NP-MRD: Showing NP-Card for Hederacoside D (NP0140658)

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Record Information

Version

2.0

Created at

2022-06-29 21:45:20 UTC

Updated at

2022-06-29 21:45:20 UTC

NP-MRD ID

NP0140658

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hederacoside D

Description

Cauloside D belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Hederacoside D is found in Anemone cernua, Anemone hupehensis, Caulophyllum thalictroides, Clematis chinensis, Clematis orientalis, Clematis tibetana, Fatsia japonica, Hedera canariensis, Hedera colchica, Hedera helix, Hedera nepalensis, Schefflera heptaphylla, Kalopanax septemlobus, Meryta lanceolata, Anemone dahurica, Ranunculus fluitans and Stauntonia hexaphylla. Hederacoside D was first documented in 2011 (PMID: 21872415). Based on a literature review a small amount of articles have been published on cauloside D (PMID: 32029347) (PMID: 30798208) (PMID: 29072610).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292223452D          

 75 83  0  0  1  0            999 V2000
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M  END

     RDKit          3D

161169  0  0  0  0  0  0  0  0999 V2000
   13.5655   -0.6553   -1.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7685   -1.1079   -0.1618 C   0  0  2  0  0  0  0  0  0  0  0  0
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   13.3259    1.1688    1.4168 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8229    2.1754    0.6060 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4866    0.2303    1.7595 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4935    0.9340    2.3825 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306292223452D          

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   -6.0474   -6.3493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7599   -4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3474   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2349   -5.6349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0599   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2349   -2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  1  0  0  0
  9  8  1  6  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
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  1  0  0  0
 13 16  1  6  0  0  0
 12 17  1  1  0  0  0
 17 18  1  0  0  0  0
 19 18  1  1  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
 23 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 28 26  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 35 34  1  6  0  0  0
 35 36  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 39 38  1  6  0  0  0
 39 40  1  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 39 44  1  0  0  0  0
 44 45  1  6  0  0  0
 44 46  1  1  0  0  0
 46 47  1  0  0  0  0
 43 48  1  6  0  0  0
 49 48  1  1  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 49 54  1  0  0  0  0
 52 55  1  1  0  0  0
 51 56  1  1  0  0  0
 50 57  1  6  0  0  0
 40 58  1  6  0  0  0
 36 59  1  6  0  0  0
 60 32  1  1  0  0  0
 28 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 28 64  1  0  0  0  0
 62 65  1  0  0  0  0
 62 66  1  0  0  0  0
 31 67  1  1  0  0  0
 22 68  1  6  0  0  0
 21 69  1  1  0  0  0
 20 70  1  6  0  0  0
 10 71  1  1  0  0  0
 71 72  1  0  0  0  0
  5 73  1  6  0  0  0
  4 74  1  6  0  0  0
  3 75  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0140658

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](OC[C@H]3O[C@@H](OC(=O)[C@]45CCC(C)(C)C[C@H]4C4=CC[C@@H]6[C@@]7(C)CC[C@H](O[C@@H]8OC[C@H](O)[C@H](O)[C@H]8O)[C@@](C)(CO)[C@@H]7CC[C@@]6(C)[C@]4(C)CC5)[C@H](O)[C@@H](O)[C@@H]3O)O[C@@H]2CO)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C53H86O22/c1-23-32(57)35(60)39(64)45(70-23)74-42-27(19-54)71-43(41(66)37(42)62)69-21-28-34(59)36(61)40(65)46(72-28)75-47(67)53-16-14-48(2,3)18-25(53)24-8-9-30-49(4)12-11-31(73-44-38(63)33(58)26(56)20-68-44)50(5,22-55)29(49)10-13-52(30,7)51(24,6)15-17-53/h8,23,25-46,54-66H,9-22H2,1-7H3/t23-,25-,26-,27+,28+,29+,30+,31-,32-,33-,34+,35+,36-,37+,38+,39+,40+,41+,42+,43+,44-,45-,46-,49-,50-,51+,52+,53-/m0/s1

> <INCHI_KEY>
UEHILKCNLIKLEV-LXABABOZSA-N

> <FORMULA>
C53H86O22

> <MOLECULAR_WEIGHT>
1075.249

> <EXACT_MASS>
1074.561074409

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_ATOM_COUNT>
161

> <JCHEM_AVERAGE_POLARIZABILITY>
114.94607991113249

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-6-({[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (4aS,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

> <ALOGPS_LOGP>
0.71

> <JCHEM_LOGP>
-0.5892678450000011

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.092625379159955

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.673329139231628

> <JCHEM_PKA_STRONGEST_BASIC>
-3.672684479911136

> <JCHEM_POLAR_SURFACE_AREA>
353.90000000000003

> <JCHEM_REFRACTIVITY>
257.56410000000017

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-6-({[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (4aS,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-{[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0     -19.758  -5.184   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -20.528  -6.517   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -22.068  -6.517   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -22.838  -7.851   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -22.068  -9.185   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -20.528  -9.185   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -19.758  -7.851   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0     -19.758 -10.518   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0     -18.218 -10.518   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -17.448  -9.185   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -15.908  -9.185   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -15.138 -10.518   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -15.908 -11.852   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -17.448 -11.852   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0     -18.218 -13.186   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0     -15.138 -13.186   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0     -13.598 -10.518   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0     -12.828  -9.185   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -11.288  -9.185   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -10.518 -10.518   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.978 -10.518   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.208  -9.185   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.978  -7.851   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0     -10.518  -7.851   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -8.208  -6.517   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -6.668  -6.517   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -5.898  -7.851   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -5.898  -5.184   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.128  -6.517   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.588  -6.517   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.818  -5.184   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.588  -3.850   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.818  -2.516   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.278  -2.516   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.508  -3.850   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.278  -5.184   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.508  -6.517   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.032  -6.517   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.802  -5.184   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.032  -3.850   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.802  -2.516   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.342  -2.516   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.112  -3.850   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.342  -5.184   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       4.648  -6.000   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       3.395  -6.723   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       4.755  -7.446   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       5.652  -3.850   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       6.422  -2.516   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       5.652  -1.183   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       6.422   0.151   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       7.962   0.151   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       8.732  -1.183   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       7.962  -2.516   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       8.732   1.485   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       5.652   1.485   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       4.112  -1.183   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       0.262  -2.516   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -2.048  -6.517   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -5.128  -3.850   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      -5.898  -2.516   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -7.438  -2.516   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      -8.208  -3.850   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      -7.438  -5.184   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      -7.492  -0.977   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      -8.744  -1.700   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      -2.979  -6.715   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      -6.668  -9.185   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0      -8.208 -11.852   0.000  0.00  0.00           O+0
HETATM   70  O   UNK     0     -11.288 -11.852   0.000  0.00  0.00           O+0
HETATM   71  C   UNK     0     -18.218  -7.851   0.000  0.00  0.00           C+0
HETATM   72  O   UNK     0     -17.448  -6.517   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0     -22.838 -10.518   0.000  0.00  0.00           O+0
HETATM   74  O   UNK     0     -24.378  -7.851   0.000  0.00  0.00           O+0
HETATM   75  O   UNK     0     -22.838  -5.184   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   75                                                  
CONECT    4    3    5   74                                                  
CONECT    5    4    6   73                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   71                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14                                                            
CONECT   16   13                                                            
CONECT   17   12   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   70                                                  
CONECT   21   20   22   69                                                  
CONECT   22   21   23   68                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   19                                                       
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   60   64                                             
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   36   67                                             
CONECT   32   31   33   60                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   40                                                  
CONECT   36   35   31   37   59                                             
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   44                                                  
CONECT   40   39   35   41   58                                             
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   48                                                  
CONECT   44   43   39   45   46                                             
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46                                                            
CONECT   48   43   49                                                       
CONECT   49   48   50   54                                                  
CONECT   50   49   51   57                                                  
CONECT   51   50   52   56                                                  
CONECT   52   51   53   55                                                  
CONECT   53   52   54                                                       
CONECT   54   53   49                                                       
CONECT   55   52                                                            
CONECT   56   51                                                            
CONECT   57   50                                                            
CONECT   58   40                                                            
CONECT   59   36                                                            
CONECT   60   32   28   61                                                  
CONECT   61   60   62                                                       
CONECT   62   61   63   65   66                                             
CONECT   63   62   64                                                       
CONECT   64   63   28                                                       
CONECT   65   62                                                            
CONECT   66   62                                                            
CONECT   67   31                                                            
CONECT   68   22                                                            
CONECT   69   21                                                            
CONECT   70   20                                                            
CONECT   71   10   72                                                       
CONECT   72   71                                                            
CONECT   73    5                                                            
CONECT   74    4                                                            
CONECT   75    3                                                            
MASTER        0    0    0    0    0    0    0    0   75    0  166    0
END

View in JSmol

Synonyms

Value	Source
Hederagenin 3-O-alpha-L-arabinopyranoside 28-O-alpha-L-rhamnopyranosyl-(1->4)-O-beta-D-glucopyranosyl-(1->6)-O-beta-D-glucopyranosyl ester	ChEBI
Hederagenin 3-O-a-L-arabinopyranoside 28-O-a-L-rhamnopyranosyl-(1->4)-O-b-D-glucopyranosyl-(1->6)-O-b-D-glucopyranosyl ester	Generator
Hederagenin 3-O-α-L-arabinopyranoside 28-O-α-L-rhamnopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->6)-O-β-D-glucopyranosyl ester	Generator

Chemical Formula

C₅₃H₈₆O₂₂

Average Mass

1075.2490 Da

Monoisotopic Mass

1074.56107 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](OC[C@H]3O[C@@H](OC(=O)[C@]45CCC(C)(C)C[C@H]4C4=CC[C@@H]6[C@@]7(C)CC[C@H](O[C@@H]8OC[C@H](O)[C@H](O)[C@H]8O)[C@@](C)(CO)[C@@H]7CC[C@@]6(C)[C@]4(C)CC5)[C@H](O)[C@@H](O)[C@@H]3O)O[C@@H]2CO)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C53H86O22/c1-23-32(57)35(60)39(64)45(70-23)74-42-27(19-54)71-43(41(66)37(42)62)69-21-28-34(59)36(61)40(65)46(72-28)75-47(67)53-16-14-48(2,3)18-25(53)24-8-9-30-49(4)12-11-31(73-44-38(63)33(58)26(56)20-68-44)50(5,22-55)29(49)10-13-52(30,7)51(24,6)15-17-53/h8,23,25-46,54-66H,9-22H2,1-7H3/t23-,25-,26-,27+,28+,29+,30+,31-,32-,33-,34+,35+,36-,37+,38+,39+,40+,41+,42+,43+,44-,45-,46-,49-,50-,51+,52+,53-/m0/s1

InChI Key

UEHILKCNLIKLEV-LXABABOZSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Anemone cernua	LOTUS Database	35616633
Anemone hupehensis	LOTUS Database	35616633
Caulophyllum thalictroides	LOTUS Database	35616633
Clematis chinensis	LOTUS Database	35616633
Clematis orientalis	LOTUS Database	35616633
Clematis tibetana	LOTUS Database	35616633
Fatsia japonica	LOTUS Database	35616633
Hedera canariensis	LOTUS Database	35616633
Hedera colchica	LOTUS Database	35616633
Hedera helix	LOTUS Database	35616633
Hedera nepalensis	LOTUS Database	35616633
Heptapleurum heptaphyllum	LOTUS Database	35616633
Kalopanax septemlobus	LOTUS Database	35616633
Meryta lanceolata	LOTUS Database	35616633
Pulsatilla dahurica	LOTUS Database	35616633
Ranunculus fluitans	LOTUS Database	35616633
Stauntonia hexaphylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
Oligosaccharide
Steroid
Glycosyl compound
O-glycosyl compound
Oxane
Secondary alcohol
Carboxylic acid ester
Oxacycle
Polyol
Acetal
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

carboxylic ester (CHEBI:69375 )
triterpenoid saponin (CHEBI:69375 )
pentacyclic triterpenoid (CHEBI:69375 )

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00033710

Chemspider ID

10259282

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21630094

PDB ID

Not Available

ChEBI ID

69375

Good Scents ID

Not Available

References

General References

Guo Y, Lu S, Yang B, Li G, Ma W, Guo Q, Wang Q, Kuang H: HPLC-MS/MS method for the determination and pharmacokinetic study of six compounds against rheumatoid arthritis in rat plasma after oral administration of the extract of Caulophyllum robustum Maxim. J Pharm Biomed Anal. 2020 Mar 20;181:112923. doi: 10.1016/j.jpba.2019.112923. Epub 2019 Oct 21. [PubMed:32029347 ]
Lu S, Zhao S, Zhao M, Guo Y, Li G, Yang B, Wang Q, Kuang H: Systematic screening and characterization of prototype constituents and metabolites of triterpenoid saponins of Caulopphyllum robustum Maxim using UPLC-LTQ Orbitrap MS after oral administration in rats. J Pharm Biomed Anal. 2019 May 10;168:75-82. doi: 10.1016/j.jpba.2019.02.005. Epub 2019 Feb 6. [PubMed:30798208 ]
Lu S, Dong S, Xu D, Duan J, Li G, Guo Y, Kuang H, Wang Q: Spectrum-Effect Relationships between Fingerprints of Caulophyllum robustum Maxim and Inhabited Pro-Inflammation Cytokine Effects. Molecules. 2017 Oct 26;22(11). pii: molecules22111826. doi: 10.3390/molecules22111826. [PubMed:29072610 ]
Avula B, Wang YH, Rumalla CS, Ali Z, Smillie TJ, Khan IA: Analytical methods for determination of magnoflorine and saponins from roots of Caulophyllum thalictroides (L.) Michx. using UPLC, HPLC and HPTLC. J Pharm Biomed Anal. 2011 Dec 15;56(5):895-903. doi: 10.1016/j.jpba.2011.07.028. Epub 2011 Jul 29. [PubMed:21872415 ]

Showing NP-Card for Hederacoside D (NP0140658)

MOL for NP0140658 (Hederacoside D)

3D MOL for NP0140658 (Hederacoside D)

3D SDF for NP0140658 (Hederacoside D)

3D-SDF for NP0140658 (Hederacoside D)

PDB for NP0140658 (Hederacoside D)

3D PDB for NP0140658 (Hederacoside D)

SMILES for NP0140658 (Hederacoside D)

INCHI for NP0140658 (Hederacoside D)

Structure for NP0140658 (Hederacoside D)

3D Structure for NP0140658 (Hederacoside D)