Showing metabocard for N-Carboxyethyl-g-aminobutyric acid (MMDBc0000410)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:37:08 UTC
Update Date2025-01-15 19:36:47 UTC
Metabolite IDMMDBc0000410
Metabolite Identification
Common NameN-Carboxyethyl-g-aminobutyric acid
DescriptionInduces formation of Epstein Barr Virus lymphocytes immediately following infection. (282990).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f92580292b0>

N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine.mol
  Mrv0541 02231219252D          

 12 11  0  0  0  0            999 V2000
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    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
  3  4  1  0  0  0  0
  1  5  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 10  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f92580292b0>

HMDB0002201
     RDKit          3D
N-Carboxyethyl-g-aminobutyric acid
 25 24  0  0  0  0  0  0  0  0999 V2000
    4.8019    0.6199    0.9911 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6237    0.6063    0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1176    1.7871   -0.0081 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8168   -0.6387    0.6635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4599   -0.3356    0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5464   -1.5370    0.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7029   -1.1729   -0.4716 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4930   -0.2323    0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7680   -0.0032   -0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6504    0.9659    0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7508    1.2277   -0.4540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3032    1.5623    1.3402 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4236    2.3340    0.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7144   -0.9312    1.7295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029   -1.4861    0.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0541    0.5131    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6365   -0.0205   -0.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3403   -1.7904    1.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9767   -2.4223   -0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7196   -1.0967   -1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014   -0.6134    1.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9452    0.7346    0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2812   -0.9726   -0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    0.3833   -1.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9463    2.5188    1.2796 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  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 12 25  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f92580292b0>

N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine.mol
  Mrv0541 02231219252D          

 12 11  0  0  0  0            999 V2000
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    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
  3  4  1  0  0  0  0
  1  5  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 10  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000410

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)CCCNCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H13NO4/c9-6(10)2-1-4-8-5-3-7(11)12/h8H,1-5H2,(H,9,10)(H,11,12)

> <INCHI_KEY>
SRGQUICKDUQCKO-UHFFFAOYSA-N

> <FORMULA>
C7H13NO4

> <MOLECULAR_WEIGHT>
175.1824

> <EXACT_MASS>
175.084457909

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
17.839941799539893

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(2-carboxyethyl)amino]butanoic acid

> <ALOGPS_LOGP>
-2.54

> <JCHEM_LOGP>
-3.1716873306720257

> <ALOGPS_LOGS>
-1.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.286038246509525

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3644464165747223

> <JCHEM_PKA_STRONGEST_BASIC>
10.573995918886615

> <JCHEM_POLAR_SURFACE_AREA>
86.63000000000001

> <JCHEM_REFRACTIVITY>
41.016400000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cegaba

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f92580292b0>

HMDB0002201
     RDKit          3D
N-Carboxyethyl-g-aminobutyric acid
 25 24  0  0  0  0  0  0  0  0999 V2000
    4.8019    0.6199    0.9911 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6237    0.6063    0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1176    1.7871   -0.0081 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8168   -0.6387    0.6635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4599   -0.3356    0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5464   -1.5370    0.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7029   -1.1729   -0.4716 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4930   -0.2323    0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7680   -0.0032   -0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6504    0.9659    0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7508    1.2277   -0.4540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3032    1.5623    1.3402 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4236    2.3340    0.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7144   -0.9312    1.7295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029   -1.4861    0.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0541    0.5131    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6365   -0.0205   -0.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3403   -1.7904    1.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9767   -2.4223   -0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7196   -1.0967   -1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014   -0.6134    1.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9452    0.7346    0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2812   -0.9726   -0.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527    0.3833   -1.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9463    2.5188    1.2796 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  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 12 25  1  0
M  END
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PDB for #<Metabolite:0x00007f92580292b0>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: N-acetyl-S-(3-oxo-3-carboxy-n-propyl)cysteine.mol 
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       0.000  -1.540   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.001   0.770   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -5.335  -1.540   0.000  0.00  0.00           O+0
CONECT    1    2    5    6                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    1                                                            
CONECT    6    1                                                            
CONECT    7    4    8                                                       
CONECT    8    9    7                                                       
CONECT    9    8   10                                                       
CONECT   10   11   12    9                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for #<Metabolite:0x00007f92580292b0>

COMPND    HMDB0002201
HETATM    1  O1  UNL     1       4.802   0.620   0.991  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.624   0.606   0.560  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.118   1.787  -0.008  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.817  -0.639   0.664  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.460  -0.336   0.062  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.546  -1.537   0.111  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.703  -1.173  -0.472  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.493  -0.232   0.248  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.768  -0.003  -0.545  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.650   0.966   0.131  1.00  0.00           C  
HETATM   11  O3  UNL     1      -4.751   1.228  -0.454  1.00  0.00           O  
HETATM   12  O4  UNL     1      -3.303   1.562   1.340  1.00  0.00           O  
HETATM   13  H1  UNL     1       2.424   2.334   0.526  1.00  0.00           H  
HETATM   14  H2  UNL     1       2.714  -0.931   1.729  1.00  0.00           H  
HETATM   15  H3  UNL     1       3.303  -1.486   0.109  1.00  0.00           H  
HETATM   16  H4  UNL     1       1.054   0.513   0.618  1.00  0.00           H  
HETATM   17  H5  UNL     1       1.636  -0.021  -0.986  1.00  0.00           H  
HETATM   18  H6  UNL     1       0.340  -1.790   1.192  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.977  -2.422  -0.353  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.720  -1.097  -1.494  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.701  -0.613   1.262  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.945   0.735   0.403  1.00  0.00           H  
HETATM   23  H11 UNL     1      -3.281  -0.973  -0.639  1.00  0.00           H  
HETATM   24  H12 UNL     1      -2.553   0.383  -1.558  1.00  0.00           H  
HETATM   25  H13 UNL     1      -2.946   2.519   1.280  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   13
CONECT    4    5   14   15
CONECT    5    6   16   17
CONECT    6    7   18   19
CONECT    7    8   20
CONECT    8    9   21   22
CONECT    9   10   23   24
CONECT   10   11   11   12
CONECT   12   25
END
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SMILES for #<Metabolite:0x00007f92580292b0>

OC(=O)CCCNCCC(O)=O
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INCHI for #<Metabolite:0x00007f92580292b0>

InChI=1S/C7H13NO4/c9-6(10)2-1-4-8-5-3-7(11)12/h8H,1-5H2,(H,9,10)(H,11,12)
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Synonyms
ValueSource
N-Carboxyethyl-g-aminobutyrateGenerator
2-Carboxyethyl gamma-aminobutyric acidMeSH
4-(2-Carboxy-ethylamino)-butyrateHMDB
4-(2-Carboxy-ethylamino)-butyric acidHMDB
Carboxyethyl-gabaHMDB
CEGABAHMDB
N-Carboxyethyl-gamma-aminobutyrateHMDB, Generator
N-Carboxyethyl-gamma-aminobutyric acidHMDB
SpermidateHMDB
Spermidic acidHMDB
4-[(2-Carboxyethyl)amino]butanoateGenerator, HMDB
N-Carboxyethyl-g-aminobutyric acidGenerator
N-Carboxyethyl-γ-aminobutyrateGenerator, HMDB
N-Carboxyethyl-γ-aminobutyric acidGenerator, HMDB
Molecular FormulaC7H13NO4
Average Mass175.1824
Monoisotopic Mass175.084457909
IUPAC Name4-[(2-carboxyethyl)amino]butanoic acid
Traditional Namecegaba
CAS Registry NumberNot Available
SMILES
OC(=O)CCCNCCC(O)=O
InChI Identifier
InChI=1S/C7H13NO4/c9-6(10)2-1-4-8-5-3-7(11)12/h8H,1-5H2,(H,9,10)(H,11,12)
InChI KeySRGQUICKDUQCKO-UHFFFAOYSA-N