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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:37:53 UTC

Update Date

2021-09-26 23:07:13 UTC

HMDB ID

HMDB0253775

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-(4'-Chlorobenzyloxy)benzyl nicotinate

Description

4-(4'-chlorobenzyloxy)benzyl nicotinate, also known as KCD 232, belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group. Based on a literature review very few articles have been published on 4-(4'-chlorobenzyloxy)benzyl nicotinate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-(4'-chlorobenzyloxy)benzyl nicotinate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-(4'-Chlorobenzyloxy)benzyl nicotinate 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


  Mrv1652309112114382D          

 25 27  0  0  0  0            999 V2000
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.0000    0.0000 Cl  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
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  END

HMDB0253775
     RDKit          3D
4-(4'-Chlorobenzyloxy)benzyl nicotinate
 41 43  0  0  0  0  0  0  0  0999 V2000
    3.7983    2.6413   -2.9583 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6943    2.2111   -1.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4654    1.7612   -1.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2861    1.7557   -2.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2183    1.1936   -1.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304    1.9571   -0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1965    1.4865    0.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458    0.2207    0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6580   -0.2171    1.2140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5758   -0.6122    2.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0844   -1.9932    1.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2436   -2.3622    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7094   -3.6191   -0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0272   -4.5379    0.9666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6299   -6.1482    0.5474 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747   -4.1885    2.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4089   -2.9304    2.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2572   -0.5231   -0.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2885   -0.0640   -1.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8446    2.1729   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6928    1.6977    0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7973    1.6818    1.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901    2.1452    0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1369    2.6111   -0.5321 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0568    2.6340   -1.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4063    1.1672   -3.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9878    2.7845   -2.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    2.9654   -0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5585    2.0848    1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008    0.0393    2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3298   -0.6156    3.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9931   -1.6299   -0.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8139   -3.8481   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1192   -4.8973    3.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2809   -2.6323    3.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6520   -1.5183   -0.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665   -0.6624   -2.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7334    1.3339    0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7260    1.3142    2.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.1282    1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2121    3.0127   -2.3470 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  2  0
  2 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19  5  1  0
 25 20  1  0
 17 11  1  0
  4 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
 25 41  1  0
M  END


  Mrv1652309112114382D          

 25 27  0  0  0  0            999 V2000
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.0000    0.0000 Cl  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
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253775

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC=C(COC2=CC=C(COC(=O)C3=CN=CC=C3)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H16ClNO3/c21-18-7-3-15(4-8-18)13-24-19-9-5-16(6-10-19)14-25-20(23)17-2-1-11-22-12-17/h1-12H,13-14H2

> <INCHI_KEY>
VAOFYKUGDPBCRA-UHFFFAOYSA-N

> <FORMULA>
C20H16ClNO3

> <MOLECULAR_WEIGHT>
353.8

> <EXACT_MASS>
353.0818711

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
37.32101334167928

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{4-[(4-chlorophenyl)methoxy]phenyl}methyl pyridine-3-carboxylate

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
4.654369998333333

> <ALOGPS_LOGS>
-5.40

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.2405982402659537

> <JCHEM_POLAR_SURFACE_AREA>
48.42

> <JCHEM_REFRACTIVITY>
96.4196

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{4-[(4-chlorophenyl)methoxy]phenyl}methyl pyridine-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253775
     RDKit          3D
4-(4'-Chlorobenzyloxy)benzyl nicotinate
 41 43  0  0  0  0  0  0  0  0999 V2000
    3.7983    2.6413   -2.9583 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6943    2.2111   -1.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4654    1.7612   -1.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2861    1.7557   -2.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2183    1.1936   -1.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304    1.9571   -0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1965    1.4865    0.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458    0.2207    0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6580   -0.2171    1.2140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5758   -0.6122    2.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0844   -1.9932    1.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2436   -2.3622    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7094   -3.6191   -0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0272   -4.5379    0.9666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6299   -6.1482    0.5474 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747   -4.1885    2.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4089   -2.9304    2.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2572   -0.5231   -0.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2885   -0.0640   -1.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8446    2.1729   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6928    1.6977    0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7973    1.6818    1.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901    2.1452    0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1369    2.6111   -0.5321 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0568    2.6340   -1.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4063    1.1672   -3.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9878    2.7845   -2.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    2.9654   -0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5585    2.0848    1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008    0.0393    2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3298   -0.6156    3.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9931   -1.6299   -0.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8139   -3.8481   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1192   -4.8973    3.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2809   -2.6323    3.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6520   -1.5183   -0.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665   -0.6624   -2.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7334    1.3339    0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7260    1.3142    2.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.1282    1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2121    3.0127   -2.3470 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  2  0
  2 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19  5  1  0
 25 20  1  0
 17 11  1  0
  4 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
 25 41  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       8.002 -13.860   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      13.337  -4.620   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.004  -0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   25 Cl   UNK     0      18.672  -0.000   0.000  0.00  0.00          Cl+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    3    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0253775
HETATM    1  O1  UNL     1       3.798   2.641  -2.958  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.694   2.211  -1.782  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.465   1.761  -1.332  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.286   1.756  -2.130  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.218   1.194  -1.248  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.230   1.957  -0.197  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.197   1.487   0.632  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.746   0.221   0.425  1.00  0.00           C  
HETATM    9  O3  UNL     1      -2.658  -0.217   1.214  1.00  0.00           O  
HETATM   10  C7  UNL     1      -3.576  -0.612   2.040  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.084  -1.993   1.668  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.244  -2.362   0.352  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.709  -3.619  -0.004  1.00  0.00           C  
HETATM   14  C11 UNL     1      -5.027  -4.538   0.967  1.00  0.00           C  
HETATM   15 CL1  UNL     1      -5.630  -6.148   0.547  1.00  0.00          CL  
HETATM   16  C12 UNL     1      -4.875  -4.189   2.287  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.409  -2.930   2.628  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.257  -0.523  -0.662  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.288  -0.064  -1.501  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.845   2.173  -0.870  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.693   1.698   0.406  1.00  0.00           C  
HETATM   22  C18 UNL     1       5.797   1.682   1.230  1.00  0.00           C  
HETATM   23  C19 UNL     1       6.990   2.145   0.720  1.00  0.00           C  
HETATM   24  N1  UNL     1       7.137   2.611  -0.532  1.00  0.00           N  
HETATM   25  C20 UNL     1       6.057   2.634  -1.358  1.00  0.00           C  
HETATM   26  H1  UNL     1       1.406   1.167  -3.062  1.00  0.00           H  
HETATM   27  H2  UNL     1       0.988   2.784  -2.411  1.00  0.00           H  
HETATM   28  H3  UNL     1       0.206   2.965  -0.028  1.00  0.00           H  
HETATM   29  H4  UNL     1      -1.558   2.085   1.467  1.00  0.00           H  
HETATM   30  H5  UNL     1      -4.501   0.039   2.009  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.330  -0.616   3.140  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.993  -1.630  -0.419  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.814  -3.848  -1.051  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.119  -4.897   3.051  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.281  -2.632   3.662  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.652  -1.518  -0.864  1.00  0.00           H  
HETATM   37  H12 UNL     1       0.066  -0.662  -2.331  1.00  0.00           H  
HETATM   38  H13 UNL     1       3.733   1.334   0.790  1.00  0.00           H  
HETATM   39  H14 UNL     1       5.726   1.314   2.255  1.00  0.00           H  
HETATM   40  H15 UNL     1       7.859   2.128   1.378  1.00  0.00           H  
HETATM   41  H16 UNL     1       6.212   3.013  -2.347  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4
CONECT    4    5   26   27
CONECT    5    6    6   19
CONECT    6    7   28
CONECT    7    8    8   29
CONECT    8    9   18
CONECT    9   10
CONECT   10   11   30   31
CONECT   11   12   12   17
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   16
CONECT   16   17   17   34
CONECT   17   35
CONECT   18   19   19   36
CONECT   19   37
CONECT   20   21   21   25
CONECT   21   22   38
CONECT   22   23   23   39
CONECT   23   24   40
CONECT   24   25   25
CONECT   25   41
END

HMDB0253775
     RDKit          3D
4-(4'-Chlorobenzyloxy)benzyl nicotinate
 41 43  0  0  0  0  0  0  0  0999 V2000
    3.7983    2.6413   -2.9583 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6943    2.2111   -1.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4654    1.7612   -1.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2861    1.7557   -2.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2183    1.1936   -1.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304    1.9571   -0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1965    1.4865    0.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458    0.2207    0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6580   -0.2171    1.2140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5758   -0.6122    2.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0844   -1.9932    1.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2436   -2.3622    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7094   -3.6191   -0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0272   -4.5379    0.9666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6299   -6.1482    0.5474 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747   -4.1885    2.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4089   -2.9304    2.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2572   -0.5231   -0.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2885   -0.0640   -1.5011 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8446    2.1729   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6928    1.6977    0.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7973    1.6818    1.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901    2.1452    0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1369    2.6111   -0.5321 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0568    2.6340   -1.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4063    1.1672   -3.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9878    2.7845   -2.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    2.9654   -0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5585    2.0848    1.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008    0.0393    2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3298   -0.6156    3.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9931   -1.6299   -0.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8139   -3.8481   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1192   -4.8973    3.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2809   -2.6323    3.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6520   -1.5183   -0.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665   -0.6624   -2.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7334    1.3339    0.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7260    1.3142    2.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.1282    1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2121    3.0127   -2.3470 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  8 18  1  0
 18 19  2  0
  2 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 19  5  1  0
 25 20  1  0
 17 11  1  0
  4 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 22 39  1  0
 23 40  1  0
 25 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(4'-Chlorobenzyloxy)benzyl nicotinic acid	Generator
KCD 232	MeSH
KCD-232	MeSH

Chemical Formula

C₂₀H₁₆ClNO₃

Average Molecular Weight

353.8

Monoisotopic Molecular Weight

353.0818711

IUPAC Name

{4-[(4-chlorophenyl)methoxy]phenyl}methyl pyridine-3-carboxylate

Traditional Name

{4-[(4-chlorophenyl)methoxy]phenyl}methyl pyridine-3-carboxylate

CAS Registry Number

Not Available

SMILES

ClC1=CC=C(COC2=CC=C(COC(=O)C3=CN=CC=C3)C=C2)C=C1

InChI Identifier

InChI=1S/C20H16ClNO3/c21-18-7-3-15(4-8-18)13-24-19-9-5-16(6-10-19)14-25-20(23)17-2-1-11-22-12-17/h1-12H,13-14H2

InChI Key

VAOFYKUGDPBCRA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzyloxycarbonyls. These are organic compounds containing a carbonyl group substituted with a benzyloxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzyloxycarbonyls

Direct Parent

Benzyloxycarbonyls

Alternative Parents

Substituents

Benzyloxycarbonyl
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Phenoxy compound
Phenol ether
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Pyridine
Heteroaromatic compound
Carboxylic acid ester
Azacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	4.52	ALOGPS
logP	4.65	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	3.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48.42 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	96.42 m³·mol⁻¹	ChemAxon
Polarizability	37.32 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	190.978	30932474
DeepCCS	[M-H]-	188.465	30932474
DeepCCS	[M-2H]-	222.659	30932474
DeepCCS	[M+Na]+	198.466	30932474
AllCCS	[M+H]+	181.8	32859911
AllCCS	[M+H-H2O]+	178.8	32859911
AllCCS	[M+NH4]+	184.5	32859911
AllCCS	[M+Na]+	185.3	32859911
AllCCS	[M-H]-	181.2	32859911
AllCCS	[M+Na-2H]-	180.4	32859911
AllCCS	[M+HCOO]-	179.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(4'-Chlorobenzyloxy)benzyl nicotinate	ClC1=CC=C(COC2=CC=C(COC(=O)C3=CN=CC=C3)C=C2)C=C1	4201.9	Standard polar	33892256
4-(4'-Chlorobenzyloxy)benzyl nicotinate	ClC1=CC=C(COC2=CC=C(COC(=O)C3=CN=CC=C3)C=C2)C=C1	2928.5	Standard non polar	33892256
4-(4'-Chlorobenzyloxy)benzyl nicotinate	ClC1=CC=C(COC2=CC=C(COC(=O)C3=CN=CC=C3)C=C2)C=C1	3046.2	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 - 4-(4'-Chlorobenzyloxy)benzyl nicotinate GC-MS (Non-derivatized) - 70eV, Positive	splash10-057i-9760000000-7425d97f7e578928b365	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(4'-Chlorobenzyloxy)benzyl nicotinate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4'-Chlorobenzyloxy)benzyl nicotinate 10V, Positive-QTOF	splash10-0udi-0219000000-89c7247904d6250d2be8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4'-Chlorobenzyloxy)benzyl nicotinate 20V, Positive-QTOF	splash10-004i-0923000000-e531279a21b0139de317	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4'-Chlorobenzyloxy)benzyl nicotinate 40V, Positive-QTOF	splash10-004i-3900000000-cfe699caf2777f5cd96a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4'-Chlorobenzyloxy)benzyl nicotinate 10V, Negative-QTOF	splash10-0udi-1019000000-f36ff56d093b8d78b84b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4'-Chlorobenzyloxy)benzyl nicotinate 20V, Negative-QTOF	splash10-0fb9-9335000000-92e1659bde3ef5b7861a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(4'-Chlorobenzyloxy)benzyl nicotinate 40V, Negative-QTOF	splash10-0059-9300000000-21a61aca6e2e108721fe	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

111282

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124998

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 4-(4'-Chlorobenzyloxy)benzyl nicotinate (HMDB0253775)

MOL for HMDB0253775 (4-(4'-Chlorobenzyloxy)benzyl nicotinate)

3D MOL for HMDB0253775 (4-(4'-Chlorobenzyloxy)benzyl nicotinate)

3D SDF for HMDB0253775 (4-(4'-Chlorobenzyloxy)benzyl nicotinate)

3D-SDF for HMDB0253775 (4-(4'-Chlorobenzyloxy)benzyl nicotinate)

PDB for HMDB0253775 (4-(4'-Chlorobenzyloxy)benzyl nicotinate)

3D PDB for HMDB0253775 (4-(4'-Chlorobenzyloxy)benzyl nicotinate)

SMILES for HMDB0253775 (4-(4'-Chlorobenzyloxy)benzyl nicotinate)

INCHI for HMDB0253775 (4-(4'-Chlorobenzyloxy)benzyl nicotinate)

Structure for HMDB0253775 (4-(4'-Chlorobenzyloxy)benzyl nicotinate)

3D Structure for HMDB0253775 (4-(4'-Chlorobenzyloxy)benzyl nicotinate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra