NP-MRD: Showing NP-Card for (2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one (NP0288364)

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Record Information

Version

2.0

Created at

2022-09-09 18:02:14 UTC

Updated at

2022-09-09 18:02:14 UTC

NP-MRD ID

NP0288364

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one

Description

(2R,3S)-3-hydroxy-3-methyl-2-[(2E,4S)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-1,2,3,4-tetrahydropyridin-4-one belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. (2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one is found in Fusarium neocosmosporiellum. Based on a literature review very few articles have been published on (2R,3S)-3-hydroxy-3-methyl-2-[(2E,4S)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-1,2,3,4-tetrahydropyridin-4-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092220022D          

 28 29  0  0  1  0            999 V2000
    4.2868   -4.1250    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
    2.8579   -4.9500    0.0000 O   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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 N   0  0  0  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
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    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   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8986   -1.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -1.8430    0.0000 O   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 O   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
 10 15  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  6  0  0  0
 24 27  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END

     RDKit          3D

 61 62  0  0  0  0  0  0  0  0999 V2000
   -3.2662   -5.4252   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4680   -5.1184    0.7938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3503   -3.6831    1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1718   -3.1593    1.9118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753   -2.7886    0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3698   -1.4723    0.8439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3840   -0.6369    0.2324 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7233    0.6581   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1575    1.0447    0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4237    2.4059   -0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9878    2.5723   -1.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2500    3.8512   -1.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1360    3.5460    0.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9144   -1.3443    0.0418 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9594   -0.3654   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -0.2489   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274    0.5803    0.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9633    1.6326    1.0028 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2549    2.9804    0.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5413    1.6273    2.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5145    2.7568    2.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5436   -2.2393   -1.0892 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6013   -2.9896   -1.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1788   -1.5122   -2.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4139   -3.2184   -0.5023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3931   -4.4138   -0.8600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8634   -6.2870   -1.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2990   -5.6951   -0.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4915   -5.6078    0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0920   -1.9597    0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1191    0.7670   -1.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0934   -0.2755   -0.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2028   -1.0544   -1.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1564    0.5923    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7370    1.5932    0.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0319    3.7420    0.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135    3.0416   -0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5587    3.1332    1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0091    0.6490    2.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7194    1.7491    3.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0075    3.7055    2.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1280    2.8744    1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2481    2.4648    3.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8343   -2.6184   -2.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946   -3.2435   -1.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1778   -4.0227   -2.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1468   -1.6643   -1.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 20  1  0
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 16  7  1  0
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  7  6  1  0
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  3  4  2  0
  3  2  1  0
  2  1  1  0
  5 27  1  0
 27 28  2  0
 27 24  1  0
 24 25  1  0
 24 26  1  6
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 15 10  1  0
 23 55  1  0
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 19 48  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 16 44  1  1
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 11 39  1  0
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 13 41  1  0
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 15 43  1  0
  6 34  1  0
  2 32  1  0
  2 33  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 25 58  1  0
 25 59  1  0
 25 60  1  0
 26 61  1  0
M  END


  Mrv1652309092220022D          

 28 29  0  0  1  0            999 V2000
    4.2868   -4.1250    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
    2.8579   -4.9500    0.0000 O   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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 N   0  0  0  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
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    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   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8986   -1.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -1.8430    0.0000 O   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 O   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
 10 15  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  6  0  0  0
 24 27  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0288364

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)\C=C(/C)[C@H]1N(CCC2=CC=CC=C2)C=C(C(=O)CC)C(=O)[C@@]1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C24H33NO3/c1-6-17(3)15-18(4)22-24(5,28)23(27)20(21(26)7-2)16-25(22)14-13-19-11-9-8-10-12-19/h8-12,15-17,22,28H,6-7,13-14H2,1-5H3/b18-15+/t17-,22+,24-/m0/s1

> <INCHI_KEY>
DICOZIHHHHFBMM-HYCIWWMZSA-N

> <FORMULA>
C24H33NO3

> <MOLECULAR_WEIGHT>
383.532

> <EXACT_MASS>
383.246043927

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
44.538211601704106

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-3-hydroxy-3-methyl-2-[(2E,4S)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-1,2,3,4-tetrahydropyridin-4-one

> <JCHEM_LOGP>
5.334265315

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.526867312048733

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.561191272642407

> <JCHEM_PKA_STRONGEST_BASIC>
-2.913594245643185

> <JCHEM_POLAR_SURFACE_AREA>
57.61000000000001

> <JCHEM_REFRACTIVITY>
114.89769999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-3-hydroxy-3-methyl-2-[(2E,4S)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2H-pyridin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.334  -6.930   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.677  -3.440   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.657  -3.440   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   27                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    7   17   24                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   16   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24    5   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₃NO₃

Average Mass

383.5320 Da

Monoisotopic Mass

383.24604 Da

IUPAC Name

(2R,3S)-3-hydroxy-3-methyl-2-[(2E,4S)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-1,2,3,4-tetrahydropyridin-4-one

Traditional Name

(2R,3S)-3-hydroxy-3-methyl-2-[(2E,4S)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2H-pyridin-4-one

CAS Registry Number

Not Available

SMILES

CC[C@H](C)\C=C(/C)[C@H]1N(CCC2=CC=CC=C2)C=C(C(=O)CC)C(=O)[C@@]1(C)O

InChI Identifier

InChI=1S/C24H33NO3/c1-6-17(3)15-18(4)22-24(5,28)23(27)20(21(26)7-2)16-25(22)14-13-19-11-9-8-10-12-19/h8-12,15-17,22,28H,6-7,13-14H2,1-5H3/b18-15+/t17-,22+,24-/m0/s1

InChI Key

DICOZIHHHHFBMM-HYCIWWMZSA-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
Fusarium neocosmosporiellum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Phenethylamines

Alternative Parents

Substituents

Phenethylamine
Tetrahydropyridine
Aralkylamine
Acyloin
Hydropyridine
Tertiary alcohol
Vinylogous amide
Ketone
Tertiary amine
Tertiary aliphatic amine
Cyclic ketone
Allylamine
Enamine
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Organic oxide
Carbonyl group
Amine
Organopnictogen compound
Organic oxygen compound
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
logP	5.33	ChemAxon
pKa (Strongest Acidic)	12.56	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.61 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	114.9 m³·mol⁻¹	ChemAxon
Polarizability	44.54 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

163186364

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one (NP0288364)

MOL for NP0288364 ((2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one)

3D MOL for NP0288364 ((2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one)

3D SDF for NP0288364 ((2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one)

3D-SDF for NP0288364 ((2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one)

PDB for NP0288364 ((2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one)

3D PDB for NP0288364 ((2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one)

SMILES for NP0288364 ((2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one)

INCHI for NP0288364 ((2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one)

Structure for NP0288364 ((2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one)

3D Structure for NP0288364 ((2r,3s)-3-hydroxy-3-methyl-2-[(2e,4s)-4-methylhex-2-en-2-yl]-1-(2-phenylethyl)-5-propanoyl-2h-pyridin-4-one)