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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:54:34 UTC

Update Date

2022-03-07 02:56:34 UTC

HMDB ID

HMDB0040381

Secondary Accession Numbers

HMDB40381

Metabolite Identification

Common Name

N-Methylschinifoline

Description

N-Methylschinifoline belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group. N-Methylschinifoline has been detected, but not quantified in, fruits and herbs and spices. This could make N-methylschinifoline a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on N-Methylschinifoline.

Structure

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

HMDB0040381
     RDKit          3D
N-Methylschinifoline
 36 37  0  0  0  0  0  0  0  0999 V2000
    1.5249    1.7556   -4.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9147    1.0684   -3.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867    0.5432   -3.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9814    0.7867   -2.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3125    0.1012   -1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4831   -0.2416   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7764    0.2069    0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4171    1.1222   -0.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3662    2.5245   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4705   -0.2503    1.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7577    0.1988    1.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4483   -0.2623    2.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8996   -1.1734    3.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6158   -1.6299    3.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9308   -1.1625    2.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3213   -1.6103    1.8413 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8800   -2.5702    2.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9738   -1.1639    0.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1376   -1.6012    0.5968 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1843    1.9814   -5.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5139    2.1419   -4.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063   -0.5698   -3.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    0.7144   -4.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7590    0.8985   -2.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0269    1.1395   -2.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3706   -0.2434   -1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3776    2.9329   -0.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7698    2.7241    0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068    3.0917   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2095    0.9178    0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4464    0.0860    2.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4060   -1.5609    4.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1440   -2.3596    3.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274   -2.1426    3.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341   -3.4703    2.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515   -2.9235    2.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18  6  1  0
 15 10  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
M  END

  Mrv0541 05061311472D          

 19 20  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
    4.2868    0.8250    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
    3.5724   -0.4125    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
    4.2868    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
    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
    1.4289   -1.6500    0.0000 N   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
    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  9  2  0  0  0  0
 11  1  2  0  0  0  0
 11  2  1  0  0  0  0
 11  9  1  0  0  0  0
 12  7  2  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 14 12  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 13  1  0  0  0  0
 17  3  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 16  2  0  0  0  0
 19  4  1  0  0  0  0
 19 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040381

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO2/c1-11(2)9-10-13-15(19-4)12-7-5-6-8-14(12)17(3)16(13)18/h5-10H,1H2,2-4H3/b10-9+

> <INCHI_KEY>
KUJRJLUCKWRGPV-MDZDMXLPSA-N

> <FORMULA>
C16H17NO2

> <MOLECULAR_WEIGHT>
255.3117

> <EXACT_MASS>
255.125928793

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.545021261063027

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methoxy-1-methyl-3-[(1E)-3-methylbuta-1,3-dien-1-yl]-1,2-dihydroquinolin-2-one

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
2.1271970136666667

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6418235577692369

> <JCHEM_POLAR_SURFACE_AREA>
29.540000000000003

> <JCHEM_REFRACTIVITY>
78.6414

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methoxy-1-methyl-3-[(1E)-3-methylbuta-1,3-dien-1-yl]quinolin-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040381
     RDKit          3D
N-Methylschinifoline
 36 37  0  0  0  0  0  0  0  0999 V2000
    1.5249    1.7556   -4.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9147    1.0684   -3.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867    0.5432   -3.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9814    0.7867   -2.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3125    0.1012   -1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4831   -0.2416   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7764    0.2069    0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4171    1.1222   -0.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3662    2.5245   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4705   -0.2503    1.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7577    0.1988    1.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4483   -0.2623    2.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8996   -1.1734    3.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6158   -1.6299    3.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9308   -1.1625    2.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3213   -1.6103    1.8413 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8800   -2.5702    2.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9738   -1.1639    0.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1376   -1.6012    0.5968 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1843    1.9814   -5.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5139    2.1419   -4.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063   -0.5698   -3.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    0.7144   -4.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7590    0.8985   -2.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0269    1.1395   -2.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3706   -0.2434   -1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3776    2.9329   -0.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7698    2.7241    0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068    3.0917   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2095    0.9178    0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4464    0.0860    2.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4060   -1.5609    4.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1440   -2.3596    3.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274   -2.1426    3.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341   -3.4703    2.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515   -2.9235    2.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18  6  1  0
 15 10  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  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       8.002   1.540   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       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   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       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   17                                                            
CONECT    4   19                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5   12                                                       
CONECT    8    6   14                                                       
CONECT    9   10   11                                                       
CONECT   10    9   13                                                       
CONECT   11    1    2    9                                                  
CONECT   12    7   14   15                                                  
CONECT   13   10   15   16                                                  
CONECT   14    8   12   17                                                  
CONECT   15   12   13   19                                                  
CONECT   16   13   17   18                                                  
CONECT   17    3   14   16                                                  
CONECT   18   16                                                            
CONECT   19    4   15                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0040381
HETATM    1  C1  UNL     1       1.525   1.756  -4.470  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.915   1.068  -3.445  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.287   0.543  -3.325  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.981   0.787  -2.351  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.312   0.101  -1.293  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.483  -0.242  -0.144  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.776   0.207   0.100  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.417   1.122  -0.700  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.366   2.524  -0.440  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.471  -0.250   1.196  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.758   0.199   1.453  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.448  -0.262   2.551  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.900  -1.173   3.425  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.616  -1.630   3.180  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.931  -1.162   2.077  1.00  0.00           C  
HETATM   16  N1  UNL     1       0.321  -1.610   1.841  1.00  0.00           N  
HETATM   17  C15 UNL     1       0.880  -2.570   2.776  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.974  -1.164   0.787  1.00  0.00           C  
HETATM   19  O2  UNL     1       2.138  -1.601   0.597  1.00  0.00           O  
HETATM   20  H1  UNL     1       2.184   1.981  -5.293  1.00  0.00           H  
HETATM   21  H2  UNL     1       0.514   2.142  -4.558  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.206  -0.570  -3.208  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.906   0.714  -4.209  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.759   0.899  -2.381  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.027   1.140  -2.427  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.371  -0.243  -1.307  1.00  0.00           H  
HETATM   27  H8  UNL     1      -2.378   2.933  -0.249  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.770   2.724   0.484  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.907   3.092  -1.255  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.209   0.918   0.776  1.00  0.00           H  
HETATM   31  H12 UNL     1      -4.446   0.086   2.751  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.406  -1.561   4.298  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.144  -2.360   3.858  1.00  0.00           H  
HETATM   34  H15 UNL     1       1.127  -2.143   3.748  1.00  0.00           H  
HETATM   35  H16 UNL     1       0.234  -3.470   2.830  1.00  0.00           H  
HETATM   36  H17 UNL     1       1.852  -2.924   2.326  1.00  0.00           H  
CONECT    1    2    2   20   21
CONECT    2    3    4
CONECT    3   22   23   24
CONECT    4    5    5   25
CONECT    5    6   26
CONECT    6    7    7   18
CONECT    7    8   10
CONECT    8    9
CONECT    9   27   28   29
CONECT   10   11   11   15
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14   32
CONECT   14   15   15   33
CONECT   15   16
CONECT   16   17   18
CONECT   17   34   35   36
CONECT   18   19   19
END

HMDB0040381
     RDKit          3D
N-Methylschinifoline
 36 37  0  0  0  0  0  0  0  0999 V2000
    1.5249    1.7556   -4.4704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9147    1.0684   -3.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867    0.5432   -3.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9814    0.7867   -2.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3125    0.1012   -1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4831   -0.2416   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7764    0.2069    0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4171    1.1222   -0.7002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3662    2.5245   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4705   -0.2503    1.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7577    0.1988    1.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4483   -0.2623    2.5513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8996   -1.1734    3.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6158   -1.6299    3.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9308   -1.1625    2.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3213   -1.6103    1.8413 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8800   -2.5702    2.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9738   -1.1639    0.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1376   -1.6012    0.5968 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1843    1.9814   -5.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5139    2.1419   -4.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063   -0.5698   -3.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    0.7144   -4.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7590    0.8985   -2.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0269    1.1395   -2.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3706   -0.2434   -1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3776    2.9329   -0.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7698    2.7241    0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9068    3.0917   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2095    0.9178    0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4464    0.0860    2.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4060   -1.5609    4.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1440   -2.3596    3.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274   -2.1426    3.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341   -3.4703    2.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515   -2.9235    2.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18  6  1  0
 15 10  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₇NO₂

Average Molecular Weight

255.3117

Monoisotopic Molecular Weight

255.125928793

IUPAC Name

4-methoxy-1-methyl-3-[(1E)-3-methylbuta-1,3-dien-1-yl]-1,2-dihydroquinolin-2-one

Traditional Name

4-methoxy-1-methyl-3-[(1E)-3-methylbuta-1,3-dien-1-yl]quinolin-2-one

CAS Registry Number

149998-43-6

SMILES

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

InChI Identifier

InChI=1S/C16H17NO2/c1-11(2)9-10-13-15(19-4)12-7-5-6-8-14(12)17(3)16(13)18/h5-10H,1H2,2-4H3/b10-9+

InChI Key

KUJRJLUCKWRGPV-MDZDMXLPSA-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
Lactam
Azacycle
Ether
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040381)
Cell membrane (HMDB: HMDB0040381)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040381)

Source

Exogenous

Exogenous (HMDB: HMDB0040381)

Food

Food (HMDB: HMDB0040381)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0040381)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040381)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	2.86	ALOGPS
logP	2.13	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	-0.64	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	78.64 m³·mol⁻¹	ChemAxon
Polarizability	28.55 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	161.625	31661259
DarkChem	[M-H]-	162.996	31661259
DeepCCS	[M-2H]-	196.123	30932474
DeepCCS	[M+Na]+	171.689	30932474
AllCCS	[M+H]+	157.2	32859911
AllCCS	[M+H-H2O]+	153.3	32859911
AllCCS	[M+NH4]+	160.8	32859911
AllCCS	[M+Na]+	161.9	32859911
AllCCS	[M-H]-	162.7	32859911
AllCCS	[M+Na-2H]-	162.4	32859911
AllCCS	[M+HCOO]-	162.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Methylschinifoline	COC1=C(\C=C\C(C)=C)C(=O)N(C)C2=CC=CC=C12	2945.5	Standard polar	33892256
N-Methylschinifoline	COC1=C(\C=C\C(C)=C)C(=O)N(C)C2=CC=CC=C12	2161.7	Standard non polar	33892256
N-Methylschinifoline	COC1=C(\C=C\C(C)=C)C(=O)N(C)C2=CC=CC=C12	2322.3	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 - N-Methylschinifoline GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-1290000000-5e0ed707d012931bab6d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Methylschinifoline 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 - N-Methylschinifoline 10V, Positive-QTOF	splash10-0a4i-0090000000-10679fe7c672aeccc84b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylschinifoline 20V, Positive-QTOF	splash10-0a4i-3090000000-a75bc8bc322c6fb0f07e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylschinifoline 40V, Positive-QTOF	splash10-0aor-9410000000-1e04eafb1ff2e851121f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylschinifoline 10V, Negative-QTOF	splash10-0udi-0090000000-6e5c35c0bb3abd58920a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylschinifoline 20V, Negative-QTOF	splash10-0udi-0090000000-656e25614f012fd35512	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylschinifoline 40V, Negative-QTOF	splash10-0a4i-6950000000-fa74ae52704f332b4a14	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylschinifoline 10V, Positive-QTOF	splash10-0a4i-0090000000-4b7ab79781d2e38a095b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylschinifoline 20V, Positive-QTOF	splash10-0a4i-0090000000-67ab2902f313a02468d4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylschinifoline 40V, Positive-QTOF	splash10-0fvl-9760000000-3b90a5631a9eacb144a8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylschinifoline 10V, Negative-QTOF	splash10-0udi-0090000000-50d78ce036796259d3c6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylschinifoline 20V, Negative-QTOF	splash10-0uk9-0190000000-6fed47c8be9e9c1390b3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Methylschinifoline 40V, Negative-QTOF	splash10-00kf-9630000000-97b438aba58e9fa5a24d	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB020113

KNApSAcK ID

C00052362

Chemspider ID

30777489

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101652163

PDB ID

Not Available

ChEBI ID

169169

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 N-Methylschinifoline (HMDB0040381)

MOL for HMDB0040381 (N-Methylschinifoline)

3D MOL for HMDB0040381 (N-Methylschinifoline)

3D SDF for HMDB0040381 (N-Methylschinifoline)

3D-SDF for HMDB0040381 (N-Methylschinifoline)

PDB for HMDB0040381 (N-Methylschinifoline)

3D PDB for HMDB0040381 (N-Methylschinifoline)

SMILES for HMDB0040381 (N-Methylschinifoline)

INCHI for HMDB0040381 (N-Methylschinifoline)

Structure for HMDB0040381 (N-Methylschinifoline)

3D Structure for HMDB0040381 (N-Methylschinifoline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra