Showing metabocard for Thioproline (MMDBc0000694)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:52:54 UTC
Update Date2024-04-30 19:33:33 UTC
Metabolite IDMMDBc0000694
Metabolite Identification
Common NameThioproline
DescriptionThioproline (CAS: 444-27-9), also known as 1,3-thiazolidine-4-carboxylic acid or gamma-thioproline, belongs to the class of organic compounds known as L-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Thioproline has been identified in the human placenta (PMID: 32033212 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fecf6f707e8>


  Mrv1652309191921462D          

  8  8  0  0  0  0            999 V2000
10000.682310000.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.3973 9999.7677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.682310001.0035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.297510000.2623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6301 9999.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8850 9998.9927    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7100 9998.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9649 9999.7773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  7  8  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  1  1  6  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fecf6f707e8>

HMDB0062164
     RDKit          3D
Thioproline
 15 15  0  0  0  0  0  0  0  0999 V2000
   -2.0553   -1.1177   -1.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6321   -0.2391   -0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4068    0.7659   -0.4242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694   -0.4833   -0.2374 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0985   -0.6794    1.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7459   -0.5525    1.3191 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787    0.3169   -0.2814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162    0.5897   -0.6361 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2708    1.6968   -0.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216   -1.4154   -0.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5240    0.1590    1.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4531   -1.6330    1.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5879   -0.1897   -0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4306    1.3277    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2290    1.4541   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  3  9  1  0
  4 10  1  6
  5 11  1  0
  5 12  1  0
  7 13  1  0
  7 14  1  0
  8 15  1  0
M  END
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3D SDF for #<Metabolite:0x00007fecf6f707e8>


  Mrv1652309191921462D          

  8  8  0  0  0  0            999 V2000
10000.682310000.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.3973 9999.7677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.682310001.0035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.297510000.2623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6301 9999.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8850 9998.9927    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7100 9998.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9649 9999.7773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  7  8  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  1  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000694

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)[C@@H]1CSCN1

> <INCHI_IDENTIFIER>
InChI=1S/C4H7NO2S/c6-4(7)3-1-8-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1

> <INCHI_KEY>
DZLNHFMRPBPULJ-VKHMYHEASA-N

> <FORMULA>
C4H7NO2S

> <MOLECULAR_WEIGHT>
133.169

> <EXACT_MASS>
133.019749163

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
12.475369946394133

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R)-1,3-thiazolidine-4-carboxylic acid

> <ALOGPS_LOGP>
-2.47

> <JCHEM_LOGP>
-2.682584780794309

> <ALOGPS_LOGS>
-0.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.591570198009273

> <JCHEM_PKA_STRONGEST_BASIC>
7.699494899219353

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
30.8241

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.40e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-1,3-thiazolidine-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007fecf6f707e8>

HMDB0062164
     RDKit          3D
Thioproline
 15 15  0  0  0  0  0  0  0  0999 V2000
   -2.0553   -1.1177   -1.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6321   -0.2391   -0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4068    0.7659   -0.4242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694   -0.4833   -0.2374 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0985   -0.6794    1.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7459   -0.5525    1.3191 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9787    0.3169   -0.2814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162    0.5897   -0.6361 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2708    1.6968   -0.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216   -1.4154   -0.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5240    0.1590    1.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4531   -1.6330    1.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5879   -0.1897   -0.9913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4306    1.3277    0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2290    1.4541   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  3  9  1  0
  4 10  1  6
  5 11  1  0
  5 12  1  0
  7 13  1  0
  7 14  1  0
  8 15  1  0
M  END
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PDB for #<Metabolite:0x00007fecf6f707e8>

HEADER    PROTEIN                                 19-SEP-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-SEP-19         0                                  
HETATM    1  C   UNK     0    8667.9408667.001   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8669.2758666.233   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8667.9408668.540   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0    8665.3558667.156   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8664.1108666.251   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0    8664.5858664.786   0.000  0.00  0.00           S+0
HETATM    7  C   UNK     0    8666.1258664.786   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8666.6018666.251   0.000  0.00  0.00           C+0
CONECT    1    2    3    8                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    5    8                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    8    6                                                       
CONECT    8    7    4    1                                                  
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for #<Metabolite:0x00007fecf6f707e8>

COMPND    HMDB0062164
HETATM    1  O1  UNL     1      -2.055  -1.118  -1.684  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.632  -0.239  -0.772  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.407   0.766  -0.424  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.269  -0.483  -0.237  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.099  -0.679   1.228  1.00  0.00           C  
HETATM    6  S1  UNL     1       1.746  -0.552   1.319  1.00  0.00           S  
HETATM    7  C4  UNL     1       1.979   0.317  -0.281  1.00  0.00           C  
HETATM    8  N1  UNL     1       0.616   0.590  -0.636  1.00  0.00           N  
HETATM    9  H1  UNL     1      -2.271   1.697  -0.087  1.00  0.00           H  
HETATM   10  H2  UNL     1       0.122  -1.415  -0.746  1.00  0.00           H  
HETATM   11  H3  UNL     1      -0.524   0.159   1.808  1.00  0.00           H  
HETATM   12  H4  UNL     1      -0.453  -1.633   1.634  1.00  0.00           H  
HETATM   13  H5  UNL     1       2.588  -0.190  -0.991  1.00  0.00           H  
HETATM   14  H6  UNL     1       2.431   1.328   0.016  1.00  0.00           H  
HETATM   15  H7  UNL     1       0.229   1.454  -0.147  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3    9
CONECT    4    5    8   10
CONECT    5    6   11   12
CONECT    6    7
CONECT    7    8   13   14
CONECT    8   15
END
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SMILES for #<Metabolite:0x00007fecf6f707e8>

OC(=O)[C@@H]1CSCN1
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INCHI for #<Metabolite:0x00007fecf6f707e8>

InChI=1S/C4H7NO2S/c6-4(7)3-1-8-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1
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Synonyms
ValueSource
(4R)-4-Thiazolidinecarboxylic acidChEBI
(R)-(-)-4-Thiazolidinecarboxylic acidChEBI
(R)-4-Thiazolidinecarboxylic acidChEBI
4-ThiaprolineChEBI
gamma-ThioprolineChEBI
L-ThiaprolineChEBI
L-Thiazolidine-4-carboxylic acidChEBI
Thiazolidinecarboxylic acidChEBI
(4R)-4-ThiazolidinecarboxylateGenerator
(R)-(-)-4-ThiazolidinecarboxylateGenerator
(R)-4-ThiazolidinecarboxylateGenerator
g-ThioprolineGenerator
Γ-thioprolineGenerator
L-Thiazolidine-4-carboxylateGenerator
ThiazolidinecarboxylateGenerator
L-4-Thiazolidinecarboxylic acidHMDB
gamma-ThiaprolineHMDB
ThiaprolineHMDB
Thiazolidine-4-carboxylic acidHMDB
HeparegenHMDB
NorgamemHMDB
Thiazolidine-4-carboxylic acid, sodium saltHMDB
Thiazolidine-4-carboxylic acid, (R)-isomerHMDB
ThioprolineMeSH
Molecular FormulaC4H7NO2S
Average Mass133.169
Monoisotopic Mass133.019749163
IUPAC Name(4R)-1,3-thiazolidine-4-carboxylic acid
Traditional Name(4R)-1,3-thiazolidine-4-carboxylic acid
CAS Registry NumberNot Available
SMILES
OC(=O)[C@@H]1CSCN1
InChI Identifier
InChI=1S/C4H7NO2S/c6-4(7)3-1-8-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1
InChI KeyDZLNHFMRPBPULJ-VKHMYHEASA-N