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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:40 UTC

Update Date

2022-03-07 02:52:28 UTC

HMDB ID

HMDB0030244

Secondary Accession Numbers

HMDB30244

Metabolite Identification

Common Name

Graveolinine

Description

Graveolinine belongs to the class of organic compounds known as quinolines and derivatives. Quinolines and derivatives are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene. Based on a literature review a small amount of articles have been published on Graveolinine.

Structure

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

HMDB0030244
     RDKit          3D
Graveolinine
 34 37  0  0  0  0  0  0  0  0999 V2000
   -2.8394   -3.2706    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334   -1.9050    0.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2153   -0.8852    0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8494   -1.1010    0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0267   -0.0519   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630   -0.2662   -0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0449   -1.4884   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4309   -1.6067   -0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648   -0.5183   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6688    0.7298   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954    0.8519   -0.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7156    1.6436   -0.4796 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9410    0.9965   -0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6462   -0.3385   -0.5494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    1.1927   -0.0260 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8029    1.4523    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3001    2.7470    0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429    3.0364    0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5201    1.9677    0.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0551    0.6734    0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7076    0.4145    0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2013   -3.5769   -0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -3.6453    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8139   -3.8197    0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5440   -2.1369   -0.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4513   -2.3803   -0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8443   -2.5925   -0.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8359    1.8208   -0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8090    1.4204   -0.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9933    1.0212    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5765    3.5492    0.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0204    4.0595    0.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5767    2.1614    0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7266   -0.1550    0.3485 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
  5 15  2  0
 15 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
 11  6  1  0
 21 16  1  0
 14  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END


  Mrv0541 05061305062D          

 21 24  0  0  0  0            999 V2000
    6.9246   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -6.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -4.8229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.5055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -3.8404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  2  0  0  0  0
 11  6  1  0  0  0  0
 11  8  2  0  0  0  0
 12  4  2  0  0  0  0
 13  5  2  0  0  0  0
 13 12  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15  7  1  0  0  0  0
 16  9  2  0  0  0  0
 16 12  1  0  0  0  0
 17  8  1  0  0  0  0
 17 15  2  0  0  0  0
 18 13  1  0  0  0  0
 18 14  2  0  0  0  0
 19  1  1  0  0  0  0
 19 16  1  0  0  0  0
 20 10  1  0  0  0  0
 20 15  1  0  0  0  0
 21 10  1  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030244

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=NC2=CC=CC=C12)C1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H13NO3/c1-19-16-9-14(18-13-5-3-2-4-12(13)16)11-6-7-15-17(8-11)21-10-20-15/h2-9H,10H2,1H3

> <INCHI_KEY>
QGCORDIPOBZNKC-UHFFFAOYSA-N

> <FORMULA>
C17H13NO3

> <MOLECULAR_WEIGHT>
279.29

> <EXACT_MASS>
279.089543287

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.87561423194224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2H-1,3-benzodioxol-5-yl)-4-methoxyquinoline

> <ALOGPS_LOGP>
3.75

> <JCHEM_LOGP>
3.629538361

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.2807609052551525

> <JCHEM_POLAR_SURFACE_AREA>
40.58

> <JCHEM_REFRACTIVITY>
76.9736

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2H-1,3-benzodioxol-5-yl)-4-methoxyquinoline

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030244
     RDKit          3D
Graveolinine
 34 37  0  0  0  0  0  0  0  0999 V2000
   -2.8394   -3.2706    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334   -1.9050    0.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2153   -0.8852    0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8494   -1.1010    0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0267   -0.0519   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630   -0.2662   -0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0449   -1.4884   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4309   -1.6067   -0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648   -0.5183   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6688    0.7298   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954    0.8519   -0.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7156    1.6436   -0.4796 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9410    0.9965   -0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6462   -0.3385   -0.5494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    1.1927   -0.0260 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8029    1.4523    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3001    2.7470    0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429    3.0364    0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5201    1.9677    0.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0551    0.6734    0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7076    0.4145    0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2013   -3.5769   -0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -3.6453    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8139   -3.8197    0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5440   -2.1369   -0.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4513   -2.3803   -0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8443   -2.5925   -0.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8359    1.8208   -0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8090    1.4204   -0.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9933    1.0212    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5765    3.5492    0.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0204    4.0595    0.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5767    2.1614    0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7266   -0.1550    0.3485 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
  5 15  2  0
 15 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
 11  6  1  0
 21 16  1  0
 14  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  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      12.926  -7.463   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.592 -11.313   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.259 -12.083   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.592  -9.773   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.925 -11.313   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.258  -5.153   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924  -4.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.924  -7.463   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.925  -6.693   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.220  -5.923   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.258  -6.693   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.259  -9.003   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.925  -9.773   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.591  -7.463   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590  -5.153   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.259  -7.463   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.590  -6.693   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       7.591  -9.003   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      11.592  -6.693   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.126  -4.677   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.126  -7.169   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   12                                                       
CONECT    5    3   13                                                       
CONECT    6    7   11                                                       
CONECT    7    6   15                                                       
CONECT    8   11   17                                                       
CONECT    9   14   16                                                       
CONECT   10   20   21                                                       
CONECT   11    6    8   14                                                  
CONECT   12    4   13   16                                                  
CONECT   13    5   12   18                                                  
CONECT   14    9   11   18                                                  
CONECT   15    7   17   20                                                  
CONECT   16    9   12   19                                                  
CONECT   17    8   15   21                                                  
CONECT   18   13   14                                                       
CONECT   19    1   16                                                       
CONECT   20   10   15                                                       
CONECT   21   10   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0030244
HETATM    1  C1  UNL     1      -2.839  -3.271   0.202  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.133  -1.905   0.220  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.215  -0.885   0.135  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.849  -1.101   0.018  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.027  -0.052  -0.064  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.463  -0.266  -0.187  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.045  -1.488  -0.231  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.431  -1.607  -0.350  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.265  -0.518  -0.429  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.669   0.730  -0.384  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.295   0.852  -0.266  1.00  0.00           C  
HETATM   12  O2  UNL     1       4.716   1.644  -0.480  1.00  0.00           O  
HETATM   13  C11 UNL     1       5.941   0.997  -0.109  1.00  0.00           C  
HETATM   14  O3  UNL     1       5.646  -0.339  -0.549  1.00  0.00           O  
HETATM   15  N1  UNL     1      -0.490   1.193  -0.026  1.00  0.00           N  
HETATM   16  C12 UNL     1      -1.803   1.452   0.086  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.300   2.747   0.122  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.643   3.036   0.237  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.520   1.968   0.319  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.055   0.673   0.286  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.708   0.415   0.170  1.00  0.00           C  
HETATM   22  H1  UNL     1      -2.201  -3.577  -0.645  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.416  -3.645   1.169  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.814  -3.820   0.079  1.00  0.00           H  
HETATM   25  H4  UNL     1      -0.544  -2.137  -0.003  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.451  -2.380  -0.175  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.844  -2.592  -0.381  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.836   1.821  -0.231  1.00  0.00           H  
HETATM   29  H8  UNL     1       6.809   1.420  -0.613  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.993   1.021   1.001  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.577   3.549   0.055  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.020   4.060   0.264  1.00  0.00           H  
HETATM   33  H12 UNL     1      -5.577   2.161   0.410  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.727  -0.155   0.348  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   25
CONECT    5    6   15   15
CONECT    6    7    7   11
CONECT    7    8   26
CONECT    8    9    9   27
CONECT    9   10   14
CONECT   10   11   11   12
CONECT   11   28
CONECT   12   13
CONECT   13   14   29   30
CONECT   15   16
CONECT   16   17   17   21
CONECT   17   18   31
CONECT   18   19   19   32
CONECT   19   20   33
CONECT   20   21   21   34
END

HMDB0030244
     RDKit          3D
Graveolinine
 34 37  0  0  0  0  0  0  0  0999 V2000
   -2.8394   -3.2706    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334   -1.9050    0.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2153   -0.8852    0.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8494   -1.1010    0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0267   -0.0519   -0.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630   -0.2662   -0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0449   -1.4884   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4309   -1.6067   -0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2648   -0.5183   -0.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6688    0.7298   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954    0.8519   -0.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7156    1.6436   -0.4796 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9410    0.9965   -0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6462   -0.3385   -0.5494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    1.1927   -0.0260 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8029    1.4523    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3001    2.7470    0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6429    3.0364    0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5201    1.9677    0.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0551    0.6734    0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7076    0.4145    0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2013   -3.5769   -0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -3.6453    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8139   -3.8197    0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5440   -2.1369   -0.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4513   -2.3803   -0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8443   -2.5925   -0.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8359    1.8208   -0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8090    1.4204   -0.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9933    1.0212    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5765    3.5492    0.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0204    4.0595    0.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5767    2.1614    0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7266   -0.1550    0.3485 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
  5 15  2  0
 15 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
 11  6  1  0
 21 16  1  0
 14  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(1,3-Benzodioxol-5-yl)-4-methoxyquinoline, 9ci	HMDB

Chemical Formula

C₁₇H₁₃NO₃

Average Molecular Weight

279.29

Monoisotopic Molecular Weight

279.089543287

IUPAC Name

2-(2H-1,3-benzodioxol-5-yl)-4-methoxyquinoline

Traditional Name

2-(2H-1,3-benzodioxol-5-yl)-4-methoxyquinoline

CAS Registry Number

4179-37-7

SMILES

COC1=CC(=NC2=CC=CC=C12)C1=CC2=C(OCO2)C=C1

InChI Identifier

InChI=1S/C17H13NO3/c1-19-16-9-14(18-13-5-3-2-4-12(13)16)11-6-7-15-17(8-11)21-10-20-15/h2-9H,10H2,1H3

InChI Key

QGCORDIPOBZNKC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolines and derivatives. Quinolines and derivatives are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Not Available

Direct Parent

Quinolines and derivatives

Alternative Parents

Substituents

Quinoline
Benzodioxole
Alkyl aryl ether
Pyridine
Benzenoid
Heteroaromatic compound
Azacycle
Acetal
Ether
Oxacycle
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030244)

Cellular substructure

Membrane (HMDB: HMDB0030244)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030244)

Source

Endogenous

Endogenous (HMDB: HMDB0030244)

Plant

Plant (HMDB: HMDB0030244)

Exogenous

Food

Food (HMDB: HMDB0030244)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	116 - 117 °C	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	0.07 g/L	ALOGPS
logP	3.75	ALOGPS
logP	3.63	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	5.28	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.58 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.97 m³·mol⁻¹	ChemAxon
Polarizability	29.88 Å³	ChemAxon
Number of Rings	4	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]+	166.789	31661259
DarkChem	[M-H]-	169.654	31661259
DeepCCS	[M-2H]-	197.359	30932474
DeepCCS	[M+Na]+	172.923	30932474
AllCCS	[M+H]+	164.3	32859911
AllCCS	[M+H-H2O]+	160.4	32859911
AllCCS	[M+NH4]+	168.0	32859911
AllCCS	[M+Na]+	169.0	32859911
AllCCS	[M-H]-	168.1	32859911
AllCCS	[M+Na-2H]-	167.1	32859911
AllCCS	[M+HCOO]-	166.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Graveolinine	COC1=CC(=NC2=CC=CC=C12)C1=CC2=C(OCO2)C=C1	3556.8	Standard polar	33892256
Graveolinine	COC1=CC(=NC2=CC=CC=C12)C1=CC2=C(OCO2)C=C1	2445.3	Standard non polar	33892256
Graveolinine	COC1=CC(=NC2=CC=CC=C12)C1=CC2=C(OCO2)C=C1	2753.8	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 - Graveolinine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ufs-1290000000-b113f1b6a69ab2e7d887	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Graveolinine 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 - Graveolinine 10V, Positive-QTOF	splash10-001i-0090000000-6c385354ad3730e24258	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Graveolinine 20V, Positive-QTOF	splash10-001i-0090000000-a0352615834c35280e0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Graveolinine 40V, Positive-QTOF	splash10-0uk9-0290000000-2311f505f555f3de16da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Graveolinine 10V, Negative-QTOF	splash10-004i-0090000000-6cb98055da8d195d6e66	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Graveolinine 20V, Negative-QTOF	splash10-004i-0090000000-001619f90df1f4626c40	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Graveolinine 40V, Negative-QTOF	splash10-03dr-0090000000-e3325db161eba10fde1d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Graveolinine 10V, Positive-QTOF	splash10-001i-0090000000-830673202d5e6529626e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Graveolinine 20V, Positive-QTOF	splash10-001i-0090000000-830673202d5e6529626e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Graveolinine 40V, Positive-QTOF	splash10-0f89-0090000000-a280935fc9823cee0d7b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Graveolinine 10V, Negative-QTOF	splash10-004i-0090000000-8e1bf2c742825f66dfd0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Graveolinine 20V, Negative-QTOF	splash10-004i-0090000000-30be3b29ad879879cc60	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Graveolinine 40V, Negative-QTOF	splash10-0f6t-3090000000-5704864d32f00d2be816	2021-09-23	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

FDB002067

KNApSAcK ID

C00046757

Chemspider ID

9219300

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11044132

PDB ID

Not Available

ChEBI ID

173977

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 Graveolinine (HMDB0030244)

MOL for HMDB0030244 (Graveolinine)

3D MOL for HMDB0030244 (Graveolinine)

3D SDF for HMDB0030244 (Graveolinine)

3D-SDF for HMDB0030244 (Graveolinine)

PDB for HMDB0030244 (Graveolinine)

3D PDB for HMDB0030244 (Graveolinine)

SMILES for HMDB0030244 (Graveolinine)

INCHI for HMDB0030244 (Graveolinine)

Structure for HMDB0030244 (Graveolinine)

3D Structure for HMDB0030244 (Graveolinine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra