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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:03:51 UTC

Update Date

2022-03-07 02:53:40 UTC

HMDB ID

HMDB0033348

Secondary Accession Numbers

HMDB33348

Metabolite Identification

Common Name

Rutalinium

Description

Rutalinium belongs to the class of organic compounds known as pyranoquinolines. These are polycyclic compounds containing a pyran ring fused to a quinoline moiety. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine. Rutalinium has been detected, but not quantified in, herbs and spices. This could make rutalinium a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Rutalinium.

Structure

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

HMDB0033348
     RDKit          3D
Rutalinium
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.6100    3.1173   -1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5503    2.4390    0.1287 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1390    1.1171    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1603    0.7467    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5094   -0.5579    0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265   -1.5011    0.4790 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.0471   -2.9083    0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7184   -1.1827    0.2774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6951   -2.1567    0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0182   -1.8073   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4177   -0.4929   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7673   -0.1718   -0.3549 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500    0.4801   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1088    0.1323    0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8453   -0.8671    0.7765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8892   -0.0696    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0651   -0.2341    1.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124   -0.7326   -1.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    1.3471    0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839    1.6277   -1.3414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2087    1.7842    0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6794    3.4079   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568    2.4308   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532    4.0258   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468   -3.3494    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0557   -2.9890    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4351   -3.3883   -0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3671   -3.1905    0.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7781   -2.5945   -0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4773   -0.8741   -0.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7363    1.5210   -0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0231   -0.0302    0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9192    0.4706    2.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0330   -1.2556    1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2048   -0.2653   -1.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221   -0.6448   -1.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4374   -1.8166   -0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3189    1.9890    0.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5106    1.6632   -1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2615    2.1365    1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759    2.6441   -0.0601 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  5 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 14  3  1  0
 21  4  1  0
 14  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
M  CHG  1   6   1
M  END


  Mrv0541 04041306412D          

 21 23  0  0  0  0            999 V2000
    5.2643   -2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5498   -3.2411    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.5498   -4.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2643   -4.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9788   -4.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9788   -3.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8354   -4.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8354   -5.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5498   -5.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2643   -5.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9788   -1.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2643   -2.0035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6932   -2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6932   -2.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4077   -1.5910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6932   -4.4786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4077   -4.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5498   -6.5411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8353   -2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9788   -0.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2643   -1.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
 10  4  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 13  1  0  0  0  0
  1  6  2  0  0  0  0
 12  1  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 18  1  0  0  0  0
  2 19  1  0  0  0  0
 11 20  1  0  0  0  0
 11 21  1  0  0  0  0
M  CHG  1   2   1
M  END
> <DATABASE_ID>
HMDB0033348

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C=C(O)C=CC2=[N+](C)C2=C1CC(O)C(C)(C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C16H19NO4/c1-16(2)13(19)8-11-14(20-4)10-7-9(18)5-6-12(10)17(3)15(11)21-16/h5-7,13,19H,8H2,1-4H3/p+1

> <INCHI_KEY>
YNZXAOOXQYAYLT-UHFFFAOYSA-O

> <FORMULA>
C16H20NO4

> <MOLECULAR_WEIGHT>
290.3343

> <EXACT_MASS>
290.139233133

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.331589153167503

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,7-dihydroxy-5-methoxy-2,2,10-trimethyl-2H,3H,4H-pyrano[2,3-b]quinolin-10-ium

> <ALOGPS_LOGP>
-1.06

> <JCHEM_LOGP>
-2.591828677471745

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.647675062477042

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.9044864785300275

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3939925532175694

> <JCHEM_POLAR_SURFACE_AREA>
62.80000000000001

> <JCHEM_REFRACTIVITY>
78.87390000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7-dihydroxy-5-methoxy-2,2,10-trimethyl-3H,4H-pyrano[2,3-b]quinolin-10-ium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033348
     RDKit          3D
Rutalinium
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.6100    3.1173   -1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5503    2.4390    0.1287 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1390    1.1171    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1603    0.7467    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5094   -0.5579    0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265   -1.5011    0.4790 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.0471   -2.9083    0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7184   -1.1827    0.2774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6951   -2.1567    0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0182   -1.8073   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4177   -0.4929   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7673   -0.1718   -0.3549 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500    0.4801   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1088    0.1323    0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8453   -0.8671    0.7765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8892   -0.0696    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0651   -0.2341    1.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124   -0.7326   -1.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    1.3471    0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839    1.6277   -1.3414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2087    1.7842    0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6794    3.4079   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568    2.4308   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532    4.0258   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468   -3.3494    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0557   -2.9890    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4351   -3.3883   -0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3671   -3.1905    0.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7781   -2.5945   -0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4773   -0.8741   -0.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7363    1.5210   -0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0231   -0.0302    0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9192    0.4706    2.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0330   -1.2556    1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2048   -0.2653   -1.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221   -0.6448   -1.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4374   -1.8166   -0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3189    1.9890    0.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5106    1.6632   -1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2615    2.1365    1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759    2.6441   -0.0601 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  5 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 14  3  1  0
 21  4  1  0
 14  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
M  CHG  1   6   1
M  END

HEADER    PROTEIN                                 04-APR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-APR-13         0                                  
HETATM    1  C   UNK     0       9.827  -5.280   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       8.493  -6.050   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       8.493  -7.590   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.827  -8.360   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.160  -7.590   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.160  -6.050   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.159  -8.360   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.159  -9.900   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.493 -10.670   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.827  -9.900   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.160  -2.970   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.827  -3.740   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      12.494  -5.280   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.494  -3.740   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.828  -2.970   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      12.494  -8.360   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.828  -7.590   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.493 -12.210   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.159  -5.280   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.160  -1.430   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.827  -2.200   0.000  0.00  0.00           C+0
CONECT    1    2    6   12                                                  
CONECT    2    1    3   19                                                  
CONECT    3    2    4    7                                                  
CONECT    4    5   10    3                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5   13    1                                                  
CONECT    7    3    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    4    9                                                       
CONECT   11   12   14   20   21                                             
CONECT   12    1   11                                                       
CONECT   13    6   14                                                       
CONECT   14   13   11   15                                                  
CONECT   15   14                                                            
CONECT   16    5   17                                                       
CONECT   17   16                                                            
CONECT   18    9                                                            
CONECT   19    2                                                            
CONECT   20   11                                                            
CONECT   21   11                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0033348
HETATM    1  C1  UNL     1       1.610   3.117  -1.108  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.550   2.439   0.129  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.139   1.117   0.251  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.160   0.747   0.456  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.509  -0.558   0.569  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.426  -1.501   0.479  1.00  0.00           N1+
HETATM    7  C5  UNL     1       0.047  -2.908   0.601  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.718  -1.183   0.277  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.695  -2.157   0.183  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.018  -1.807  -0.025  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.418  -0.493  -0.145  1.00  0.00           C  
HETATM   12  O2  UNL     1       5.767  -0.172  -0.355  1.00  0.00           O  
HETATM   13  C10 UNL     1       3.450   0.480  -0.052  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.109   0.132   0.158  1.00  0.00           C  
HETATM   15  O3  UNL     1      -1.845  -0.867   0.776  1.00  0.00           O  
HETATM   16  C12 UNL     1      -2.889  -0.070   0.275  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.065  -0.234   1.239  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.312  -0.733  -1.044  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.542   1.347   0.044  1.00  0.00           C  
HETATM   20  O4  UNL     1      -2.584   1.628  -1.341  1.00  0.00           O  
HETATM   21  C16 UNL     1      -1.209   1.784   0.558  1.00  0.00           C  
HETATM   22  H1  UNL     1       2.679   3.408  -1.268  1.00  0.00           H  
HETATM   23  H2  UNL     1       1.257   2.431  -1.898  1.00  0.00           H  
HETATM   24  H3  UNL     1       0.953   4.026  -1.063  1.00  0.00           H  
HETATM   25  H4  UNL     1       0.547  -3.349   1.486  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.056  -2.989   0.637  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.435  -3.388  -0.345  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.367  -3.191   0.280  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.778  -2.594  -0.097  1.00  0.00           H  
HETATM   30  H9  UNL     1       6.477  -0.874  -0.424  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.736   1.521  -0.143  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.023  -0.030   0.727  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.919   0.471   2.109  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.033  -1.256   1.679  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.205  -0.265  -1.458  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.422  -0.645  -1.709  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.437  -1.817  -0.821  1.00  0.00           H  
HETATM   38  H17 UNL     1      -3.319   1.989   0.514  1.00  0.00           H  
HETATM   39  H18 UNL     1      -3.511   1.663  -1.674  1.00  0.00           H  
HETATM   40  H19 UNL     1      -1.262   2.136   1.601  1.00  0.00           H  
HETATM   41  H20 UNL     1      -0.876   2.644  -0.060  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   14
CONECT    4    5   21
CONECT    5    6    6   15
CONECT    6    7    8
CONECT    7   25   26   27
CONECT    8    9    9   14
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12   13
CONECT   12   30
CONECT   13   14   14   31
CONECT   15   16
CONECT   16   17   18   19
CONECT   17   32   33   34
CONECT   18   35   36   37
CONECT   19   20   21   38
CONECT   20   39
CONECT   21   40   41
END

HMDB0033348
     RDKit          3D
Rutalinium
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.6100    3.1173   -1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5503    2.4390    0.1287 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1390    1.1171    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1603    0.7467    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5094   -0.5579    0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265   -1.5011    0.4790 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.0471   -2.9083    0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7184   -1.1827    0.2774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6951   -2.1567    0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0182   -1.8073   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4177   -0.4929   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7673   -0.1718   -0.3549 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500    0.4801   -0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1088    0.1323    0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8453   -0.8671    0.7765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8892   -0.0696    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0651   -0.2341    1.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124   -0.7326   -1.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419    1.3471    0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5839    1.6277   -1.3414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2087    1.7842    0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6794    3.4079   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568    2.4308   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532    4.0258   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468   -3.3494    1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0557   -2.9890    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4351   -3.3883   -0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3671   -3.1905    0.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7781   -2.5945   -0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4773   -0.8741   -0.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7363    1.5210   -0.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0231   -0.0302    0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9192    0.4706    2.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0330   -1.2556    1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2048   -0.2653   -1.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221   -0.6448   -1.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4374   -1.8166   -0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3189    1.9890    0.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5106    1.6632   -1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2615    2.1365    1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759    2.6441   -0.0601 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  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  5 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 14  3  1  0
 21  4  1  0
 14  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  7 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
M  CHG  1   6   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₂₀NO₄

Average Molecular Weight

290.3343

Monoisotopic Molecular Weight

290.139233133

IUPAC Name

3,7-dihydroxy-5-methoxy-2,2,10-trimethyl-2H,3H,4H-pyrano[2,3-b]quinolin-10-ium

Traditional Name

3,7-dihydroxy-5-methoxy-2,2,10-trimethyl-3H,4H-pyrano[2,3-b]quinolin-10-ium

CAS Registry Number

27539-40-8

SMILES

COC1=C2C=C(O)C=CC2=[N+](C)C2=C1CC(O)C(C)(C)O2

InChI Identifier

InChI=1S/C16H19NO4/c1-16(2)13(19)8-11-14(20-4)10-7-9(18)5-6-12(10)17(3)15(11)21-16/h5-7,13,19H,8H2,1-4H3/p+1

InChI Key

YNZXAOOXQYAYLT-UHFFFAOYSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoquinolines. These are polycyclic compounds containing a pyran ring fused to a quinoline moiety. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinolones and derivatives

Direct Parent

Pyranoquinolines

Alternative Parents

Substituents

Pyranoquinoline
Hydroxyquinoline
Pyranopyridine
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Pyran
Pyridine
Benzenoid
Pyridinium
Heteroaromatic compound
Secondary alcohol
Ether
Oxacycle
Azacycle
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033348)
Cytoplasm (HMDB: HMDB0033348)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033348)

Source

Exogenous

Food

Food (HMDB: HMDB0033348)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033348)

Not Available

Nutrient (HMDB: HMDB0033348)

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	0.025 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-2.6	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	4.9	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.8 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	78.87 m³·mol⁻¹	ChemAxon
Polarizability	31.33 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	169.573	30932474
DeepCCS	[M-H]-	167.215	30932474
DeepCCS	[M-2H]-	201.213	30932474
DeepCCS	[M+Na]+	176.439	30932474
AllCCS	[M+H]+	167.2	32859911
AllCCS	[M+H-H2O]+	163.7	32859911
AllCCS	[M+NH4]+	170.5	32859911
AllCCS	[M+Na]+	171.4	32859911
AllCCS	[M-H]-	175.8	32859911
AllCCS	[M+Na-2H]-	175.9	32859911
AllCCS	[M+HCOO]-	176.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rutalinium	COC1=C2C=C(O)C=CC2=[N+](C)C2=C1CC(O)C(C)(C)O2	3625.0	Standard polar	33892256
Rutalinium	COC1=C2C=C(O)C=CC2=[N+](C)C2=C1CC(O)C(C)(C)O2	2461.2	Standard non polar	33892256
Rutalinium	COC1=C2C=C(O)C=CC2=[N+](C)C2=C1CC(O)C(C)(C)O2	2732.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rutalinium,1TMS,isomer #1	COC1=C2CC(O)C(C)(C)OC2=[N+](C)C2=CC=C(O[Si](C)(C)C)C=C12	2582.9	Semi standard non polar	33892256
Rutalinium,1TMS,isomer #2	COC1=C2CC(O[Si](C)(C)C)C(C)(C)OC2=[N+](C)C2=CC=C(O)C=C12	2521.6	Semi standard non polar	33892256
Rutalinium,2TMS,isomer #1	COC1=C2CC(O[Si](C)(C)C)C(C)(C)OC2=[N+](C)C2=CC=C(O[Si](C)(C)C)C=C12	2534.8	Semi standard non polar	33892256
Rutalinium,1TBDMS,isomer #1	COC1=C2CC(O)C(C)(C)OC2=[N+](C)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C12	2813.9	Semi standard non polar	33892256
Rutalinium,1TBDMS,isomer #2	COC1=C2CC(O[Si](C)(C)C(C)(C)C)C(C)(C)OC2=[N+](C)C2=CC=C(O)C=C12	2793.2	Semi standard non polar	33892256
Rutalinium,2TBDMS,isomer #1	COC1=C2CC(O[Si](C)(C)C(C)(C)C)C(C)(C)OC2=[N+](C)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C12	2959.7	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 - Rutalinium GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0390000000-2f82515f0a1e84d8dee2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rutalinium GC-MS (2 TMS) - 70eV, Positive	splash10-01b9-9218700000-96332067ecbbb150b58c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rutalinium GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rutalinium 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 - Rutalinium 10V, Positive-QTOF	splash10-0006-0090000000-a152d6e7fce32143a35c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutalinium 20V, Positive-QTOF	splash10-001r-8090000000-1785580b96b8b192b808	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutalinium 40V, Positive-QTOF	splash10-000i-9350000000-9954f4dfc0c1247490fe	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutalinium 10V, Negative-QTOF	splash10-000i-0090000000-3297dfcc2b9065a62bc3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutalinium 20V, Negative-QTOF	splash10-000i-4090000000-bb3223d159d808e68e0d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutalinium 40V, Negative-QTOF	splash10-00di-9000000000-8d4a2eb0459bd41960d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutalinium 10V, Positive-QTOF	splash10-0006-0090000000-10fa9dcaee706160b071	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutalinium 20V, Positive-QTOF	splash10-00dl-0090000000-cd4b78b4e2e810e8d17f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutalinium 40V, Positive-QTOF	splash10-0600-0190000000-49cd2f07e602a11eac3a	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)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

FDB011376

KNApSAcK ID

C00052406

Chemspider ID

153689

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

176456

PDB ID

Not Available

ChEBI ID

174764

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 Rutalinium (HMDB0033348)

MOL for HMDB0033348 (Rutalinium)

3D MOL for HMDB0033348 (Rutalinium)

3D SDF for HMDB0033348 (Rutalinium)

3D-SDF for HMDB0033348 (Rutalinium)

PDB for HMDB0033348 (Rutalinium)

3D PDB for HMDB0033348 (Rutalinium)

SMILES for HMDB0033348 (Rutalinium)

INCHI for HMDB0033348 (Rutalinium)

Structure for HMDB0033348 (Rutalinium)

3D Structure for HMDB0033348 (Rutalinium)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra