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Showing metabocard for 4-Chlorobenzaldehyde (HMDB0246392)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 23:24:57 UTC
Update Date2021-09-26 22:55:27 UTC
HMDB IDHMDB0246392
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-Chlorobenzaldehyde
Description4-Chlorobenzaldehyde belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). Based on a literature review a significant number of articles have been published on 4-Chlorobenzaldehyde. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-chlorobenzaldehyde is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Chlorobenzaldehyde 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 HMDB0246392 (4-Chlorobenzaldehyde)


  Mrv1652309112101252D          

  9  9  0  0  0  0            999 V2000
    1.4289    0.8250    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
    0.7145   -0.4125    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
    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  9  1  0  0  0  0
M  END
Download

3D MOL for HMDB0246392 (4-Chlorobenzaldehyde)

HMDB0246392
     RDKit          3D
4-Chlorobenzaldehyde
 14 14  0  0  0  0  0  0  0  0999 V2000
   -2.9360    1.1844    0.2694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586    0.1419   -0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179    0.0606   -0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1408    1.1262    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2314    1.0359    0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8603   -0.1266    0.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995   -0.3195    0.1152 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0868   -1.1752   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2854   -1.0946   -0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9279   -0.6763   -0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6811    2.0131    0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8291    1.8644    0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5385   -2.1156   -0.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8979   -1.9187   -0.8150 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
  6  8  1  0
  8  9  2  0
  9  3  1  0
  2 10  1  0
  4 11  1  0
  5 12  1  0
  8 13  1  0
  9 14  1  0
M  END
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3D SDF for HMDB0246392 (4-Chlorobenzaldehyde)


  Mrv1652309112101252D          

  9  9  0  0  0  0            999 V2000
    1.4289    0.8250    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
    0.7145   -0.4125    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
    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246392

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC=C(C=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C7H5ClO/c8-7-3-1-6(5-9)2-4-7/h1-5H

> <INCHI_KEY>
AVPYQKSLYISFPO-UHFFFAOYSA-N

> <FORMULA>
C7H5ClO

> <MOLECULAR_WEIGHT>
140.57

> <EXACT_MASS>
140.0028925

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
13.268910618552827

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-chlorobenzaldehyde

> <ALOGPS_LOGP>
2.28

> <JCHEM_LOGP>
2.289792837

> <ALOGPS_LOGS>
-2.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.111039792573555

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
37.4468

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-chlorobenzaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0246392 (4-Chlorobenzaldehyde)

HMDB0246392
     RDKit          3D
4-Chlorobenzaldehyde
 14 14  0  0  0  0  0  0  0  0999 V2000
   -2.9360    1.1844    0.2694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586    0.1419   -0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179    0.0606   -0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1408    1.1262    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2314    1.0359    0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8603   -0.1266    0.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995   -0.3195    0.1152 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0868   -1.1752   -0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2854   -1.0946   -0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9279   -0.6763   -0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6811    2.0131    0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8291    1.8644    0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5385   -2.1156   -0.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8979   -1.9187   -0.8150 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
  6  8  1  0
  8  9  2  0
  9  3  1  0
  2 10  1  0
  4 11  1  0
  5 12  1  0
  8 13  1  0
  9 14  1  0
M  END
Download

PDB for HMDB0246392 (4-Chlorobenzaldehyde)

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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   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       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.000   4.620   0.000  0.00  0.00           O+0
HETATM    9 Cl   UNK     0       1.334  -2.310   0.000  0.00  0.00          Cl+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    3                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for HMDB0246392 (4-Chlorobenzaldehyde)

COMPND    HMDB0246392
HETATM    1  O1  UNL     1      -2.936   1.184   0.269  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.359   0.142  -0.102  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.918   0.061  -0.038  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.141   1.126   0.434  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.231   1.036   0.490  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.860  -0.127   0.075  1.00  0.00           C  
HETATM    7 CL1  UNL     1       3.600  -0.319   0.115  1.00  0.00          CL  
HETATM    8  C6  UNL     1       1.087  -1.175  -0.390  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.285  -1.095  -0.450  1.00  0.00           C  
HETATM   10  H1  UNL     1      -2.928  -0.676  -0.462  1.00  0.00           H  
HETATM   11  H2  UNL     1      -0.681   2.013   0.746  1.00  0.00           H  
HETATM   12  H3  UNL     1       1.829   1.864   0.856  1.00  0.00           H  
HETATM   13  H4  UNL     1       1.538  -2.116  -0.729  1.00  0.00           H  
HETATM   14  H5  UNL     1      -0.898  -1.919  -0.815  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   10
CONECT    3    4    4    9
CONECT    4    5   11
CONECT    5    6    6   12
CONECT    6    7    8
CONECT    8    9    9   13
CONECT    9   14
END
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SMILES for HMDB0246392 (4-Chlorobenzaldehyde)

ClC1=CC=C(C=O)C=C1
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INCHI for HMDB0246392 (4-Chlorobenzaldehyde)

InChI=1S/C7H5ClO/c8-7-3-1-6(5-9)2-4-7/h1-5H
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View in JSmolView Stereo Labels
Synonyms
ValueSource
p-ChlorobenzaldehydeHMDB
Chemical FormulaC7H5ClO
Average Molecular Weight140.57
Monoisotopic Molecular Weight140.0028925
IUPAC Name4-chlorobenzaldehyde
Traditional Name4-chlorobenzaldehyde
CAS Registry NumberNot Available
SMILES
ClC1=CC=C(C=O)C=C1
InChI Identifier
InChI=1S/C7H5ClO/c8-7-3-1-6(5-9)2-4-7/h1-5H
InChI KeyAVPYQKSLYISFPO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoyl derivatives
Direct ParentBenzoyl derivatives
Alternative Parents
Substituents
  • Benzoyl
  • Benzaldehyde
  • Aryl-aldehyde
  • Halobenzene
  • Chlorobenzene
  • Aryl halide
  • Aryl chloride
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Aldehyde
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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
PropertyValueSource
logP2.28ALOGPS
logP2.29ChemAxon
logS-2.3ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.45 m³·mol⁻¹ChemAxon
Polarizability13.27 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+127.61230932474
DeepCCS[M-H]-123.84930932474
DeepCCS[M-2H]-161.04330932474
DeepCCS[M+Na]+136.36230932474
AllCCS[M+H]+126.932859911
AllCCS[M+H-H2O]+122.232859911
AllCCS[M+NH4]+131.332859911
AllCCS[M+Na]+132.632859911
AllCCS[M-H]-122.632859911
AllCCS[M+Na-2H]-124.632859911
AllCCS[M+HCOO]-126.832859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202215.3032 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.1 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1782.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid616.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid236.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid432.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid284.6 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid578.7 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid712.1 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)358.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1247.6 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid498.5 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1229.5 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid438.3 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid506.9 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate639.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA446.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water163.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-ChlorobenzaldehydeClC1=CC=C(C=O)C=C11662.1Standard polar33892256
4-ChlorobenzaldehydeClC1=CC=C(C=O)C=C11100.6Standard non polar33892256
4-ChlorobenzaldehydeClC1=CC=C(C=O)C=C11126.6Semi standard non polar33892256
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 ID21106019
KEGG Compound IDC06648
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link4-Chlorobenzaldehyde
METLIN IDNot Available
PubChem Compound7726
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1098371
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 ]