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Showing metabocard for 2,2-Dichloroethanol (HMDB0245330)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:24:42 UTC
Update Date2021-09-26 22:53:45 UTC
HMDB IDHMDB0245330
Secondary Accession NumbersNone
Metabolite Identification
Common Name2,2-Dichloroethanol
Description2,2-Dichloroethanol belongs to the class of organic compounds known as chlorohydrins. These are alcohols substituted by a chlorine atom at a saturated carbon atom otherwise bearing only hydrogen or hydrocarbyl groups. Based on a literature review a small amount of articles have been published on 2,2-Dichloroethanol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,2-dichloroethanol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,2-Dichloroethanol 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 HMDB0245330 (2,2-Dichloroethanol)


  Mrv1652309112100242D          

  5  4  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
    2.0625   -0.7145    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  1  5  1  0  0  0  0
M  END
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3D MOL for HMDB0245330 (2,2-Dichloroethanol)

HMDB0245330
     RDKit          3D
2,2-Dichloroethanol
  9  8  0  0  0  0  0  0  0  0999 V2000
   -1.2818    0.3000   -0.8454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4881    0.2180    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8584   -0.3975   -0.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468   -2.0476   -0.6572 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8655   -0.4043    1.4267 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5358    1.2299   -1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404   -0.3584    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3412    1.2440    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3165    0.2158   -0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  1  6  1  0
  2  7  1  0
  2  8  1  0
  3  9  1  0
M  END
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3D SDF for HMDB0245330 (2,2-Dichloroethanol)


  Mrv1652309112100242D          

  5  4  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
    2.0625   -0.7145    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  1  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245330

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C2H4Cl2O/c3-2(4)1-5/h2,5H,1H2

> <INCHI_KEY>
IDJOCJAIQSKSOP-UHFFFAOYSA-N

> <FORMULA>
C2H4Cl2O

> <MOLECULAR_WEIGHT>
114.95

> <EXACT_MASS>
113.9639201

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
9.297572625125426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,2-dichloroethan-1-ol

> <ALOGPS_LOGP>
0.59

> <JCHEM_LOGP>
0.8146130383333332

> <ALOGPS_LOGS>
0.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.55862605438941

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4292569638100714

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
22.658699999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2-dichloroethanol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0245330 (2,2-Dichloroethanol)

HMDB0245330
     RDKit          3D
2,2-Dichloroethanol
  9  8  0  0  0  0  0  0  0  0999 V2000
   -1.2818    0.3000   -0.8454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4881    0.2180    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8584   -0.3975   -0.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468   -2.0476   -0.6572 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8655   -0.4043    1.4267 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5358    1.2299   -1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404   -0.3584    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3412    1.2440    0.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3165    0.2158   -0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  1  6  1  0
  2  7  1  0
  2  8  1  0
  3  9  1  0
M  END
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PDB for HMDB0245330 (2,2-Dichloroethanol)

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       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 Cl   UNK     0       3.850  -1.334   0.000  0.00  0.00          Cl+0
HETATM    4 Cl   UNK     0       1.540  -2.667   0.000  0.00  0.00          Cl+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    1                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for HMDB0245330 (2,2-Dichloroethanol)

COMPND    HMDB0245330
HETATM    1  O1  UNL     1      -1.282   0.300  -0.845  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.488   0.218   0.275  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.858  -0.397  -0.019  1.00  0.00           C  
HETATM    4 CL1  UNL     1       0.647  -2.048  -0.657  1.00  0.00          CL  
HETATM    5 CL2  UNL     1       1.866  -0.404   1.427  1.00  0.00          CL  
HETATM    6  H1  UNL     1      -1.536   1.230  -1.080  1.00  0.00           H  
HETATM    7  H2  UNL     1      -1.040  -0.358   1.064  1.00  0.00           H  
HETATM    8  H3  UNL     1      -0.341   1.244   0.662  1.00  0.00           H  
HETATM    9  H4  UNL     1       1.316   0.216  -0.827  1.00  0.00           H  
CONECT    1    2    6
CONECT    2    3    7    8
CONECT    3    4    5    9
END
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SMILES for HMDB0245330 (2,2-Dichloroethanol)

OCC(Cl)Cl
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INCHI for HMDB0245330 (2,2-Dichloroethanol)

InChI=1S/C2H4Cl2O/c3-2(4)1-5/h2,5H,1H2
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC2H4Cl2O
Average Molecular Weight114.95
Monoisotopic Molecular Weight113.9639201
IUPAC Name2,2-dichloroethan-1-ol
Traditional Name2,2-dichloroethanol
CAS Registry NumberNot Available
SMILES
OCC(Cl)Cl
InChI Identifier
InChI=1S/C2H4Cl2O/c3-2(4)1-5/h2,5H,1H2
InChI KeyIDJOCJAIQSKSOP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as chlorohydrins. These are alcohols substituted by a chlorine atom at a saturated carbon atom otherwise bearing only hydrogen or hydrocarbyl groups.
KingdomOrganic compounds
Super ClassOrganohalogen compounds
ClassHalohydrins
Sub ClassChlorohydrins
Direct ParentChlorohydrins
Alternative Parents
Substituents
  • Chlorohydrin
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Organochloride
  • Alkyl halide
  • Alkyl chloride
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
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
logP0.59ALOGPS
logP0.81ChemAxon
logS0.03ALOGPS
pKa (Strongest Acidic)13.56ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity22.66 m³·mol⁻¹ChemAxon
Polarizability9.3 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]+128.17830932474
DeepCCS[M-H]-126.1230932474
DeepCCS[M-2H]-162.09830932474
DeepCCS[M+Na]+136.6230932474
AllCCS[M+H]+126.832859911
AllCCS[M+H-H2O]+122.532859911
AllCCS[M+NH4]+130.732859911
AllCCS[M+Na]+131.832859911
AllCCS[M-H]-142.532859911
AllCCS[M+Na-2H]-148.132859911
AllCCS[M+HCOO]-154.332859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202210.4434 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.67 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1251.9 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid432.6 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid156.8 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid314.7 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid172.4 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid361.5 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 Acid431.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)400.3 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid792.5 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid242.3 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid943.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid310.2 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid334.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate616.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA379.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water162.3 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2,2-DichloroethanolOCC(Cl)Cl1623.1Standard polar33892256
2,2-DichloroethanolOCC(Cl)Cl729.5Standard non polar33892256
2,2-DichloroethanolOCC(Cl)Cl794.4Semi 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 ID11226
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11718
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 ]