NP-MRD: Showing NP-Card for Arabelline (NP0072712)

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Record Information

Version

2.0

Created at

2022-04-28 18:01:05 UTC

Updated at

2022-04-28 18:01:05 UTC

NP-MRD ID

NP0072712

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Arabelline

Description

9-(2H-1,3-benzodioxol-5-yl)-6,7-dimethoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1H,3H-naphtho[2,3-c]furan-1-one belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones. Arabelline is found in Haplophyllum patavinum. Based on a literature review very few articles have been published on 9-(2H-1,3-benzodioxol-5-yl)-6,7-dimethoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1H,3H-naphtho[2,3-c]furan-1-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220012D          

 48 54  0  0  1  0            999 V2000
    7.5658   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1368   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2802   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2802   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5658   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2802   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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 38 44  1  0  0  0  0
  2 45  1  0  0  0  0
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 47 48  1  0  0  0  0
  1 48  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652304282220012D          

 48 54  0  0  1  0            999 V2000
    7.5658   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2802   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9947   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9947   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7092   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7092   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2802   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1368   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4223   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2088   -1.3951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7239   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2088   -2.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0228   -1.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4708   -1.0549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8433   -1.5818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1788   -2.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  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
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 12 15  1  1  0  0  0
 11 16  1  6  0  0  0
 10 17  1  1  0  0  0
 17 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  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
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 22 25  1  6  0  0  0
 21 26  1  6  0  0  0
 20 27  1  6  0  0  0
  5 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
  4 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
  3 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 38 44  1  0  0  0  0
  2 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
 47 48  1  0  0  0  0
  1 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0072712

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(O[C@@H]3O[C@H](CO[C@H]4OC[C@@H](O)[C@@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)C3=C(C(=O)OC3)C(C3=CC4=C(OCO4)C=C3)=C2C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C32H34O16/c1-40-18-6-13-14(7-19(18)41-2)29(15-8-42-30(39)23(15)22(13)12-3-4-17-20(5-12)46-11-45-17)48-32-28(38)26(36)25(35)21(47-32)10-44-31-27(37)24(34)16(33)9-43-31/h3-7,16,21,24-28,31-38H,8-11H2,1-2H3/t16-,21-,24-,25-,26+,27-,28-,31-,32+/m1/s1

> <INCHI_KEY>
FQMUJJZFGOZSSZ-KPYCQNBFSA-N

> <FORMULA>
C32H34O16

> <MOLECULAR_WEIGHT>
674.608

> <EXACT_MASS>
674.184685015

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
65.7993337186879

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-(2H-1,3-benzodioxol-5-yl)-6,7-dimethoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1H,3H-naphtho[2,3-c]furan-1-one

> <ALOGPS_LOGP>
0.60

> <JCHEM_LOGP>
-0.2395909823333348

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.428517537072914

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.910142538409664

> <JCHEM_PKA_STRONGEST_BASIC>
-3.526580404084756

> <JCHEM_POLAR_SURFACE_AREA>
221.51999999999995

> <JCHEM_REFRACTIVITY>
157.49369999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.43e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-(2H-1,3-benzodioxol-5-yl)-6,7-dimethoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-3H-naphtho[2,3-c]furan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      14.123  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.789  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.455  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.455  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.789  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.123  -6.930   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      15.456  -7.700   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      15.456  -9.240   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      14.123 -10.010   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      14.123 -11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.456 -12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.790 -11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.790 -10.010   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      18.124  -9.240   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      18.124 -12.320   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      15.456 -13.860   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      12.789 -12.320   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.789 -13.860   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      11.455 -14.630   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.455 -16.170   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.122 -16.940   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.788 -16.170   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.788 -14.630   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.122 -13.860   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.454 -16.940   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      10.122 -18.480   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      12.789 -16.940   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.789  -9.240   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.455 -10.010   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.122  -9.240   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.122  -7.700   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       8.788 -10.010   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       7.454  -9.240   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      11.455 -11.550   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      10.122 -12.320   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.122  -4.620   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.788  -5.390   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.454  -4.620   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.454  -3.080   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.788  -2.310   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.122  -3.080   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       5.990  -2.604   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       5.085  -3.850   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       5.990  -5.096   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      13.109  -3.114   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      12.079  -1.969   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      14.641  -2.953   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      15.267  -4.360   0.000  0.00  0.00           C+0
CONECT    1    2    6   48                                                  
CONECT    2    1    3   45                                                  
CONECT    3    2    4   36                                                  
CONECT    4    3    5   31                                                  
CONECT    5    4    6   28                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13                                                            
CONECT   15   12                                                            
CONECT   16   11                                                            
CONECT   17   10   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   27                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   22                                                            
CONECT   26   21                                                            
CONECT   27   20                                                            
CONECT   28    5   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30    4                                                       
CONECT   32   30   33                                                       
CONECT   33   32                                                            
CONECT   34   29   35                                                       
CONECT   35   34                                                            
CONECT   36    3   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   44                                                  
CONECT   39   38   40   42                                                  
CONECT   40   39   41                                                       
CONECT   41   40   36                                                       
CONECT   42   39   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   38                                                       
CONECT   45    2   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48                                                       
CONECT   48   47    1                                                       
MASTER        0    0    0    0    0    0    0    0   48    0  108    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₃₄O₁₆

Average Mass

674.6080 Da

Monoisotopic Mass

674.18469 Da

IUPAC Name

9-(2H-1,3-benzodioxol-5-yl)-6,7-dimethoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-1H,3H-naphtho[2,3-c]furan-1-one

Traditional Name

9-(2H-1,3-benzodioxol-5-yl)-6,7-dimethoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-3H-naphtho[2,3-c]furan-1-one

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(O[C@@H]3O[C@H](CO[C@H]4OC[C@@H](O)[C@@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)C3=C(C(=O)OC3)C(C3=CC4=C(OCO4)C=C3)=C2C=C1OC

InChI Identifier

InChI=1S/C32H34O16/c1-40-18-6-13-14(7-19(18)41-2)29(15-8-42-30(39)23(15)22(13)12-3-4-17-20(5-12)46-11-45-17)48-32-28(38)26(36)25(35)21(47-32)10-44-31-27(37)24(34)16(33)9-43-31/h3-7,16,21,24-28,31-38H,8-11H2,1-2H3/t16-,21-,24-,25-,26+,27-,28-,31-,32+/m1/s1

InChI Key

FQMUJJZFGOZSSZ-KPYCQNBFSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Haplophyllum patavinum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan glycosides

Sub Class

Not Available

Direct Parent

Lignan glycosides

Alternative Parents

Substituents

Lignan glycoside
Lignan lactone
Arylnaphthalene lignan skeleton
Phenolic glycoside
Naphthofuran
O-glycosyl compound
Glycosyl compound
Disaccharide
Isobenzofuranone
Phthalide
Naphthalene
Isocoumaran
Benzodioxole
Anisole
Alkyl aryl ether
Benzenoid
Oxane
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	0.6	ALOGPS
logP	-0.24	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	221.52 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	157.49 m³·mol⁻¹	ChemAxon
Polarizability	65.8 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

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

163012042

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Arabelline (NP0072712)

MOL for NP0072712 (Arabelline)

3D MOL for NP0072712 (Arabelline)

3D SDF for NP0072712 (Arabelline)

3D-SDF for NP0072712 (Arabelline)

PDB for NP0072712 (Arabelline)

3D PDB for NP0072712 (Arabelline)

SMILES for NP0072712 (Arabelline)

INCHI for NP0072712 (Arabelline)

Structure for NP0072712 (Arabelline)

3D Structure for NP0072712 (Arabelline)