NP-MRD: Showing NP-Card for dapholdhamine D (NP0034612)

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Record Information

Version

2.0

Created at

2021-06-20 18:17:32 UTC

Updated at

2021-06-30 00:05:07 UTC

NP-MRD ID

NP0034612

Secondary Accession Numbers

None

Natural Product Identification

Common Name

dapholdhamine D

Provided By

JEOL Database JEOL Logo

Description

Daphodhamine D belongs to the class of organic compounds known as cycloheptapyrans. These are organic heterocyclic compounds containing a cycloheptane derivative fused to a pyran. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. dapholdhamine D is found in Daphniphyllum oldhami. dapholdhamine D was first documented in 2009 (Zhang, Y., et al.). Based on a literature review very few articles have been published on Daphodhamine D.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120173D          

 62 67  0  0  0  0            999 V2000
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   -2.9821   -2.7806   -0.0038 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4012   -1.4686   -2.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306202120173D          

 62 67  0  0  0  0            999 V2000
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  8  7  2  0  0  0  0
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  5  6  2  0  0  0  0
 29 26  1  0  0  0  0
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 13 12  2  0  0  0  0
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 32 31  1  0  0  0  0
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  5  3  1  0  0  0  0
 11 10  2  0  0  0  0
  3  2  1  0  0  0  0
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  2  1  1  0  0  0  0
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  9  8  1  0  0  0  0
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 22 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034612

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]12C(=O)C3=C4C5=C(OC([H])=C([H])C5=C3C(=O)OC([H])([H])[H])C([H])([H])C([H])([H])[C@]3([H])C([H])([H])N(C([H])([H])[C@@]1([H])C([H])([H])[H])[C@](C([H])([H])C(=O)C([H])([H])[H])(C2([H])[H])[C@]43C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H29NO6/c1-13-10-27-11-15-5-6-17-18-16(7-8-33-17)19(23(30)32-4)20-21(18)24(15,3)25(27,9-14(2)28)12-26(13,31)22(20)29/h7-8,13,15,31H,5-6,9-12H2,1-4H3/t13-,15-,24+,25-,26+/m1/s1

> <INCHI_KEY>
FEMMUEBHMHVLHN-OERQLTQZSA-N

> <FORMULA>
C26H29NO6

> <MOLECULAR_WEIGHT>
451.519

> <EXACT_MASS>
451.199487658

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
47.57506385356777

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S,3S,5S,6R,10S)-5-hydroxy-2,6-dimethyl-21-oxo-3-(2-oxopropyl)-14-oxa-8-azahexacyclo[11.6.1.1^{5,19}.0^{2,10}.0^{3,8}.0^{17,20}]henicosa-1(19),13(20),15,17-tetraene-18-carboxylate

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
2.0973699923333333

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.737331325661987

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.631858431560207

> <JCHEM_PKA_STRONGEST_BASIC>
7.9455928029926035

> <JCHEM_POLAR_SURFACE_AREA>
97.05

> <JCHEM_REFRACTIVITY>
121.14389999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.11e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S,3S,5S,6R,10S)-5-hydroxy-2,6-dimethyl-21-oxo-3-(2-oxopropyl)-14-oxa-8-azahexacyclo[11.6.1.1^{5,19}.0^{2,10}.0^{3,8}.0^{17,20}]henicosa-1(19),13(20),15,17-tetraene-18-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 62 67  0  0  0  0  0  0  0  0999 V2000
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    0.3286   -0.0293   -3.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9580    1.9020    0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428    2.2220   -1.2815 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7367    1.4130   -2.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3125    1.1000   -3.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2487    0.5634    3.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4627   -0.9361    2.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0
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 13  5  1  0
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 31 24  1  0
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 14 13  1  0
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 32 33  1  0
 29 12  1  0
 29 30  1  6
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 19 20  1  6
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 10  9  1  0
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 21 23  2  0
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 26 49  1  1
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 22 46  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.787  -3.847   0.498  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.982  -2.781  -0.004  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.106  -2.586  -1.343  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.737  -3.287  -2.120  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.263  -1.447  -1.741  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.401  -1.469  -2.764  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.085  -2.476  -3.735  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.088  -2.186  -4.581  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.640  -1.005  -4.546  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.329  -0.029  -3.582  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.685  -0.202  -2.710  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.231   0.635  -1.626  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.191  -0.144  -1.068  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.166   0.201  -0.010  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.318  -0.240  -0.060  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.755   1.145   1.113  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.860   1.217   2.038  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.635   2.533   0.492  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.246   2.865  -0.072  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.112   4.437  -0.118  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.199   5.265  -0.796  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.953   6.753  -0.844  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.225   4.789  -1.274  0.00  0.00           O+0
HETATM   24  N   UNK     0      -0.163   2.523   0.895  0.00  0.00           N+0
HETATM   25  C   UNK     0       0.958   1.902   0.200  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.743   2.222  -1.282  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.737   1.413  -2.126  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.313   1.100  -3.551  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.810   2.104  -1.429  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.341   2.864  -2.666  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.560   1.842   2.124  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.491   0.658   1.855  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.791  -0.091   3.159  0.00  0.00           C+0
HETATM   34  H   UNK     0      -3.666  -3.881   1.584  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.844  -3.672   0.273  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.454  -4.803   0.082  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.634  -3.409  -3.785  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.260  -2.836  -5.371  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.653   0.913   1.547  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.904   3.273   1.261  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.401   2.648  -0.284  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.162   4.739  -0.570  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.091   4.816   0.916  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.868   7.143   0.173  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.789   7.249  -1.344  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.037   6.955  -1.405  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.978   0.817   0.356  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.909   2.310   0.560  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.018   3.271  -1.456  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.002   0.475  -1.619  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.676   1.982  -2.165  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.942   1.982  -4.079  0.00  0.00           H+0
HETATM   53  H   UNK     0       2.214   0.787  -4.095  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.433   2.930  -2.637  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.111   2.376  -3.616  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.925   3.873  -2.741  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.331   1.516   2.676  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.058   2.565   2.784  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.942  -0.057   1.232  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.867  -0.490   3.591  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.249   0.563   3.908  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.463  -0.936   2.976  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5   13    6    3                                                  
CONECT    6    7    5   11                                                  
CONECT    7    8    6   37                                                  
CONECT    8    7    9   38                                                  
CONECT    9   10    8                                                       
CONECT   10   28   11    9                                                  
CONECT   11   10   12    6                                                  
CONECT   12   13   29   11                                                  
CONECT   13    5   12   14                                                  
CONECT   14   15   13   16                                                  
CONECT   15   14                                                            
CONECT   16   18   32   17   14                                             
CONECT   17   16   39                                                       
CONECT   18   16   19   40   41                                             
CONECT   19   24   18   29   20                                             
CONECT   20   19   21   42   43                                             
CONECT   21   20   22   23                                                  
CONECT   22   21   44   45   46                                             
CONECT   23   21                                                            
CONECT   24   19   31   25                                                  
CONECT   25   26   24   47   48                                             
CONECT   26   29   27   25   49                                             
CONECT   27   26   28   50   51                                             
CONECT   28   10   27   52   53                                             
CONECT   29   26   19   12   30                                             
CONECT   30   29   54   55   56                                             
CONECT   31   32   24   57   58                                             
CONECT   32   16   31   33   59                                             
CONECT   33   32   60   61   62                                             
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    7                                                            
CONECT   38    8                                                            
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   18                                                            
CONECT   42   20                                                            
CONECT   43   20                                                            
CONECT   44   22                                                            
CONECT   45   22                                                            
CONECT   46   22                                                            
CONECT   47   25                                                            
CONECT   48   25                                                            
CONECT   49   26                                                            
CONECT   50   27                                                            
CONECT   51   27                                                            
CONECT   52   28                                                            
CONECT   53   28                                                            
CONECT   54   30                                                            
CONECT   55   30                                                            
CONECT   56   30                                                            
CONECT   57   31                                                            
CONECT   58   31                                                            
CONECT   59   32                                                            
CONECT   60   33                                                            
CONECT   61   33                                                            
CONECT   62   33                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  134    0
END

RDKit          3D

62 67  0  0  0  0  0  0  0  0999 V2000
   -3.7869   -3.8471    0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9821   -2.7806   -0.0038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1058   -2.5862   -1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7368   -3.2866   -2.1198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2633   -1.4471   -1.7408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4012   -1.4686   -2.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0851   -2.4764   -3.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875   -2.1858   -4.5807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -1.0054   -4.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3286   -0.0293   -3.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6845   -0.2022   -2.7096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2308    0.6353   -1.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9580    1.9020    0.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428    2.2220   -1.2815 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7367    1.4130   -2.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3125    1.1000   -3.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096    2.1040   -1.4290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3409    2.8639   -2.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5602    1.8421    2.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914    0.6582    1.8555 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7908   -0.0909    3.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6659   -3.8805    1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8439   -3.6722    0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4545   -4.8033    0.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6342   -3.4088   -3.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2603   -2.8359   -5.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6533    0.9131    1.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9042    3.2731    1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4013    2.6475   -0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1617    4.7391   -0.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0906    4.8157    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8679    7.1429    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7889    7.2489   -1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0368    6.9545   -1.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9783    0.8168    0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9086    2.3098    0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0184    3.2711   -1.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0021    0.4746   -1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763    1.9816   -2.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9416    1.9820   -4.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2137    0.7871   -4.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4333    2.9303   -2.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1113    2.3761   -3.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    3.8729   -2.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312    1.5161    2.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0579    2.5654    2.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9418   -0.0566    1.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8668   -0.4901    3.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    0.5634    3.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4627   -0.9361    2.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0
  7  6  1  0
 16 18  1  0
 13  5  1  0
  5  6  2  0
 29 26  1  0
 16 32  1  0
 13 12  2  0
 19 24  1  0
 26 27  1  0
 32 31  1  0
 31 24  1  0
 26 25  1  0
 25 24  1  0
 10 28  1  0
 14 15  2  0
 27 28  1  0
  5  3  1  0
 11 10  2  0
  3  2  1  0
 18 19  1  0
  3  4  2  0
 19 29  1  0
  2  1  1  0
 14 13  1  0
 16 17  1  1
 16 14  1  0
 32 33  1  0
 29 12  1  0
 29 30  1  6
 12 11  1  0
 19 20  1  6
 11  6  1  0
 20 21  1  0
 10  9  1  0
 21 22  1  0
  9  8  1  0
 21 23  2  0
 18 40  1  0
 18 41  1  0
 26 49  1  1
 27 50  1  0
 27 51  1  0
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  8 38  1  0
  7 37  1  0
 32 59  1  6
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 31 58  1  0
 25 47  1  0
 25 48  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 17 39  1  0
 33 60  1  0
 33 61  1  0
 33 62  1  0
 30 54  1  0
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 30 56  1  0
 20 42  1  0
 20 43  1  0
 22 44  1  0
 22 45  1  0
 22 46  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₂₉NO₆

Average Mass

451.5190 Da

Monoisotopic Mass

451.19949 Da

IUPAC Name

methyl (2S,3S,5S,6R,10S)-5-hydroxy-2,6-dimethyl-21-oxo-3-(2-oxopropyl)-14-oxa-8-azahexacyclo[11.6.1.1^{5,19}.0^{2,10}.0^{3,8}.0^{17,20}]henicosa-1(19),13(20),15,17-tetraene-18-carboxylate

Traditional Name

methyl (2S,3S,5S,6R,10S)-5-hydroxy-2,6-dimethyl-21-oxo-3-(2-oxopropyl)-14-oxa-8-azahexacyclo[11.6.1.1^{5,19}.0^{2,10}.0^{3,8}.0^{17,20}]henicosa-1(19),13(20),15,17-tetraene-18-carboxylate

CAS Registry Number

Not Available

SMILES

[H]O[C@]12C(=O)C3=C4C5=C(OC([H])=C([H])C5=C3C(=O)OC([H])([H])[H])C([H])([H])C([H])([H])[C@]3([H])C([H])([H])N(C([H])([H])[C@@]1([H])C([H])([H])[H])[C@](C([H])([H])C(=O)C([H])([H])[H])(C2([H])[H])[C@]43C([H])([H])[H]

InChI Identifier

InChI=1S/C26H29NO6/c1-13-10-27-11-15-5-6-17-18-16(7-8-33-17)19(23(30)32-4)20-21(18)24(15,3)25(27,9-14(2)28)12-26(13,31)22(20)29/h7-8,13,15,31H,5-6,9-12H2,1-4H3/t13-,15-,24+,25-,26+/m1/s1

InChI Key

FEMMUEBHMHVLHN-OERQLTQZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Daphniphyllum oldhamii	JEOL database	Zhang, Y., et al, J. Nat. Prod. 72, 1325 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cycloheptapyrans. These are organic heterocyclic compounds containing a cycloheptane derivative fused to a pyran. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Cycloheptapyrans

Sub Class

Not Available

Direct Parent

Cycloheptapyrans

Alternative Parents

Substituents

Cycloheptapyran
Indolizidine
Aryl ketone
Aryl alkyl ketone
Aralkylamine
Beta-aminoketone
Piperidine
N-alkylpyrrolidine
Pyrrolidine
Tertiary alcohol
Methyl ester
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Carboxylic acid ester
Ketone
Azacycle
Oxacycle
Carboxylic acid derivative
Amine
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
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	1.88	ALOGPS
logP	2.1	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	12.63	ChemAxon
pKa (Strongest Basic)	7.95	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	97.05 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	121.14 m³·mol⁻¹	ChemAxon
Polarizability	47.58 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

44233429

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang, Y., et al. (2009). Zhang, Y., et al, J. Nat. Prod. 72, 1325 (2009). J. Nat. Prod..

Showing NP-Card for dapholdhamine D (NP0034612)

MOL for NP0034612 (dapholdhamine D)

3D MOL for NP0034612 (dapholdhamine D)

3D SDF for NP0034612 (dapholdhamine D)

3D-SDF for NP0034612 (dapholdhamine D)

PDB for NP0034612 (dapholdhamine D)

3D PDB for NP0034612 (dapholdhamine D)

SMILES for NP0034612 (dapholdhamine D)

INCHI for NP0034612 (dapholdhamine D)

Structure for NP0034612 (dapholdhamine D)

3D Structure for NP0034612 (dapholdhamine D)