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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:17 UTC

Update Date

2022-03-07 02:52:27 UTC

HMDB ID

HMDB0030178

Secondary Accession Numbers

HMDB30178

Metabolite Identification

Common Name

(S)-Edulinine

Description

(S)-Edulinine, also known as edulinine, belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group. Based on a literature review very few articles have been published on (S)-Edulinine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0030178
     RDKit          3D
(S)-Edulinine
 42 43  0  0  0  0  0  0  0  0999 V2000
    0.6888   -1.6593    2.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3032   -0.5580    1.8337 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183   -0.4061    0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0379   -0.9010   -0.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232   -1.5987   -0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4832   -0.8410   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6720   -0.0443   -1.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8201   -0.0007    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0603    1.3246    0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3068    0.4211    0.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7113   -0.5978    1.9953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5900   -0.6712   -1.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0475   -1.0822   -2.8570 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7467    0.0142   -1.9546 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341    0.2633   -3.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4277    0.5084   -0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    1.2040   -1.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3161    1.7134   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7968    1.5018    1.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6038    0.8024    1.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200    0.3052    0.3632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2632   -2.1707    2.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2600   -2.4125    2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1813   -1.3647    3.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3433   -2.3675   -1.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2297   -2.2799    0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3186   -1.6158   -0.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1632   -0.5094   -2.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5053    1.4759    1.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4157    1.4256   -0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7464    2.2079    0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5061    0.5404   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9844   -0.3528    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4350    1.4108    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5813   -0.9907    2.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6788   -0.0939   -4.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4034    1.3888   -3.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3716   -0.1102   -3.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932    1.3563   -2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2398    2.2538   -0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3057    1.8763    2.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959    0.6338    2.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  4 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  3  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
M  END


  Mrv0541 05061305032D          

 21 22  0  0  0  0            999 V2000
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
   -0.7145   -0.4125    0.0000 C   0  0  0  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
    0.0000    0.0000    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
    2.8579    0.0000    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
    2.1434   -0.4125    0.0000 C   0  0  0  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
    3.5724   -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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  9  1  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15 11  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16 13  1  0  0  0  0
 17  3  1  0  0  0  0
 17 12  1  0  0  0  0
 17 15  1  0  0  0  0
 18 13  1  0  0  0  0
 19 15  2  0  0  0  0
 20 16  1  0  0  0  0
 21  4  1  0  0  0  0
 21 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030178

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(CC(O)C(C)(C)O)C(=O)N(C)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H21NO4/c1-16(2,20)13(18)9-11-14(21-4)10-7-5-6-8-12(10)17(3)15(11)19/h5-8,13,18,20H,9H2,1-4H3

> <INCHI_KEY>
NHNXJYYEQLVCAZ-UHFFFAOYSA-N

> <FORMULA>
C16H21NO4

> <MOLECULAR_WEIGHT>
291.3422

> <EXACT_MASS>
291.147058165

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.231170672566837

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,3-dihydroxy-3-methylbutyl)-4-methoxy-1-methyl-1,2-dihydroquinolin-2-one

> <ALOGPS_LOGP>
1.00

> <JCHEM_LOGP>
0.29074618933333274

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.2875600774823

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.778696703836346

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6762068988447222

> <JCHEM_POLAR_SURFACE_AREA>
70

> <JCHEM_REFRACTIVITY>
80.94489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.53e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2,3-dihydroxy-3-methylbutyl)-4-methoxy-1-methylquinolin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030178
     RDKit          3D
(S)-Edulinine
 42 43  0  0  0  0  0  0  0  0999 V2000
    0.6888   -1.6593    2.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3032   -0.5580    1.8337 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183   -0.4061    0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0379   -0.9010   -0.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232   -1.5987   -0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4832   -0.8410   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6720   -0.0443   -1.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8201   -0.0007    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0603    1.3246    0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3068    0.4211    0.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7113   -0.5978    1.9953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5900   -0.6712   -1.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0475   -1.0822   -2.8570 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7467    0.0142   -1.9546 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341    0.2633   -3.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4277    0.5084   -0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    1.2040   -1.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3161    1.7134   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7968    1.5018    1.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6038    0.8024    1.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200    0.3052    0.3632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2632   -2.1707    2.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2600   -2.4125    2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1813   -1.3647    3.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3433   -2.3675   -1.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2297   -2.2799    0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3186   -1.6158   -0.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1632   -0.5094   -2.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5053    1.4759    1.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4157    1.4256   -0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7464    2.2079    0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5061    0.5404   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9844   -0.3528    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4350    1.4108    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5813   -0.9907    2.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6788   -0.0939   -4.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4034    1.3888   -3.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3716   -0.1102   -3.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932    1.3563   -2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2398    2.2538   -0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3057    1.8763    2.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959    0.6338    2.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  4 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  3  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.232   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.772  -1.334   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   21                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6   12                                                       
CONECT    9   11   13                                                       
CONECT   10    7   12   14                                                  
CONECT   11    9   14   15                                                  
CONECT   12    8   10   17                                                  
CONECT   13    9   16   18                                                  
CONECT   14   10   11   21                                                  
CONECT   15   11   17   19                                                  
CONECT   16    1    2   13   20                                             
CONECT   17    3   12   15                                                  
CONECT   18   13                                                            
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21    4   14                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0030178
HETATM    1  C1  UNL     1       0.689  -1.659   2.637  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.303  -0.558   1.834  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.718  -0.406   0.521  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.038  -0.901  -0.552  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.223  -1.599  -0.450  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.483  -0.841  -0.408  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.672  -0.044  -1.570  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.820  -0.001   0.762  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.060   1.325   0.769  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.307   0.421   0.625  1.00  0.00           C  
HETATM   11  O3  UNL     1      -2.711  -0.598   1.995  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.590  -0.671  -1.815  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.048  -1.082  -2.857  1.00  0.00           O  
HETATM   14  N1  UNL     1       1.747   0.014  -1.955  1.00  0.00           N  
HETATM   15  C10 UNL     1       2.334   0.263  -3.281  1.00  0.00           C  
HETATM   16  C11 UNL     1       2.428   0.508  -0.914  1.00  0.00           C  
HETATM   17  C12 UNL     1       3.609   1.204  -1.082  1.00  0.00           C  
HETATM   18  C13 UNL     1       4.316   1.713  -0.015  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.797   1.502   1.249  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.604   0.802   1.454  1.00  0.00           C  
HETATM   21  C16 UNL     1       1.920   0.305   0.363  1.00  0.00           C  
HETATM   22  H1  UNL     1      -0.263  -2.171   2.947  1.00  0.00           H  
HETATM   23  H2  UNL     1       1.260  -2.413   2.071  1.00  0.00           H  
HETATM   24  H3  UNL     1       1.181  -1.365   3.586  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.343  -2.368  -1.285  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.230  -2.280   0.466  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.319  -1.616  -0.524  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.163  -0.509  -2.272  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.505   1.476   1.717  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.416   1.426  -0.142  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.746   2.208   0.702  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.506   0.540  -0.460  1.00  0.00           H  
HETATM   33  H12 UNL     1      -4.984  -0.353   1.012  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.435   1.411   1.106  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.581  -0.991   2.267  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.679  -0.094  -4.096  1.00  0.00           H  
HETATM   37  H16 UNL     1       2.403   1.389  -3.349  1.00  0.00           H  
HETATM   38  H17 UNL     1       3.372  -0.110  -3.338  1.00  0.00           H  
HETATM   39  H18 UNL     1       3.993   1.356  -2.078  1.00  0.00           H  
HETATM   40  H19 UNL     1       5.240   2.254  -0.191  1.00  0.00           H  
HETATM   41  H20 UNL     1       4.306   1.876   2.122  1.00  0.00           H  
HETATM   42  H21 UNL     1       2.196   0.634   2.431  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   12
CONECT    5    6   25   26
CONECT    6    7    8   27
CONECT    7   28
CONECT    8    9   10   11
CONECT    9   29   30   31
CONECT   10   32   33   34
CONECT   11   35
CONECT   12   13   13   14
CONECT   14   15   16
CONECT   15   36   37   38
CONECT   16   17   17   21
CONECT   17   18   39
CONECT   18   19   19   40
CONECT   19   20   41
CONECT   20   21   21   42
END

HMDB0030178
     RDKit          3D
(S)-Edulinine
 42 43  0  0  0  0  0  0  0  0999 V2000
    0.6888   -1.6593    2.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3032   -0.5580    1.8337 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183   -0.4061    0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0379   -0.9010   -0.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232   -1.5987   -0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4832   -0.8410   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6720   -0.0443   -1.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8201   -0.0007    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0603    1.3246    0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3068    0.4211    0.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7113   -0.5978    1.9953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5900   -0.6712   -1.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0475   -1.0822   -2.8570 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7467    0.0142   -1.9546 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341    0.2633   -3.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4277    0.5084   -0.9142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087    1.2040   -1.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3161    1.7134   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7968    1.5018    1.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6038    0.8024    1.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200    0.3052    0.3632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2632   -2.1707    2.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2600   -2.4125    2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1813   -1.3647    3.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3433   -2.3675   -1.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2297   -2.2799    0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3186   -1.6158   -0.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1632   -0.5094   -2.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5053    1.4759    1.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4157    1.4256   -0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7464    2.2079    0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5061    0.5404   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9844   -0.3528    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4350    1.4108    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5813   -0.9907    2.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6788   -0.0939   -4.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4034    1.3888   -3.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3716   -0.1102   -3.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932    1.3563   -2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2398    2.2538   -0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3057    1.8763    2.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959    0.6338    2.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  4 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  3  1  0
 21 16  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+)-(R)-Edulinine	HMDB
(+)-Edulinine	HMDB
(R)-(+)-Edulinine	HMDB
Edulinine	HMDB

Chemical Formula

C₁₆H₂₁NO₄

Average Molecular Weight

291.3422

Monoisotopic Molecular Weight

291.147058165

IUPAC Name

3-(2,3-dihydroxy-3-methylbutyl)-4-methoxy-1-methyl-1,2-dihydroquinolin-2-one

Traditional Name

3-(2,3-dihydroxy-3-methylbutyl)-4-methoxy-1-methylquinolin-2-one

CAS Registry Number

27495-36-9

SMILES

COC1=C(CC(O)C(C)(C)O)C(=O)N(C)C2=CC=CC=C12

InChI Identifier

InChI=1S/C16H21NO4/c1-16(2,20)13(18)9-11-14(21-4)10-7-5-6-8-12(10)17(3)15(11)19/h5-8,13,18,20H,9H2,1-4H3

InChI Key

NHNXJYYEQLVCAZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinolones and derivatives

Direct Parent

Hydroquinolones

Alternative Parents

Substituents

Dihydroquinolone
Dihydroquinoline
Alkyl aryl ether
Pyridinone
Benzenoid
Pyridine
Heteroaromatic compound
Vinylogous ester
Tertiary alcohol
1,2-diol
Lactam
Secondary alcohol
Ether
Azacycle
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030178)
Cytoplasm (HMDB: HMDB0030178)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030178)

Source

Endogenous

Endogenous (HMDB: HMDB0030178)

Plant

Plant (HMDB: HMDB0030178)

Exogenous

Food

Food (HMDB: HMDB0030178)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	140 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	8578 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.53 g/L	ALOGPS
logP	1	ALOGPS
logP	0.29	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	13.78	ChemAxon
pKa (Strongest Basic)	-0.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	80.94 m³·mol⁻¹	ChemAxon
Polarizability	31.23 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	167.046	31661259
DarkChem	[M-H]-	168.592	31661259
DeepCCS	[M-2H]-	201.222	30932474
DeepCCS	[M+Na]+	176.787	30932474
AllCCS	[M+H]+	168.1	32859911
AllCCS	[M+H-H2O]+	164.6	32859911
AllCCS	[M+NH4]+	171.3	32859911
AllCCS	[M+Na]+	172.2	32859911
AllCCS	[M-H]-	173.6	32859911
AllCCS	[M+Na-2H]-	173.8	32859911
AllCCS	[M+HCOO]-	174.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-Edulinine	COC1=C(CC(O)C(C)(C)O)C(=O)N(C)C2=CC=CC=C12	3390.2	Standard polar	33892256
(S)-Edulinine	COC1=C(CC(O)C(C)(C)O)C(=O)N(C)C2=CC=CC=C12	2286.1	Standard non polar	33892256
(S)-Edulinine	COC1=C(CC(O)C(C)(C)O)C(=O)N(C)C2=CC=CC=C12	2529.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-Edulinine,1TMS,isomer #1	COC1=C(CC(O[Si](C)(C)C)C(C)(C)O)C(=O)N(C)C2=CC=CC=C12	2386.5	Semi standard non polar	33892256
(S)-Edulinine,1TMS,isomer #2	COC1=C(CC(O)C(C)(C)O[Si](C)(C)C)C(=O)N(C)C2=CC=CC=C12	2432.1	Semi standard non polar	33892256
(S)-Edulinine,2TMS,isomer #1	COC1=C(CC(O[Si](C)(C)C)C(C)(C)O[Si](C)(C)C)C(=O)N(C)C2=CC=CC=C12	2394.4	Semi standard non polar	33892256
(S)-Edulinine,1TBDMS,isomer #1	COC1=C(CC(O[Si](C)(C)C(C)(C)C)C(C)(C)O)C(=O)N(C)C2=CC=CC=C12	2651.4	Semi standard non polar	33892256
(S)-Edulinine,1TBDMS,isomer #2	COC1=C(CC(O)C(C)(C)O[Si](C)(C)C(C)(C)C)C(=O)N(C)C2=CC=CC=C12	2689.2	Semi standard non polar	33892256
(S)-Edulinine,2TBDMS,isomer #1	COC1=C(CC(O[Si](C)(C)C(C)(C)C)C(C)(C)O[Si](C)(C)C(C)(C)C)C(=O)N(C)C2=CC=CC=C12	2894.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Edulinine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9050000000-7a4a6a4a9df77a3c3e20	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Edulinine GC-MS (2 TMS) - 70eV, Positive	splash10-00e9-9826500000-691ab65602f0d3603130	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Edulinine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Edulinine 10V, Positive-QTOF	splash10-006x-0090000000-1ef6f2610d04f2f01685	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Edulinine 20V, Positive-QTOF	splash10-007c-6190000000-dac65edab68e13c85e79	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Edulinine 40V, Positive-QTOF	splash10-052r-5790000000-bea043c214614cc78001	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Edulinine 10V, Negative-QTOF	splash10-0006-0090000000-dd30656543028faeab79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Edulinine 20V, Negative-QTOF	splash10-0079-1970000000-93306c9fa5a8582faf40	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Edulinine 40V, Negative-QTOF	splash10-000i-9860000000-43b8e413d586f05f1dee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Edulinine 10V, Positive-QTOF	splash10-0006-0090000000-e44e1f09812a3b00b69b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Edulinine 20V, Positive-QTOF	splash10-0udi-1190000000-ebe79324a7ef1964d19a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Edulinine 40V, Positive-QTOF	splash10-05br-1910000000-a393c35802c69390eb89	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Edulinine 10V, Negative-QTOF	splash10-0006-0390000000-343860cb438208480e29	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Edulinine 20V, Negative-QTOF	splash10-0lyc-4590000000-a2f711aa6c7b41a0bb98	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Edulinine 40V, Negative-QTOF	splash10-0079-0940000000-142164c72abf9d89c9e9	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001994

KNApSAcK ID

C00026422

Chemspider ID

316100

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

356087

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1817691

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (S)-Edulinine (HMDB0030178)

MOL for HMDB0030178 ((S)-Edulinine)

3D MOL for HMDB0030178 ((S)-Edulinine)

3D SDF for HMDB0030178 ((S)-Edulinine)

3D-SDF for HMDB0030178 ((S)-Edulinine)

PDB for HMDB0030178 ((S)-Edulinine)

3D PDB for HMDB0030178 ((S)-Edulinine)

SMILES for HMDB0030178 ((S)-Edulinine)

INCHI for HMDB0030178 ((S)-Edulinine)

Structure for HMDB0030178 ((S)-Edulinine)

3D Structure for HMDB0030178 ((S)-Edulinine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra