NP-MRD: Showing NP-Card for Guaiacin D (NP0079510)

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Record Information

Version

2.0

Created at

2022-04-29 00:31:49 UTC

Updated at

2022-04-29 00:31:49 UTC

NP-MRD ID

NP0079510

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Guaiacin D

Description

(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (4aR,6aS,6bS,8aS,10R,12aS,12bR,14bS)-10-{[(2S,3R,4S,5S)-5-hydroxy-4-{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. Guaiacin D is found in Debia ovatifolia and Hedyotis nudicaulis. Based on a literature review very few articles have been published on (2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (4aR,6aS,6bS,8aS,10R,12aS,12bR,14bS)-10-{[(2S,3R,4S,5S)-5-hydroxy-4-{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292202312D          

 73 81  0  0  1  0            999 V2000
   11.4395   -2.4454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0270   -1.7309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2020   -1.7309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7895   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0270   -3.1599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4395   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2020   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0270   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   10.2020    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2645    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2882   -1.1225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7806   -1.3954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2645   -2.4454    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
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 63 71  1  1  0  0  0
  2 72  1  1  0  0  0
  1 73  1  6  0  0  0
M  END

     RDKit          3D

155163  0  0  0  0  0  0  0  0999 V2000
    6.7554    2.4982    2.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7214    1.2474    2.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304292202312D          

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  8  9  1  0  0  0  0
  3 10  1  6  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  1  0  0  0
 13 18  1  1  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
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 22 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 33  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 37 43  1  0  0  0  0
 37 44  1  6  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 47 46  1  6  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 47 52  1  0  0  0  0
 51 53  1  1  0  0  0
 53 54  1  0  0  0  0
 50 55  1  1  0  0  0
 49 56  1  6  0  0  0
 48 57  1  1  0  0  0
 34 58  1  6  0  0  0
 29 59  1  6  0  0  0
 22 60  1  6  0  0  0
 12 61  1  6  0  0  0
 62 61  1  1  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 62 67  1  0  0  0  0
 66 68  1  6  0  0  0
 65 69  1  1  0  0  0
 64 70  1  6  0  0  0
 63 71  1  1  0  0  0
  2 72  1  1  0  0  0
  1 73  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0079510

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1O[C@H](O[C@H]2[C@H](O[C@@H]3CC[C@]4(C)[C@H](CC[C@@]5(C)[C@@H]4CC=C4[C@@H]6CC(=C)CC[C@]6(CC[C@@]54C)C(=O)O[C@H]4O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]4O)C3(C)C)OC[C@H](O)[C@@H]2O[C@H]2O[C@@H](CO)[C@@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C52H82O21/c1-22-10-15-52(47(65)73-45-40(64)37(61)34(58)28(20-54)69-45)17-16-50(6)24(25(52)18-22)8-9-30-49(5)13-12-31(48(3,4)29(49)11-14-51(30,50)7)70-46-42(72-43-38(62)35(59)32(56)23(2)67-43)41(26(55)21-66-46)71-44-39(63)36(60)33(57)27(19-53)68-44/h8,23,25-46,53-64H,1,9-21H2,2-7H3/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-/m1/s1

> <INCHI_KEY>
IFKVQLFRSXXGJD-GPVRIFPISA-N

> <FORMULA>
C52H82O21

> <MOLECULAR_WEIGHT>
1043.207

> <EXACT_MASS>
1042.53485966

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
155

> <JCHEM_AVERAGE_POLARIZABILITY>
108.5478736953283

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (4aR,6aS,6bS,8aS,10R,12aS,12bR,14bS)-10-{[(2S,3R,4S,5S)-5-hydroxy-4-{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6a,6b,9,9,12a-pentamethyl-2-methylidene-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>
0.66

> <JCHEM_LOGP>
0.04381038066666873

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.196833208015843

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.751486163720749

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483775752731047

> <JCHEM_POLAR_SURFACE_AREA>
333.67

> <JCHEM_REFRACTIVITY>
251.09180000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.14e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      21.354  -4.565   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.584  -3.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.044  -3.231   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      18.274  -4.565   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      19.044  -5.898   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.584  -5.898   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      21.354  -7.232   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      18.274  -7.232   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      19.044  -8.566   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      18.274  -1.897   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      16.734  -1.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.964  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.424  -0.564   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.654  -1.897   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.424  -3.231   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.964  -3.231   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      16.734  -4.565   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      13.654   0.770   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.114   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.650   2.920   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.397   3.643   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.206  -1.897   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.334   3.437   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       2.104   4.771   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -0.206   3.437   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -0.976   4.771   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -2.516   4.771   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -3.286   6.105   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -2.516   7.438   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -0.976   7.438   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      -0.206   6.105   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -0.206   8.772   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -0.976  10.106   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      -3.286   8.772   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      -4.826   6.105   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -3.286   3.437   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       6.885   3.635   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       8.264  -0.564   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      16.734   0.770   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      18.274   0.770   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      19.044  -0.564   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      20.584  -0.564   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      21.354   0.770   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      20.584   2.104   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0      19.044   2.104   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0      21.354   3.437   0.000  0.00  0.00           C+0
HETATM   69  O   UNK     0      22.894   0.770   0.000  0.00  0.00           O+0
HETATM   70  O   UNK     0      21.354  -1.897   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0      19.205  -2.095   0.000  0.00  0.00           O+0
HETATM   72  O   UNK     0      21.991  -2.605   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0      22.894  -4.565   0.000  0.00  0.00           O+0
CONECT    1    2    6   73                                                  
CONECT    2    1    3   72                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8                                                            
CONECT   10    3   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   61                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16                                                            
CONECT   18   13   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   30   60                                             
CONECT   23   22   24   27                                                  
CONECT   24   23   19   25   26                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   34   59                                             
CONECT   30   29   22   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   38                                                  
CONECT   34   33   29   35   58                                             
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   43   44                                             
CONECT   38   37   33   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   37                                                       
CONECT   44   37   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48   52                                                  
CONECT   48   47   49   57                                                  
CONECT   49   48   50   56                                                  
CONECT   50   49   51   55                                                  
CONECT   51   50   52   53                                                  
CONECT   52   51   47                                                       
CONECT   53   51   54                                                       
CONECT   54   53                                                            
CONECT   55   50                                                            
CONECT   56   49                                                            
CONECT   57   48                                                            
CONECT   58   34                                                            
CONECT   59   29                                                            
CONECT   60   22                                                            
CONECT   61   12   62                                                       
CONECT   62   61   63   67                                                  
CONECT   63   62   64   71                                                  
CONECT   64   63   65   70                                                  
CONECT   65   64   66   69                                                  
CONECT   66   65   67   68                                                  
CONECT   67   66   62                                                       
CONECT   68   66                                                            
CONECT   69   65                                                            
CONECT   70   64                                                            
CONECT   71   63                                                            
CONECT   72    2                                                            
CONECT   73    1                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  162    0
END

View in JSmol

Synonyms

Value

Source

(2R,3S,4R,5R,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl (4ar,6as,6BS,8as,10R,12as,12BR,14BS)-10-{[(2S,3R,4S,5S)-5-hydroxy-4-{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Generator

Chemical Formula

C₅₂H₈₂O₂₁

Average Mass

1043.2070 Da

Monoisotopic Mass

1042.53486 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@H](O[C@H]2[C@H](O[C@@H]3CC[C@]4(C)[C@H](CC[C@@]5(C)[C@@H]4CC=C4[C@@H]6CC(=C)CC[C@]6(CC[C@@]54C)C(=O)O[C@H]4O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]4O)C3(C)C)OC[C@H](O)[C@@H]2O[C@H]2O[C@@H](CO)[C@@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C52H82O21/c1-22-10-15-52(47(65)73-45-40(64)37(61)34(58)28(20-54)69-45)17-16-50(6)24(25(52)18-22)8-9-30-49(5)13-12-31(48(3,4)29(49)11-14-51(30,50)7)70-46-42(72-43-38(62)35(59)32(56)23(2)67-43)41(26(55)21-66-46)71-44-39(63)36(60)33(57)27(19-53)68-44/h8,23,25-46,53-64H,1,9-21H2,2-7H3/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-/m1/s1

InChI Key

IFKVQLFRSXXGJD-GPVRIFPISA-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
Debia ovatifolia	LOTUS Database	35616633
Hedyotis nudicaulis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Diterpenoid
O-glycosyl compound
Glycosyl compound
Disaccharide
Oxane
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
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	0.66	ALOGPS
logP	0.044	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.75	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	333.67 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	251.09 m³·mol⁻¹	ChemAxon
Polarizability	108.55 Å³	ChemAxon
Number of Rings	9	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

162996775

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Guaiacin D (NP0079510)

MOL for NP0079510 (Guaiacin D)

3D MOL for NP0079510 (Guaiacin D)

3D SDF for NP0079510 (Guaiacin D)

3D-SDF for NP0079510 (Guaiacin D)

PDB for NP0079510 (Guaiacin D)

3D PDB for NP0079510 (Guaiacin D)

SMILES for NP0079510 (Guaiacin D)

INCHI for NP0079510 (Guaiacin D)

Structure for NP0079510 (Guaiacin D)

3D Structure for NP0079510 (Guaiacin D)