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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:56:39 UTC

Update Date

2021-09-26 23:06:43 UTC

HMDB ID

HMDB0253475

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Indolophenanthridine

Description

Indolophenanthridine belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included. Based on a literature review a small amount of articles have been published on Indolophenanthridine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Indolophenanthridine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Indolophenanthridine 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

HMDB0253475
     RDKit          3D
Indolophenanthridine
 39 43  0  0  0  0  0  0  0  0999 V2000
    0.9047   -3.2459    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3014   -2.0111   -0.0300 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3862   -1.3546    0.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5947    0.0302    0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8448    0.4729   -0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9652    1.7711   -0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8357    2.5395   -0.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541    2.0837   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4474    0.8373   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141    0.1241    0.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139    0.8477    0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1601    2.1644    0.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985    2.7938    0.8124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5064    2.1394    0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3914    0.8309   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2444   -0.1056   -0.6351 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5704   -1.2424   -0.8623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2543   -1.0187   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1629    0.2683   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461   -1.8796   -0.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2214   -1.1284   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8489   -3.8459    0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4437   -3.1885    1.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3069   -3.8600   -0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2506   -1.3170    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3161   -1.9161    0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7467   -0.1054   -0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9602    2.1261   -0.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8912    3.5452   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892    2.6779   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4210   -0.2217    1.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3424    2.7171    1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5254    3.8263    1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4858    2.6063    0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2581    0.1082   -0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9558   -2.1504   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1315   -2.5197   -1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1598   -2.5836    0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4631   -0.8155   -1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21  2  1  0
  9  4  1  0
 21 10  1  0
 19 11  1  0
 19 15  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
M  END


  Mrv1652309112113572D          

 21 25  0  0  0  0            999 V2000
    2.5571   -2.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8373   -1.2846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495   -1.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9298   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7419   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0222    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4904    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6782    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5858    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3055   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4934   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9616   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1370   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0923    0.6509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5906    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7034    1.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4676    2.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0540    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2419    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 21  1  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253475

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CC2=CC=CC=C2C2C1CC1=CNC3=CC=CC2=C13

> <INCHI_IDENTIFIER>
InChI=1S/C19H18N2/c1-21-11-12-5-2-3-6-14(12)19-15-7-4-8-16-18(15)13(10-20-16)9-17(19)21/h2-8,10,17,19-20H,9,11H2,1H3

> <INCHI_KEY>
WRNKIDLXXXIELU-UHFFFAOYSA-N

> <FORMULA>
C19H18N2

> <MOLECULAR_WEIGHT>
274.367

> <EXACT_MASS>
274.146998588

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
31.33056635175339

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-methyl-10,15-diazapentacyclo[11.6.1.0^{2,11}.0^{3,8}.0^{16,20}]icosa-1(20),3,5,7,13,16,18-heptaene

> <ALOGPS_LOGP>
3.42

> <JCHEM_LOGP>
3.6517254576666662

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.204753100577523

> <JCHEM_PKA_STRONGEST_BASIC>
8.373137339597895

> <JCHEM_POLAR_SURFACE_AREA>
19.03

> <JCHEM_REFRACTIVITY>
86.5432

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-methyl-10,15-diazapentacyclo[11.6.1.0^{2,11}.0^{3,8}.0^{16,20}]icosa-1(20),3,5,7,13,16,18-heptaene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0253475
     RDKit          3D
Indolophenanthridine
 39 43  0  0  0  0  0  0  0  0999 V2000
    0.9047   -3.2459    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3014   -2.0111   -0.0300 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3862   -1.3546    0.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5947    0.0302    0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8448    0.4729   -0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9652    1.7711   -0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8357    2.5395   -0.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541    2.0837   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4474    0.8373   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141    0.1241    0.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139    0.8477    0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1601    2.1644    0.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985    2.7938    0.8124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5064    2.1394    0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3914    0.8309   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2444   -0.1056   -0.6351 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5704   -1.2424   -0.8623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2543   -1.0187   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1629    0.2683   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461   -1.8796   -0.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2214   -1.1284   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8489   -3.8459    0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4437   -3.1885    1.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3069   -3.8600   -0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2506   -1.3170    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3161   -1.9161    0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7467   -0.1054   -0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9602    2.1261   -0.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8912    3.5452   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892    2.6779   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4210   -0.2217    1.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3424    2.7171    1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5254    3.8263    1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4858    2.6063    0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2581    0.1082   -0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9558   -2.1504   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1315   -2.5197   -1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1598   -2.5836    0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4631   -0.8155   -1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21  2  1  0
  9  4  1  0
 21 10  1  0
 19 11  1  0
 19 15  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       4.773  -3.846   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       5.296  -2.398   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       6.812  -2.127   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.336  -0.678   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.852  -0.407   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.375   1.041   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.382   2.218   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.866   1.947   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.343   0.499   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.827   0.228   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.304  -1.221   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.788  -1.492   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.795  -0.314   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.256  -0.264   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.172   1.215   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       1.102   2.079   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.313   3.605   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.740   4.185   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.955   3.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.834   1.405   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.318   1.134   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11   20                                                  
CONECT   11   10    2   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   10   21                                                  
CONECT   21   20   13   16                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   50    0
END

COMPND    HMDB0253475
HETATM    1  C1  UNL     1       0.905  -3.246   0.533  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.301  -2.011  -0.030  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.386  -1.355   0.645  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.595   0.030   0.150  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.845   0.473  -0.170  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.965   1.771  -0.680  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.836   2.539  -0.839  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.554   2.084  -0.510  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.447   0.837  -0.019  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.214   0.124   0.413  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.014   0.848   0.437  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.160   2.164   0.878  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.399   2.794   0.812  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.506   2.139   0.315  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.391   0.831  -0.126  1.00  0.00           C  
HETATM   16  N2  UNL     1      -4.244  -0.106  -0.635  1.00  0.00           N  
HETATM   17  C15 UNL     1      -3.570  -1.242  -0.862  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.254  -1.019  -0.487  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.163   0.268  -0.039  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.046  -1.880  -0.439  1.00  0.00           C  
HETATM   21  C19 UNL     1       0.221  -1.128  -0.401  1.00  0.00           C  
HETATM   22  H1  UNL     1       1.849  -3.846   0.693  1.00  0.00           H  
HETATM   23  H2  UNL     1       0.444  -3.189   1.540  1.00  0.00           H  
HETATM   24  H3  UNL     1       0.307  -3.860  -0.170  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.251  -1.317   1.743  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.316  -1.916   0.441  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.747  -0.105  -0.057  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.960   2.126  -0.935  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.891   3.545  -1.230  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.689   2.678  -0.662  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.421  -0.222   1.480  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.342   2.717   1.306  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.525   3.826   1.154  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.486   2.606   0.250  1.00  0.00           H  
HETATM   35  H14 UNL     1      -5.258   0.108  -0.795  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.956  -2.150  -1.255  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.132  -2.520  -1.379  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.160  -2.584   0.441  1.00  0.00           H  
HETATM   39  H18 UNL     1       0.463  -0.816  -1.463  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   21
CONECT    3    4   25   26
CONECT    4    5    5    9
CONECT    5    6   27
CONECT    6    7    7   28
CONECT    7    8   29
CONECT    8    9    9   30
CONECT    9   10
CONECT   10   11   21   31
CONECT   11   12   12   19
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   34
CONECT   15   16   19   19
CONECT   16   17   35
CONECT   17   18   18   36
CONECT   18   19   20
CONECT   20   21   37   38
CONECT   21   39
END

HMDB0253475
     RDKit          3D
Indolophenanthridine
 39 43  0  0  0  0  0  0  0  0999 V2000
    0.9047   -3.2459    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3014   -2.0111   -0.0300 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3862   -1.3546    0.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5947    0.0302    0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8448    0.4729   -0.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9652    1.7711   -0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8357    2.5395   -0.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541    2.0837   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4474    0.8373   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141    0.1241    0.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0139    0.8477    0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1601    2.1644    0.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985    2.7938    0.8124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5064    2.1394    0.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3914    0.8309   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2444   -0.1056   -0.6351 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5704   -1.2424   -0.8623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2543   -1.0187   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1629    0.2683   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461   -1.8796   -0.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2214   -1.1284   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8489   -3.8459    0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4437   -3.1885    1.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3069   -3.8600   -0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2506   -1.3170    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3161   -1.9161    0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7467   -0.1054   -0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9602    2.1261   -0.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8912    3.5452   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892    2.6779   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4210   -0.2217    1.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3424    2.7171    1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5254    3.8263    1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4858    2.6063    0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2581    0.1082   -0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9558   -2.1504   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1315   -2.5197   -1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1598   -2.5836    0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4631   -0.8155   -1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21  2  1  0
  9  4  1  0
 21 10  1  0
 19 11  1  0
 19 15  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₁₈N₂

Average Molecular Weight

274.367

Monoisotopic Molecular Weight

274.146998588

IUPAC Name

10-methyl-10,15-diazapentacyclo[11.6.1.0^{2,11}.0^{3,8}.0^{16,20}]icosa-1(20),3,5,7,13,16,18-heptaene

Traditional Name

10-methyl-10,15-diazapentacyclo[11.6.1.0^{2,11}.0^{3,8}.0^{16,20}]icosa-1(20),3,5,7,13,16,18-heptaene

CAS Registry Number

Not Available

SMILES

CN1CC2=CC=CC=C2C2C1CC1=CNC3=CC=CC2=C13

InChI Identifier

InChI=1S/C19H18N2/c1-21-11-12-5-2-3-6-14(12)19-15-7-4-8-16-18(15)13(10-20-16)9-17(19)21/h2-8,10,17,19-20H,9,11H2,1H3

InChI Key

WRNKIDLXXXIELU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Phenanthridines and derivatives

Alternative Parents

Substituents

Phenanthridine
Pyrroloquinoline
3-alkylindole
Tetrahydroisoquinoline
Indole
Indole or derivatives
Isoindole or derivatives
Aralkylamine
Benzenoid
Pyrrole
Heteroaromatic compound
Tertiary amine
Tertiary aliphatic amine
Azacycle
Amine
Organonitrogen compound
Hydrocarbon derivative
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)

Source

Exogenous

Exogenous (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	3.42	ALOGPS
logP	3.65	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	17.2	ChemAxon
pKa (Strongest Basic)	8.37	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	19.03 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	86.54 m³·mol⁻¹	ChemAxon
Polarizability	31.33 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	189.929	30932474
DeepCCS	[M+Na]+	165.057	30932474
AllCCS	[M+H]+	166.2	32859911
AllCCS	[M+H-H2O]+	162.5	32859911
AllCCS	[M+NH4]+	169.6	32859911
AllCCS	[M+Na]+	170.6	32859911
AllCCS	[M-H]-	175.2	32859911
AllCCS	[M+Na-2H]-	174.2	32859911
AllCCS	[M+HCOO]-	173.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.6014 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.42 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1036.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	252.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	153.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	114.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	350.6 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	352.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	329.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	988.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	346.1 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	998.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	287.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	289.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	367.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	346.2 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	72.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Indolophenanthridine	CN1CC2=CC=CC=C2C2C1CC1=CNC3=CC=CC2=C13	4090.5	Standard polar	33892256
Indolophenanthridine	CN1CC2=CC=CC=C2C2C1CC1=CNC3=CC=CC2=C13	2789.9	Standard non polar	33892256
Indolophenanthridine	CN1CC2=CC=CC=C2C2C1CC1=CNC3=CC=CC2=C13	2839.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Indolophenanthridine,1TMS,isomer #1	CN1CC2=CC=CC=C2C2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)CC21	2652.1	Semi standard non polar	33892256
Indolophenanthridine,1TMS,isomer #1	CN1CC2=CC=CC=C2C2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)CC21	2779.7	Standard non polar	33892256
Indolophenanthridine,1TMS,isomer #1	CN1CC2=CC=CC=C2C2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)CC21	3142.6	Standard polar	33892256
Indolophenanthridine,1TBDMS,isomer #1	CN1CC2=CC=CC=C2C2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)CC21	2899.6	Semi standard non polar	33892256
Indolophenanthridine,1TBDMS,isomer #1	CN1CC2=CC=CC=C2C2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)CC21	3007.3	Standard non polar	33892256
Indolophenanthridine,1TBDMS,isomer #1	CN1CC2=CC=CC=C2C2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)CC21	3264.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Indolophenanthridine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4j-0960000000-0a02af48e89fa5fc3941	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indolophenanthridine 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 - Indolophenanthridine 10V, Positive-QTOF	splash10-004i-0090000000-63267e29419018f3a5dc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indolophenanthridine 20V, Positive-QTOF	splash10-004i-0090000000-4a83371c9778ba2551af	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indolophenanthridine 40V, Positive-QTOF	splash10-0k9y-1940000000-da48007d769d85d7cb65	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indolophenanthridine 10V, Negative-QTOF	splash10-00di-0090000000-aac6706ae42c6a1566a2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indolophenanthridine 20V, Negative-QTOF	splash10-00di-0090000000-0068f2df2e01ea1832a7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indolophenanthridine 40V, Negative-QTOF	splash10-00di-0290000000-ea1cccd2449d022e854f	2021-10-12	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

3236029

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4018514

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 Indolophenanthridine (HMDB0253475)

MOL for HMDB0253475 (Indolophenanthridine)

3D MOL for HMDB0253475 (Indolophenanthridine)

3D SDF for HMDB0253475 (Indolophenanthridine)

3D-SDF for HMDB0253475 (Indolophenanthridine)

PDB for HMDB0253475 (Indolophenanthridine)

3D PDB for HMDB0253475 (Indolophenanthridine)

SMILES for HMDB0253475 (Indolophenanthridine)

INCHI for HMDB0253475 (Indolophenanthridine)

Structure for HMDB0253475 (Indolophenanthridine)

3D Structure for HMDB0253475 (Indolophenanthridine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra