Showing metabocard for 2,8-Quinolinediol (MMDBc0000719)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:53:28 UTC
Update Date2024-04-30 19:33:36 UTC
Metabolite IDMMDBc0000719
Metabolite Identification
Common Name2,8-Quinolinediol
Description2,8-Quinolinediol, also known as quinoline-2,8-diol or 8-hydroxycarbostyril, belongs to the class of organic compounds known as quinolones and derivatives. Quinolones and derivatives are compounds containing a quinoline moiety that bears a ketone group. 2,8-Quinolinediol has been identified in urine (PMID: 30089834 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005645c9aaa888>


  Mrv1652306032018022D          

 12 13  0  0  0  0            999 V2000
 9998.955910001.2436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.808510000.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.955210000.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2407 9999.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2406 9999.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9551 9998.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.381210000.4122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6667 9999.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6667 9999.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3812 9998.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0957 9999.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0957 9999.9997    0.0000 C   0  0  0  0  0  0  0  0  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
  1  3  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
 12  2  2  0  0  0  0
  8  3  2  0  0  0  0
  6  9  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00005645c9aaa888>

HMDB0240311
     RDKit          3D
2,8-Quinolinediol
 19 20  0  0  0  0  0  0  0  0999 V2000
   -2.6868   -2.6387    0.2966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025   -1.5605    0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6097   -0.3284    0.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8429    0.8096    0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4604    0.7677    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3187    1.8771   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7018    1.8306   -0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2556    0.5752   -0.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4890   -0.5605   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0210   -1.8391   -0.2330 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1010   -0.4890   -0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6655   -1.5914    0.0710 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6801   -0.2743    0.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2776    1.8058    0.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1311    2.8594    0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    2.7273   -0.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3192    0.4679   -0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0433   -1.9128   -0.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1985   -2.5260    0.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12  2  1  0
 11  5  1  0
  3 13  1  0
  4 14  1  0
  6 15  1  0
  7 16  1  0
  8 17  1  0
 10 18  1  0
 12 19  1  0
M  END
Download

3D SDF for #<Metabolite:0x00005645c9aaa888>


  Mrv1652306032018022D          

 12 13  0  0  0  0            999 V2000
 9998.955910001.2436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.808510000.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.955210000.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2407 9999.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2406 9999.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9551 9998.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.381210000.4122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6667 9999.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6667 9999.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3812 9998.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0957 9999.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0957 9999.9997    0.0000 C   0  0  0  0  0  0  0  0  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
  1  3  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
 12  2  2  0  0  0  0
  8  3  2  0  0  0  0
  6  9  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000719

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=C2NC(=O)C=CC2=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H7NO2/c11-7-3-1-2-6-4-5-8(12)10-9(6)7/h1-5,11H,(H,10,12)

> <INCHI_KEY>
ZXZKYYHTWHJHFT-UHFFFAOYSA-N

> <FORMULA>
C9H7NO2

> <MOLECULAR_WEIGHT>
161.16

> <EXACT_MASS>
161.047678469

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
15.708091795679815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-hydroxy-1,2-dihydroquinolin-2-one

> <ALOGPS_LOGP>
0.82

> <JCHEM_LOGP>
1.2935770199999999

> <ALOGPS_LOGS>
-1.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.943334173672138

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.693051696772297

> <JCHEM_PKA_STRONGEST_BASIC>
-2.291866444303755

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
47.2601

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxyquinolin-2(1H)-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00005645c9aaa888>

HMDB0240311
     RDKit          3D
2,8-Quinolinediol
 19 20  0  0  0  0  0  0  0  0999 V2000
   -2.6868   -2.6387    0.2966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025   -1.5605    0.2221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6097   -0.3284    0.2939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8429    0.8096    0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4604    0.7677    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3187    1.8771   -0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7018    1.8306   -0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2556    0.5752   -0.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4890   -0.5605   -0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0210   -1.8391   -0.2330 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1010   -0.4890   -0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6655   -1.5914    0.0710 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6801   -0.2743    0.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2776    1.8058    0.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1311    2.8594    0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    2.7273   -0.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3192    0.4679   -0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0433   -1.9128   -0.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1985   -2.5260    0.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12  2  1  0
 11  5  1  0
  3 13  1  0
  4 14  1  0
  6 15  1  0
  7 16  1  0
  8 17  1  0
 10 18  1  0
 12 19  1  0
M  END
Download

PDB for #<Metabolite:0x00005645c9aaa888>

HEADER    PROTEIN                                 03-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-20         0                                  
HETATM    1  O   UNK     0    8664.7188668.988   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8670.0438667.444   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8664.7168667.436   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8663.3838666.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8663.3828665.126   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8664.7168664.356   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    8667.3788667.436   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0    8666.0458666.666   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8666.0458665.126   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8667.3788664.356   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8668.7128665.126   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8668.7128666.666   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2   12                                                            
CONECT    3    4    1    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    9                                                       
CONECT    7    8   12                                                       
CONECT    8    9    7    3                                                  
CONECT    9    8   10    6                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7    2                                                  
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END
Download

3D PDB for #<Metabolite:0x00005645c9aaa888>

COMPND    HMDB0240311
HETATM    1  O1  UNL     1      -2.687  -2.639   0.297  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.003  -1.560   0.222  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.610  -0.328   0.294  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.843   0.810   0.210  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.460   0.768   0.054  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.319   1.877  -0.031  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.702   1.831  -0.187  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.256   0.575  -0.253  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.489  -0.560  -0.170  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.021  -1.839  -0.233  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.101  -0.489  -0.013  1.00  0.00           C  
HETATM   12  N1  UNL     1      -0.665  -1.591   0.071  1.00  0.00           N  
HETATM   13  H1  UNL     1      -3.680  -0.274   0.415  1.00  0.00           H  
HETATM   14  H2  UNL     1      -2.278   1.806   0.262  1.00  0.00           H  
HETATM   15  H3  UNL     1      -0.131   2.859   0.022  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.305   2.727  -0.253  1.00  0.00           H  
HETATM   17  H5  UNL     1       3.319   0.468  -0.374  1.00  0.00           H  
HETATM   18  H6  UNL     1       3.043  -1.913  -0.349  1.00  0.00           H  
HETATM   19  H7  UNL     1      -0.198  -2.526   0.016  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4    4   13
CONECT    4    5   14
CONECT    5    6    6   11
CONECT    6    7   15
CONECT    7    8    8   16
CONECT    8    9   17
CONECT    9   10   11   11
CONECT   10   18
CONECT   11   12
CONECT   12   19
END
Download

SMILES for #<Metabolite:0x00005645c9aaa888>

OC1=C2NC(=O)C=CC2=CC=C1
Download

INCHI for #<Metabolite:0x00005645c9aaa888>

InChI=1S/C9H7NO2/c11-7-3-1-2-6-4-5-8(12)10-9(6)7/h1-5,11H,(H,10,12)
Download
Synonyms
ValueSource
2,8-DihydroxyquinolineChEBI
2,8-QuinolinediolChEBI
8-HydroxycarbostyrilChEBI
8-HydroxycarbostyrylChEBI
Quinolin-2,8-diolChEBI
2,8-DihydroxylquinolineHMDB
2,8-DHQHMDB
8-Hydroxy-1H-quinolin-2-oneHMDB
8-Hydroxy-2(1H)-quinolinoneHMDB
8-Hydroxy-2-oxo-1,2-dihydroquinolineHMDB
8-Hydroxyquinolin-2-oneHMDB
Molecular FormulaC9H7NO2
Average Mass161.16
Monoisotopic Mass161.047678469
IUPAC Name8-hydroxy-1,2-dihydroquinolin-2-one
Traditional Name8-hydroxyquinolin-2(1H)-one
CAS Registry NumberNot Available
SMILES
OC1=C2NC(=O)C=CC2=CC=C1
InChI Identifier
InChI=1S/C9H7NO2/c11-7-3-1-2-6-4-5-8(12)10-9(6)7/h1-5,11H,(H,10,12)
InChI KeyZXZKYYHTWHJHFT-UHFFFAOYSA-N