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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:37:37 UTC

Update Date

2022-03-07 02:53:52 UTC

HMDB ID

HMDB0033852

Secondary Accession Numbers

HMDB33852

Metabolite Identification

Common Name

Rutacridone

Description

Rutacridone belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety. Rutacridone has been detected, but not quantified in, herbs and spices. This could make rutacridone a potential biomarker for the consumption of these foods. Rutacridone is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a small amount of articles have been published on Rutacridone.

Structure

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

HMDB0033852
     RDKit          3D
Rutacridone
 40 43  0  0  0  0  0  0  0  0999 V2000
    5.2799    0.0782    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2656    0.7563   -0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377    1.6216   -1.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9632    0.6617    0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    0.1276   -0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264   -0.2227    0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4985   -0.6539    1.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8651   -1.1457    2.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218   -1.2321    2.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974   -1.7300    3.7673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975   -0.8150    1.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -0.9023    1.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1799   -1.3553    2.4809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922   -0.5102    0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6640   -0.6297    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4064   -0.2661   -0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7370    0.2201   -1.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    0.3400   -1.8129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5786   -0.0190   -0.7218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2403    0.0894   -0.7249 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131    0.6925   -1.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5588   -0.3094    0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8926   -0.4695    1.3231 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1618   -0.5504    1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2449    0.1397   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6392    2.3893   -1.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338    2.1065   -1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3209    1.0142   -2.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684    1.5811    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493   -0.9165   -0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8629    0.5576   -1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4295   -1.4708    3.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9552   -1.9238    4.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2013   -1.0185    1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4877   -0.3498   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2720    0.5204   -2.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8474    0.7091   -2.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0392    1.6037   -1.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0812    0.0336   -2.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2870    1.2485   -2.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  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
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 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  1  0
 20 22  1  0
  7 23  1  0
 23  4  1  0
 22  6  1  0
 22 11  2  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
 10 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
M  END


  Mrv0541 05061307242D          

 23 26  0  0  0  0            999 V2000
    0.7972    2.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606    3.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5210    2.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1879    1.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9384    2.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6317    0.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1326    2.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0010    2.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1019    0.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5836    2.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8259    1.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4086    1.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5764    1.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9077   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1929    2.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8524    0.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4639    0.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2144    1.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2697    0.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7706    2.0041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1573   -0.7872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5193   -0.3549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010    1.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
 10  1  2  0  0  0  0
 10  2  1  0  0  0  0
 11  6  2  0  0  0  0
 12  8  1  0  0  0  0
 13  7  2  0  0  0  0
 13 11  1  0  0  0  0
 14  9  2  0  0  0  0
 15  8  1  0  0  0  0
 15 10  1  0  0  0  0
 16  9  1  0  0  0  0
 16 12  2  0  0  0  0
 17 14  1  0  0  0  0
 18 12  1  0  0  0  0
 18 17  2  0  0  0  0
 19 11  1  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  1  0  0  0  0
 21 14  1  0  0  0  0
 22 19  2  0  0  0  0
 23 15  1  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033852

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=CC=CC=C2C(=O)C2=C1C1=C(OC(C1)C(C)=C)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C19H17NO3/c1-10(2)15-8-12-16(23-15)9-14(21)17-18(12)20(3)13-7-5-4-6-11(13)19(17)22/h4-7,9,15,21H,1,8H2,2-3H3

> <INCHI_KEY>
FHAGACMCMQYSNX-UHFFFAOYSA-N

> <FORMULA>
C19H17NO3

> <MOLECULAR_WEIGHT>
307.3432

> <EXACT_MASS>
307.120843415

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
33.27576511210721

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-11-methyl-2-(prop-1-en-2-yl)-1H,2H,6H,11H-furo[2,3-c]acridin-6-one

> <ALOGPS_LOGP>
2.93

> <JCHEM_LOGP>
4.385984962333333

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.274481441054723

> <JCHEM_PKA_STRONGEST_BASIC>
-4.16075240167221

> <JCHEM_POLAR_SURFACE_AREA>
49.769999999999996

> <JCHEM_REFRACTIVITY>
88.82699999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rutacridone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033852
     RDKit          3D
Rutacridone
 40 43  0  0  0  0  0  0  0  0999 V2000
    5.2799    0.0782    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2656    0.7563   -0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377    1.6216   -1.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9632    0.6617    0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    0.1276   -0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264   -0.2227    0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4985   -0.6539    1.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8651   -1.1457    2.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218   -1.2321    2.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974   -1.7300    3.7673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975   -0.8150    1.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -0.9023    1.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1799   -1.3553    2.4809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922   -0.5102    0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6640   -0.6297    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4064   -0.2661   -0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7370    0.2201   -1.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    0.3400   -1.8129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5786   -0.0190   -0.7218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2403    0.0894   -0.7249 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131    0.6925   -1.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5588   -0.3094    0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8926   -0.4695    1.3231 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1618   -0.5504    1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2449    0.1397   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6392    2.3893   -1.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338    2.1065   -1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3209    1.0142   -2.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684    1.5811    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493   -0.9165   -0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8629    0.5576   -1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4295   -1.4708    3.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9552   -1.9238    4.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2013   -1.0185    1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4877   -0.3498   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2720    0.5204   -2.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8474    0.7091   -2.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0392    1.6037   -1.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0812    0.0336   -2.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2870    1.2485   -2.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  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
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 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  1  0
 20 22  1  0
  7 23  1  0
 23  4  1  0
 22  6  1  0
 22 11  2  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
 10 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  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       1.488   4.536   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.286   6.506   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.439   5.209   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.417   2.749   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.952   4.217   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.379   1.612   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.448   4.548   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.602   4.273   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.790   0.329   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.956   5.002   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.875   1.943   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.363   2.934   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.409   3.411   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.294  -0.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.093   3.963   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.324   1.797   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.333   1.136   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.867   2.604   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.837   0.805   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       8.905   3.741   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       7.760  -1.469   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.303  -0.662   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.922   2.433   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   20                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   11                                                       
CONECT    7    5   13                                                       
CONECT    8   12   15                                                       
CONECT    9   14   16                                                       
CONECT   10    1    2   15                                                  
CONECT   11    6   13   19                                                  
CONECT   12    8   16   18                                                  
CONECT   13    7   11   20                                                  
CONECT   14    9   17   21                                                  
CONECT   15    8   10   23                                                  
CONECT   16    9   12   23                                                  
CONECT   17   14   18   19                                                  
CONECT   18   12   17   20                                                  
CONECT   19   11   17   22                                                  
CONECT   20    3   13   18                                                  
CONECT   21   14                                                            
CONECT   22   19                                                            
CONECT   23   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0033852
HETATM    1  C1  UNL     1       5.280   0.078   0.232  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.266   0.756  -0.235  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.438   1.622  -1.425  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.963   0.662   0.416  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.862   0.128  -0.536  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.826  -0.223   0.378  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.499  -0.654   1.541  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.865  -1.146   2.646  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.522  -1.232   2.642  1.00  0.00           C  
HETATM   10  O1  UNL     1      -1.097  -1.730   3.767  1.00  0.00           O  
HETATM   11  C10 UNL     1      -1.197  -0.815   1.520  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.593  -0.902   1.467  1.00  0.00           C  
HETATM   13  O2  UNL     1      -3.180  -1.355   2.481  1.00  0.00           O  
HETATM   14  C12 UNL     1      -3.292  -0.510   0.356  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.664  -0.630   0.342  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.406  -0.266  -0.753  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.737   0.220  -1.835  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.329   0.340  -1.813  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.579  -0.019  -0.722  1.00  0.00           C  
HETATM   20  N1  UNL     1      -1.240   0.089  -0.725  1.00  0.00           N  
HETATM   21  C18 UNL     1      -0.513   0.692  -1.825  1.00  0.00           C  
HETATM   22  C19 UNL     1      -0.559  -0.309   0.385  1.00  0.00           C  
HETATM   23  O3  UNL     1       2.893  -0.470   1.323  1.00  0.00           O  
HETATM   24  H1  UNL     1       5.162  -0.550   1.094  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.245   0.140  -0.239  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.639   2.389  -1.478  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.434   2.106  -1.470  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.321   1.014  -2.369  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.668   1.581   0.914  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.349  -0.917  -0.765  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.863   0.558  -1.461  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.430  -1.471   3.527  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.955  -1.924   4.108  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.201  -1.018   1.206  1.00  0.00           H  
HETATM   35  H12 UNL     1      -6.488  -0.350  -0.790  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.272   0.520  -2.724  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.847   0.709  -2.699  1.00  0.00           H  
HETATM   38  H15 UNL     1       0.039   1.604  -1.492  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.081   0.034  -2.544  1.00  0.00           H  
HETATM   40  H17 UNL     1      -1.287   1.248  -2.444  1.00  0.00           H  
CONECT    1    2    2   24   25
CONECT    2    3    4
CONECT    3   26   27   28
CONECT    4    5   23   29
CONECT    5    6   30   31
CONECT    6    7    7   22
CONECT    7    8   23
CONECT    8    9    9   32
CONECT    9   10   11
CONECT   10   33
CONECT   11   12   22   22
CONECT   12   13   13   14
CONECT   14   15   15   19
CONECT   15   16   34
CONECT   16   17   17   35
CONECT   17   18   36
CONECT   18   19   19   37
CONECT   19   20
CONECT   20   21   22
CONECT   21   38   39   40
END

HMDB0033852
     RDKit          3D
Rutacridone
 40 43  0  0  0  0  0  0  0  0999 V2000
    5.2799    0.0782    0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2656    0.7563   -0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377    1.6216   -1.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9632    0.6617    0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    0.1276   -0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264   -0.2227    0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4985   -0.6539    1.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8651   -1.1457    2.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218   -1.2321    2.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974   -1.7300    3.7673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975   -0.8150    1.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -0.9023    1.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1799   -1.3553    2.4809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922   -0.5102    0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6640   -0.6297    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4064   -0.2661   -0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7370    0.2201   -1.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    0.3400   -1.8129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5786   -0.0190   -0.7218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2403    0.0894   -0.7249 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131    0.6925   -1.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5588   -0.3094    0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8926   -0.4695    1.3231 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1618   -0.5504    1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2449    0.1397   -0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6392    2.3893   -1.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338    2.1065   -1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3209    1.0142   -2.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684    1.5811    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493   -0.9165   -0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8629    0.5576   -1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4295   -1.4708    3.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9552   -1.9238    4.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2013   -1.0185    1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4877   -0.3498   -0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2720    0.5204   -2.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8474    0.7091   -2.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0392    1.6037   -1.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0812    0.0336   -2.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2870    1.2485   -2.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  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
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 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  1  0
 20 22  1  0
  7 23  1  0
 23  4  1  0
 22  6  1  0
 22 11  2  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
 10 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Rutacridone	HMDB
1,11-dihydro-5-Hydroxy-11-methyl-2-(1-methylethenyl)furo[2,3-c]acridin-6(2H)-one	HMDB
Rutacridon	HMDB

Chemical Formula

C₁₉H₁₇NO₃

Average Molecular Weight

307.3432

Monoisotopic Molecular Weight

307.120843415

IUPAC Name

5-hydroxy-11-methyl-2-(prop-1-en-2-yl)-1H,2H,6H,11H-furo[2,3-c]acridin-6-one

Traditional Name

rutacridone

CAS Registry Number

17948-33-3

SMILES

CN1C2=CC=CC=C2C(=O)C2=C1C1=C(OC(C1)C(C)=C)C=C2O

InChI Identifier

InChI=1S/C19H17NO3/c1-10(2)15-8-12-16(23-15)9-14(21)17-18(12)20(3)13-7-5-4-6-11(13)19(17)22/h4-7,9,15,21H,1,8H2,2-3H3

InChI Key

FHAGACMCMQYSNX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridones

Alternative Parents

Substituents

Acridone
Dihydroquinolone
Dihydroquinoline
Coumaran
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Pyridine
Benzenoid
Vinylogous amide
Vinylogous acid
Heteroaromatic compound
Oxacycle
Azacycle
Ether
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acridines (CHEBI:8917 )
Acridone alkaloids (C10738 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	161 - 162 °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	0.44 g/L	ALOGPS
logP	2.93	ALOGPS
logP	4.39	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	10.27	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.77 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.83 m³·mol⁻¹	ChemAxon
Polarizability	33.28 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]+	173.614	31661259
DarkChem	[M-H]-	171.809	31661259
DeepCCS	[M+H]+	165.896	30932474
DeepCCS	[M-H]-	163.538	30932474
DeepCCS	[M-2H]-	196.665	30932474
DeepCCS	[M+Na]+	171.989	30932474
AllCCS	[M+H]+	173.1	32859911
AllCCS	[M+H-H2O]+	169.5	32859911
AllCCS	[M+NH4]+	176.4	32859911
AllCCS	[M+Na]+	177.3	32859911
AllCCS	[M-H]-	178.5	32859911
AllCCS	[M+Na-2H]-	177.7	32859911
AllCCS	[M+HCOO]-	177.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rutacridone	CN1C2=CC=CC=C2C(=O)C2=C1C1=C(OC(C1)C(C)=C)C=C2O	3785.2	Standard polar	33892256
Rutacridone	CN1C2=CC=CC=C2C(=O)C2=C1C1=C(OC(C1)C(C)=C)C=C2O	2652.0	Standard non polar	33892256
Rutacridone	CN1C2=CC=CC=C2C(=O)C2=C1C1=C(OC(C1)C(C)=C)C=C2O	3281.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rutacridone,1TMS,isomer #1	C=C(C)C1CC2=C(C=C(O[Si](C)(C)C)C3=C2N(C)C2=CC=CC=C2C3=O)O1	2957.8	Semi standard non polar	33892256
Rutacridone,1TBDMS,isomer #1	C=C(C)C1CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C3=C2N(C)C2=CC=CC=C2C3=O)O1	3141.4	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 - Rutacridone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-5691000000-1ddf69528be5fcc16c9a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rutacridone GC-MS (1 TMS) - 70eV, Positive	splash10-08ml-6239000000-3f894f8fb926fe8eb14b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rutacridone 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 - Rutacridone 10V, Positive-QTOF	splash10-0a4i-0029000000-24948b5673bb27691c8f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutacridone 20V, Positive-QTOF	splash10-0a4i-2059000000-34a30d9e468b3ddff927	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutacridone 40V, Positive-QTOF	splash10-0irc-2090000000-911412fc362f29e9a3b8	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutacridone 10V, Negative-QTOF	splash10-0a4i-0009000000-011dc9a9ef806569fe5d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutacridone 20V, Negative-QTOF	splash10-0a4i-0029000000-ef37b09a0dbc78783669	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutacridone 40V, Negative-QTOF	splash10-01p9-1190000000-9398d9a765304fe8eb9b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutacridone 10V, Positive-QTOF	splash10-0a4i-0009000000-ed2be3ff544333dbf2f6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutacridone 20V, Positive-QTOF	splash10-0a4i-0009000000-e579d7850498b47c171c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutacridone 40V, Positive-QTOF	splash10-08fr-1591000000-0490ddae57c1d86d9cd8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutacridone 10V, Negative-QTOF	splash10-0a4i-0009000000-56560acea101cb12c02e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutacridone 20V, Negative-QTOF	splash10-0a4i-0019000000-39b775086ac55981c91c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutacridone 40V, Negative-QTOF	splash10-01t9-0190000000-b680d4bf6f4d0de50bf2	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281849

PDB ID

Not Available

ChEBI ID

8917

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 Rutacridone (HMDB0033852)

MOL for HMDB0033852 (Rutacridone)

3D MOL for HMDB0033852 (Rutacridone)

3D SDF for HMDB0033852 (Rutacridone)

3D-SDF for HMDB0033852 (Rutacridone)

PDB for HMDB0033852 (Rutacridone)

3D PDB for HMDB0033852 (Rutacridone)

SMILES for HMDB0033852 (Rutacridone)

INCHI for HMDB0033852 (Rutacridone)

Structure for HMDB0033852 (Rutacridone)

3D Structure for HMDB0033852 (Rutacridone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra