NP-MRD: Showing NP-Card for stemoxazolidinone F (NP0040203)

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Record Information

Version

2.0

Created at

2021-06-20 22:25:51 UTC

Updated at

2021-06-30 00:13:59 UTC

NP-MRD ID

NP0040203

Secondary Accession Numbers

None

Natural Product Identification

Common Name

stemoxazolidinone F

Provided By

JEOL Database JEOL Logo

Description

Stemoxazolidinone F belongs to the class of organic compounds known as stichoneurine-type alkaloids. These are stemona alkaloids with a structure that typically contains a 3-methyloxolan-2-one and a 5-propyloxolan-2-one moieties that are attached to the characteristic pyrrolo[1,2-a]azepine skeleton at the C3 and C9 position, respectively. stemoxazolidinone F is found in Stemona sessilifolia. stemoxazolidinone F was first documented in 2011 (Hitotsuyanagi, Y., et al.). Based on a literature review very few articles have been published on Stemoxazolidinone F.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100253D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306212100253D          

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  4  3  1  0  0  0  0
  4 10  1  0  0  0  0
 17 16  1  0  0  0  0
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 14 15  1  0  0  0  0
 27 26  1  0  0  0  0
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  8  6  1  0  0  0  0
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 26 25  1  0  0  0  0
  3  2  1  0  0  0  0
 15 49  1  6  0  0  0
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 22 14  1  0  0  0  0
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 19 20  2  0  0  0  0
  8  9  1  0  0  0  0
 14 13  1  0  0  0  0
  2  1  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0040203

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]12C([H])([H])[C@]([H])(N3C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@]4(OC(=O)N([H])[C@]134)[C@@]([H])(C([H])([H])C([H])([H])[H])[C@]1([H])OC(=O)[C@@]([H])(C([H])([H])[H])[C@]21[H])[C@@]1([H])OC(=O)[C@@]([H])(C([H])([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H32N2O7/c1-4-13-17-16(12(3)19(27)31-17)21(29)10-14(15-9-11(2)18(26)30-15)25-8-6-5-7-22(13)23(21,25)24-20(28)32-22/h11-17,29H,4-10H2,1-3H3,(H,24,28)/t11-,12-,13-,14-,15-,16-,17-,21-,22+,23+/m0/s1

> <INCHI_KEY>
DZBQBBBCGRUNIN-ZRXCABPSSA-N

> <FORMULA>
C23H32N2O7

> <MOLECULAR_WEIGHT>
448.516

> <EXACT_MASS>
448.220951378

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
45.529195645056014

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,7S,9S,10S,11S,14S,15S,19R)-15-ethyl-9-hydroxy-11-methyl-7-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-13,16-dioxa-6,18-diazapentacyclo[7.6.4.0^{1,19}.0^{6,19}.0^{10,14}]nonadecane-12,17-dione

> <ALOGPS_LOGP>
1.06

> <JCHEM_LOGP>
1.929360435666666

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.23746433948548

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.744433566634964

> <JCHEM_PKA_STRONGEST_BASIC>
7.862630522089893

> <JCHEM_POLAR_SURFACE_AREA>
114.4

> <JCHEM_REFRACTIVITY>
109.09259999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.62e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,7S,9S,10S,11S,14S,15S,19R)-15-ethyl-9-hydroxy-11-methyl-7-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-13,16-dioxa-6,18-diazapentacyclo[7.6.4.0^{1,19}.0^{6,19}.0^{10,14}]nonadecane-12,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       1.847   3.992  -0.835  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.702   3.038  -0.518  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.020   1.543  -0.797  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.058   0.977   0.194  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.353   1.478  -0.156  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.292   0.499  -0.064  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.481   0.671  -0.281  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.671  -0.780   0.417  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.027  -0.991   1.883  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.176  -0.549   0.203  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.619  -1.157  -1.103  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.413  -0.693  -2.200  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.634  -2.688  -1.148  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.259  -3.158  -0.642  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.450  -4.023   0.634  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.787  -4.556   1.325  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.247  -4.885   2.704  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.322  -4.880   3.775  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.765  -3.783   2.885  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.225  -3.385   3.941  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.133  -3.293   1.663  0.00  0.00           O+0
HETATM   22  N   UNK     0      -0.525  -1.918  -0.475  0.00  0.00           N+0
HETATM   23  C   UNK     0      -1.970  -2.072  -0.626  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.705  -1.258   0.432  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.579   0.249   0.271  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.150   0.793   0.389  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.257   0.641  -0.867  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.023   1.113  -2.011  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.963   0.203  -3.018  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.453   0.346  -4.123  0.00  0.00           O+0
HETATM   31  N   UNK     0      -0.303  -0.913  -2.608  0.00  0.00           N+0
HETATM   32  C   UNK     0       0.103  -0.831  -1.242  0.00  0.00           C+0
HETATM   33  H   UNK     0       2.228   3.834  -1.848  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.498   5.028  -0.765  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.672   3.882  -0.125  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.158   3.346  -1.124  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.422   3.182   0.532  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.465   1.552  -1.802  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.841   1.333   1.210  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.055  -1.607  -0.186  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.695  -0.153   2.507  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.112  -1.081   2.009  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.567  -1.907   2.267  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.595  -0.939   1.044  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.863  -0.721  -3.007  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.765  -3.031  -2.184  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.472  -3.115  -0.588  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.192  -3.787  -1.422  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.101  -4.868   0.365  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.220  -5.420   0.813  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.560  -3.791   1.425  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.288  -5.842   2.695  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.802  -3.898   3.859  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.891  -5.114   4.754  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.094  -5.623   3.555  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.338  -1.820  -1.626  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.264  -3.119  -0.490  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.363  -1.545   1.434  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.770  -1.520   0.390  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.178   0.711   1.066  0.00  0.00           H+0
HETATM   61  H   UNK     0      -3.042   0.565  -0.671  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.653   0.372   1.271  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.288   1.860   0.595  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.269  -1.729  -3.200  0.00  0.00           H+0
CONECT    1    2   33   34   35                                             
CONECT    2    3    1   36   37                                             
CONECT    3   27    4    2   38                                             
CONECT    4    3   10    5   39                                             
CONECT    5    6    4                                                       
CONECT    6    8    5    7                                                  
CONECT    7    6                                                            
CONECT    8   10    6    9   40                                             
CONECT    9    8   41   42   43                                             
CONECT   10   11    4    8   44                                             
CONECT   11   13   12   32   10                                             
CONECT   12   11   45                                                       
CONECT   13   11   14   46   47                                             
CONECT   14   48   15   22   13                                             
CONECT   15   21   16   14   49                                             
CONECT   16   17   15   50   51                                             
CONECT   17   19   16   18   52                                             
CONECT   18   17   53   54   55                                             
CONECT   19   21   17   20                                                  
CONECT   20   19                                                            
CONECT   21   15   19                                                       
CONECT   22   32   23   14                                                  
CONECT   23   24   22   56   57                                             
CONECT   24   23   25   58   59                                             
CONECT   25   24   26   60   61                                             
CONECT   26   27   25   62   63                                             
CONECT   27   32    3   26   28                                             
CONECT   28   27   29                                                       
CONECT   29   30   31   28                                                  
CONECT   30   29                                                            
CONECT   31   32   29   64                                                  
CONECT   32   31   27   22   11                                             
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    2                                                            
CONECT   37    2                                                            
CONECT   38    3                                                            
CONECT   39    4                                                            
CONECT   40    8                                                            
CONECT   41    9                                                            
CONECT   42    9                                                            
CONECT   43    9                                                            
CONECT   44   10                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   13                                                            
CONECT   48   14                                                            
CONECT   49   15                                                            
CONECT   50   16                                                            
CONECT   51   16                                                            
CONECT   52   17                                                            
CONECT   53   18                                                            
CONECT   54   18                                                            
CONECT   55   18                                                            
CONECT   56   23                                                            
CONECT   57   23                                                            
CONECT   58   24                                                            
CONECT   59   24                                                            
CONECT   60   25                                                            
CONECT   61   25                                                            
CONECT   62   26                                                            
CONECT   63   26                                                            
CONECT   64   31                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  138    0
END

RDKit          3D

64 69  0  0  0  0  0  0  0  0999 V2000
    1.8469    3.9924   -0.8345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7021    3.0378   -0.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0196    1.5426   -0.7966 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0575    0.9773    0.1943 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3530    1.4778   -0.1563 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2918    0.4994   -0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4807    0.6711   -0.2814 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6711   -0.7795    0.4173 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0273   -0.9910    1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1762   -0.5485    0.2025 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6190   -1.1568   -1.1032 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4126   -0.6933   -2.2005 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6340   -2.6883   -1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2587   -3.1581   -0.6422 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4500   -4.0234    0.6337 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.5786    0.2492    0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1504    0.7934    0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2571    0.6412   -0.8667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0234    1.1130   -2.0112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9626    0.2029   -3.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.3456   -4.1228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025   -0.9129   -2.6082 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1029   -0.8308   -1.2419 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2285    3.8336   -1.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4976    5.0279   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6715    3.8818   -0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581    3.3458   -1.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4220    3.1817    0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4649    1.5515   -1.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408    1.3326    1.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0548   -1.6071   -0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6954   -0.1533    2.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -1.0809    2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5665   -1.9065    2.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5947   -0.9386    1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8634   -0.7211   -3.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7647   -3.0306   -2.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4717   -3.1151   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1924   -3.7870   -1.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -4.8676    0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2202   -5.4199    0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5603   -3.7909    1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878   -5.8418    2.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8019   -3.8982    3.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0942   -5.6232    3.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2640   -3.1185   -0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3626   -1.5454    1.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7701   -1.5198    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1782    0.7113    1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0420    0.5651   -0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6532    0.3721    1.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2876    1.8603    0.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2690   -1.7292   -3.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 11  1  0
 11 12  1  6
 15 21  1  0
 32 31  1  6
 23 24  1  0
 29 30  2  0
 31 29  1  0
 25 24  1  0
 14 48  1  6
 27 32  1  0
 32 22  1  0
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 21 19  1  0
 19 17  1  0
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 32 11  1  0
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  4  3  1  0
  4 10  1  0
 17 16  1  0
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 14 15  1  0
 27 26  1  0
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 26 25  1  0
  3  2  1  0
 15 49  1  6
  4 39  1  1
 22 14  1  0
 10 44  1  1
 19 20  2  0
  8  9  1  0
 14 13  1  0
  2  1  1  0
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  6  7  2  0
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 31 64  1  0
  3 38  1  6
  8 40  1  6
  2 36  1  0
  2 37  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₂N₂O₇

Average Mass

448.5160 Da

Monoisotopic Mass

448.22095 Da

IUPAC Name

(1R,7S,9S,10S,11S,14S,15S,19R)-15-ethyl-9-hydroxy-11-methyl-7-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-13,16-dioxa-6,18-diazapentacyclo[7.6.4.0^{1,19}.0^{6,19}.0^{10,14}]nonadecane-12,17-dione

Traditional Name

(1R,7S,9S,10S,11S,14S,15S,19R)-15-ethyl-9-hydroxy-11-methyl-7-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-13,16-dioxa-6,18-diazapentacyclo[7.6.4.0^{1,19}.0^{6,19}.0^{10,14}]nonadecane-12,17-dione

CAS Registry Number

Not Available

SMILES

[H]O[C@]12C([H])([H])[C@]([H])(N3C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@]4(OC(=O)N([H])[C@]134)[C@@]([H])(C([H])([H])C([H])([H])[H])[C@]1([H])OC(=O)[C@@]([H])(C([H])([H])[H])[C@]21[H])[C@@]1([H])OC(=O)[C@@]([H])(C([H])([H])[H])C1([H])[H]

InChI Identifier

InChI=1S/C23H32N2O7/c1-4-13-17-16(12(3)19(27)31-17)21(29)10-14(15-9-11(2)18(26)30-15)25-8-6-5-7-22(13)23(21,25)24-20(28)32-22/h11-17,29H,4-10H2,1-3H3,(H,24,28)/t11-,12-,13-,14-,15-,16-,17-,21-,22+,23+/m0/s1

InChI Key

DZBQBBBCGRUNIN-ZRXCABPSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Stemona sessilifolia	JEOL database	Hitotsuyanagi, Y., et al, Tetrahedron 67, 455 (2011).

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stichoneurine-type alkaloids. These are stemona alkaloids with a structure that typically contains a 3-methyloxolan-2-one and a 5-propyloxolan-2-one moieties that are attached to the characteristic pyrrolo[1,2-a]azepine skeleton at the C3 and C9 position, respectively.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Stemona alkaloids

Sub Class

Stemoamide-type alkaloids

Direct Parent

Stichoneurine-type alkaloids

Alternative Parents

Substituents

Stichoneurine-type alkaloid
Stenine backbone
Indole or derivatives
Azepane
Dicarboxylic acid or derivatives
Gamma butyrolactone
N-alkylpyrrolidine
Cyclic alcohol
Oxazoline
Pyrrolidine
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Lactone
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
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	1.06	ALOGPS
logP	1.93	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	11.74	ChemAxon
pKa (Strongest Basic)	7.86	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	114.4 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	109.09 m³·mol⁻¹	ChemAxon
Polarizability	45.53 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

102415590

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hitotsuyanagi, Y., et al. (2011). Hitotsuyanagi, Y., et al, Tetrahedron 67, 455 (2011).. Tetrahedron.

Showing NP-Card for stemoxazolidinone F (NP0040203)

MOL for NP0040203 (stemoxazolidinone F)

3D MOL for NP0040203 (stemoxazolidinone F)

3D SDF for NP0040203 (stemoxazolidinone F)

3D-SDF for NP0040203 (stemoxazolidinone F)

PDB for NP0040203 (stemoxazolidinone F)

3D PDB for NP0040203 (stemoxazolidinone F)

SMILES for NP0040203 (stemoxazolidinone F)

INCHI for NP0040203 (stemoxazolidinone F)

Structure for NP0040203 (stemoxazolidinone F)

3D Structure for NP0040203 (stemoxazolidinone F)