NP-MRD: Showing NP-Card for omriolide B (NP0028855)

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Record Information

Version

2.0

Created at

2021-06-19 20:37:47 UTC

Updated at

2021-06-29 23:55:53 UTC

NP-MRD ID

NP0028855

Secondary Accession Numbers

None

Natural Product Identification

Common Name

omriolide B

Provided By

JEOL Database JEOL Logo

Description

omriolide B is found in Dictyodendrilla aff. retiara. omriolide B was first documented in 2005 (Rudi, A., et al.). Based on a literature review very few articles have been published on (2S,3S,3aS,6aR)-3-[(1aS,3aS,7aS,7bR)-4,4,7a-trimethyl-decahydro-1H-cyclopropa[a]naphthalen-1a-yl]-2-(acetyloxy)-5-oxo-hexahydrofuro[2,3-b]furan-3a-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122373D          

 65 69  0  0  0  0            999 V2000
    1.9327    0.4960   -2.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7634    0.1185   -1.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4546    0.5521   -0.1367 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7830   -0.8102   -0.9150 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6690   -1.3552    0.3934 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0150   -2.6310    0.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5460   -2.8542    1.6506 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9136   -3.2110    1.5632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010   -2.5590    2.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7762   -2.7684    2.7884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7416   -1.5667    3.2467 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4463   -1.5647    2.4628 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7021   -1.7152    3.3531 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9221   -0.7290    4.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569   -1.0237    5.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2107    0.2513    4.4206 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8406    1.4179    1.6869 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9596    0.5811   -2.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4263    1.4698   -2.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6733   -1.5644    0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0010   -3.6880    2.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0203   -1.0825    4.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0656   -0.9131    0.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5527    0.1233   -3.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624    1.1394   -5.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
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 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5 17  1  0  0  0  0
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 22 23  1  6  0  0  0
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 30 31  1  0  0  0  0
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  5  4  1  0  0  0  0
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  7 36  1  1  0  0  0
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  9 10  2  0  0  0  0
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 11 37  1  0  0  0  0
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  5 35  1  1  0  0  0
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 15 39  1  0  0  0  0
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 15 41  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
M  END

     RDKit          3D

 65 69  0  0  0  0  0  0  0  0999 V2000
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    1.7634    0.1185   -1.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306192122373D          

 65 69  0  0  0  0            999 V2000
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   -0.1606    4.5048   -3.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2393    4.1884   -0.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3383    2.7709   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6530    2.9554    0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3770    4.0253    0.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355    4.2341   -0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3871    1.6027    2.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7  6  1  0  0  0  0
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  5 17  1  0  0  0  0
 26 25  1  0  0  0  0
 22 23  1  6  0  0  0
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 30 31  1  0  0  0  0
 18 30  1  0  0  0  0
  5  4  1  0  0  0  0
 18 19  1  6  0  0  0
  7 36  1  1  0  0  0
 26 27  1  0  0  0  0
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  9 10  2  0  0  0  0
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 11  9  1  0  0  0  0
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  9  8  1  0  0  0  0
 14 16  2  0  0  0  0
  8  7  1  0  0  0  0
  4  2  1  0  0  0  0
 12  7  1  0  0  0  0
  2  3  2  0  0  0  0
 28 21  1  0  0  0  0
  2  1  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0028855

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])([H])C(=O)O[C@]1([H])O[C@]2([H])OC(=O)C([H])([H])[C@]2(OC(=O)C([H])([H])[H])[C@]1([H])[C@@]12C([H])([H])[C@]1([H])[C@@]1(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]1([H])C([H])([H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O7/c1-13(25)28-19-18(24(31-14(2)26)12-17(27)29-20(24)30-19)23-10-7-15-21(3,4)8-6-9-22(15,5)16(23)11-23/h15-16,18-20H,6-12H2,1-5H3/t15-,16+,18-,19+,20-,22-,23-,24-/m0/s1

> <INCHI_KEY>
MAYXMYWWDBPRIM-JQBDDDRGSA-N

> <FORMULA>
C24H34O7

> <MOLECULAR_WEIGHT>
434.529

> <EXACT_MASS>
434.230453435

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
45.2731122676033

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S,3aS,6aR)-3-[(1aS,3aS,7aS,7bR)-4,4,7a-trimethyl-decahydro-1H-cyclopropa[a]naphthalen-1a-yl]-3a-(acetyloxy)-5-oxo-hexahydrofuro[2,3-b]furan-2-yl acetate

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
3.591085818

> <ALOGPS_LOGS>
-5.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.746750648600514

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5393815117609035

> <JCHEM_POLAR_SURFACE_AREA>
88.13

> <JCHEM_REFRACTIVITY>
107.39189999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.66e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,3aS,6aR)-3-[(1aS,3aS,7aS,7bR)-4,4,7a-trimethyl-octahydrocyclopropa[a]naphthalen-1a-yl]-3a-(acetyloxy)-5-oxo-tetrahydrofuro[2,3-b]furan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 65 69  0  0  0  0  0  0  0  0999 V2000
    1.9327    0.4960   -2.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 34  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  C   UNK     0       1.933   0.496  -2.488  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.763   0.119  -1.048  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.455   0.552  -0.137  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.783  -0.810  -0.915  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.669  -1.355   0.393  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.015  -2.631   0.356  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.546  -2.854   1.651  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.914  -3.211   1.563  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.601  -2.559   2.533  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.776  -2.768   2.788  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.742  -1.567   3.247  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.446  -1.565   2.463  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.702  -1.715   3.353  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.922  -0.729   4.268  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.157  -1.024   5.061  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.211   0.251   4.421  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.128  -0.501   1.395  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.305   0.311   0.807  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.321  -0.430  -0.054  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.075   0.438  -1.069  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.119   1.428  -1.755  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.585   1.959  -3.153  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.707   0.776  -4.150  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.956   2.657  -3.137  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.497   2.906  -3.724  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.007   3.974  -2.752  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.558   3.378  -1.419  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.646   2.510  -0.728  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.742   3.474  -0.205  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.017   1.789   0.478  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.841   1.418   1.687  0.00  0.00           C+0
HETATM   32  H   UNK     0       0.960   0.581  -2.977  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.426   1.470  -2.551  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.541  -0.257  -2.994  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.673  -1.564   0.790  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.001  -3.688   2.109  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.602  -1.927   4.271  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.239  -0.598   3.273  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.327  -0.217   5.779  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.030  -1.960   5.610  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.020  -1.083   4.393  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.577   0.236   1.800  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.827  -1.224  -0.620  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.066  -0.913   0.584  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.544  -0.238  -1.790  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.899   0.959  -0.575  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.219   0.837  -1.988  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.553   0.123  -3.913  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.862   1.139  -5.173  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.798   0.163  -4.156  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.716   2.043  -2.644  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.936   3.630  -2.648  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.307   2.843  -4.160  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.626   2.311  -4.029  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.861   3.394  -4.638  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.784   4.729  -2.601  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.161   4.505  -3.205  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.239   4.188  -0.751  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.338   2.771  -1.595  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.653   2.955   0.102  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.377   4.025   0.671  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.035   4.234  -0.928  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.025   2.176   0.703  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.913   1.577   1.704  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.387   1.603   2.658  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    4    3    1                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    6   17    4   35                                             
CONECT    6    7    5                                                       
CONECT    7    6   36    8   12                                             
CONECT    8    9    7                                                       
CONECT    9   10   11    8                                                  
CONECT   10    9                                                            
CONECT   11   12    9   37   38                                             
CONECT   12   17   11   13    7                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   39   40   41                                             
CONECT   16   14                                                            
CONECT   17   12   18    5   42                                             
CONECT   18   17   30   19   31                                             
CONECT   19   20   18   43   44                                             
CONECT   20   21   19   45   46                                             
CONECT   21   20   22   47   28                                             
CONECT   22   23   24   25   21                                             
CONECT   23   22   48   49   50                                             
CONECT   24   22   51   52   53                                             
CONECT   25   26   22   54   55                                             
CONECT   26   25   27   56   57                                             
CONECT   27   26   28   58   59                                             
CONECT   28   30   29   27   21                                             
CONECT   29   28   60   61   62                                             
CONECT   30   28   31   18   63                                             
CONECT   31   30   18   64   65                                             
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    5                                                            
CONECT   36    7                                                            
CONECT   37   11                                                            
CONECT   38   11                                                            
CONECT   39   15                                                            
CONECT   40   15                                                            
CONECT   41   15                                                            
CONECT   42   17                                                            
CONECT   43   19                                                            
CONECT   44   19                                                            
CONECT   45   20                                                            
CONECT   46   20                                                            
CONECT   47   21                                                            
CONECT   48   23                                                            
CONECT   49   23                                                            
CONECT   50   23                                                            
CONECT   51   24                                                            
CONECT   52   24                                                            
CONECT   53   24                                                            
CONECT   54   25                                                            
CONECT   55   25                                                            
CONECT   56   26                                                            
CONECT   57   26                                                            
CONECT   58   27                                                            
CONECT   59   27                                                            
CONECT   60   29                                                            
CONECT   61   29                                                            
CONECT   62   29                                                            
CONECT   63   30                                                            
CONECT   64   31                                                            
CONECT   65   31                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  138    0
END

RDKit          3D

65 69  0  0  0  0  0  0  0  0999 V2000
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    2.3267   -0.2169    5.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296   -1.9598    5.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3383    2.7709   -1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3871    1.6027    2.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 17  1  0
 17 18  1  0
  7  6  1  0
  6  5  1  0
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 26 25  1  0
 22 23  1  6
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 31 64  1  0
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 15 39  1  0
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 15 41  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2S,3S,3AS,6ar)-3-[(1as,3as,7as,7BR)-4,4,7a-trimethyl-decahydro-1H-cyclopropa[a]naphthalen-1a-yl]-2-(acetyloxy)-5-oxo-hexahydrofuro[2,3-b]furan-3a-yl acetic acid	Generator

Chemical Formula

C₂₄H₃₄O₇

Average Mass

434.5290 Da

Monoisotopic Mass

434.23045 Da

IUPAC Name

(2S,3S,3aS,6aR)-3-[(1aS,3aS,7aS,7bR)-4,4,7a-trimethyl-decahydro-1H-cyclopropa[a]naphthalen-1a-yl]-3a-(acetyloxy)-5-oxo-hexahydrofuro[2,3-b]furan-2-yl acetate

Traditional Name

(2S,3S,3aS,6aR)-3-[(1aS,3aS,7aS,7bR)-4,4,7a-trimethyl-octahydrocyclopropa[a]naphthalen-1a-yl]-3a-(acetyloxy)-5-oxo-tetrahydrofuro[2,3-b]furan-2-yl acetate

CAS Registry Number

Not Available

SMILES

[H]C([H])([H])C(=O)O[C@]1([H])O[C@]2([H])OC(=O)C([H])([H])[C@]2(OC(=O)C([H])([H])[H])[C@]1([H])[C@@]12C([H])([H])[C@]1([H])[C@@]1(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]1([H])C([H])([H])C2([H])[H]

InChI Identifier

InChI=1S/C24H34O7/c1-13(25)28-19-18(24(31-14(2)26)12-17(27)29-20(24)30-19)23-10-7-15-21(3,4)8-6-9-22(15,5)16(23)11-23/h15-16,18-20H,6-12H2,1-5H3/t15-,16+,18-,19+,20-,22-,23-,24-/m0/s1

InChI Key

MAYXMYWWDBPRIM-JQBDDDRGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Dictyodendrilla aff. retiara	JEOL database	Rudi, A., et al, Tetrahedron Letts. 46, 8613 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Furofuran
Gamma butyrolactone
Tetrahydrofuran
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	4.01	ALOGPS
logP	3.59	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	17.75	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	88.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	107.39 m³·mol⁻¹	ChemAxon
Polarizability	45.27 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

Not Available

Chemspider ID

10481009

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21778359

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rudi, A., et al. (2005). Rudi, A., et al, Tetrahedron Letts. 46, 8613 (2005). Tetrahedron Lett.

Showing NP-Card for omriolide B (NP0028855)

MOL for NP0028855 (omriolide B)

3D MOL for NP0028855 (omriolide B)

3D SDF for NP0028855 (omriolide B)

3D-SDF for NP0028855 (omriolide B)

PDB for NP0028855 (omriolide B)

3D PDB for NP0028855 (omriolide B)

SMILES for NP0028855 (omriolide B)

INCHI for NP0028855 (omriolide B)

Structure for NP0028855 (omriolide B)

3D Structure for NP0028855 (omriolide B)