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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 20:48:19 UTC

Update Date

2022-09-22 17:44:18 UTC

HMDB ID

HMDB0243556

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Blebbistatin

Description

Blebbistatin belongs to the class of organic compounds known as pyrroloquinolines. Pyrroloquinolines are compounds containing a pyrroloquinoline moiety, which consists of a pyrrole ring fused to a quinoline. Based on a literature review a significant number of articles have been published on Blebbistatin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Blebbistatin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Blebbistatin 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

HMDB0243556
     RDKit          3D
Blebbistatin
 38 41  0  0  0  0  0  0  0  0999 V2000
    5.8047   -0.1908    1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238   -0.0644    1.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5246   -0.0125    2.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1532    0.1040    2.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5405    0.1719    0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447    0.1219   -0.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7170    0.0044   -0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6570    0.2628   -1.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599    0.5780   -2.5485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2521    0.0647   -1.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1030   -1.2006   -2.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5105    1.1017   -2.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9405    0.7775   -2.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893    0.2974   -0.7797 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9449   -0.0696    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2350    0.0900   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3033   -0.2531    0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1263   -0.7517    1.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8368   -0.9003    2.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402   -0.5648    1.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019    0.2351   -0.3820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321    0.2316    0.7218 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1274   -1.1488    0.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1082   -0.3044    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2646    0.6718    0.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0234   -0.0676    3.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5353    0.1438    2.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3031   -0.0321   -1.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020   -1.3763   -2.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331    2.1114   -2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952    1.0064   -3.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2863   -0.0429   -2.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6063    1.6562   -2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4065    0.4861   -1.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3087   -0.1124   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9889   -1.0222    2.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6764   -1.2967    3.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7407   -0.7053    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  1  0
 21 22  2  0
  7  2  1  0
 21 10  1  0
 22  5  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  7 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
M  END


  Mrv1652309102122482D          

 22 25  0  0  0  0            999 V2000
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -1.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    2.7559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  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
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 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
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 10 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243556

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC2=C(C=C1)N=C1N(CCC1(O)C2=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16N2O2/c1-12-7-8-15-14(11-12)16(21)18(22)9-10-20(17(18)19-15)13-5-3-2-4-6-13/h2-8,11,22H,9-10H2,1H3

> <INCHI_KEY>
LZAXPYOBKSJSEX-UHFFFAOYSA-N

> <FORMULA>
C18H16N2O2

> <MOLECULAR_WEIGHT>
292.338

> <EXACT_MASS>
292.121177763

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.769483837886696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3a-hydroxy-6-methyl-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one

> <ALOGPS_LOGP>
2.00

> <JCHEM_LOGP>
2.8795248213333338

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.537417038192183

> <JCHEM_PKA_STRONGEST_BASIC>
2.731453494563788

> <JCHEM_POLAR_SURFACE_AREA>
52.900000000000006

> <JCHEM_REFRACTIVITY>
87.24510000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3a-hydroxy-6-methyl-1-phenyl-2H,3H-pyrrolo[2,3-b]quinolin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243556
     RDKit          3D
Blebbistatin
 38 41  0  0  0  0  0  0  0  0999 V2000
    5.8047   -0.1908    1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238   -0.0644    1.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5246   -0.0125    2.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1532    0.1040    2.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5405    0.1719    0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447    0.1219   -0.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7170    0.0044   -0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6570    0.2628   -1.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599    0.5780   -2.5485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2521    0.0647   -1.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1030   -1.2006   -2.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5105    1.1017   -2.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9405    0.7775   -2.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893    0.2974   -0.7797 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9449   -0.0696    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2350    0.0900   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3033   -0.2531    0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1263   -0.7517    1.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8368   -0.9003    2.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402   -0.5648    1.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019    0.2351   -0.3820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321    0.2316    0.7218 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1274   -1.1488    0.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1082   -0.3044    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2646    0.6718    0.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0234   -0.0676    3.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5353    0.1438    2.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3031   -0.0321   -1.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020   -1.3763   -2.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331    2.1114   -2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952    1.0064   -3.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2863   -0.0429   -2.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6063    1.6562   -2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4065    0.4861   -1.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3087   -0.1124   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9889   -1.0222    2.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6764   -1.2967    3.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7407   -0.7053    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  1  0
 21 22  2  0
  7  2  1  0
 21 10  1  0
 22  5  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  7 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0      10.259   4.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.591   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.925   2.073   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       4.924   1.303   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.924   5.923   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.680  -1.012   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.204  -2.477   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.698  -2.797   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.333  -1.652   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.143  -0.188   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.429   5.144   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11   13   22                                             
CONECT   11   10    4   12                                                  
CONECT   12   11                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    9   16                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   10                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0243556
HETATM    1  C1  UNL     1       5.805  -0.191   1.146  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.324  -0.064   1.078  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.525  -0.013   2.203  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.153   0.104   2.099  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.540   0.172   0.874  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.345   0.122  -0.253  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.717   0.004  -0.164  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.657   0.263  -1.528  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.360   0.578  -2.548  1.00  0.00           O  
HETATM   10  C9  UNL     1       0.252   0.065  -1.674  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.103  -1.201  -2.169  1.00  0.00           O  
HETATM   12  C10 UNL     1      -0.511   1.102  -2.490  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.941   0.777  -2.138  1.00  0.00           C  
HETATM   14  N1  UNL     1      -1.889   0.297  -0.780  1.00  0.00           N  
HETATM   15  C12 UNL     1      -2.945  -0.070   0.089  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.235   0.090  -0.396  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.303  -0.253   0.405  1.00  0.00           C  
HETATM   18  C15 UNL     1      -5.126  -0.752   1.679  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.837  -0.900   2.136  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.740  -0.565   1.356  1.00  0.00           C  
HETATM   21  C18 UNL     1      -0.502   0.235  -0.382  1.00  0.00           C  
HETATM   22  N2  UNL     1       0.132   0.232   0.722  1.00  0.00           N  
HETATM   23  H1  UNL     1       6.127  -1.149   0.655  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.108  -0.304   2.218  1.00  0.00           H  
HETATM   25  H3  UNL     1       6.265   0.672   0.657  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.023  -0.068   3.180  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.535   0.144   2.991  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.303  -0.032  -1.094  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.502  -1.376  -2.941  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.233   2.111  -2.112  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.295   1.006  -3.568  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.286  -0.043  -2.802  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.606   1.656  -2.256  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.407   0.486  -1.410  1.00  0.00           H  
HETATM   35  H13 UNL     1      -6.309  -0.112  -0.014  1.00  0.00           H  
HETATM   36  H14 UNL     1      -5.989  -1.022   2.310  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.676  -1.297   3.150  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.741  -0.705   1.770  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3    7
CONECT    3    4   26
CONECT    4    5    5   27
CONECT    5    6   22
CONECT    6    7    7    8
CONECT    7   28
CONECT    8    9    9   10
CONECT   10   11   12   21
CONECT   11   29
CONECT   12   13   30   31
CONECT   13   14   32   33
CONECT   14   15   21
CONECT   15   16   16   20
CONECT   16   17   34
CONECT   17   18   18   35
CONECT   18   19   36
CONECT   19   20   20   37
CONECT   20   38
CONECT   21   22   22
END

HMDB0243556
     RDKit          3D
Blebbistatin
 38 41  0  0  0  0  0  0  0  0999 V2000
    5.8047   -0.1908    1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238   -0.0644    1.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5246   -0.0125    2.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1532    0.1040    2.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5405    0.1719    0.8742 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447    0.1219   -0.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7170    0.0044   -0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6570    0.2628   -1.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599    0.5780   -2.5485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2521    0.0647   -1.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1030   -1.2006   -2.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5105    1.1017   -2.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9405    0.7775   -2.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893    0.2974   -0.7797 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9449   -0.0696    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2350    0.0900   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3033   -0.2531    0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1263   -0.7517    1.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8368   -0.9003    2.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7402   -0.5648    1.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019    0.2351   -0.3820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321    0.2316    0.7218 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1274   -1.1488    0.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1082   -0.3044    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2646    0.6718    0.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0234   -0.0676    3.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5353    0.1438    2.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3031   -0.0321   -1.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020   -1.3763   -2.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331    2.1114   -2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952    1.0064   -3.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2863   -0.0429   -2.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6063    1.6562   -2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4065    0.4861   -1.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3087   -0.1124   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9889   -1.0222    2.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6764   -1.2967    3.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7407   -0.7053    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14 21  1  0
 21 22  2  0
  7  2  1  0
 21 10  1  0
 22  5  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  7 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+/-)-blebbistatin	ChEBI

Chemical Formula

C₁₈H₁₆N₂O₂

Average Molecular Weight

292.338

Monoisotopic Molecular Weight

292.121177763

IUPAC Name

3a-hydroxy-6-methyl-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one

Traditional Name

3a-hydroxy-6-methyl-1-phenyl-2H,3H-pyrrolo[2,3-b]quinolin-4-one

CAS Registry Number

Not Available

SMILES

CC1=CC2=C(C=C1)N=C1N(CCC1(O)C2=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H16N2O2/c1-12-7-8-15-14(11-12)16(21)18(22)9-10-20(17(18)19-15)13-5-3-2-4-6-13/h2-8,11,22H,9-10H2,1H3

InChI Key

LZAXPYOBKSJSEX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloquinolines. Pyrroloquinolines are compounds containing a pyrroloquinoline moiety, which consists of a pyrrole ring fused to a quinoline.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Pyrroloquinolines

Direct Parent

Pyrroloquinolines

Alternative Parents

Substituents

Pyrroloquinoline
Aminoquinoline
1-phenylpyrrolidine
Aryl ketone
Aniline or substituted anilines
Aryl alkyl ketone
Monocyclic benzene moiety
Benzenoid
Imidolactam
Pyrrole
Pyrrolidine
Tertiary alcohol
Ketone
Amidine
Carboxylic acid amidine
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Alcohol
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

cyclic ketone (CHEBI:75379 )
tertiary alcohol (CHEBI:75379 )
pyrroloquinoline (CHEBI:75379 )

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	2	ALOGPS
logP	2.88	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.54	ChemAxon
pKa (Strongest Basic)	2.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.9 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	87.25 m³·mol⁻¹	ChemAxon
Polarizability	31.77 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	171.733	30932474
DeepCCS	[M-H]-	169.375	30932474
DeepCCS	[M-2H]-	203.288	30932474
DeepCCS	[M+Na]+	178.515	30932474
AllCCS	[M+H]+	169.0	32859911
AllCCS	[M+H-H2O]+	165.5	32859911
AllCCS	[M+NH4]+	172.3	32859911
AllCCS	[M+Na]+	173.2	32859911
AllCCS	[M-H]-	175.0	32859911
AllCCS	[M+Na-2H]-	174.3	32859911
AllCCS	[M+HCOO]-	173.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.3509 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.88 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1662.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	246.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	148.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	69.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	447.5 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	452.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	70.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	954.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	381.5 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	1218.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	275.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	311.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	303.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	108.6 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	51.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Blebbistatin	CC1=CC2=C(C=C1)N=C1N(CCC1(O)C2=O)C1=CC=CC=C1	3895.1	Standard polar	33892256
Blebbistatin	CC1=CC2=C(C=C1)N=C1N(CCC1(O)C2=O)C1=CC=CC=C1	2704.2	Standard non polar	33892256
Blebbistatin	CC1=CC2=C(C=C1)N=C1N(CCC1(O)C2=O)C1=CC=CC=C1	2808.2	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 - Blebbistatin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0i00-1940000000-c5658e9fa5852ce7963a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Blebbistatin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Blebbistatin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Blebbistatin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Blebbistatin 10V, Positive-QTOF	splash10-0006-0090000000-b1ba9ebcac00f48895a7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blebbistatin 20V, Positive-QTOF	splash10-0006-0090000000-b1ba9ebcac00f48895a7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blebbistatin 40V, Positive-QTOF	splash10-0fr6-6960000000-f5f35ab6c69d6f34fc61	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blebbistatin 10V, Negative-QTOF	splash10-0006-0090000000-5928b12fac13e9670330	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blebbistatin 20V, Negative-QTOF	splash10-0006-0090000000-6a7290db3cf025971eac	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Blebbistatin 40V, Negative-QTOF	splash10-03g3-4290000000-6ebb41d409412f8d4d77	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

2718128

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Blebbistatin

METLIN ID

Not Available

PubChem Compound

3476986

PDB ID

Not Available

ChEBI ID

75379

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 Blebbistatin (HMDB0243556)

MOL for HMDB0243556 (Blebbistatin)

3D MOL for HMDB0243556 (Blebbistatin)

3D SDF for HMDB0243556 (Blebbistatin)

3D-SDF for HMDB0243556 (Blebbistatin)

PDB for HMDB0243556 (Blebbistatin)

3D PDB for HMDB0243556 (Blebbistatin)

SMILES for HMDB0243556 (Blebbistatin)

INCHI for HMDB0243556 (Blebbistatin)

Structure for HMDB0243556 (Blebbistatin)

3D Structure for HMDB0243556 (Blebbistatin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra