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Showing metabocard for 1,1,1,3,3,3-Hexachloro-2-propanone (HMDB0031489)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:43:37 UTC
Update Date2022-03-07 02:53:00 UTC
HMDB IDHMDB0031489
Secondary Accession Numbers
  • HMDB31489
Metabolite Identification
Common Name1,1,1,3,3,3-Hexachloro-2-propanone
Description1,1,1,3,3,3-Hexachloro-2-propanone, also known as Hca or bis(trichloromethyl) ketone, belongs to the class of organic compounds known as alpha-chloroketones. These are organic compounds contaning a chlorine atom attached to the alpha carbon atom relative to C=O group. Based on a literature review a significant number of articles have been published on 1,1,1,3,3,3-Hexachloro-2-propanone.
Structure
Data?1563862132
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031489 (1,1,1,3,3,3-Hexachloro-2-propanone)


  Mrv0541 05061305582D          

 10  9  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    0.3020    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  2  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  3  1  0  0  0  0
  9  3  1  0  0  0  0
 10  1  2  0  0  0  0
M  END
Download

3D MOL for HMDB0031489 (1,1,1,3,3,3-Hexachloro-2-propanone)

HMDB0031489
     RDKit          3D
1,1,1,3,3,3-Hexachloro-2-propanone
 10  9  0  0  0  0  0  0  0  0999 V2000
    0.2399   -1.3925   -1.1374 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795   -0.4702   -0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3031    0.0385   -0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9268   -0.0930    1.4110 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2386    1.7843   -0.6552 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119   -0.8230   -1.3038 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2524    0.0516    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146   -0.0593    2.1111 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7071   -0.8147   -0.1330 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4870    1.7781   -0.0387 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  2  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
M  END
Download

3D SDF for HMDB0031489 (1,1,1,3,3,3-Hexachloro-2-propanone)


  Mrv0541 05061305582D          

 10  9  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    0.3020    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.4289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  2  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  3  1  0  0  0  0
  9  3  1  0  0  0  0
 10  1  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031489

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC(Cl)(Cl)C(=O)C(Cl)(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C3Cl6O/c4-2(5,6)1(10)3(7,8)9

> <INCHI_KEY>
DOJXGHGHTWFZHK-UHFFFAOYSA-N

> <FORMULA>
C3Cl6O

> <MOLECULAR_WEIGHT>
264.75

> <EXACT_MASS>
261.808030864

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
18.293917118017827

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hexachloropropan-2-one

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
3.611056659

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-9.495720709598888

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
47.224000000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexachloroacetone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0031489 (1,1,1,3,3,3-Hexachloro-2-propanone)

HMDB0031489
     RDKit          3D
1,1,1,3,3,3-Hexachloro-2-propanone
 10  9  0  0  0  0  0  0  0  0999 V2000
    0.2399   -1.3925   -1.1374 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795   -0.4702   -0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3031    0.0385   -0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9268   -0.0930    1.4110 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2386    1.7843   -0.6552 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119   -0.8230   -1.3038 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2524    0.0516    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146   -0.0593    2.1111 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7071   -0.8147   -0.1330 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4870    1.7781   -0.0387 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  2  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
M  END
Download

PDB for HMDB0031489 (1,1,1,3,3,3-Hexachloro-2-propanone)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    4 Cl   UNK     0       3.080   2.667   0.000  0.00  0.00          Cl+0
HETATM    5 Cl   UNK     0       0.976   2.104   0.000  0.00  0.00          Cl+0
HETATM    6 Cl   UNK     0       3.644   0.564   0.000  0.00  0.00          Cl+0
HETATM    7 Cl   UNK     0       3.080  -2.667   0.000  0.00  0.00          Cl+0
HETATM    8 Cl   UNK     0       0.976  -2.104   0.000  0.00  0.00          Cl+0
HETATM    9 Cl   UNK     0       3.644  -0.564   0.000  0.00  0.00          Cl+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3   10                                                  
CONECT    2    1    4    5    6                                             
CONECT    3    1    7    8    9                                             
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    2                                                            
CONECT    7    3                                                            
CONECT    8    3                                                            
CONECT    9    3                                                            
CONECT   10    1                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for HMDB0031489 (1,1,1,3,3,3-Hexachloro-2-propanone)

COMPND    HMDB0031489
HETATM    1  O1  UNL     1       0.240  -1.392  -1.137  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.079  -0.470  -0.369  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.303   0.039  -0.241  1.00  0.00           C  
HETATM    4 CL1  UNL     1      -1.927  -0.093   1.411  1.00  0.00          CL  
HETATM    5 CL2  UNL     1      -1.239   1.784  -0.655  1.00  0.00          CL  
HETATM    6 CL3  UNL     1      -2.412  -0.823  -1.304  1.00  0.00          CL  
HETATM    7  C3  UNL     1       1.252   0.052   0.356  1.00  0.00           C  
HETATM    8 CL4  UNL     1       1.115  -0.059   2.111  1.00  0.00          CL  
HETATM    9 CL5  UNL     1       2.707  -0.815  -0.133  1.00  0.00          CL  
HETATM   10 CL6  UNL     1       1.487   1.778  -0.039  1.00  0.00          CL  
CONECT    1    2    2
CONECT    2    3    7
CONECT    3    4    5    6
CONECT    7    8    9   10
END
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SMILES for HMDB0031489 (1,1,1,3,3,3-Hexachloro-2-propanone)

ClC(Cl)(Cl)C(=O)C(Cl)(Cl)Cl
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INCHI for HMDB0031489 (1,1,1,3,3,3-Hexachloro-2-propanone)

InChI=1S/C3Cl6O/c4-2(5,6)1(10)3(7,8)9
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1,1, 1,3,3,3-Hexachloro-2-propanoneHMDB
1,1,1,3,3,3-HexachloroacetoneHMDB
1,1,1,3,3,3-HexachloropropanoneHMDB
Bis(trichloromethyl) ketoneHMDB
HcaHMDB
Hca weedkillerHMDB
HCA, wssaHMDB
Hexachloro-2-propanoneHMDB
Hexachloro-acetoneHMDB
HexachloroacetoneHMDB
Hexachloroacetone, practHMDB
HexachloropropanoneHMDB
Kureha hcaHMDB
Perchloro-2-propanoneHMDB
PerchloroacetoneHMDB
Chemical FormulaC3Cl6O
Average Molecular Weight264.75
Monoisotopic Molecular Weight261.808030864
IUPAC Namehexachloropropan-2-one
Traditional Namehexachloroacetone
CAS Registry Number116-16-5
SMILES
ClC(Cl)(Cl)C(=O)C(Cl)(Cl)Cl
InChI Identifier
InChI=1S/C3Cl6O/c4-2(5,6)1(10)3(7,8)9
InChI KeyDOJXGHGHTWFZHK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-chloroketones. These are organic compounds contaning a chlorine atom attached to the alpha carbon atom relative to C=O group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-chloroketones
Alternative Parents
Substituents
  • Alpha-chloroketone
  • Organic oxide
  • Hydrocarbon derivative
  • Organochloride
  • Organohalogen compound
  • Alkyl halide
  • Alkyl chloride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-2 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP3.66ALOGPS
logP3.61ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)-9.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity47.22 m³·mol⁻¹ChemAxon
Polarizability18.29 ųChemAxon
Number of Rings0ChemAxon
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]+139.39930932474
DeepCCS[M-H]-136.18630932474
DeepCCS[M-2H]-172.81530932474
DeepCCS[M+Na]+148.35330932474
AllCCS[M+H]+137.032859911
AllCCS[M+H-H2O]+133.832859911
AllCCS[M+NH4]+139.932859911
AllCCS[M+Na]+140.832859911
AllCCS[M-H]-135.332859911
AllCCS[M+Na-2H]-137.632859911
AllCCS[M+HCOO]-140.232859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. 6.31 minutes32390414
Predicted by Siyang on May 30, 202214.9788 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20220.93 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid172.6 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1813.8 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid619.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid251.2 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid467.6 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid322.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid567.8 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 Acid662.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)699.7 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1216.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid441.5 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1304.5 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid464.8 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid478.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate790.2 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA508.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water265.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1,1,1,3,3,3-Hexachloro-2-propanoneClC(Cl)(Cl)C(=O)C(Cl)(Cl)Cl1754.1Standard polar33892256
1,1,1,3,3,3-Hexachloro-2-propanoneClC(Cl)(Cl)C(=O)C(Cl)(Cl)Cl1134.9Standard non polar33892256
1,1,1,3,3,3-Hexachloro-2-propanoneClC(Cl)(Cl)C(=O)C(Cl)(Cl)Cl1188.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1,1,1,3,3,3-Hexachloro-2-propanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-0900000000-14d5f9f810a50b9f653a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,1,1,3,3,3-Hexachloro-2-propanone 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 - 1,1,1,3,3,3-Hexachloro-2-propanone 10V, Positive-QTOFsplash10-03di-0090000000-6bdacfaf34e7ed65b9f72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,1,1,3,3,3-Hexachloro-2-propanone 20V, Positive-QTOFsplash10-03di-0090000000-6bdacfaf34e7ed65b9f72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,1,1,3,3,3-Hexachloro-2-propanone 40V, Positive-QTOFsplash10-03di-0090000000-6bdacfaf34e7ed65b9f72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,1,1,3,3,3-Hexachloro-2-propanone 10V, Negative-QTOFsplash10-03di-0090000000-75b36e1883028de9da442016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,1,1,3,3,3-Hexachloro-2-propanone 20V, Negative-QTOFsplash10-03di-0090000000-75b36e1883028de9da442016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,1,1,3,3,3-Hexachloro-2-propanone 40V, Negative-QTOFsplash10-03di-0090000000-75b36e1883028de9da442016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,1,1,3,3,3-Hexachloro-2-propanone 10V, Positive-QTOFsplash10-03di-0090000000-73bd19adde3970dbe4fc2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,1,1,3,3,3-Hexachloro-2-propanone 20V, Positive-QTOFsplash10-03di-0090000000-73bd19adde3970dbe4fc2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,1,1,3,3,3-Hexachloro-2-propanone 40V, Positive-QTOFsplash10-03di-0190000000-540a2138be894f45ff652021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008067
KNApSAcK IDC00056531
Chemspider ID13873693
KEGG Compound IDC19122
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound8303
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
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