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Showing metabocard for 3'-Chloroacetophenone (HMDB0246089)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 23:07:40 UTC
Update Date2021-09-26 22:54:57 UTC
HMDB IDHMDB0246089
Secondary Accession NumbersNone
Metabolite Identification
Common Name3'-Chloroacetophenone
Description3'-Chloroacetophenone, also known as 2 chloro 1 phenylethanone or mace, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Based on a literature review a small amount of articles have been published on 3'-Chloroacetophenone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3'-chloroacetophenone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3'-Chloroacetophenone 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 HMDB0246089 (3'-Chloroacetophenone)


  Mrv1652309112101072D          

 10 10  0  0  0  0            999 V2000
    0.0000    2.4750    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
    1.4289    2.4750    0.0000 O   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
    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
    2.1434   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  6 10  1  0  0  0  0
M  END
Download

3D MOL for HMDB0246089 (3'-Chloroacetophenone)

HMDB0246089
     RDKit          3D
3'-Chloroacetophenone
 17 17  0  0  0  0  0  0  0  0999 V2000
    2.6971    0.0937   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5629   -0.8479   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8331   -2.0374   -0.5824 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2015   -0.3650   -0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0334    0.9542    0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3380    1.4185    0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256    0.5831    0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1842   -0.7354   -0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5656   -1.7881   -0.2406 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8838   -1.2033   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7567    0.8307   -0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6651   -0.4496    0.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667    0.7135    0.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8082    1.6353    0.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5075    2.4672    0.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4387    0.9619    0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -2.2313   -0.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10  4  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  5 14  1  0
  6 15  1  0
  7 16  1  0
 10 17  1  0
M  END
Download

3D SDF for HMDB0246089 (3'-Chloroacetophenone)


  Mrv1652309112101072D          

 10 10  0  0  0  0            999 V2000
    0.0000    2.4750    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
    1.4289    2.4750    0.0000 O   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
    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
    2.1434   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  6 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246089

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C1=CC(Cl)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H7ClO/c1-6(10)7-3-2-4-8(9)5-7/h2-5H,1H3

> <INCHI_KEY>
UUWJBXKHMMQDED-UHFFFAOYSA-N

> <FORMULA>
C8H7ClO

> <MOLECULAR_WEIGHT>
154.59

> <EXACT_MASS>
154.0185425

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
15.269136386117163

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(3-chlorophenyl)ethan-1-one

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
2.134938011

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.949946987817526

> <JCHEM_PKA_STRONGEST_BASIC>
-7.400787810228692

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
41.2656

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.93e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
M-chloroacetophenone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0246089 (3'-Chloroacetophenone)

HMDB0246089
     RDKit          3D
3'-Chloroacetophenone
 17 17  0  0  0  0  0  0  0  0999 V2000
    2.6971    0.0937   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5629   -0.8479   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8331   -2.0374   -0.5824 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2015   -0.3650   -0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0334    0.9542    0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3380    1.4185    0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256    0.5831    0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1842   -0.7354   -0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5656   -1.7881   -0.2406 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8838   -1.2033   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7567    0.8307   -0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6651   -0.4496    0.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667    0.7135    0.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8082    1.6353    0.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5075    2.4672    0.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4387    0.9619    0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -2.2313   -0.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10  4  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  5 14  1  0
  6 15  1  0
  7 16  1  0
 10 17  1  0
M  END
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PDB for HMDB0246089 (3'-Chloroacetophenone)

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       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334   2.310   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  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0       4.001  -0.770   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    6                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0246089 (3'-Chloroacetophenone)

COMPND    HMDB0246089
HETATM    1  C1  UNL     1       2.697   0.094  -0.124  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.563  -0.848  -0.287  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.833  -2.037  -0.582  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.202  -0.365  -0.102  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.033   0.954   0.222  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.338   1.418   0.401  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.426   0.583   0.260  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.184  -0.735  -0.064  1.00  0.00           C  
HETATM    9 CL1  UNL     1      -3.566  -1.788  -0.241  1.00  0.00          CL  
HETATM   10  C8  UNL     1      -0.884  -1.203  -0.243  1.00  0.00           C  
HETATM   11  H1  UNL     1       2.757   0.831  -0.956  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.665  -0.450   0.001  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.567   0.713   0.810  1.00  0.00           H  
HETATM   14  H4  UNL     1       0.808   1.635   0.339  1.00  0.00           H  
HETATM   15  H5  UNL     1      -1.508   2.467   0.657  1.00  0.00           H  
HETATM   16  H6  UNL     1      -3.439   0.962   0.403  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.715  -2.231  -0.495  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    3    4
CONECT    4    5    5   10
CONECT    5    6   14
CONECT    6    7    7   15
CONECT    7    8   16
CONECT    8    9   10   10
CONECT   10   17
END
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SMILES for HMDB0246089 (3'-Chloroacetophenone)

CC(=O)C1=CC(Cl)=CC=C1
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INCHI for HMDB0246089 (3'-Chloroacetophenone)

InChI=1S/C8H7ClO/c1-6(10)7-3-2-4-8(9)5-7/h2-5H,1H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2 Chloro 1 phenylethanoneHMDB
2 ChloroacetophenoneHMDB
2-Chloro-1-phenylethanoneHMDB
2-ChloroacetophenoneHMDB
3' ChloroacetophenoneHMDB
ChloracetophenoneHMDB
ChloroacetophenoneHMDB
MaceHMDB
alpha ChloroacetophenoneHMDB
alpha-ChloroacetophenoneHMDB
Omega chloroacetophenoneHMDB
Omega-chloroacetophenoneHMDB
Chemical FormulaC8H7ClO
Average Molecular Weight154.59
Monoisotopic Molecular Weight154.0185425
IUPAC Name1-(3-chlorophenyl)ethan-1-one
Traditional NameM-chloroacetophenone
CAS Registry NumberNot Available
SMILES
CC(=O)C1=CC(Cl)=CC=C1
InChI Identifier
InChI=1S/C8H7ClO/c1-6(10)7-3-2-4-8(9)5-7/h2-5H,1H3
InChI KeyUUWJBXKHMMQDED-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlkyl-phenylketones
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • Acetophenone
  • Aryl alkyl ketone
  • Benzoyl
  • Halobenzene
  • Chlorobenzene
  • Benzenoid
  • Monocyclic benzene moiety
  • Aryl halide
  • Aryl chloride
  • Organic oxide
  • Hydrocarbon derivative
  • Organochloride
  • Organohalogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological location
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
logP2.37ALOGPS
logP2.13ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)15.95ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity41.27 m³·mol⁻¹ChemAxon
Polarizability15.27 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]+130.22830932474
DeepCCS[M-H]-127.14630932474
DeepCCS[M-2H]-164.08330932474
DeepCCS[M+Na]+139.53130932474
AllCCS[M+H]+128.532859911
AllCCS[M+H-H2O]+123.932859911
AllCCS[M+NH4]+132.932859911
AllCCS[M+Na]+134.132859911
AllCCS[M-H]-125.532859911
AllCCS[M+Na-2H]-127.132859911
AllCCS[M+HCOO]-129.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3'-ChloroacetophenoneCC(=O)C1=CC(Cl)=CC=C11797.2Standard polar33892256
3'-ChloroacetophenoneCC(=O)C1=CC(Cl)=CC=C11208.5Standard non polar33892256
3'-ChloroacetophenoneCC(=O)C1=CC(Cl)=CC=C11249.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3'-Chloroacetophenone GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-5900000000-86cfe284d9de5edba8fa2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3'-Chloroacetophenone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Chloroacetophenone 10V, Positive-QTOFsplash10-0a4i-2900000000-3f1b329ff3ba47cfa5a92021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Chloroacetophenone 20V, Positive-QTOFsplash10-0006-9600000000-eaf295971e43f2c2039a2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Chloroacetophenone 40V, Positive-QTOFsplash10-0006-9200000000-608ffa4133e8d9df88e22021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Chloroacetophenone 10V, Negative-QTOFsplash10-0udi-0900000000-ccd414570820207d17f22021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Chloroacetophenone 20V, Negative-QTOFsplash10-0w29-0900000000-da776edb626c14012e082021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-Chloroacetophenone 40V, Negative-QTOFsplash10-001l-9100000000-031f72021a39ea523fa32021-10-12Wishart LabView Spectrum
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 ID14227
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14933
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 ]