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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:50:15 UTC

Update Date

2022-03-07 02:53:58 UTC

HMDB ID

HMDB0034058

Secondary Accession Numbers

HMDB34058

Metabolite Identification

Common Name

Quinacridone

Description

Quinacridone belongs to the class of organic compounds known as pyridoacridines. Pyridoacridines are compounds containing a pyridoacridine ring system, which consists of a pyridine fused to an acridine. Based on a literature review very few articles have been published on Quinacridone.

Structure

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

HMDB0034058
     RDKit          3D
Quinacridone
 36 40  0  0  0  0  0  0  0  0999 V2000
   -2.7064    0.2096    2.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5476    0.0349    1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6457   -0.1383    0.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9381   -0.1274    0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0283   -0.3007   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8609   -0.4927   -1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5609   -0.5025   -1.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4660   -0.3296   -1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2046   -0.3405   -1.5969 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1261   -0.1732   -0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1579   -0.1877   -1.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2704   -0.0184   -0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566   -0.0335   -1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7079   -0.2074   -2.2474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463    0.1402   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9338    0.1256   -0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0432    0.2972    0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8385    0.4867    1.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5686    0.5069    2.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4789    0.3325    1.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2162    0.3419    1.6377 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1373    0.1756    0.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491    0.1906    1.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2603    0.0209    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0458    0.0253    1.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0270   -0.2883    0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7151   -0.6283   -2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4297   -0.6534   -3.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0968   -0.4881   -2.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2665   -0.3391   -2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0566   -0.0223   -1.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0004    0.2730   -0.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907    0.6226    2.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3975    0.6551    3.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1085    0.4894    2.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2677    0.3430    2.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24  2  1  0
  8  3  1  0
 24 10  1  0
 22 12  2  0
 20 15  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 21 35  1  0
 23 36  1  0
M  END


  Mrv0541 05061307322D          

 24 28  0  0  0  0            999 V2000
    6.4302   -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
    6.4302   -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
    5.7158   -1.6500    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
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -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
    3.5724   -1.2375    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
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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
    4.2868    0.0000    0.0000 N   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
    4.2868   -2.4750    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
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12  6  2  0  0  0  0
 13  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  7  2  0  0  0  0
 15 11  1  0  0  0  0
 16  8  2  0  0  0  0
 16 12  1  0  0  0  0
 17 10  2  0  0  0  0
 17 13  1  0  0  0  0
 18  9  1  0  0  0  0
 18 14  2  0  0  0  0
 19 11  1  0  0  0  0
 19 13  1  0  0  0  0
 20 12  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 21 17  1  0  0  0  0
 22 16  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  2  0  0  0  0
 24 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034058

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1C2=CC=CC=C2NC2=CC3=C(NC4=CC=CC=C4C3=O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H12N2O2/c23-19-11-5-1-3-7-15(11)21-17-10-14-18(9-13(17)19)22-16-8-4-2-6-12(16)20(14)24/h1-10H,(H,21,23)(H,22,24)

> <INCHI_KEY>
NRCMAYZCPIVABH-UHFFFAOYSA-N

> <FORMULA>
C20H12N2O2

> <MOLECULAR_WEIGHT>
312.3215

> <EXACT_MASS>
312.089877638

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
33.63074169576844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7,12,14-tetrahydro-5,12-diazapentacene-7,14-dione

> <ALOGPS_LOGP>
4.39

> <JCHEM_LOGP>
6.425311809333333

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.134806830978892

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.134806830978892

> <JCHEM_PKA_STRONGEST_BASIC>
-0.737862351726238

> <JCHEM_POLAR_SURFACE_AREA>
58.199999999999996

> <JCHEM_REFRACTIVITY>
92.0654

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
quinacridone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034058
     RDKit          3D
Quinacridone
 36 40  0  0  0  0  0  0  0  0999 V2000
   -2.7064    0.2096    2.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5476    0.0349    1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6457   -0.1383    0.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9381   -0.1274    0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0283   -0.3007   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8609   -0.4927   -1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5609   -0.5025   -1.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4660   -0.3296   -1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2046   -0.3405   -1.5969 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1261   -0.1732   -0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1579   -0.1877   -1.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2704   -0.0184   -0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566   -0.0335   -1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7079   -0.2074   -2.2474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463    0.1402   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9338    0.1256   -0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0432    0.2972    0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8385    0.4867    1.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5686    0.5069    2.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4789    0.3325    1.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2162    0.3419    1.6377 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1373    0.1756    0.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491    0.1906    1.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2603    0.0209    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0458    0.0253    1.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0270   -0.2883    0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7151   -0.6283   -2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4297   -0.6534   -3.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0968   -0.4881   -2.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2665   -0.3391   -2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0566   -0.0223   -1.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0004    0.2730   -0.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907    0.6226    2.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3975    0.6551    3.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1085    0.4894    2.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2677    0.3430    2.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24  2  1  0
  8  3  1  0
 24 10  1  0
 22 12  2  0
 20 15  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 21 35  1  0
 23 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      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   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       9.336  -2.310   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       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       8.002   0.000   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    7                                                       
CONECT    4    2    8                                                       
CONECT    5    1   11                                                       
CONECT    6    2   12                                                       
CONECT    7    3   15                                                       
CONECT    8    4   16                                                       
CONECT    9   13   18                                                       
CONECT   10   14   17                                                       
CONECT   11    5   15   19                                                  
CONECT   12    6   16   20                                                  
CONECT   13    9   17   19                                                  
CONECT   14   10   18   20                                                  
CONECT   15    7   11   21                                                  
CONECT   16    8   12   22                                                  
CONECT   17   10   13   21                                                  
CONECT   18    9   14   22                                                  
CONECT   19   11   13   23                                                  
CONECT   20   12   14   24                                                  
CONECT   21   15   17                                                       
CONECT   22   16   18                                                       
CONECT   23   19                                                            
CONECT   24   20                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

COMPND    HMDB0034058
HETATM    1  O1  UNL     1      -2.706   0.210   2.297  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.548   0.035   1.060  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.646  -0.138   0.232  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.938  -0.127   0.715  1.00  0.00           C  
HETATM    5  C4  UNL     1      -6.028  -0.301  -0.117  1.00  0.00           C  
HETATM    6  C5  UNL     1      -5.861  -0.493  -1.473  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.561  -0.502  -1.951  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.466  -0.330  -1.124  1.00  0.00           C  
HETATM    9  N1  UNL     1      -2.205  -0.340  -1.597  1.00  0.00           N  
HETATM   10  C8  UNL     1      -1.126  -0.173  -0.802  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.158  -0.188  -1.307  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.270  -0.018  -0.509  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.557  -0.033  -1.018  1.00  0.00           C  
HETATM   14  O2  UNL     1       2.708  -0.207  -2.247  1.00  0.00           O  
HETATM   15  C12 UNL     1       3.646   0.140  -0.184  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.934   0.126  -0.690  1.00  0.00           C  
HETATM   17  C14 UNL     1       6.043   0.297   0.123  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.838   0.487   1.475  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.569   0.507   2.014  1.00  0.00           C  
HETATM   20  C17 UNL     1       3.479   0.332   1.174  1.00  0.00           C  
HETATM   21  N2  UNL     1       2.216   0.342   1.638  1.00  0.00           N  
HETATM   22  C18 UNL     1       1.137   0.176   0.850  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.149   0.191   1.358  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.260   0.021   0.558  1.00  0.00           C  
HETATM   25  H1  UNL     1      -5.046   0.025   1.785  1.00  0.00           H  
HETATM   26  H2  UNL     1      -7.027  -0.288   0.283  1.00  0.00           H  
HETATM   27  H3  UNL     1      -6.715  -0.628  -2.124  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.430  -0.653  -3.018  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.097  -0.488  -2.633  1.00  0.00           H  
HETATM   30  H6  UNL     1       0.267  -0.339  -2.369  1.00  0.00           H  
HETATM   31  H7  UNL     1       5.057  -0.022  -1.734  1.00  0.00           H  
HETATM   32  H8  UNL     1       7.000   0.273  -0.344  1.00  0.00           H  
HETATM   33  H9  UNL     1       6.691   0.623   2.128  1.00  0.00           H  
HETATM   34  H10 UNL     1       4.398   0.655   3.074  1.00  0.00           H  
HETATM   35  H11 UNL     1       2.109   0.489   2.673  1.00  0.00           H  
HETATM   36  H12 UNL     1      -0.268   0.343   2.431  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   24
CONECT    3    4    4    8
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9
CONECT    9   10   29
CONECT   10   11   11   24
CONECT   11   12   30
CONECT   12   13   22   22
CONECT   13   14   14   15
CONECT   15   16   16   20
CONECT   16   17   31
CONECT   17   18   18   32
CONECT   18   19   33
CONECT   19   20   20   34
CONECT   20   21
CONECT   21   22   35
CONECT   22   23
CONECT   23   24   24   36
END

HMDB0034058
     RDKit          3D
Quinacridone
 36 40  0  0  0  0  0  0  0  0999 V2000
   -2.7064    0.2096    2.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5476    0.0349    1.0603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6457   -0.1383    0.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9381   -0.1274    0.7148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0283   -0.3007   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8609   -0.4927   -1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5609   -0.5025   -1.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4660   -0.3296   -1.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2046   -0.3405   -1.5969 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1261   -0.1732   -0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1579   -0.1877   -1.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2704   -0.0184   -0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566   -0.0335   -1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7079   -0.2074   -2.2474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463    0.1402   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9338    0.1256   -0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0432    0.2972    0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8385    0.4867    1.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5686    0.5069    2.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4789    0.3325    1.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2162    0.3419    1.6377 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1373    0.1756    0.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491    0.1906    1.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2603    0.0209    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0458    0.0253    1.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0270   -0.2883    0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7151   -0.6283   -2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4297   -0.6534   -3.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0968   -0.4881   -2.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2665   -0.3391   -2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0566   -0.0223   -1.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0004    0.2730   -0.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907    0.6226    2.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3975    0.6551    3.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1085    0.4894    2.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2677    0.3430    2.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24  2  1  0
  8  3  1  0
 24 10  1  0
 22 12  2  0
 20 15  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 11 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 21 35  1  0
 23 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,12-dihydro-quino(2,3,b)Acridine-7,14-dione	HMDB
5,12-dihydro-quino(2,3-b)Acridine-7,14-dione	HMDB
5,12-dihydro-quino[2,3-b]Acridine-7,14-dione	HMDB
5,12-dihydroquino(2,3-b)Acridine-7,14-dione	HMDB
5,12-dihydroquino[2,3-b]Acridine-7,14-dione	HMDB
C.I. pigment violet 19	HMDB
CI pigment red 122	HMDB
CI pigment violet 19	HMDB
Cinquasia b-RT 796D	HMDB
Cinquasia red	HMDB
Cinquasia red b	HMDB
Cinquasia red y	HMDB
Cinquasia red y-RT 759D	HMDB
Cinquasia violet	HMDB
Cinquasia violet R	HMDB
Cinquasia violet R-RT 791D	HMDB
Dark violet	HMDB
e 3b Red	HMDB
Fastogen super red BN	HMDB
Fastogen super red ye	HMDB
Hostaperm red e 3b	HMDB
Hostaperm red e 5b	HMDB
Hostaperm red e5b	HMDB
Hostaperm red violet er	HMDB
Hostaperm red violet er 02	HMDB
Hostapern red violet er	HMDB
Lin-trans-quinacridone	HMDB
Linear quinacridone	HMDB
Linear trans quinacridone	HMDB
Monastral red	HMDB
Monastral red b	HMDB
Monastral red y	HMDB
Monastral violet 4R	HMDB
Monastral violet R	HMDB
Monastrol red y	HMDB
Paliogen red BG	HMDB
Permanent magenta	HMDB
Permanent red e 3b	HMDB
Permanent red e 5b	HMDB
Permanent red e3b	HMDB
Permanent red e5b	HMDB
Pigment pink quinacridone S	HMDB
Pigment quinacridone red	HMDB
Pigment violet #19	HMDB
Pigment violet 19	HMDB
Pigment violet quinacridone	HMDB
PV Fast red e 3b	HMDB
PV Fast red e 5b	HMDB
PV Fast red e3b	HMDB
PV Fast red e5b	HMDB
PV-Fast red e3b	HMDB
PV-Fast red e5b	HMDB
Quinaccridone	HMDB
Quinacridone red	HMDB
Quinacridone red MC	HMDB
Quinacridone violet	HMDB
Quinacridone violet MC	HMDB
Red e 3b	HMDB
Sunfast red 19	HMDB
Sunfast violet	HMDB

Chemical Formula

C₂₀H₁₂N₂O₂

Average Molecular Weight

312.3215

Monoisotopic Molecular Weight

312.089877638

IUPAC Name

5,7,12,14-tetrahydro-5,12-diazapentacene-7,14-dione

Traditional Name

quinacridone

CAS Registry Number

1047-16-1

SMILES

O=C1C2=CC=CC=C2NC2=CC3=C(NC4=CC=CC=C4C3=O)C=C12

InChI Identifier

InChI=1S/C20H12N2O2/c23-19-11-5-1-3-7-15(11)21-17-10-14-18(9-13(17)19)22-16-8-4-2-6-12(16)20(14)24/h1-10H,(H,21,23)(H,22,24)

InChI Key

NRCMAYZCPIVABH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridoacridines. Pyridoacridines are compounds containing a pyridoacridine ring system, which consists of a pyridine fused to an acridine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Pyridoacridines

Alternative Parents

Substituents

Pyridoacridine
Acridone
Dihydroquinolone
Dihydroquinoline
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen 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: HMDB0034058)
Cell membrane (HMDB: HMDB0034058)

Source

Exogenous

Exogenous (HMDB: HMDB0034058)

Food

Food (HMDB: HMDB0034058)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034058)

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Dye (HMDB: HMDB0034058)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	390 °C	Not Available
Boiling Point	568.47 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	53.81 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.291 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	4.39	ALOGPS
logP	6.43	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	17.13	ChemAxon
pKa (Strongest Basic)	-0.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.2 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	92.07 m³·mol⁻¹	ChemAxon
Polarizability	33.63 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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
DarkChem	[M+H]+	172.884	31661259
DarkChem	[M-H]-	170.507	31661259
DeepCCS	[M-2H]-	204.6	30932474
DeepCCS	[M+Na]+	180.145	30932474
AllCCS	[M+H]+	175.4	32859911
AllCCS	[M+H-H2O]+	171.7	32859911
AllCCS	[M+NH4]+	178.8	32859911
AllCCS	[M+Na]+	179.8	32859911
AllCCS	[M-H]-	175.2	32859911
AllCCS	[M+Na-2H]-	173.8	32859911
AllCCS	[M+HCOO]-	172.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.13 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0583 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.79 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1953.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	314.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	78.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	189.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	386.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	333.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	509.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	747.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	539.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	295.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	779.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	253.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	284.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	735.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	337.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Quinacridone	O=C1C2=CC=CC=C2NC2=CC3=C(NC4=CC=CC=C4C3=O)C=C12	4035.6	Standard polar	33892256
Quinacridone	O=C1C2=CC=CC=C2NC2=CC3=C(NC4=CC=CC=C4C3=O)C=C12	3086.3	Standard non polar	33892256
Quinacridone	O=C1C2=CC=CC=C2NC2=CC3=C(NC4=CC=CC=C4C3=O)C=C12	3935.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Quinacridone,1TMS,isomer #1	C[Si](C)(C)N1C2=CC=CC=C2C(=O)C2=CC3=C(C=C21)C(=O)C1=CC=CC=C1[NH]3	3615.1	Semi standard non polar	33892256
Quinacridone,1TMS,isomer #1	C[Si](C)(C)N1C2=CC=CC=C2C(=O)C2=CC3=C(C=C21)C(=O)C1=CC=CC=C1[NH]3	3325.3	Standard non polar	33892256
Quinacridone,2TMS,isomer #1	C[Si](C)(C)N1C2=CC=CC=C2C(=O)C2=CC3=C(C=C21)C(=O)C1=CC=CC=C1N3[Si](C)(C)C	3626.3	Semi standard non polar	33892256
Quinacridone,2TMS,isomer #1	C[Si](C)(C)N1C2=CC=CC=C2C(=O)C2=CC3=C(C=C21)C(=O)C1=CC=CC=C1N3[Si](C)(C)C	3422.7	Standard non polar	33892256
Quinacridone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C2=CC=CC=C2C(=O)C2=CC3=C(C=C21)C(=O)C1=CC=CC=C1[NH]3	3813.3	Semi standard non polar	33892256
Quinacridone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C2=CC=CC=C2C(=O)C2=CC3=C(C=C21)C(=O)C1=CC=CC=C1[NH]3	3477.6	Standard non polar	33892256
Quinacridone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C2=CC=CC=C2C(=O)C2=CC3=C(C=C21)C(=O)C1=CC=CC=C1N3[Si](C)(C)C(C)(C)C	3989.2	Semi standard non polar	33892256
Quinacridone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C2=CC=CC=C2C(=O)C2=CC3=C(C=C21)C(=O)C1=CC=CC=C1N3[Si](C)(C)C(C)(C)C	3736.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Quinacridone GC-MS (Non-derivatized) - 70eV, Positive	splash10-03e9-0194000000-c3705838c379848b83dc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quinacridone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quinacridone 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 - Quinacridone 10V, Positive-QTOF	splash10-03di-0019000000-8d2ddf0214382091e339	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinacridone 20V, Positive-QTOF	splash10-03di-0029000000-441886d117ba06487150	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinacridone 40V, Positive-QTOF	splash10-0002-1190000000-9a4d9c0a994a3ccff8b5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinacridone 10V, Negative-QTOF	splash10-03di-0009000000-f65023a3c15edb31aaea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinacridone 20V, Negative-QTOF	splash10-03di-0009000000-f65023a3c15edb31aaea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinacridone 40V, Negative-QTOF	splash10-03ec-0193000000-58ad309f99ad2466a5f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinacridone 10V, Negative-QTOF	splash10-03di-0009000000-fc1bb764d88ba5a73eb5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinacridone 20V, Negative-QTOF	splash10-03di-0009000000-fc1bb764d88ba5a73eb5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinacridone 40V, Negative-QTOF	splash10-053r-0098000000-3b345bdc780553d4d7f0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinacridone 10V, Positive-QTOF	splash10-03di-0009000000-266027c70c0502b85c3f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinacridone 20V, Positive-QTOF	splash10-03di-0009000000-266027c70c0502b85c3f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quinacridone 40V, Positive-QTOF	splash10-03dr-0098000000-28bd29693346d8cf53e2	2021-09-25	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

FDB012304

KNApSAcK ID

Not Available

Chemspider ID

13369

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Quinacridone

METLIN ID

Not Available

PubChem Compound

13976

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1331141

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 Quinacridone (HMDB0034058)

MOL for HMDB0034058 (Quinacridone)

3D MOL for HMDB0034058 (Quinacridone)

3D SDF for HMDB0034058 (Quinacridone)

3D-SDF for HMDB0034058 (Quinacridone)

PDB for HMDB0034058 (Quinacridone)

3D PDB for HMDB0034058 (Quinacridone)

SMILES for HMDB0034058 (Quinacridone)

INCHI for HMDB0034058 (Quinacridone)

Structure for HMDB0034058 (Quinacridone)

3D Structure for HMDB0034058 (Quinacridone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra