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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:49:20 UTC

Update Date

2021-09-26 22:52:35 UTC

HMDB ID

HMDB0244678

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Hydroxynaphthaldehydebenzoylhydrazone

Description

2-Hydroxynaphthaldehydebenzoylhydrazone, also known as HNB hydrazone, belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. Based on a literature review very few articles have been published on 2-Hydroxynaphthaldehydebenzoylhydrazone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-hydroxynaphthaldehydebenzoylhydrazone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Hydroxynaphthaldehydebenzoylhydrazone 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

HMDB0244678
     RDKit          3D
2-Hydroxynaphthaldehydebenzoylhydrazone
 36 38  0  0  0  0  0  0  0  0999 V2000
    2.3849   -0.5696    1.4786 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5661   -0.4934    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5021   -0.7613   -0.6188 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2187   -1.1166   -0.1954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7581   -0.2871   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0854   -0.6639    0.3977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3676   -1.9847    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4558   -2.9646    0.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6790   -2.2988    1.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6189   -1.3163    1.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3327    0.0053    0.9412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3161    0.9756    1.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0736    2.2997    0.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8024    2.6216    0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7868    1.6687    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586    0.3491    0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8818   -0.1279   -0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047   -0.0112   -1.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542    0.3358   -2.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4475    0.5831   -1.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1475    0.4724    0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9147    0.1302    0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6291   -0.7044   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4929    0.7348   -0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5481   -3.1243    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8762   -3.3466    1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6220   -1.5422    1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3065    0.6626    1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8602    3.0358    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    3.6659    0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169    1.9973   -0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4187   -0.2069   -2.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6159    0.4033   -3.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4372    0.8576   -1.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9435    0.6712    0.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7024    0.0496    1.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  3
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 16  6  1  0
 22 17  1  0
 16 11  1  0
  3 23  1  0
  5 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
M  END

  Mrv1652309102123492D          

 22 24  0  0  0  0            999 V2000
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 12 21  1  0  0  0  0
 13 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244678

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(C=NNC(=O)C2=CC=CC=C2)C2=CC=CC=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H14N2O2/c21-17-11-10-13-6-4-5-9-15(13)16(17)12-19-20-18(22)14-7-2-1-3-8-14/h1-12,21H,(H,20,22)

> <INCHI_KEY>
QQUWFXMXRVAVCX-UHFFFAOYSA-N

> <FORMULA>
C18H14N2O2

> <MOLECULAR_WEIGHT>
290.322

> <EXACT_MASS>
290.105527699

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
31.170080720022142

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N'-[(2-hydroxynaphthalen-1-yl)methylidene]benzohydrazide

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
3.6490461786666666

> <ALOGPS_LOGS>
-4.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.63839643080007

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.567897833975245

> <JCHEM_PKA_STRONGEST_BASIC>
1.2420427449943954

> <JCHEM_POLAR_SURFACE_AREA>
61.69

> <JCHEM_REFRACTIVITY>
86.66660000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.70e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N'-[(2-hydroxynaphthalen-1-yl)methylidene]benzohydrazide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244678
     RDKit          3D
2-Hydroxynaphthaldehydebenzoylhydrazone
 36 38  0  0  0  0  0  0  0  0999 V2000
    2.3849   -0.5696    1.4786 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5661   -0.4934    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5021   -0.7613   -0.6188 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2187   -1.1166   -0.1954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7581   -0.2871   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0854   -0.6639    0.3977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3676   -1.9847    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4558   -2.9646    0.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6790   -2.2988    1.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6189   -1.3163    1.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3327    0.0053    0.9412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3161    0.9756    1.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0736    2.2997    0.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8024    2.6216    0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7868    1.6687    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586    0.3491    0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8818   -0.1279   -0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047   -0.0112   -1.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542    0.3358   -2.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4475    0.5831   -1.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1475    0.4724    0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9147    0.1302    0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6291   -0.7044   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4929    0.7348   -0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5481   -3.1243    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8762   -3.3466    1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6220   -1.5422    1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3065    0.6626    1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8602    3.0358    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    3.6659    0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169    1.9973   -0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4187   -0.2069   -2.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6159    0.4033   -3.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4372    0.8576   -1.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9435    0.6712    0.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7024    0.0496    1.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  3
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 16  6  1  0
 22 17  1  0
 16 11  1  0
  3 23  1  0
  5 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  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       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       1.334  -6.930   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14   22                                                  
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   21                                                       
CONECT   21   20   16   12                                                  
CONECT   22   13                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0244678
HETATM    1  O1  UNL     1       2.385  -0.570   1.479  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.566  -0.493   0.238  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.502  -0.761  -0.619  1.00  0.00           N  
HETATM    4  N2  UNL     1       0.219  -1.117  -0.195  1.00  0.00           N  
HETATM    5  C2  UNL     1      -0.758  -0.287  -0.042  1.00  0.00           C  
HETATM    6  C3  UNL     1      -2.085  -0.664   0.398  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.368  -1.985   0.681  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.456  -2.965   0.569  1.00  0.00           O  
HETATM    9  C5  UNL     1      -3.679  -2.299   1.106  1.00  0.00           C  
HETATM   10  C6  UNL     1      -4.619  -1.316   1.226  1.00  0.00           C  
HETATM   11  C7  UNL     1      -4.333   0.005   0.941  1.00  0.00           C  
HETATM   12  C8  UNL     1      -5.316   0.976   1.075  1.00  0.00           C  
HETATM   13  C9  UNL     1      -5.074   2.300   0.803  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.802   2.622   0.388  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.787   1.669   0.242  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.059   0.349   0.522  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.882  -0.128  -0.250  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.205  -0.011  -1.585  1.00  0.00           C  
HETATM   19  C15 UNL     1       5.454   0.336  -2.045  1.00  0.00           C  
HETATM   20  C16 UNL     1       6.448   0.583  -1.130  1.00  0.00           C  
HETATM   21  C17 UNL     1       6.147   0.472   0.209  1.00  0.00           C  
HETATM   22  C18 UNL     1       4.915   0.130   0.657  1.00  0.00           C  
HETATM   23  H1  UNL     1       1.629  -0.704  -1.648  1.00  0.00           H  
HETATM   24  H2  UNL     1      -0.493   0.735  -0.274  1.00  0.00           H  
HETATM   25  H3  UNL     1      -0.548  -3.124   0.333  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.876  -3.347   1.324  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.622  -1.542   1.549  1.00  0.00           H  
HETATM   28  H6  UNL     1      -6.306   0.663   1.408  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.860   3.036   0.916  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.611   3.666   0.173  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.817   1.997  -0.087  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.419  -0.207  -2.306  1.00  0.00           H  
HETATM   33  H11 UNL     1       5.616   0.403  -3.117  1.00  0.00           H  
HETATM   34  H12 UNL     1       7.437   0.858  -1.481  1.00  0.00           H  
HETATM   35  H13 UNL     1       6.943   0.671   0.915  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.702   0.050   1.706  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   17
CONECT    3    4   23
CONECT    4    5    5
CONECT    5    6   24
CONECT    6    7    7   16
CONECT    7    8    9
CONECT    8   25
CONECT    9   10   10   26
CONECT   10   11   27
CONECT   11   12   12   16
CONECT   12   13   28
CONECT   13   14   14   29
CONECT   14   15   30
CONECT   15   16   16   31
CONECT   17   18   18   22
CONECT   18   19   32
CONECT   19   20   20   33
CONECT   20   21   34
CONECT   21   22   22   35
CONECT   22   36
END

HMDB0244678
     RDKit          3D
2-Hydroxynaphthaldehydebenzoylhydrazone
 36 38  0  0  0  0  0  0  0  0999 V2000
    2.3849   -0.5696    1.4786 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5661   -0.4934    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5021   -0.7613   -0.6188 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2187   -1.1166   -0.1954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7581   -0.2871   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0854   -0.6639    0.3977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3676   -1.9847    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4558   -2.9646    0.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6790   -2.2988    1.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6189   -1.3163    1.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3327    0.0053    0.9412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3161    0.9756    1.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0736    2.2997    0.8026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8024    2.6216    0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7868    1.6687    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586    0.3491    0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8818   -0.1279   -0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047   -0.0112   -1.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542    0.3358   -2.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4475    0.5831   -1.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1475    0.4724    0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9147    0.1302    0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6291   -0.7044   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4929    0.7348   -0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5481   -3.1243    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8762   -3.3466    1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6220   -1.5422    1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3065    0.6626    1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8602    3.0358    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    3.6659    0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169    1.9973   -0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4187   -0.2069   -2.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6159    0.4033   -3.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4372    0.8576   -1.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9435    0.6712    0.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7024    0.0496    1.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  3
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 16  6  1  0
 22 17  1  0
 16 11  1  0
  3 23  1  0
  5 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 22 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-1-naphthylaldehyde benzoyl hydrazone	HMDB
HNB Hydrazone	HMDB

Chemical Formula

C₁₈H₁₄N₂O₂

Average Molecular Weight

290.322

Monoisotopic Molecular Weight

290.105527699

IUPAC Name

N'-[(2-hydroxynaphthalen-1-yl)methylidene]benzohydrazide

Traditional Name

N'-[(2-hydroxynaphthalen-1-yl)methylidene]benzohydrazide

CAS Registry Number

Not Available

SMILES

OC1=C(C=NNC(=O)C2=CC=CC=C2)C2=CC=CC=C2C=C1

InChI Identifier

InChI=1S/C18H14N2O2/c21-17-11-10-13-6-4-5-9-15(13)16(17)12-19-20-18(22)14-7-2-1-3-8-14/h1-12,21H,(H,20,22)

InChI Key

QQUWFXMXRVAVCX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthols and derivatives

Direct Parent

Naphthols and derivatives

Alternative Parents

Substituents

2-naphthol
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	4.07	ALOGPS
logP	3.65	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	8.57	ChemAxon
pKa (Strongest Basic)	1.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	61.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	86.67 m³·mol⁻¹	ChemAxon
Polarizability	31.17 Å³	ChemAxon
Number of Rings	3	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]+	165.025	30932474
DeepCCS	[M-H]-	162.667	30932474
DeepCCS	[M-2H]-	196.021	30932474
DeepCCS	[M+Na]+	171.248	30932474
AllCCS	[M+H]+	169.0	32859911
AllCCS	[M+H-H2O]+	165.4	32859911
AllCCS	[M+NH4]+	172.2	32859911
AllCCS	[M+Na]+	173.2	32859911
AllCCS	[M-H]-	171.0	32859911
AllCCS	[M+Na-2H]-	170.0	32859911
AllCCS	[M+HCOO]-	169.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxynaphthaldehydebenzoylhydrazone	OC1=C(C=NNC(=O)C2=CC=CC=C2)C2=CC=CC=C2C=C1	3726.5	Standard polar	33892256
2-Hydroxynaphthaldehydebenzoylhydrazone	OC1=C(C=NNC(=O)C2=CC=CC=C2)C2=CC=CC=C2C=C1	2140.5	Standard non polar	33892256
2-Hydroxynaphthaldehydebenzoylhydrazone	OC1=C(C=NNC(=O)C2=CC=CC=C2)C2=CC=CC=C2C=C1	3026.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxynaphthaldehydebenzoylhydrazone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C=CC=CC2=C1C=NN(C(=O)C1=CC=CC=C1)[Si](C)(C)C	2806.7	Semi standard non polar	33892256
2-Hydroxynaphthaldehydebenzoylhydrazone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C=CC=CC2=C1C=NN(C(=O)C1=CC=CC=C1)[Si](C)(C)C	2795.4	Standard non polar	33892256
2-Hydroxynaphthaldehydebenzoylhydrazone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C=CC=CC2=C1C=NN(C(=O)C1=CC=CC=C1)[Si](C)(C)C	3486.4	Standard polar	33892256
2-Hydroxynaphthaldehydebenzoylhydrazone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C=CC=CC2=C1C=NN(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3214.2	Semi standard non polar	33892256
2-Hydroxynaphthaldehydebenzoylhydrazone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C=CC=CC2=C1C=NN(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3170.2	Standard non polar	33892256
2-Hydroxynaphthaldehydebenzoylhydrazone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C=CC=CC2=C1C=NN(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3582.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxynaphthaldehydebenzoylhydrazone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-3940000000-4271390fc671ca98f0f1	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxynaphthaldehydebenzoylhydrazone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxynaphthaldehydebenzoylhydrazone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxynaphthaldehydebenzoylhydrazone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxynaphthaldehydebenzoylhydrazone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxynaphthaldehydebenzoylhydrazone GC-MS (TBDMS_1_2) - 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 - 2-Hydroxynaphthaldehydebenzoylhydrazone 10V, Positive-QTOF	splash10-052f-0970000000-ae4b5f2fa92ad9882bf3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxynaphthaldehydebenzoylhydrazone 20V, Positive-QTOF	splash10-0a4i-0900000000-f752ecc08b2bab260fd3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxynaphthaldehydebenzoylhydrazone 40V, Positive-QTOF	splash10-0a4i-2900000000-0f13da1a5d73ffe31679	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxynaphthaldehydebenzoylhydrazone 10V, Negative-QTOF	splash10-000i-0090000000-139a04dc6cc8c73340ab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxynaphthaldehydebenzoylhydrazone 20V, Negative-QTOF	splash10-002f-9420000000-9229f696021440c7b774	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxynaphthaldehydebenzoylhydrazone 40V, Negative-QTOF	splash10-0a6u-6920000000-2728c73535925a57f3bb	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

35402302

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

99759

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 2-Hydroxynaphthaldehydebenzoylhydrazone (HMDB0244678)

MOL for HMDB0244678 (2-Hydroxynaphthaldehydebenzoylhydrazone)

3D MOL for HMDB0244678 (2-Hydroxynaphthaldehydebenzoylhydrazone)

3D SDF for HMDB0244678 (2-Hydroxynaphthaldehydebenzoylhydrazone)

3D-SDF for HMDB0244678 (2-Hydroxynaphthaldehydebenzoylhydrazone)

PDB for HMDB0244678 (2-Hydroxynaphthaldehydebenzoylhydrazone)

3D PDB for HMDB0244678 (2-Hydroxynaphthaldehydebenzoylhydrazone)

SMILES for HMDB0244678 (2-Hydroxynaphthaldehydebenzoylhydrazone)

INCHI for HMDB0244678 (2-Hydroxynaphthaldehydebenzoylhydrazone)

Structure for HMDB0244678 (2-Hydroxynaphthaldehydebenzoylhydrazone)

3D Structure for HMDB0244678 (2-Hydroxynaphthaldehydebenzoylhydrazone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra