Showing metabocard for D-Alanine (MMDBc0000185)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:38:59 UTC
Update Date2022-08-30 23:59:54 UTC
Metabolite IDMMDBc0000185
Metabolite Identification
Common NameD-Alanine
DescriptionAlanine is a nonessential amino acid made in the body from the conversion of the carbohydrate pyruvate or the breakdown of DNA and the dipeptides carnosine and anserine. It is highly concentrated in muscle and is one of the most important amino acids released by muscle, functioning as a major energy source. Plasma alanine is often decreased when the BCAA (Branched Chain Amino Acids) are deficient. This finding may relate to muscle metabolism. Alanine is highly concentrated in meat products and other high-protein foods like wheat germ and cottage cheese. Alanine is an important participant as well as regulator in glucose metabolism. Alanine levels parallel blood sugar levels in both diabetes and hypoglycemia, and alanine reduces both severe hypoglycemia and the ketosis of diabetes. It is an important amino acid for lymphocyte reproduction and immunity. Alanine therapy has helped dissolve kidney stones in experimental animals. Normal alanine metabolism, like that of other amino acids, is highly dependent upon enzymes that contain vitamin B6. Alanine, like GABA, taurine and glycine, is an inhibitory neurotransmitter in the brain. http://www.dcnutrition.com/AminoAcids/). Alanine can be found in some Gram-positive bacteria (PMID: 24752840 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x000055d24b077c40>


  Mrv1652302112018342D          

  6  5  0  0  0  0            999 V2000
   -0.0444    0.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7590    0.3348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0444    1.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6700    0.3348    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6700   -0.4901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3845    0.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  4  6  1  0  0  0  0
  1  3  2  0  0  0  0
  2  1  1  0  0  0  0
  4  5  1  1  0  0  0
M  END
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3D MOL for #<Metabolite:0x000055d24b077c40>

HMDB0001310
     RDKit          3D
D-Alanine
 13 12  0  0  0  0  0  0  0  0999 V2000
   -1.3913   -0.4503    0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325    0.1182   -0.4052 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2810    1.3023    0.2796 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9572   -0.8673   -0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8349   -1.9989   -0.9263 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1604   -0.5930    0.2307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0824   -0.8806    1.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7757   -1.2499   -0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1295    0.3646    0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4084    0.3391   -1.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5001    1.8813    0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751    1.8379   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2112    0.1966    0.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  6
  3 11  1  0
  3 12  1  0
  6 13  1  0
M  END
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3D SDF for #<Metabolite:0x000055d24b077c40>


  Mrv1652302112018342D          

  6  5  0  0  0  0            999 V2000
   -0.0444    0.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7590    0.3348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0444    1.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6700    0.3348    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6700   -0.4901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3845    0.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  4  6  1  0  0  0  0
  1  3  2  0  0  0  0
  2  1  1  0  0  0  0
  4  5  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000185

> <DATABASE_NAME>
MIME

> <SMILES>
C[C@@H](N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1

> <INCHI_KEY>
QNAYBMKLOCPYGJ-UWTATZPHSA-N

> <FORMULA>
C3H7NO2

> <MOLECULAR_WEIGHT>
89.0932

> <EXACT_MASS>
89.047678473

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
8.541111445673307

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-aminopropanoic acid

> <ALOGPS_LOGP>
-3.05

> <JCHEM_LOGP>
-2.8407879097329416

> <ALOGPS_LOGS>
0.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.474897471379417

> <JCHEM_PKA_STRONGEST_BASIC>
9.476905287351833

> <JCHEM_POLAR_SURFACE_AREA>
63.31999999999999

> <JCHEM_REFRACTIVITY>
20.497300000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.47e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
D-alanine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x000055d24b077c40>

HMDB0001310
     RDKit          3D
D-Alanine
 13 12  0  0  0  0  0  0  0  0999 V2000
   -1.3913   -0.4503    0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325    0.1182   -0.4052 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2810    1.3023    0.2796 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9572   -0.8673   -0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8349   -1.9989   -0.9263 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1604   -0.5930    0.2307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0824   -0.8806    1.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7757   -1.2499   -0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1295    0.3646    0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4084    0.3391   -1.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5001    1.8813    0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751    1.8379   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2112    0.1966    0.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  6
  3 11  1  0
  3 12  1  0
  6 13  1  0
M  END
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PDB for #<Metabolite:0x000055d24b077c40>

HEADER    PROTEIN                                 11-FEB-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-FEB-20         0                                  
HETATM    1  C   UNK     0      -0.083   1.395   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.417   0.625   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      -0.083   2.935   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.251   0.625   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.251  -0.915   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       2.584   1.395   0.000  0.00  0.00           C+0
CONECT    1    4    3    2                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1    6    5                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for #<Metabolite:0x000055d24b077c40>

COMPND    HMDB0001310
HETATM    1  C1  UNL     1      -1.391  -0.450   0.239  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.132   0.118  -0.405  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.281   1.302   0.280  1.00  0.00           N  
HETATM    4  C3  UNL     1       0.957  -0.867  -0.384  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.835  -1.999  -0.926  1.00  0.00           O  
HETATM    6  O2  UNL     1       2.160  -0.593   0.231  1.00  0.00           O  
HETATM    7  H1  UNL     1      -1.082  -0.881   1.230  1.00  0.00           H  
HETATM    8  H2  UNL     1      -1.776  -1.250  -0.428  1.00  0.00           H  
HETATM    9  H3  UNL     1      -2.129   0.365   0.359  1.00  0.00           H  
HETATM   10  H4  UNL     1      -0.408   0.339  -1.459  1.00  0.00           H  
HETATM   11  H5  UNL     1      -0.500   1.881   0.651  1.00  0.00           H  
HETATM   12  H6  UNL     1       0.975   1.838  -0.276  1.00  0.00           H  
HETATM   13  H7  UNL     1       2.211   0.197   0.890  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    4   10
CONECT    3   11   12
CONECT    4    5    5    6
CONECT    6   13
END
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SMILES for #<Metabolite:0x000055d24b077c40>

C[C@@H](N)C(O)=O
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INCHI for #<Metabolite:0x000055d24b077c40>

InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1
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Synonyms
ValueSource
(2R)-2-Aminopropanoic acidChEBI
(R)-2-Aminopropanoic acidChEBI
(R)-AlanineChEBI
D-2-Aminopropionic acidChEBI
D-AlaChEBI
D-AlaninChEBI
D-alpha-AlanineChEBI
D-alpha-Aminopropionic acidChEBI
DALChEBI
(2R)-2-AminopropanoateGenerator
(R)-2-AminopropanoateGenerator
D-2-AminopropionateGenerator
D-a-AlanineGenerator
D-Α-alanineGenerator
D-a-AminopropionateGenerator
D-a-Aminopropionic acidGenerator
D-alpha-AminopropionateGenerator
D-Α-aminopropionateGenerator
D-Α-aminopropionic acidGenerator
AlanineHMDB
D(-)-a -AlanineHMDB
D(-)-alpha-AlanineHMDB
D-(-)-AlanineHMDB
(2R)-2-Aminopropionic acidHMDB
(R)-2-Aminopropionic acidHMDB
D(-)-Α-alanineHMDB
Molecular FormulaC3H7NO2
Average Mass89.0932
Monoisotopic Mass89.047678473
IUPAC Name(2R)-2-aminopropanoic acid
Traditional NameD-alanine
CAS Registry Number338-69-2
SMILES
C[C@@H](N)C(O)=O
InChI Identifier
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1
InChI KeyQNAYBMKLOCPYGJ-UWTATZPHSA-N