NP-MRD: Showing NP-Card for Cephalezomine H (NP0024067)

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Record Information

Version

2.0

Created at

2021-06-19 16:33:09 UTC

Updated at

2021-06-29 23:46:53 UTC

NP-MRD ID

NP0024067

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cephalezomine H

Provided By

JEOL Database JEOL Logo

Description

Cephalezomine H is found in Cephalotaxus harringtonia and Cephatotaxus harringtonia var. nana. Cephalezomine H was first documented in 2009 (PMID: 19731926). Based on a literature review a small amount of articles have been published on Cephalezomine H (PMID: 28573857) (PMID: 28514154).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192118333D          

 43 47  0  0  0  0            999 V2000
    3.2310   -1.1133   -1.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2808   -0.2775   -0.6586 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8134   -0.8799    0.6566 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4951   -0.1262    0.9551 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7786    1.1203    1.8266 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8210    0.6066    3.2588 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0816   -0.7207    3.2179 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4378   -0.8124    1.8532 N   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8734   -2.1636    1.5112 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2069   -2.4231    0.0360 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0149   -1.3290   -0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342   -1.6141   -1.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0675   -0.6184   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5435    0.6293   -1.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580    0.9506   -1.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0431    0.3422   -0.4454 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9880   -0.1758   -1.4670 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1714    0.7213   -2.5616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4242    1.4646   -2.4564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5719    0.5995   -2.5828 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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    2.2808   -0.2775   -0.6586 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8134   -0.8799    0.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4951   -0.1262    0.9551 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7786    1.1203    1.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8210    0.6066    3.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816   -0.7207    3.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378   -0.8124    1.8532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8734   -2.1636    1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2069   -2.4231    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0149   -1.3290   -0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306192118333D          

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    2.2808   -0.2775   -0.6586 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8134   -0.8799    0.6566 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4951   -0.1262    0.9551 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7786    1.1203    1.8266 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8210    0.6066    3.2588 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0816   -0.7207    3.2179 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4378   -0.8124    1.8532 N   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8734   -2.1636    1.5112 C   0  0  1  0  0  0  0  0  0  0  0  0
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 17 18  1  0  0  0  0
 10  9  1  0  0  0  0
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  9  8  1  0  0  0  0
 16 17  1  0  0  0  0
 13 22  1  0  0  0  0
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 10 35  1  0  0  0  0
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  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
 21 42  1  0  0  0  0
 21 43  1  0  0  0  0
 15 38  1  0  0  0  0
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 19 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0024067

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])([H])[C@@]23N(C([H])([H])C([H])([H])C2([H])[H])C([H])([H])C([H])([H])C2=C(C([H])=C4OC([H])([H])OC4=C2[H])[C@]3([H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H21NO4/c19-12-8-17-3-1-4-18(17)5-2-10-6-13-14(22-9-21-13)7-11(10)15(17)16(12)20/h6-7,12,15-16,19-20H,1-5,8-9H2/t12-,15-,16+,17+/m1/s1

> <INCHI_KEY>
OWAMFRTVMGAVTD-VZEFYGNVSA-N

> <FORMULA>
C17H21NO4

> <MOLECULAR_WEIGHT>
303.358

> <EXACT_MASS>
303.14705816

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.40072220556892

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4R,6S)-16,18-dioxa-10-azapentacyclo[11.7.0.0^{2,6}.0^{6,10}.0^{15,19}]icosa-1(13),14,19-triene-3,4-diol

> <ALOGPS_LOGP>
0.57

> <JCHEM_LOGP>
0.5434768726666663

> <ALOGPS_LOGS>
-1.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.131170594252882

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.633784148838554

> <JCHEM_PKA_STRONGEST_BASIC>
9.887809547457486

> <JCHEM_POLAR_SURFACE_AREA>
62.16000000000001

> <JCHEM_REFRACTIVITY>
80.3636

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4R,6S)-16,18-dioxa-10-azapentacyclo[11.7.0.0^{2,6}.0^{6,10}.0^{15,19}]icosa-1(13),14,19-triene-3,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
    3.2310   -1.1133   -1.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2808   -0.2775   -0.6586 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8134   -0.8799    0.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4951   -0.1262    0.9551 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7786    1.1203    1.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8210    0.6066    3.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816   -0.7207    3.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378   -0.8124    1.8532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8734   -2.1636    1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2069   -2.4231    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0149   -1.3290   -0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342   -1.6141   -1.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0675   -0.6184   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5435    0.6293   -1.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580    0.9506   -1.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4667   -0.0344   -0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0431    0.3422   -0.4454 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9880   -0.1758   -1.4670 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1714    0.7213   -2.5616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4242    1.4646   -2.4564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5719    0.5995   -2.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3469   -0.7309   -2.0725 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3536   -0.7340   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7410    0.7067   -0.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734   -0.7676    1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6630   -1.9581    0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0394    1.8492    1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7062    1.6375    1.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487    1.3196    3.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8561    0.4586    3.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7295   -0.7467    3.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7804   -1.5340    3.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1253   -2.9071    1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7741   -2.3761    2.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7478   -3.3766   -0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2933   -2.5865   -0.5440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7785   -2.5913   -0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8809    1.9519   -1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003    1.4412   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264   -1.1498   -1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3210    0.7546   -3.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4109    1.0475   -2.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8404    0.5270   -3.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 17 18  1  0
 10  9  1  0
  4  5  1  1
 11 16  2  0
  9  8  1  0
 16 17  1  0
 13 22  1  0
  5  6  1  0
  6  7  1  0
 18  2  1  0
  2  3  1  0
 22 21  1  0
 21 20  1  0
 20 14  1  0
 14 13  1  0
  4  3  1  0
 14 15  2  0
 15 16  1  0
  4 17  1  0
 11 12  1  0
 12 13  2  0
  7  8  1  0
  2  1  1  0
  8  4  1  0
 18 19  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
 17 39  1  1
 18 40  1  6
  2 24  1  1
  3 25  1  0
  3 26  1  0
 10 35  1  0
 10 36  1  0
  9 33  1  0
  9 34  1  0
 21 42  1  0
 21 43  1  0
 15 38  1  0
 12 37  1  0
  1 23  1  0
 19 41  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0       3.231  -1.113  -1.302  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.281  -0.278  -0.659  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.813  -0.880   0.657  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.495  -0.126   0.955  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.779   1.120   1.827  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.821   0.607   3.259  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.082  -0.721   3.218  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.438  -0.812   1.853  0.00  0.00           N+0
HETATM    9  C   UNK     0      -0.873  -2.164   1.511  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.207  -2.423   0.036  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.015  -1.329  -0.619  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.334  -1.614  -1.021  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.067  -0.618  -1.626  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.543   0.629  -1.844  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.258   0.951  -1.466  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.467  -0.034  -0.838  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.043   0.342  -0.445  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.988  -0.176  -1.467  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.171   0.721  -2.562  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.424   1.465  -2.456  0.00  0.00           O+0
HETATM   21  C   UNK     0      -5.572   0.600  -2.583  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.347  -0.731  -2.072  0.00  0.00           O+0
HETATM   23  H   UNK     0       3.354  -0.734  -2.193  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.741   0.707  -0.512  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.573  -0.768   1.438  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.663  -1.958   0.532  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.039   1.849   1.743  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.706   1.638   1.559  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.349   1.320   3.943  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.856   0.459   3.586  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.730  -0.747   3.953  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.780  -1.534   3.449  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.125  -2.907   1.816  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.774  -2.376   2.102  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.748  -3.377  -0.027  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.293  -2.587  -0.544  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.779  -2.591  -0.863  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.881   1.952  -1.650  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.000   1.441  -0.471  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.726  -1.150  -1.895  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.321   0.755  -3.038  0.00  0.00           H+0
HETATM   42  H   UNK     0      -6.411   1.048  -2.038  0.00  0.00           H+0
HETATM   43  H   UNK     0      -5.840   0.527  -3.643  0.00  0.00           H+0
CONECT    1    2   23                                                       
CONECT    2   18    3    1   24                                             
CONECT    3    2    4   25   26                                             
CONECT    4    5    3   17    8                                             
CONECT    5    4    6   27   28                                             
CONECT    6    5    7   29   30                                             
CONECT    7    6    8   31   32                                             
CONECT    8    9    7    4                                                  
CONECT    9   10    8   33   34                                             
CONECT   10   11    9   35   36                                             
CONECT   11   10   16   12                                                  
CONECT   12   11   13   37                                                  
CONECT   13   22   14   12                                                  
CONECT   14   20   13   15                                                  
CONECT   15   14   16   38                                                  
CONECT   16   11   17   15                                                  
CONECT   17   18   16    4   39                                             
CONECT   18   17    2   19   40                                             
CONECT   19   18   41                                                       
CONECT   20   21   14                                                       
CONECT   21   22   20   42   43                                             
CONECT   22   13   21                                                       
CONECT   23    1                                                            
CONECT   24    2                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    6                                                            
CONECT   30    6                                                            
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33    9                                                            
CONECT   34    9                                                            
CONECT   35   10                                                            
CONECT   36   10                                                            
CONECT   37   12                                                            
CONECT   38   15                                                            
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   21                                                            
CONECT   43   21                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

RDKit          3D

43 47  0  0  0  0  0  0  0  0999 V2000
    3.2310   -1.1133   -1.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2808   -0.2775   -0.6586 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8134   -0.8799    0.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4951   -0.1262    0.9551 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7786    1.1203    1.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8210    0.6066    3.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816   -0.7207    3.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378   -0.8124    1.8532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8734   -2.1636    1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2069   -2.4231    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0149   -1.3290   -0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342   -1.6141   -1.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0675   -0.6184   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5435    0.6293   -1.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580    0.9506   -1.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4667   -0.0344   -0.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0431    0.3422   -0.4454 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9880   -0.1758   -1.4670 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1714    0.7213   -2.5616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4242    1.4646   -2.4564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5719    0.5995   -2.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3469   -0.7309   -2.0725 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3536   -0.7340   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7410    0.7067   -0.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734   -0.7676    1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6630   -1.9581    0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0394    1.8492    1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7062    1.6375    1.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487    1.3196    3.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8561    0.4586    3.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7295   -0.7467    3.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7804   -1.5340    3.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1253   -2.9071    1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7741   -2.3761    2.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7478   -3.3766   -0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2933   -2.5865   -0.5440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7785   -2.5913   -0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8809    1.9519   -1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003    1.4412   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264   -1.1498   -1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3210    0.7546   -3.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4109    1.0475   -2.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8404    0.5270   -3.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 17 18  1  0
 10  9  1  0
  4  5  1  1
 11 16  2  0
  9  8  1  0
 16 17  1  0
 13 22  1  0
  5  6  1  0
  6  7  1  0
 18  2  1  0
  2  3  1  0
 22 21  1  0
 21 20  1  0
 20 14  1  0
 14 13  1  0
  4  3  1  0
 14 15  2  0
 15 16  1  0
  4 17  1  0
 11 12  1  0
 12 13  2  0
  7  8  1  0
  2  1  1  0
  8  4  1  0
 18 19  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
 17 39  1  1
 18 40  1  6
  2 24  1  1
  3 25  1  0
  3 26  1  0
 10 35  1  0
 10 36  1  0
  9 33  1  0
  9 34  1  0
 21 42  1  0
 21 43  1  0
 15 38  1  0
 12 37  1  0
  1 23  1  0
 19 41  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₁NO₄

Average Mass

303.3580 Da

Monoisotopic Mass

303.14706 Da

IUPAC Name

(2S,3R,4R,6S)-16,18-dioxa-10-azapentacyclo[11.7.0.0^{2,6}.0^{6,10}.0^{15,19}]icosa-1(13),14,19-triene-3,4-diol

Traditional Name

(2S,3R,4R,6S)-16,18-dioxa-10-azapentacyclo[11.7.0.0^{2,6}.0^{6,10}.0^{15,19}]icosa-1(13),14,19-triene-3,4-diol

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C([H])([H])[C@@]23N(C([H])([H])C([H])([H])C2([H])[H])C([H])([H])C([H])([H])C2=C(C([H])=C4OC([H])([H])OC4=C2[H])[C@]3([H])[C@@]1([H])O[H]

InChI Identifier

InChI=1S/C17H21NO4/c19-12-8-17-3-1-4-18(17)5-2-10-6-13-14(22-9-21-13)7-11(10)15(17)16(12)20/h6-7,12,15-16,19-20H,1-5,8-9H2/t12-,15-,16+,17+/m1/s1

InChI Key

OWAMFRTVMGAVTD-VZEFYGNVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Cephalotaxus harringtonia	Plant	KNApSAcK
Cephatotaxus harringtonia var. nana	JEOL database	Morita, H., et al, Tetrahedron 58, 5489 (2002)

Chemical Taxonomy

Classification

Not classified

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	0.57	ALOGPS
logP	0.54	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	13.63	ChemAxon
pKa (Strongest Basic)	9.89	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.16 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	80.36 m³·mol⁻¹	ChemAxon
Polarizability	32.4 Å³	ChemAxon
Number of Rings	5	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

C00027197

Chemspider ID

9241788

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11066636

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Taniguchi T, Yokoyama S, Ishibashi H: Correction to "Asymmetric Total Synthesis and Revised Structure of Cephalezomine H". J Org Chem. 2017 Jun 16;82(12):6502. doi: 10.1021/acs.joc.7b01231. Epub 2017 Jun 2. [PubMed:28573857 ]
Ma XY, An XT, Zhao XH, Du JY, Deng YH, Zhang XZ, Fan CA: Au-Catalyzed [2 + 3] Annulation of Enamides with Propargyl Esters: Total Synthesis of Cephalotaxine and Cephalezomine H. Org Lett. 2017 Jun 2;19(11):2965-2968. doi: 10.1021/acs.orglett.7b01202. Epub 2017 May 17. [PubMed:28514154 ]
Taniguchi T, Yokoyama S, Ishibashi H: Asymmetric total synthesis and revised structure of cephalezomine H. J Org Chem. 2009 Oct 2;74(19):7592-4. doi: 10.1021/jo901689a. [PubMed:19731926 ]
Morita, H., et al. (2002). Morita, H., et al, Tetrahedron 58, 5489 (2002). Tetrahedron.

Showing NP-Card for Cephalezomine H (NP0024067)

MOL for NP0024067 (Cephalezomine H)

3D MOL for NP0024067 (Cephalezomine H)

3D SDF for NP0024067 (Cephalezomine H)

3D-SDF for NP0024067 (Cephalezomine H)

PDB for NP0024067 (Cephalezomine H)

3D PDB for NP0024067 (Cephalezomine H)

SMILES for NP0024067 (Cephalezomine H)

INCHI for NP0024067 (Cephalezomine H)

Structure for NP0024067 (Cephalezomine H)

3D Structure for NP0024067 (Cephalezomine H)