NP-MRD: Showing NP-Card for Rehmannioside D (NP0057535)

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Record Information

Version

2.0

Created at

2022-04-28 02:57:25 UTC

Updated at

2022-04-28 02:57:25 UTC

NP-MRD ID

NP0057535

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rehmannioside D

Description

(2S,3S,4S,5S,6S)-2-{[(2S,3S,4S,5S,6R)-2-{[(1S,4aR,5R,7aR)-5-hydroxy-7-(hydroxymethyl)-1-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4a-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton. Rehmannioside D is found in Aragoa cundinamarcensis, Plantago major , Plantago maritima , Rehmannia glutinosa and Clerodendrum inerme . Based on a literature review very few articles have been published on (2S,3S,4S,5S,6S)-2-{[(2S,3S,4S,5S,6R)-2-{[(1S,4aR,5R,7aR)-5-hydroxy-7-(hydroxymethyl)-1-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4a-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282204572D          

 47 51  0  0  1  0            999 V2000
    1.2223   -2.4158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9760   -2.0803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6434   -2.5652    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5572   -3.3857    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8035   -3.7212    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1361   -3.2363    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3824   -3.5719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2962   -4.3924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9636   -4.8773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8774   -5.6978    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1237   -6.0333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5437   -5.5484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.0645   -2.7146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    0.9256    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
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  9 10  1  0  0  0  0
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  8 13  1  0  0  0  0
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 24 44  1  0  0  0  0
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 42 46  1  0  0  0  0
 46 47  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652304282204572D          

 47 51  0  0  1  0            999 V2000
    1.2223   -2.4158    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9760   -2.0803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6434   -2.5652    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5572   -3.3857    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8035   -3.7212    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1361   -3.2363    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3824   -3.5719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2962   -4.3924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9636   -4.8773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8774   -5.6978    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1237   -6.0333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5437   -5.5484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4575   -4.7279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1249   -4.2430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2974   -5.8840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0375   -6.8538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5448   -6.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -7.0032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7173   -4.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2246   -3.8706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3971   -2.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0645   -2.7146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549   -1.9309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.3646    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0701    2.1896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.6021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4990    2.1896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4990    1.3646    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7845    0.9521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    3.8396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    0.9256    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  8  7  1  6  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  6  0  0  0
 11 16  1  1  0  0  0
 10 17  1  1  0  0  0
 17 18  1  0  0  0  0
  5 19  1  6  0  0  0
  4 20  1  1  0  0  0
  3 21  1  6  0  0  0
 21 22  1  0  0  0  0
  1 23  1  6  0  0  0
 24 23  1  1  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  2  0  0  0  0
 24 29  1  0  0  0  0
 26 30  1  6  0  0  0
 31 30  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  6  0  0  0
 35 38  1  6  0  0  0
 34 39  1  1  0  0  0
 33 40  1  6  0  0  0
 40 41  1  0  0  0  0
 25 42  1  1  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 24 44  1  0  0  0  0
 44 45  1  6  0  0  0
 42 46  1  0  0  0  0
 46 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0057535

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H](O[C@@H]2OC=C[C@]3(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@H](O)C=C(CO)[C@@H]23)[C@@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H42O20/c28-4-8-3-12(32)27(1-2-41-23(13(8)27)46-25-21(40)18(37)15(34)10(6-30)43-25)47-26-22(19(38)16(35)11(7-31)44-26)45-24-20(39)17(36)14(33)9(5-29)42-24/h1-3,9-26,28-40H,4-7H2/t9-,10+,11+,12+,13-,14+,15+,16+,17-,18-,19-,20-,21-,22-,23-,24-,25+,26-,27-/m0/s1

> <INCHI_KEY>
JQEFRKPLHFKTFL-QQBSDFPVSA-N

> <FORMULA>
C27H42O20

> <MOLECULAR_WEIGHT>
686.613

> <EXACT_MASS>
686.226943752

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
64.40365110649752

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5S,6S)-2-{[(2S,3S,4S,5S,6R)-2-{[(1S,4aR,5R,7aR)-5-hydroxy-7-(hydroxymethyl)-1-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4a-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-2.28

> <JCHEM_LOGP>
-7.387900617666667

> <ALOGPS_LOGS>
-0.58

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.312118233822773

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.845838863284484

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483775957536793

> <JCHEM_POLAR_SURFACE_AREA>
327.59999999999997

> <JCHEM_REFRACTIVITY>
144.9397

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.79e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5S,6S)-2-{[(2S,3S,4S,5S,6R)-2-{[(1S,4aR,5R,7aR)-5-hydroxy-7-(hydroxymethyl)-1-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,5H,7aH-cyclopenta[c]pyran-4a-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <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       2.282  -4.510   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.689  -3.883   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.934  -4.788   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.773  -6.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.367  -6.946   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.121  -6.041   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.714  -6.668   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.553  -8.199   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.799  -9.104   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.638 -10.636   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.231 -11.262   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.015 -10.357   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.854  -8.825   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.100  -7.920   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.422 -10.983   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.070 -12.794   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.884 -11.541   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.723 -13.073   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.206  -8.478   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.019  -7.225   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.341  -4.162   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.587  -5.067   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.036  -3.604   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.864  -0.533   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.530   1.777   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.864   2.547   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.864   4.087   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.198   4.857   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.531   4.087   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.531   2.547   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.198   1.777   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.198   0.237   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       7.865   1.777   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       7.865   4.857   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       5.198   6.397   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.531   7.167   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -0.744  -4.013   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -2.250   1.728   0.000  0.00  0.00           O+0
CONECT    1    2    6   23                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5   20                                                  
CONECT    5    4    6   19                                                  
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                                                            
CONECT   19    5                                                            
CONECT   20    4                                                            
CONECT   21    3   22                                                       
CONECT   22   21                                                            
CONECT   23    1   24                                                       
CONECT   24   23   25   29   44                                             
CONECT   25   24   26   42                                                  
CONECT   26   25   27   30                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24                                                       
CONECT   30   26   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   40                                                  
CONECT   34   33   35   39                                                  
CONECT   35   34   36   38                                                  
CONECT   36   35   31   37                                                  
CONECT   37   36                                                            
CONECT   38   35                                                            
CONECT   39   34                                                            
CONECT   40   33   41                                                       
CONECT   41   40                                                            
CONECT   42   25   43   46                                                  
CONECT   43   42   44                                                       
CONECT   44   43   24   45                                                  
CONECT   45   44                                                            
CONECT   46   42   47                                                       
CONECT   47   46                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₂O₂₀

Average Mass

686.6130 Da

Monoisotopic Mass

686.22694 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H](O[C@@H]2OC=C[C@]3(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@@H]4O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@H](O)C=C(CO)[C@@H]23)[C@@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C27H42O20/c28-4-8-3-12(32)27(1-2-41-23(13(8)27)46-25-21(40)18(37)15(34)10(6-30)43-25)47-26-22(19(38)16(35)11(7-31)44-26)45-24-20(39)17(36)14(33)9(5-29)42-24/h1-3,9-26,28-40H,4-7H2/t9-,10+,11+,12+,13-,14+,15+,16+,17-,18-,19-,20-,21-,22-,23-,24-,25+,26-,27-/m0/s1

InChI Key

JQEFRKPLHFKTFL-QQBSDFPVSA-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
Aragoa cundinamarcensis	Plant	KNApSAcK
Plantago major	Plant	KNApSAcK
Plantago maritima	Plant	KNApSAcK
Rehmannia glutinosa	Plant	KNApSAcK
Volkameria inermis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Iridoid O-glycosides

Alternative Parents

Substituents

Iridoid o-glycoside
O-glycosyl compound
Iridoid-skeleton
Glycosyl compound
Disaccharide
Monoterpenoid
Bicyclic monoterpenoid
Oxane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	-2.3	ALOGPS
logP	-7.4	ChemAxon
logS	-0.58	ALOGPS
pKa (Strongest Acidic)	11.85	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	327.6 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	144.94 m³·mol⁻¹	ChemAxon
Polarizability	64.4 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	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

158991137

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Rehmannioside D (NP0057535)

MOL for NP0057535 (Rehmannioside D)

3D MOL for NP0057535 (Rehmannioside D)

3D SDF for NP0057535 (Rehmannioside D)

3D-SDF for NP0057535 (Rehmannioside D)

PDB for NP0057535 (Rehmannioside D)

3D PDB for NP0057535 (Rehmannioside D)

SMILES for NP0057535 (Rehmannioside D)

INCHI for NP0057535 (Rehmannioside D)

Structure for NP0057535 (Rehmannioside D)

3D Structure for NP0057535 (Rehmannioside D)