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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:07:03 UTC

Update Date

2021-09-26 23:15:27 UTC

HMDB ID

HMDB0258504

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid

Description

STO-609, also known as STO 609, belongs to the class of organic compounds known as naphthalenecarboxylic acids. Naphthalenecarboxylic acids are compounds containing a naphthalene moiety, which bears a carboxylic acid group one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. STO-609 is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). 7-oxo-7h-benzimidazo[2,1-a]benz[de]isoquinoline-3-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0258504
     RDKit          3D
7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid
 34 38  0  0  0  0  0  0  0  0999 V2000
    5.1382   -0.7877   -2.3494 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6999   -0.6551   -1.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6434   -0.7007   -0.1806 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877   -0.4800   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4609   -0.4593   -2.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1065   -0.2936   -2.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4479   -0.1353   -0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2360   -0.1517    0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195   -0.3194    0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3155   -0.3213    1.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6682   -0.1629    2.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -0.0012    2.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568    0.0088    1.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8181    0.1726    1.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4209    0.3168    2.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5589    0.1838    0.3605 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8856    0.3269    0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770    0.5117    1.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2614    0.6298    0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886    0.5647   -0.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4019    0.3807   -1.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1115    0.2617   -1.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9014    0.0816   -1.7490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9300    0.0300   -0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3012    0.0543   -0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9476   -0.5816   -3.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5288   -0.2879   -2.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3805   -0.4487    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2841   -0.1743    3.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7847    0.1239    3.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7932    0.5607    2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1303    0.7749    1.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4786    0.6526   -1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5554    0.3255   -2.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  9  4  1  0
 24 16  1  0
 24  7  1  0
 13  8  1  0
 22 17  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
M  END


  Mrv0541 05031422402D          

 24 28  0  0  0  0            999 V2000
    6.0739   -0.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7300   -1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8098   -1.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6472   -0.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916   -1.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5963   -0.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9086   -1.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7228    1.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5046    1.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2663   -0.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1037    0.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6672    0.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107   -1.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7749   -0.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4311   -0.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0481   -0.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4490    0.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9925   -1.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3219    1.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1680    0.4065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6116   -0.8069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1551   -2.1610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2972    0.5110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593    1.8650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  1  0  0  0  0
 11  8  1  0  0  0  0
 11 10  2  0  0  0  0
 12  9  1  0  0  0  0
 13  5  2  0  0  0  0
 14  6  2  0  0  0  0
 15  7  2  0  0  0  0
 15 14  1  0  0  0  0
 16 10  1  0  0  0  0
 16 12  2  0  0  0  0
 16 13  1  0  0  0  0
 17 12  1  0  0  0  0
 18 13  1  0  0  0  0
 19 11  1  0  0  0  0
 20 14  1  0  0  0  0
 20 17  2  0  0  0  0
 21 15  1  0  0  0  0
 21 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 18  2  0  0  0  0
 23 19  2  0  0  0  0
 24 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258504

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=C2C=CC=C3C(=O)N4C5=CC=CC=C5N=C4C(C=C1)=C23

> <INCHI_IDENTIFIER>
InChI=1S/C19H10N2O3/c22-18-13-5-3-4-10-11(19(23)24)8-9-12(16(10)13)17-20-14-6-1-2-7-15(14)21(17)18/h1-9H,(H,23,24)

> <INCHI_KEY>
MYKOWOGZBMOVBJ-UHFFFAOYSA-N

> <FORMULA>
C19H10N2O3

> <MOLECULAR_WEIGHT>
314.2943

> <EXACT_MASS>
314.069142196

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
32.57434715033283

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11-oxo-3,10-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁶,²⁰]icosa-1(20),2,4,6,8,12,14,16,18-nonaene-17-carboxylic acid

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
3.132071644666667

> <ALOGPS_LOGS>
-4.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3914958069024648

> <JCHEM_PKA_STRONGEST_BASIC>
-0.764384943144185

> <JCHEM_POLAR_SURFACE_AREA>
72.19

> <JCHEM_REFRACTIVITY>
97.65929999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-oxo-3,10-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁶,²⁰]icosa-1(20),2,4,6,8,12,14,16,18-nonaene-17-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258504
     RDKit          3D
7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid
 34 38  0  0  0  0  0  0  0  0999 V2000
    5.1382   -0.7877   -2.3494 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6999   -0.6551   -1.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6434   -0.7007   -0.1806 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877   -0.4800   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4609   -0.4593   -2.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1065   -0.2936   -2.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4479   -0.1353   -0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2360   -0.1517    0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195   -0.3194    0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3155   -0.3213    1.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6682   -0.1629    2.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -0.0012    2.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568    0.0088    1.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8181    0.1726    1.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4209    0.3168    2.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5589    0.1838    0.3605 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8856    0.3269    0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770    0.5117    1.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2614    0.6298    0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886    0.5647   -0.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4019    0.3807   -1.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1115    0.2617   -1.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9014    0.0816   -1.7490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9300    0.0300   -0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3012    0.0543   -0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9476   -0.5816   -3.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5288   -0.2879   -2.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3805   -0.4487    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2841   -0.1743    3.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7847    0.1239    3.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7932    0.5607    2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1303    0.7749    1.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4786    0.6526   -1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5554    0.3255   -2.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  9  4  1  0
 24 16  1  0
 24  7  1  0
 13  8  1  0
 22 17  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
M  END

HEADER    PROTEIN                                 03-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    7                                                       
CONECT    3    4    5                                                       
CONECT    4    3   10                                                       
CONECT    5    3   13                                                       
CONECT    6    1   14                                                       
CONECT    7    2   15                                                       
CONECT    8    9   11                                                       
CONECT    9    8   12                                                       
CONECT   10    4   11   16                                                  
CONECT   11    8   10   19                                                  
CONECT   12    9   16   17                                                  
CONECT   13    5   16   18                                                  
CONECT   14    6   15   20                                                  
CONECT   15    7   14   21                                                  
CONECT   16   10   12   13                                                  
CONECT   17   12   20   21                                                  
CONECT   18   13   21   22                                                  
CONECT   19   11   23   24                                                  
CONECT   20   14   17                                                       
CONECT   21   15   17   18                                                  
CONECT   22   18                                                            
CONECT   23   19                                                            
CONECT   24   19                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

COMPND    HMDB0258504
HETATM    1  O1  UNL     1       5.138  -0.788  -2.349  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.700  -0.655  -1.150  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.643  -0.701  -0.181  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.288  -0.480  -1.019  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.461  -0.459  -2.154  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.106  -0.294  -2.061  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.448  -0.135  -0.865  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.236  -0.152   0.267  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.620  -0.319   0.195  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.315  -0.321   1.380  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.668  -0.163   2.598  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.305  -0.001   2.615  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.557   0.009   1.458  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.818   0.173   1.487  1.00  0.00           C  
HETATM   15  O3  UNL     1      -1.421   0.317   2.571  1.00  0.00           O  
HETATM   16  N1  UNL     1      -1.559   0.184   0.360  1.00  0.00           N  
HETATM   17  C13 UNL     1      -2.886   0.327   0.167  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.977   0.512   1.000  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.261   0.630   0.510  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.489   0.565  -0.850  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.402   0.381  -1.681  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.111   0.262  -1.192  1.00  0.00           C  
HETATM   23  N2  UNL     1      -1.901   0.082  -1.749  1.00  0.00           N  
HETATM   24  C19 UNL     1      -0.930   0.030  -0.819  1.00  0.00           C  
HETATM   25  H1  UNL     1       6.301   0.054  -0.000  1.00  0.00           H  
HETATM   26  H2  UNL     1       2.948  -0.582  -3.116  1.00  0.00           H  
HETATM   27  H3  UNL     1       0.529  -0.288  -2.984  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.381  -0.449   1.350  1.00  0.00           H  
HETATM   29  H5  UNL     1       3.284  -0.174   3.502  1.00  0.00           H  
HETATM   30  H6  UNL     1       0.785   0.124   3.560  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.793   0.561   2.047  1.00  0.00           H  
HETATM   32  H8  UNL     1      -6.130   0.775   1.143  1.00  0.00           H  
HETATM   33  H9  UNL     1      -6.479   0.653  -1.275  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.555   0.326  -2.765  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   25
CONECT    4    5    5    9
CONECT    5    6   26
CONECT    6    7    7   27
CONECT    7    8   24
CONECT    8    9    9   13
CONECT    9   10
CONECT   10   11   11   28
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   24
CONECT   17   18   18   22
CONECT   18   19   31
CONECT   19   20   20   32
CONECT   20   21   33
CONECT   21   22   22   34
CONECT   22   23
CONECT   23   24   24
END

HMDB0258504
     RDKit          3D
7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid
 34 38  0  0  0  0  0  0  0  0999 V2000
    5.1382   -0.7877   -2.3494 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6999   -0.6551   -1.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6434   -0.7007   -0.1806 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2877   -0.4800   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4609   -0.4593   -2.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1065   -0.2936   -2.0615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4479   -0.1353   -0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2360   -0.1517    0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195   -0.3194    0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3155   -0.3213    1.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6682   -0.1629    2.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -0.0012    2.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568    0.0088    1.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8181    0.1726    1.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4209    0.3168    2.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5589    0.1838    0.3605 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8856    0.3269    0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770    0.5117    1.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2614    0.6298    0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886    0.5647   -0.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4019    0.3807   -1.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1115    0.2617   -1.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9014    0.0816   -1.7490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9300    0.0300   -0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3012    0.0543   -0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9476   -0.5816   -3.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5288   -0.2879   -2.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3805   -0.4487    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2841   -0.1743    3.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7847    0.1239    3.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7932    0.5607    2.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1303    0.7749    1.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4786    0.6526   -1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5554    0.3255   -2.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  9  4  1  0
 24 16  1  0
 24  7  1  0
 13  8  1  0
 22 17  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
 21 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7H-Benzimidazo(2,1-a)benz(de)isoquinoline-7-one-3-carboxylic acid	MeSH
STO 609	MeSH
sto-609	MeSH
11-oxo-3,10-Diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁶,²⁰]icosa-1(20),2,4,6,8,12,14,16,18-nonaene-17-carboxylate	Generator

Chemical Formula

C₁₉H₁₀N₂O₃

Average Molecular Weight

314.2943

Monoisotopic Molecular Weight

314.069142196

IUPAC Name

11-oxo-3,10-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁶,²⁰]icosa-1(20),2,4,6,8,12,14,16,18-nonaene-17-carboxylic acid

Traditional Name

11-oxo-3,10-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁶,²⁰]icosa-1(20),2,4,6,8,12,14,16,18-nonaene-17-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=C2C=CC=C3C(=O)N4C5=CC=CC=C5N=C4C(C=C1)=C23

InChI Identifier

InChI=1S/C19H10N2O3/c22-18-13-5-3-4-10-11(19(23)24)8-9-12(16(10)13)17-20-14-6-1-2-7-15(14)21(17)18/h1-9H,(H,23,24)

InChI Key

MYKOWOGZBMOVBJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenecarboxylic acids. Naphthalenecarboxylic acids are compounds containing a naphthalene moiety, which bears a carboxylic acid group one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalenecarboxylic acids and derivatives

Direct Parent

Naphthalenecarboxylic acids

Alternative Parents

Substituents

1-naphthalenecarboxylic acid
Isoquinolone
Isoquinoline
Benzimidazole
Imidazo[1,2-a]pyridine
Pyridinone
N-substituted imidazole
Pyridine
Azole
Imidazole
Heteroaromatic compound
Lactam
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

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
logP	3.57	ALOGPS
logP	3.13	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3.39	ChemAxon
pKa (Strongest Basic)	-0.76	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.19 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	97.66 m³·mol⁻¹	ChemAxon
Polarizability	32.57 Å³	ChemAxon
Number of Rings	5	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
DeepCCS	[M-2H]-	209.173	30932474
DeepCCS	[M+Na]+	184.4	30932474
AllCCS	[M+H]+	170.3	32859911
AllCCS	[M+H-H2O]+	167.0	32859911
AllCCS	[M+NH4]+	173.3	32859911
AllCCS	[M+Na]+	174.2	32859911
AllCCS	[M-H]-	174.1	32859911
AllCCS	[M+Na-2H]-	172.5	32859911
AllCCS	[M+HCOO]-	170.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid	OC(=O)C1=C2C=CC=C3C(=O)N4C5=CC=CC=C5N=C4C(C=C1)=C23	4433.2	Standard polar	33892256
7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid	OC(=O)C1=C2C=CC=C3C(=O)N4C5=CC=CC=C5N=C4C(C=C1)=C23	2566.2	Standard non polar	33892256
7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid	OC(=O)C1=C2C=CC=C3C(=O)N4C5=CC=CC=C5N=C4C(C=C1)=C23	3557.5	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 - 7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p2-0093000000-58eb3fd387780b4882a6	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3467590

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid (HMDB0258504)

MOL for HMDB0258504 (7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid)

3D MOL for HMDB0258504 (7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid)

3D SDF for HMDB0258504 (7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid)

3D-SDF for HMDB0258504 (7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid)

PDB for HMDB0258504 (7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid)

3D PDB for HMDB0258504 (7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid)

SMILES for HMDB0258504 (7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid)

INCHI for HMDB0258504 (7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid)

Structure for HMDB0258504 (7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid)

3D Structure for HMDB0258504 (7-Oxo-7h-Benzimidazo[2,1-A]benz[de]isoquinoline-3-Carboxylic Acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra