Showing metabocard for Chloroacetaldehyde (MMDBc0052941)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-05-16 21:09:41 UTC
Update Date2025-01-16 00:08:41 UTC
Metabolite IDMMDBc0052941
Metabolite Identification
Common NameChloroacetaldehyde
DescriptionBeing bifunctional, chloroacetaldehyde is a versatile precursor to many heterocyclic compounds. It condenses with thiourea derivatives to give aminothiazoles. This reaction was once important as a precursor to sulfathiazole, one of the first sulfa drugs. Chloroacetaldehyde is the organic compound with the formula ClCH2CHO. Like some related compounds, it is highly electrophilic reagent and a potentially dangerous alkylating agent. The compound is not normally encountered in the anhydrous form, but rather as the hydrate (acetal), ClCH2CH(OH)2. Chloroacetaldehyde is a useful intermediate in the synthesis, e.g. of 2-aminothiazole or many pharmaceutical compounds. Another use is to facilitate bark removal from tree trunks.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f923c01b618>


  Mrv1652305271900052D          

  5  4  0  0  0  0            999 V2000
    8.7175   -3.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7175   -2.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0030   -3.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4319   -3.8778    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2885   -3.4652    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  3  5  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f923c01b618>

HMDB0013860
     RDKit          3D
Chloroacetaldehyde
  7  6  0  0  0  0  0  0  0  0999 V2000
    1.7651   -0.6793   -0.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8564    0.1453   -0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633   -0.2452   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5483    1.2259    0.0798 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1044    1.1972    0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8578   -0.8109   -0.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7563   -0.8331    0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  3  6  1  0
  3  7  1  0
M  END
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3D SDF for #<Metabolite:0x00007f923c01b618>


  Mrv1652305271900052D          

  5  4  0  0  0  0            999 V2000
    8.7175   -3.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7175   -2.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0030   -3.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4319   -3.8778    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2885   -3.4652    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  3  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0052941

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(=O)CCl

> <INCHI_IDENTIFIER>
InChI=1S/C2H3ClO/c3-1-2-4/h2H,1H2

> <INCHI_KEY>
QSKPIOLLBIHNAC-UHFFFAOYSA-N

> <FORMULA>
C2H3ClO

> <MOLECULAR_WEIGHT>
78.498

> <EXACT_MASS>
77.987242425

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
6.468590813558276

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-chloroacetaldehyde

> <ALOGPS_LOGP>
0.18

> <JCHEM_LOGP>
0.15538184333333332

> <ALOGPS_LOGS>
0.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.06985889603622

> <JCHEM_PKA_STRONGEST_BASIC>
-7.285431629612898

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
16.4715

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.61e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chloroacetaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f923c01b618>

HMDB0013860
     RDKit          3D
Chloroacetaldehyde
  7  6  0  0  0  0  0  0  0  0999 V2000
    1.7651   -0.6793   -0.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8564    0.1453   -0.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633   -0.2452   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5483    1.2259    0.0798 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1044    1.1972    0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8578   -0.8109   -0.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7563   -0.8331    0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  3  6  1  0
  3  7  1  0
M  END
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PDB for #<Metabolite:0x00007f923c01b618>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      16.273  -6.469   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      16.273  -4.929   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      14.939  -7.239   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0      17.606  -7.239   0.000  0.00  0.00           H+0
HETATM    5 Cl   UNK     0      13.605  -6.468   0.000  0.00  0.00          Cl+0
CONECT    1    2    3    4                                                  
CONECT    2    1                                                            
CONECT    3    1    5                                                       
CONECT    4    1                                                            
CONECT    5    3                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for #<Metabolite:0x00007f923c01b618>

COMPND    HMDB0013860
HETATM    1  O1  UNL     1       1.765  -0.679  -0.073  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.856   0.145  -0.015  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.563  -0.245  -0.013  1.00  0.00           C  
HETATM    4 CL1  UNL     1      -1.548   1.226   0.080  1.00  0.00          CL  
HETATM    5  H1  UNL     1       1.104   1.197   0.035  1.00  0.00           H  
HETATM    6  H2  UNL     1      -0.858  -0.811  -0.924  1.00  0.00           H  
HETATM    7  H3  UNL     1      -0.756  -0.833   0.909  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    5
CONECT    3    4    6    7
END
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SMILES for #<Metabolite:0x00007f923c01b618>

[H]C(=O)CCl
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INCHI for #<Metabolite:0x00007f923c01b618>

InChI=1S/C2H3ClO/c3-1-2-4/h2H,1H2
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Synonyms
ValueSource
2-Chloro-1-ethanalChEBI
2-ChloroethanalChEBI
ChloroaldehydeChEBI
MonochloroacetaldehydeChEBI
2-Chloro-acetaldehydeHMDB
2-ChloroacetaldehydeHMDB
CH2ClCHOHMDB
ChloroacetalaldehydeHMDB
Chloroacetaldehyde monomerHMDB
ChloroethanalHMDB
Rcra waste number P023HMDB
Chloroacetaldehyde hydrateHMDB
Molecular FormulaC2H3ClO
Average Mass78.498
Monoisotopic Mass77.987242425
IUPAC Name2-chloroacetaldehyde
Traditional Namechloroacetaldehyde
CAS Registry NumberNot Available
SMILES
[H]C(=O)CCl
InChI Identifier
InChI=1S/C2H3ClO/c3-1-2-4/h2H,1H2
InChI KeyQSKPIOLLBIHNAC-UHFFFAOYSA-N