NP-MRD: Showing NP-Card for Orinocin (NP0006610)

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Record Information

Version

1.0

Created at

2020-12-09 03:34:35 UTC

Updated at

2021-07-15 16:55:18 UTC

NP-MRD ID

NP0006610

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Orinocin

Provided By

NPAtlas

Description

Orinocin is found in Streptomyces orinoci. It was first documented in 2006 (PMID: 17066387). Based on a literature review very few articles have been published on Orinocin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118293D          

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M  END


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M  END
> <DATABASE_ID>
NP0006610

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C1\C([H])([H])O[C@@]([H])(C2=C(C(=O)C(=C(OC([H])([H])[H])O2)C([H])([H])[H])C([H])([H])[H])C1([H])[H])C1=C([H])C([H])=C(C([H])=C1[H])[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H19NO6/c1-11-17(21)12(2)19(24-3)26-18(11)16-9-14(10-25-16)8-13-4-6-15(7-5-13)20(22)23/h4-8,16H,9-10H2,1-3H3/b14-8-/t16-/m1/s1

> <INCHI_KEY>
XENAWSJFNWCPOG-WPMUKRGUSA-N

> <FORMULA>
C19H19NO6

> <MOLECULAR_WEIGHT>
357.362

> <EXACT_MASS>
357.121237336

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
36.82131687506068

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(4-{[(3Z,5R)-5-(6-methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-yl)oxolan-3-ylidene]methyl}phenyl)nitro]-lambda1-oxidanyl

> <ALOGPS_LOGP>
2.63

> <JCHEM_LOGP>
3.533347178333333

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.143228759981983

> <JCHEM_POLAR_SURFACE_AREA>
87.9

> <JCHEM_REFRACTIVITY>
106.2657

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4-{[(3Z,5R)-5-(6-methoxy-3,5-dimethyl-4-oxopyran-2-yl)oxolan-3-ylidene]methyl}phenylnitro)-lambda1-oxidanyl

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
   -2.7854    2.2384    1.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1964    2.2184    0.5542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4640    1.0342   -0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5967    0.0694   -0.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8158   -1.0401   -0.8786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8606   -2.1919   -0.9395 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4427   -1.9236   -1.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -1.2124   -0.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -0.7196   -0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2748   -0.0253    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5938   -0.5006    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4249    0.1093    1.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9803    1.1871    1.8128 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8774    1.7819    2.7271 N   0  0  0  0  0  4  0  0  0  0  0  0
    7.0667    1.3313    2.8068 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5277    2.8102    3.5360 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.7117    1.6332    1.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8369    1.0221    0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5659   -1.2398    0.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4154   -2.2097    0.4638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0154   -1.2837   -1.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2084   -2.5229   -2.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -0.2773   -1.5726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0577   -0.4482   -2.2018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6620    0.8635   -0.8664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6807    1.9349   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7972    1.7938    1.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1667    1.7261    2.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9014    3.2946    2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3228   -3.1646   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9680   -2.8990   -1.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3455   -1.2411   -2.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9188   -0.8357   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8673   -1.3471   -0.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4182   -0.2434    1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3646    2.4831    2.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8176    1.3914    0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2465   -1.5996    1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2186   -0.2592    0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1379   -2.4755   -2.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152   -3.4659   -1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3494   -2.5518   -3.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9692    2.2055   -1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5128    1.7099   -0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1731    2.8398   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  2  0
  8 19  1  0
 19 20  1  0
  5 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 25  3  2  0
 20  6  1  0
 18 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  6
  7 31  1  0
  7 32  1  0
  9 33  1  0
 11 34  1  0
 12 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 26 43  1  0
 26 44  1  0
 26 45  1  0
M  CHG  2  14   1  16  -1
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.785   2.238   1.887  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.196   2.218   0.554  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.464   1.034  -0.180  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.597   0.069  -0.226  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.816  -1.040  -0.879  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.861  -2.192  -0.940  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.443  -1.924  -1.626  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.305  -1.212  -0.661  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.486  -0.720  -0.937  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.275  -0.025   0.055  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.594  -0.501   0.178  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.425   0.109   1.049  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.980   1.187   1.813  0.00  0.00           C+0
HETATM   14  N   UNK     0       5.877   1.782   2.727  0.00  0.00           N+1
HETATM   15  O   UNK     0       7.067   1.331   2.807  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.528   2.810   3.536  0.00  0.00           O-1
HETATM   17  C   UNK     0       3.712   1.633   1.685  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.837   1.022   0.790  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.566  -1.240   0.602  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.415  -2.210   0.464  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.015  -1.284  -1.598  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.208  -2.523  -2.383  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.955  -0.277  -1.573  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.058  -0.448  -2.202  0.00  0.00           O+0
HETATM   25  C   UNK     0      -3.662   0.864  -0.866  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.681   1.935  -0.805  0.00  0.00           C+0
HETATM   27  H   UNK     0      -3.797   1.794   1.834  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.167   1.726   2.627  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.901   3.295   2.214  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.323  -3.165  -1.046  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.968  -2.899  -1.918  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.346  -1.241  -2.533  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.919  -0.836  -1.959  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.867  -1.347  -0.439  0.00  0.00           H+0
HETATM   35  H   UNK     0       6.418  -0.243   1.146  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.365   2.483   2.266  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.818   1.391   0.684  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.246  -1.600   1.439  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.219  -0.259   0.978  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.138  -2.475  -2.987  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.215  -3.466  -1.819  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.349  -2.552  -3.155  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.969   2.205  -1.845  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.513   1.710  -0.136  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.173   2.840  -0.362  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7   20   30                                             
CONECT    7    6    8   31   32                                             
CONECT    8    7    9   19                                                  
CONECT    9    8   10   33                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12   34                                                  
CONECT   12   11   13   35                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   13   18   36                                                  
CONECT   18   17   10   37                                                  
CONECT   19    8   20   38   39                                             
CONECT   20   19    6                                                       
CONECT   21    5   22   23                                                  
CONECT   22   21   40   41   42                                             
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26    3                                                  
CONECT   26   25   43   44   45                                             
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    6                                                            
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33    9                                                            
CONECT   34   11                                                            
CONECT   35   12                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
CONECT   39   19                                                            
CONECT   40   22                                                            
CONECT   41   22                                                            
CONECT   42   22                                                            
CONECT   43   26                                                            
CONECT   44   26                                                            
CONECT   45   26                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   94    0
END

RDKit          3D

45 47  0  0  0  0  0  0  0  0999 V2000
   -2.7854    2.2384    1.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1964    2.2184    0.5542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4640    1.0342   -0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5967    0.0694   -0.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8158   -1.0401   -0.8786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8606   -2.1919   -0.9395 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4427   -1.9236   -1.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -1.2124   -0.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -0.7196   -0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2748   -0.0253    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5938   -0.5006    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4249    0.1093    1.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9803    1.1871    1.8128 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8774    1.7819    2.7271 N   0  0  0  0  0  4  0  0  0  0  0  0
    7.0667    1.3313    2.8068 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5277    2.8102    3.5360 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.7117    1.6332    1.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8369    1.0221    0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5659   -1.2398    0.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4154   -2.2097    0.4638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0154   -1.2837   -1.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2084   -2.5229   -2.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -0.2773   -1.5726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0577   -0.4482   -2.2018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6620    0.8635   -0.8664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6807    1.9349   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7972    1.7938    1.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1667    1.7261    2.6274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9014    3.2946    2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3228   -3.1646   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9680   -2.8990   -1.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3455   -1.2411   -2.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9188   -0.8357   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8673   -1.3471   -0.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4182   -0.2434    1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3646    2.4831    2.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8176    1.3914    0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2465   -1.5996    1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2186   -0.2592    0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1379   -2.4755   -2.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152   -3.4659   -1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3494   -2.5518   -3.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9692    2.2055   -1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5128    1.7099   -0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1731    2.8398   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 13 17  1  0
 17 18  2  0
  8 19  1  0
 19 20  1  0
  5 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 25  3  2  0
 20  6  1  0
 18 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  6
  7 31  1  0
  7 32  1  0
  9 33  1  0
 11 34  1  0
 12 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 26 43  1  0
 26 44  1  0
 26 45  1  0
M  CHG  2  14   1  16  -1
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₉H₁₉NO₆

Average Mass

357.3620 Da

Monoisotopic Mass

357.12124 Da

IUPAC Name

[(4-{[(3Z,5R)-5-(6-methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-yl)oxolan-3-ylidene]methyl}phenyl)nitro]-lambda1-oxidanyl

Traditional Name

(4-{[(3Z,5R)-5-(6-methoxy-3,5-dimethyl-4-oxopyran-2-yl)oxolan-3-ylidene]methyl}phenylnitro)-lambda1-oxidanyl

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(=O)C(C)=C(O1)[C@H]1C\C(CO1)=C\C1=CC=C(C=C1)[N+]([O-])=O

InChI Identifier

InChI=1S/C19H19NO6/c1-11-17(21)12(2)19(24-3)26-18(11)16-9-14(10-25-16)8-13-4-6-15(7-5-13)20(22)23/h4-8,16H,9-10H2,1-3H3/b14-8-/t16-/m1/s1

InChI Key

XENAWSJFNWCPOG-WPMUKRGUSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces orinoci	NPAtlas	17066387

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	2.63	ALOGPS
logP	3.53	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	87.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	106.27 m³·mol⁻¹	ChemAxon
Polarizability	36.82 Å³	ChemAxon
Number of Rings	3	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

NPAtlas ID

NPA011246

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00043795

Chemspider ID

77416209

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102146277

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Muller M, Kusebauch B, Liang G, Beaudry CM, Trauner D, Hertweck C: Photochemical origin of the immunosuppressive SNF4435C/D and formation of orinocin through "polyene splicing". Angew Chem Int Ed Engl. 2006 Nov 27;45(46):7835-8. doi: 10.1002/anie.200602840. [PubMed:17066387 ]

Showing NP-Card for Orinocin (NP0006610)

MOL for NP0006610 (Orinocin)

3D MOL for NP0006610 (Orinocin)

3D SDF for NP0006610 (Orinocin)

3D-SDF for NP0006610 (Orinocin)

PDB for NP0006610 (Orinocin)

3D PDB for NP0006610 (Orinocin)

SMILES for NP0006610 (Orinocin)

INCHI for NP0006610 (Orinocin)

Structure for NP0006610 (Orinocin)

3D Structure for NP0006610 (Orinocin)