mol⁻¹ChemAxon
Polarizability39.67 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available