Showing metabocard for N-ethylglycine (MMDBc0054585)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 23:19:25 UTC
Update Date2022-08-12 20:09:01 UTC
Metabolite IDMMDBc0054585
Metabolite Identification
Common NameN-ethylglycine
DescriptionN-Ethylglycine, also known as EG, belongs to the family of compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). N-ethylglyicne is a known metabolite of the anesthesia drug lidocaine (PMID: 25932687 ). N-ethylglyicne is also an endogenously produced metabolite and appears in normal subjects’ urine in small amounts, but its presence is significantly higher in patients with metastatic bone disease (PMID: 16962088 ). Research has shown that it is lidocaine’s metabolites, n-ethylglycine and monoethylglycinexylidide inhibit GlyT1-mediated uptake of glycine. N-ethylglycine acts as a substrate for the glycine transporter GlyT1 (PMID: 22133759 , 25932687 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f1240874a20>


  Mrv1652304062013072D          

  7  6  0  0  0  0            999 V2000
   -1.4292    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -0.8253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  4  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f1240874a20>

HMDB0041945
     RDKit          3D
N-Ethylglycine
 16 15  0  0  0  0  0  0  0  0999 V2000
   -2.3330    0.6734    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3565   -0.4797   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0670    0.0698   -0.2880 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0261   -0.8374   -0.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1390    0.0136    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4329   -0.2677    1.7431 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8023    1.0108   -0.1400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7006    1.2704   -0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0577    0.2204    0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6487    1.2708    0.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4924   -1.2886    0.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6632   -0.8536   -1.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1151    0.8561   -0.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4060   -1.4679   -0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -1.5311    0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6925    1.3410   -0.1393 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  7 16  1  0
M  END
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3D SDF for #<Metabolite:0x00007f1240874a20>


  Mrv1652304062013072D          

  7  6  0  0  0  0            999 V2000
   -1.4292    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7148    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -0.8253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  4  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054585

> <DATABASE_NAME>
MIME

> <SMILES>
CCNCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H9NO2/c1-2-5-3-4(6)7/h5H,2-3H2,1H3,(H,6,7)

> <INCHI_KEY>
YPIGGYHFMKJNKV-UHFFFAOYSA-N

> <FORMULA>
C4H9NO2

> <MOLECULAR_WEIGHT>
103.1198

> <EXACT_MASS>
103.063328537

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
10.651961831692427

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(ethylamino)acetic acid

> <ALOGPS_LOGP>
-2.52

> <JCHEM_LOGP>
-2.8294405628567305

> <ALOGPS_LOGS>
0.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.195426119452501

> <JCHEM_PKA_STRONGEST_BASIC>
10.425872648298627

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
25.526600000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.63e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-ethylglycine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f1240874a20>

HMDB0041945
     RDKit          3D
N-Ethylglycine
 16 15  0  0  0  0  0  0  0  0999 V2000
   -2.3330    0.6734    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3565   -0.4797   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0670    0.0698   -0.2880 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0261   -0.8374   -0.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1390    0.0136    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4329   -0.2677    1.7431 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8023    1.0108   -0.1400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7006    1.2704   -0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0577    0.2204    0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6487    1.2708    0.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4924   -1.2886    0.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6632   -0.8536   -1.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1151    0.8561   -0.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4060   -1.4679   -0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -1.5311    0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6925    1.3410   -0.1393 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  7 16  1  0
M  END
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PDB for #<Metabolite:0x00007f1240874a20>

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0      -2.668   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.668   0.000   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0       4.002   0.770   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       2.668  -1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    5                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6    7                                                  
CONECT    5    2    3                                                       
CONECT    6    4                                                            
CONECT    7    4                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for #<Metabolite:0x00007f1240874a20>

COMPND    HMDB0041945
HETATM    1  C1  UNL     1      -2.333   0.673   0.024  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.357  -0.480  -0.429  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.067   0.070  -0.288  1.00  0.00           N  
HETATM    4  C3  UNL     1       1.026  -0.837  -0.144  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.139   0.014   0.480  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.433  -0.268   1.743  1.00  0.00           O  
HETATM    7  O2  UNL     1       2.802   1.011  -0.140  1.00  0.00           O  
HETATM    8  H1  UNL     1      -2.701   1.270  -0.759  1.00  0.00           H  
HETATM    9  H2  UNL     1      -3.058   0.220   0.675  1.00  0.00           H  
HETATM   10  H3  UNL     1      -1.649   1.271   0.709  1.00  0.00           H  
HETATM   11  H4  UNL     1      -1.492  -1.289   0.306  1.00  0.00           H  
HETATM   12  H5  UNL     1      -1.663  -0.854  -1.422  1.00  0.00           H  
HETATM   13  H6  UNL     1       0.115   0.856  -0.992  1.00  0.00           H  
HETATM   14  H7  UNL     1       1.406  -1.468  -0.854  1.00  0.00           H  
HETATM   15  H8  UNL     1       0.705  -1.531   0.757  1.00  0.00           H  
HETATM   16  H9  UNL     1       3.693   1.341  -0.139  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3   11   12
CONECT    3    4   13
CONECT    4    5   14   15
CONECT    5    6    6    7
CONECT    7   16
END
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SMILES for #<Metabolite:0x00007f1240874a20>

CCNCC(O)=O
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INCHI for #<Metabolite:0x00007f1240874a20>

InChI=1S/C4H9NO2/c1-2-5-3-4(6)7/h5H,2-3H2,1H3,(H,6,7)
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Synonyms
ValueSource
EtGlyChEBI
2-Ethylaminoacetic acidHMDB
Molecular FormulaC4H9NO2
Average Mass103.1198
Monoisotopic Mass103.063328537
IUPAC Name2-(ethylamino)acetic acid
Traditional NameN-ethylglycine
CAS Registry NumberNot Available
SMILES
CCNCC(O)=O
InChI Identifier
InChI=1S/C4H9NO2/c1-2-5-3-4(6)7/h5H,2-3H2,1H3,(H,6,7)
InChI KeyYPIGGYHFMKJNKV-UHFFFAOYSA-N