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Showing metabocard for N-Acetyl-2-hydroxybenzamide (HMDB0255046)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 14:34:43 UTC
Update Date2021-09-26 23:09:32 UTC
HMDB IDHMDB0255046
Secondary Accession NumbersNone
Metabolite Identification
Common NameN-Acetyl-2-hydroxybenzamide
DescriptionN-(2-hydroxybenzoyl)ethanimidic acid belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid. N-(2-hydroxybenzoyl)ethanimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). N-acetyl-2-hydroxybenzamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Acetyl-2-hydroxybenzamide 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0255046 (N-Acetyl-2-hydroxybenzamide)

  Mrv1572004221605062D          

 13 13  0  0  0  0            999 V2000
   -1.4289    3.3000    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
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   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
    0.0000    0.8250    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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  2  0  0  0  0
 10  9  1  4  0  0  0
 11  6  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
M  END
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3D MOL for HMDB0255046 (N-Acetyl-2-hydroxybenzamide)

HMDB0255046
     RDKit          3D
N-Acetyl-2-hydroxybenzamide
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.4327    1.2506    1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4502    0.3408    0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309   -1.0055    0.9675 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5435    0.7729   -0.1390 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6041   -0.1049   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.8211   -1.6627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7719   -0.1437   -0.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883    0.7247    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522    0.7603    1.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3096   -0.0658    0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0384   -0.9181   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7339   -0.9692   -0.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4754   -1.8246   -1.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0654    1.4961    2.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5229    2.2153    0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4268    0.7467    1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8607   -1.6617    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3350    1.3837    1.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5910    1.4444    2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3108   -0.0311    1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7608   -1.5835   -0.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6650   -2.0062   -2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12  7  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 13 22  1  0
M  END
Download

3D SDF for HMDB0255046 (N-Acetyl-2-hydroxybenzamide)

  Mrv1572004221605062D          

 13 13  0  0  0  0            999 V2000
   -1.4289    3.3000    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
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   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
    0.0000    0.8250    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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  2  0  0  0  0
 10  9  1  4  0  0  0
 11  6  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255046

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)=NC(=O)C1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H9NO3/c1-6(11)10-9(13)7-4-2-3-5-8(7)12/h2-5,12H,1H3,(H,10,11,13)

> <INCHI_KEY>
JZWFDVDETGFGFC-UHFFFAOYSA-N

> <FORMULA>
C9H9NO3

> <MOLECULAR_WEIGHT>
179.175

> <EXACT_MASS>
179.058243154

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
17.57313399988455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(2-hydroxybenzoyl)ethanimidic acid

> <ALOGPS_LOGP>
1.07

> <JCHEM_LOGP>
1.5264298986666667

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.228650524100244

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.548024789036907

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7101810277260867

> <JCHEM_POLAR_SURFACE_AREA>
69.89000000000001

> <JCHEM_REFRACTIVITY>
47.004900000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.73e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(2-hydroxybenzoyl)ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0255046 (N-Acetyl-2-hydroxybenzamide)

HMDB0255046
     RDKit          3D
N-Acetyl-2-hydroxybenzamide
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.4327    1.2506    1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4502    0.3408    0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309   -1.0055    0.9675 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5435    0.7729   -0.1390 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6041   -0.1049   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.8211   -1.6627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7719   -0.1437   -0.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883    0.7247    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522    0.7603    1.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3096   -0.0658    0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0384   -0.9181   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7339   -0.9692   -0.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4754   -1.8246   -1.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0654    1.4961    2.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5229    2.2153    0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4268    0.7467    1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8607   -1.6617    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3350    1.3837    1.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5910    1.4444    2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3108   -0.0311    1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7608   -1.5835   -0.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6650   -2.0062   -2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12  7  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 13 22  1  0
M  END
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PDB for HMDB0255046 (N-Acetyl-2-hydroxybenzamide)

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -1.334   3.850   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    7                                                       
CONECT    5    3    8                                                       
CONECT    6    1   10   11                                                  
CONECT    7    4    8    9                                                  
CONECT    8    5    7   12                                                  
CONECT    9    7   10   13                                                  
CONECT   10    6    9                                                       
CONECT   11    6                                                            
CONECT   12    8                                                            
CONECT   13    9                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for HMDB0255046 (N-Acetyl-2-hydroxybenzamide)

COMPND    HMDB0255046
HETATM    1  C1  UNL     1       3.433   1.251   1.295  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.450   0.341   0.666  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.531  -1.005   0.968  1.00  0.00           O  
HETATM    4  N1  UNL     1       1.544   0.773  -0.139  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.604  -0.105  -0.740  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.995  -0.821  -1.663  1.00  0.00           O  
HETATM    7  C4  UNL     1      -0.772  -0.144  -0.267  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.088   0.725   0.793  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.352   0.760   1.305  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.310  -0.066   0.767  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.038  -0.918  -0.259  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.734  -0.969  -0.802  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.475  -1.825  -1.827  1.00  0.00           O  
HETATM   14  H1  UNL     1       3.065   1.496   2.316  1.00  0.00           H  
HETATM   15  H2  UNL     1       3.523   2.215   0.759  1.00  0.00           H  
HETATM   16  H3  UNL     1       4.427   0.747   1.364  1.00  0.00           H  
HETATM   17  H4  UNL     1       2.861  -1.662   0.277  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.335   1.384   1.226  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.591   1.444   2.136  1.00  0.00           H  
HETATM   20  H7  UNL     1      -4.311  -0.031   1.179  1.00  0.00           H  
HETATM   21  H8  UNL     1      -3.761  -1.584  -0.710  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.665  -2.006  -2.327  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    4    4
CONECT    3   17
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8    8   12
CONECT    8    9   18
CONECT    9   10   10   19
CONECT   10   11   20
CONECT   11   12   12   21
CONECT   12   13
CONECT   13   22
END
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SMILES for HMDB0255046 (N-Acetyl-2-hydroxybenzamide)

CC(O)=NC(=O)C1=CC=CC=C1O
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INCHI for HMDB0255046 (N-Acetyl-2-hydroxybenzamide)

InChI=1S/C9H9NO3/c1-6(11)10-9(13)7-4-2-3-5-8(7)12/h2-5,12H,1H3,(H,10,11,13)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
N-(2-Hydroxybenzoyl)ethanimidateGenerator
L-749AcetsalicylamideChEMBL
Chemical FormulaC9H9NO3
Average Molecular Weight179.175
Monoisotopic Molecular Weight179.058243154
IUPAC NameN-(2-hydroxybenzoyl)ethanimidic acid
Traditional NameN-(2-hydroxybenzoyl)ethanimidic acid
CAS Registry NumberNot Available
SMILES
CC(O)=NC(=O)C1=CC=CC=C1O
InChI Identifier
InChI=1S/C9H9NO3/c1-6(11)10-9(13)7-4-2-3-5-8(7)12/h2-5,12H,1H3,(H,10,11,13)
InChI KeyJZWFDVDETGFGFC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentSalicylamides
Alternative Parents
Substituents
  • Salicylamide
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Carboxylic acid imide
  • Dicarboximide
  • Carboxylic acid imide, n-unsubstituted
  • Vinylogous acid
  • Acetamide
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10252
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]