NP-MRD: Showing NP-Card for 3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one (NP0142575)

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Record Information

Version

2.0

Created at

2022-09-01 21:09:05 UTC

Updated at

2022-09-01 21:09:06 UTC

NP-MRD ID

NP0142575

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one

Description

Septoriamycin A belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond. 3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one is found in Septoria pistaciarum. 3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one was first documented in 2011 (PMID: 21819096). Based on a literature review a small amount of articles have been published on Septoriamycin A (PMID: 22530813) (PMID: 24490779).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309012223092D          

 27 29  0  0  1  0            999 V2000
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 11 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  2  0  0  0  0
  7 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END

     RDKit          3D

 56 58  0  0  0  0  0  0  0  0999 V2000
   -3.5519   -3.6227   -0.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6479   -2.1429   -0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4028   -1.4543   -0.5512 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2438   -1.5763   -2.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1568   -0.0906   -0.0329 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9108    0.2959   -0.5935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3723    1.4072    0.0442 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0466    1.4529   -0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7749    0.3007    0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1658   -0.7630    0.6435 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1176    0.2687   -0.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9643   -0.8751   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5956   -2.1326   -0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3965   -3.2301   -0.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5781   -3.0318    0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9625   -1.7866    0.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1427   -0.6869    0.6292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6774    1.3797   -0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9787    2.4705   -1.2855 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5283    3.5550   -1.9164 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6617    2.4856   -0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0088    3.4977   -1.2518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    2.6114   -0.1689 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7638    3.6592    0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6347    2.2640    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1048    0.9868   -0.4651 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5306    0.7998   -0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794   -3.9320   -0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0051   -3.7719   -1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1481   -4.2495    0.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4980   -1.7420   -0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8329   -2.1443    0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5499   -2.0827   -0.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212   -0.9186   -2.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4026   -2.6658   -2.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1620   -1.4024   -2.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0895   -0.1380    1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3996    1.1636    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5725   -1.6106    0.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6884   -2.3484   -0.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1314   -4.2256   -0.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2444   -3.8602    0.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8787   -1.5928    1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4642    0.2949    0.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    1.3121   -1.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8785    4.3197   -1.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2493    2.9961   -1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2014    3.3744    1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7707    4.6836    0.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833    3.6929    1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7792    2.2107    1.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2731    3.0893   -0.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669    1.0987   -1.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9304    1.7724    0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6483    0.1057    0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1946    0.5284   -0.9161 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 26  5  1  0
 21  8  1  0
 17 12  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  1
  4 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  1
  7 38  1  1
 23 47  1  6
 24 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  6
 27 54  1  0
 27 55  1  0
 27 56  1  0
 10 39  1  0
 18 45  1  0
 20 46  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
M  END


  Mrv1652309012223092D          

 27 29  0  0  1  0            999 V2000
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 11 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  2  0  0  0  0
  7 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0142575

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)[C@H]1O[C@H]([C@H](C)C[C@@H]1C)C1=C(O)C(=CN(O)C1=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H29NO4/c1-5-13(2)20-14(3)11-15(4)21(27-20)18-19(24)17(12-23(26)22(18)25)16-9-7-6-8-10-16/h6-10,12-15,20-21,24,26H,5,11H2,1-4H3/t13-,14+,15-,20-,21-/m1/s1

> <INCHI_KEY>
KMGDCJDRYJVZCA-JQGYYDNOSA-N

> <FORMULA>
C22H29NO4

> <MOLECULAR_WEIGHT>
371.477

> <EXACT_MASS>
371.209658418

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
41.73444745208167

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(2R,3R,5S,6R)-6-[(2R)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenyl-1,2-dihydropyridin-2-one

> <ALOGPS_LOGP>
3.62

> <JCHEM_LOGP>
4.277188787666667

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.05867396804778

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.312723335780691

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2041626461242725

> <JCHEM_POLAR_SURFACE_AREA>
70.0

> <JCHEM_REFRACTIVITY>
105.73299999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2R,3R,5S,6R)-6-[(2R)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       1.334 -10.010   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   26                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   23                                                  
CONECT    8    7    9   21                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   18                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   11   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    8   22                                                  
CONECT   22   21                                                            
CONECT   23    7   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25    5   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₉NO₄

Average Mass

371.4770 Da

Monoisotopic Mass

371.20966 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)[C@H]1O[C@H]([C@H](C)C[C@@H]1C)C1=C(O)C(=CN(O)C1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C22H29NO4/c1-5-13(2)20-14(3)11-15(4)21(27-20)18-19(24)17(12-23(26)22(18)25)16-9-7-6-8-10-16/h6-10,12-15,20-21,24,26H,5,11H2,1-4H3/t13-,14+,15-,20-,21-/m1/s1

InChI Key

KMGDCJDRYJVZCA-JQGYYDNOSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Septoria pistaciarum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Phenylpyridines

Direct Parent

Phenylpyridines

Alternative Parents

Substituents

3-phenylpyridine
Dihydropyridine
Pyridinone
Hydroxypyridine
Monocyclic benzene moiety
Hydropyridine
Oxane
Benzenoid
Vinylogous acid
Heteroaromatic compound
Lactam
Dialkyl ether
Ether
Azacycle
Oxacycle
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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

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

25042989

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54729473

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kumarihamy M, Khan SI, Jacob M, Tekwani BL, Duke SO, Ferreira D, Nanayakkara NP: Antiprotozoal and antimicrobial compounds from the plant pathogen Septoria pistaciarum. J Nat Prod. 2012 May 25;75(5):883-9. doi: 10.1021/np200940b. Epub 2012 Apr 24. [PubMed:22530813 ]
Nakamura T, Harachi M, Kano T, Mukaeda Y, Hosokawa S: Concise synthesis of reduced propionates by stereoselective reductions combined with the Kobayashi reaction. Org Lett. 2013 Jun 21;15(12):3170-3. doi: 10.1021/ol401406m. Epub 2013 Jun 11. [PubMed:24490779 ]
Fotiadou AD, Zografos AL: Accessing the structural diversity of pyridone alkaloids: concise total synthesis of rac-citridone A. Org Lett. 2011 Sep 2;13(17):4592-5. doi: 10.1021/ol2017802. Epub 2011 Aug 5. [PubMed:21819096 ]
LOTUS database [Link]

Showing NP-Card for 3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one (NP0142575)

MOL for NP0142575 (3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one)

3D MOL for NP0142575 (3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one)

3D SDF for NP0142575 (3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one)

3D-SDF for NP0142575 (3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one)

PDB for NP0142575 (3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one)

3D PDB for NP0142575 (3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one)

SMILES for NP0142575 (3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one)

INCHI for NP0142575 (3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one)

Structure for NP0142575 (3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one)

3D Structure for NP0142575 (3-[(2r,3r,5s,6r)-6-[(2r)-butan-2-yl]-3,5-dimethyloxan-2-yl]-1,4-dihydroxy-5-phenylpyridin-2-one)