Showing metabocard for (R)-(2-chloro-5-oxo-2,5-dihydro-2-furyl)acetate (MMDBc0032853)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 22:02:37 UTC
Update Date2022-08-31 21:44:31 UTC
Metabolite IDMMDBc0032853
Metabolite Identification
Common Name(R)-(2-chloro-5-oxo-2,5-dihydro-2-furyl)acetate
DescriptionA (2-chloro-5-oxo-2,5-dihydro-2-furyl)acetate obtained by deprotonation of the carboxy group of (R)-(2-chloro-5-oxo-2,5-dihydro-2-furyl)acetic acid; major species at pH 7.3.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f9234ec1e90>


  Mrv1652311182123022D          

 11 11  0  0  1  0            999 V2000
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8649    2.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0157    1.7274    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4169    3.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0579    2.6835    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  1  0  0  0
  6  7  1  6  0  0  0
  8  4  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  5  1  0  0  0  0
 11  6  1  0  0  0  0
M  CHG  1   9  -1
M  END
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3D MOL for #<Metabolite:0x00007f9234ec1e90>

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3D SDF for #<Metabolite:0x00007f9234ec1e90>

  Mrv1652311182123022D          

 11 11  0  0  1  0            999 V2000
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8649    2.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0157    1.7274    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4169    3.1251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0579    2.6835    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  1  0  0  0
  6  7  1  6  0  0  0
  8  4  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  5  1  0  0  0  0
 11  6  1  0  0  0  0
M  CHG  1   9  -1
M  END
> <DATABASE_ID>
MMDBc0032853

> <DATABASE_NAME>
MIME

> <SMILES>
[O-]C(=O)C[C@]1(Cl)OC(=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H5ClO4/c7-6(3-4(8)9)2-1-5(10)11-6/h1-2H,3H2,(H,8,9)/p-1/t6-/m1/s1

> <INCHI_KEY>
WGZZDRVKIXVYEI-ZCFIWIBFSA-M

> <FORMULA>
C6H4ClO4

> <MOLECULAR_WEIGHT>
175.54

> <EXACT_MASS>
174.9803599

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
13.851820323177522

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2R)-2-chloro-5-oxo-2,5-dihydrofuran-2-yl]acetate

> <ALOGPS_LOGP>
0.75

> <JCHEM_LOGP>
1.315452692

> <ALOGPS_LOGS>
-1.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5185753614238933

> <JCHEM_PKA_STRONGEST_BASIC>
-6.871036754005882

> <JCHEM_POLAR_SURFACE_AREA>
66.42999999999999

> <JCHEM_REFRACTIVITY>
47.543600000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.23e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R)-2-chloro-5-oxofuran-2-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f9234ec1e90>
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PDB for #<Metabolite:0x00007f9234ec1e90>
HEADER    PROTEIN                                 18-NOV-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-NOV-21         0                                  
HETATM    1  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.090   3.224   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.614   4.689   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       0.029   3.224   0.000  0.00  0.00          Cl+0
HETATM    8  O   UNK     0       2.645   5.834   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.108   5.009   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    6                                                       
CONECT    3    4    6                                                       
CONECT    4    3    8    9                                                  
CONECT    5    1   10   11                                                  
CONECT    6    2    3    7   11                                             
CONECT    7    6                                                            
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    5                                                            
CONECT   11    5    6                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

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3D PDB for #<Metabolite:0x00007f9234ec1e90>
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SMILES for #<Metabolite:0x00007f9234ec1e90>
[O-]C(=O)C[C@]1(Cl)OC(=O)C=C1
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INCHI for #<Metabolite:0x00007f9234ec1e90>
InChI=1S/C6H5ClO4/c7-6(3-4(8)9)2-1-5(10)11-6/h1-2H,3H2,(H,8,9)/p-1/t6-/m1/s1
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Synonyms
ValueSource
(+)-4-Chloromuconolactone(1-)ChEBI
(2R)-2-Chloro-2,5-dihydro-5-oxofuran-2-acetateChEBI
(R)-2-Chloro-2,5-dihydro-5-oxofuran-2-acetateChEBI
(2R)-2-Chloro-2,5-dihydro-5-oxofuran-2-acetic acidGenerator
(R)-2-Chloro-2,5-dihydro-5-oxofuran-2-acetic acidGenerator
(R)-(2-Chloro-5-oxo-2,5-dihydro-2-furyl)acetic acidGenerator
Molecular FormulaC6H4ClO4
Average Mass175.54
Monoisotopic Mass174.9803599
IUPAC Name2-[(2R)-2-chloro-5-oxo-2,5-dihydrofuran-2-yl]acetate
Traditional Name[(2R)-2-chloro-5-oxofuran-2-yl]acetate
CAS Registry NumberNot Available
SMILES
[O-]C(=O)C[C@]1(Cl)OC(=O)C=C1
InChI Identifier
InChI=1S/C6H5ClO4/c7-6(3-4(8)9)2-1-5(10)11-6/h1-2H,3H2,(H,8,9)/p-1/t6-/m1/s1
InChI KeyWGZZDRVKIXVYEI-ZCFIWIBFSA-M