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Showing metabocard for Chlorobutanol (HMDB0250108)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 07:04:53 UTC
Update Date2021-09-26 23:01:21 UTC
HMDB IDHMDB0250108
Secondary Accession NumbersNone
Metabolite Identification
Common NameChlorobutanol
DescriptionChlorobutanol, also known as chloretone or acetonchloroform, belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). Based on a literature review a significant number of articles have been published on Chlorobutanol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Chlorobutanol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Chlorobutanol 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 HMDB0250108 (Chlorobutanol)


  Mrv1533004171515592D          

  8  7  0  0  0  0            999 V2000
    0.8250   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
M  END
Download

3D MOL for HMDB0250108 (Chlorobutanol)

HMDB0250108
     RDKit          3D
Chlorobutanol
 15 14  0  0  0  0  0  0  0  0999 V2000
   -0.1024    1.0074   -1.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494    0.1427    0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2344   -0.8913    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3636    0.9611    1.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1772   -0.5760    0.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3863   -1.5656   -1.1641 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1677   -1.6749    1.6882 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4585    0.6436    0.4225 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1929    0.4501   -1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0212    1.5935   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    1.7502   -0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988   -0.4968    0.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316   -1.2821   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429   -1.7092    0.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3389    1.6473    1.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
M  END
Download

3D SDF for HMDB0250108 (Chlorobutanol)


  Mrv1533004171515592D          

  8  7  0  0  0  0            999 V2000
    0.8250   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250108

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(O)C(Cl)(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C4H7Cl3O/c1-3(2,8)4(5,6)7/h8H,1-2H3

> <INCHI_KEY>
OSASVXMJTNOKOY-UHFFFAOYSA-N

> <FORMULA>
C4H7Cl3O

> <MOLECULAR_WEIGHT>
177.45

> <EXACT_MASS>
175.9562479

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
14.750052884642416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,1,1-trichloro-2-methylpropan-2-ol

> <ALOGPS_LOGP>
2.31

> <JCHEM_LOGP>
1.7537306483333333

> <ALOGPS_LOGS>
-2.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.591130879878591

> <JCHEM_PKA_STRONGEST_BASIC>
-3.852439353141105

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
37.272800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chlorobutanol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0250108 (Chlorobutanol)

HMDB0250108
     RDKit          3D
Chlorobutanol
 15 14  0  0  0  0  0  0  0  0999 V2000
   -0.1024    1.0074   -1.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1494    0.1427    0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2344   -0.8913    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3636    0.9611    1.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1772   -0.5760    0.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3863   -1.5656   -1.1641 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1677   -1.6749    1.6882 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4585    0.6436    0.4225 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1929    0.4501   -1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0212    1.5935   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    1.7502   -0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988   -0.4968    0.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4316   -1.2821   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429   -1.7092    0.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3389    1.6473    1.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
M  END
Download

PDB for HMDB0250108 (Chlorobutanol)

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       1.540  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.080  -1.540   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000  -1.540   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6 Cl   UNK     0       1.540   1.540   0.000  0.00  0.00          Cl+0
HETATM    7 Cl   UNK     0       3.080  -0.000   0.000  0.00  0.00          Cl+0
HETATM    8 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for HMDB0250108 (Chlorobutanol)

COMPND    HMDB0250108
HETATM    1  C1  UNL     1      -0.102   1.007  -1.023  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.149   0.143   0.211  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.234  -0.891   0.167  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.364   0.961   1.310  1.00  0.00           O  
HETATM    5  C4  UNL     1       1.177  -0.576   0.305  1.00  0.00           C  
HETATM    6 CL1  UNL     1       1.386  -1.566  -1.164  1.00  0.00          CL  
HETATM    7 CL2  UNL     1       1.168  -1.675   1.688  1.00  0.00          CL  
HETATM    8 CL3  UNL     1       2.458   0.644   0.422  1.00  0.00          CL  
HETATM    9  H1  UNL     1       0.193   0.450  -1.933  1.00  0.00           H  
HETATM   10  H2  UNL     1      -1.021   1.593  -1.147  1.00  0.00           H  
HETATM   11  H3  UNL     1       0.723   1.750  -0.844  1.00  0.00           H  
HETATM   12  H4  UNL     1      -2.199  -0.497   0.560  1.00  0.00           H  
HETATM   13  H5  UNL     1      -1.432  -1.282  -0.846  1.00  0.00           H  
HETATM   14  H6  UNL     1      -0.943  -1.709   0.869  1.00  0.00           H  
HETATM   15  H7  UNL     1       0.339   1.647   1.425  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    4    5
CONECT    3   12   13   14
CONECT    4   15
CONECT    5    6    7    8
END
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SMILES for HMDB0250108 (Chlorobutanol)

CC(C)(O)C(Cl)(Cl)Cl
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INCHI for HMDB0250108 (Chlorobutanol)

InChI=1S/C4H7Cl3O/c1-3(2,8)4(5,6)7/h8H,1-2H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
ChloretoneKegg
AcetonchloroformMeSH
Anhydrous chlorobutanolMeSH
ChlorbutolMeSH
Chlorobutanol, anhydrousMeSH
TrichlorbutanolMeSH
Chemical FormulaC4H7Cl3O
Average Molecular Weight177.45
Monoisotopic Molecular Weight175.9562479
IUPAC Name1,1,1-trichloro-2-methylpropan-2-ol
Traditional Namechlorobutanol
CAS Registry NumberNot Available
SMILES
CC(C)(O)C(Cl)(Cl)Cl
InChI Identifier
InChI=1S/C4H7Cl3O/c1-3(2,8)4(5,6)7/h8H,1-2H3
InChI KeyOSASVXMJTNOKOY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentTertiary alcohols
Alternative Parents
Substituents
  • Tertiary alcohol
  • Halohydrin
  • Chlorohydrin
  • Hydrocarbon derivative
  • Organochloride
  • Organohalogen compound
  • Alkyl halide
  • Alkyl chloride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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
logP2.31ALOGPS
logP1.75ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)12.59ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.27 m³·mol⁻¹ChemAxon
Polarizability14.75 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]+130.63330932474
DeepCCS[M-H]-127.65830932474
DeepCCS[M-2H]-164.32830932474
DeepCCS[M+Na]+139.54230932474
AllCCS[M+H]+131.732859911
AllCCS[M+H-H2O]+128.032859911
AllCCS[M+NH4]+135.232859911
AllCCS[M+Na]+136.232859911
AllCCS[M-H]-134.732859911
AllCCS[M+Na-2H]-138.132859911
AllCCS[M+HCOO]-142.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ChlorobutanolCC(C)(O)C(Cl)(Cl)Cl1597.6Standard polar33892256
ChlorobutanolCC(C)(O)C(Cl)(Cl)Cl974.0Standard non polar33892256
ChlorobutanolCC(C)(O)C(Cl)(Cl)Cl990.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Chlorobutanol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4l-9100000000-5e8be8a7a06c4745516d2021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chlorobutanol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chlorobutanol GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Chlorobutanol GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlorobutanol 10V, Positive-QTOFsplash10-056r-0900000000-dfcf026b32e06245ea942016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlorobutanol 20V, Positive-QTOFsplash10-004i-1900000000-289b8ef159cb60ec471e2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlorobutanol 40V, Positive-QTOFsplash10-0006-9200000000-5d030791313e05c351332016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlorobutanol 10V, Negative-QTOFsplash10-00di-0900000000-8c7379c6770eaaa714272016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlorobutanol 20V, Negative-QTOFsplash10-00di-0900000000-4feb88629ad953e7fa3d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlorobutanol 40V, Negative-QTOFsplash10-0ab9-3900000000-0f31f3e40e0d4817fd9d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlorobutanol 10V, Positive-QTOFsplash10-004i-0900000000-4670340bab6297d148da2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlorobutanol 20V, Positive-QTOFsplash10-0a6r-0900000000-812e05178236c323be912021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlorobutanol 40V, Positive-QTOFsplash10-00l6-4900000000-4686a227e737cc758e062021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlorobutanol 10V, Negative-QTOFsplash10-00di-0900000000-f27cac203063dbea77042021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlorobutanol 20V, Negative-QTOFsplash10-00di-0900000000-f27cac203063dbea77042021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Chlorobutanol 40V, Negative-QTOFsplash10-00di-0900000000-f27cac203063dbea77042021-10-12Wishart 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 IDDB11386
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID13842993
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkChlorobutanol
METLIN IDNot Available
PubChem Compound5977
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1098411
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 ]