Showing metabocard for (S)-2,3-diaminopropanoic acid (MMDBc0054101)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 22:52:59 UTC
Update Date2022-09-01 02:27:15 UTC
Metabolite IDMMDBc0054101
Metabolite Identification
Common Name(S)-2,3-diaminopropanoic acid
Description2,3-Diaminopropionic acid, also known as L-2,3-diaminopropanoate or Dpr, 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. 2,3-Diaminopropionic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2,3-Diaminopropionic acid (2,3-diaminopropionate) is a non-proteinogenic amino acid found in certain secondary metabolites, including zwittermicin A and tuberactinomycin.2,3-Diaminopropionate is formed by the pyridoxal phosphate (PLP) mediated amination of serine. 2,3-Diaminopropionic acid exists in all living organisms, ranging from bacteria to humans.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560bdd71ae50>


  Mrv1652305261923552D          

  7  6  0  0  1  0            999 V2000
   18.6049   -4.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8905   -2.9205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4615   -3.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4615   -5.3954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1760   -4.1579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.1760   -4.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8905   -3.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  7  2  0  0  0  0
  5  3  1  6  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000560bdd71ae50>

HMDB0002006
     RDKit          3D
2,3-Diaminopropionic acid
 15 14  0  0  0  0  0  0  0  0999 V2000
   -2.1263    0.7746    0.0996 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365    0.0548   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0644   -0.1975    0.2345 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6183    1.0462    0.6957 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0760   -1.0447   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6551   -2.1609   -0.8898 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3989   -0.6584   -0.6234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6765    1.5545    0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6233    0.0989    0.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5762   -0.9022   -0.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8249    0.6550   -1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2478   -0.7694    1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1846    1.5450   -0.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1660    0.9407    1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0483   -0.9364    0.1164 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  3 12  1  1
  4 13  1  0
  4 14  1  0
  7 15  1  0
M  END
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3D SDF for #<Metabolite:0x0000560bdd71ae50>


  Mrv1652305261923552D          

  7  6  0  0  1  0            999 V2000
   18.6049   -4.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8905   -2.9205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4615   -3.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4615   -5.3954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1760   -4.1579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.1760   -4.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8905   -3.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  7  2  0  0  0  0
  5  3  1  6  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054101

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)/t2-/m0/s1

> <INCHI_KEY>
PECYZEOJVXMISF-REOHCLBHSA-N

> <FORMULA>
C3H8N2O2

> <MOLECULAR_WEIGHT>
104.1078

> <EXACT_MASS>
104.05857751

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
9.88329737678502

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2,3-diaminopropanoic acid

> <ALOGPS_LOGP>
-3.88

> <JCHEM_LOGP>
-4.021651370053583

> <ALOGPS_LOGS>
0.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.1010375086495974

> <JCHEM_PKA_STRONGEST_BASIC>
9.568559967525095

> <JCHEM_POLAR_SURFACE_AREA>
89.33999999999999

> <JCHEM_REFRACTIVITY>
23.6985

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.52e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-2,3-diaminopropionic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x0000560bdd71ae50>

HMDB0002006
     RDKit          3D
2,3-Diaminopropionic acid
 15 14  0  0  0  0  0  0  0  0999 V2000
   -2.1263    0.7746    0.0996 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365    0.0548   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0644   -0.1975    0.2345 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6183    1.0462    0.6957 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0760   -1.0447   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6551   -2.1609   -0.8898 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3989   -0.6584   -0.6234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6765    1.5545    0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6233    0.0989    0.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5762   -0.9022   -0.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8249    0.6550   -1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2478   -0.7694    1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1846    1.5450   -0.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1660    0.9407    1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0483   -0.9364    0.1164 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  3 12  1  1
  4 13  1  0
  4 14  1  0
  7 15  1  0
M  END
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PDB for #<Metabolite:0x0000560bdd71ae50>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      34.729  -7.761   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      33.396  -5.452   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      30.728  -6.992   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      30.728 -10.071   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      32.062  -7.761   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      32.062  -9.302   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      33.396  -6.992   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    5                                                            
CONECT    4    6                                                            
CONECT    5    3    6    7                                                  
CONECT    6    4    5                                                       
CONECT    7    1    2    5                                                  
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for #<Metabolite:0x0000560bdd71ae50>

COMPND    HMDB0002006
HETATM    1  N1  UNL     1      -2.126   0.775   0.100  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.137   0.055  -0.668  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.064  -0.197   0.235  1.00  0.00           C  
HETATM    4  N2  UNL     1       0.618   1.046   0.696  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.076  -1.045  -0.455  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.655  -2.161  -0.890  1.00  0.00           O  
HETATM    7  O2  UNL     1       2.399  -0.658  -0.623  1.00  0.00           O  
HETATM    8  H1  UNL     1      -1.677   1.555   0.614  1.00  0.00           H  
HETATM    9  H2  UNL     1      -2.623   0.099   0.691  1.00  0.00           H  
HETATM   10  H3  UNL     1      -1.576  -0.902  -0.999  1.00  0.00           H  
HETATM   11  H4  UNL     1      -0.825   0.655  -1.522  1.00  0.00           H  
HETATM   12  H5  UNL     1      -0.248  -0.769   1.141  1.00  0.00           H  
HETATM   13  H6  UNL     1       1.185   1.545  -0.014  1.00  0.00           H  
HETATM   14  H7  UNL     1       1.166   0.941   1.578  1.00  0.00           H  
HETATM   15  H8  UNL     1       3.048  -0.936   0.116  1.00  0.00           H  
CONECT    1    2    8    9
CONECT    2    3   10   11
CONECT    3    4    5   12
CONECT    4   13   14
CONECT    5    6    6    7
CONECT    7   15
END
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SMILES for #<Metabolite:0x0000560bdd71ae50>

NC[C@H](N)C(O)=O
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INCHI for #<Metabolite:0x0000560bdd71ae50>

InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)/t2-/m0/s1
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Synonyms
ValueSource
DprChEBI
L-2,3-DiaminopropanoateChEBI
L-2,3-Diaminopropanoic acidChEBI
L-2,3-DiaminopropionateChEBI
L-2,3-Diaminopropionic acidChEBI
3-Amino-L-alanineKegg
(S)-2,3-DiaminopropanoateKegg
(S)-2,3-Diaminopropanoic acidGenerator
2,3-DiaminopropionateGenerator
2,3-Diaminopropanoic acidMeSH
2,3-Diaminopropionic acid, (D)-isomerMeSH
2,3-Diaminopropionic acid, (DL)-isomerMeSH
2,3-Diaminopropionic acid, (DL)-isomer, monohydrochlorideMeSH
2,3-Diaminopropionic acid, (L)-isomerMeSH
2,3-Diaminopropionic acid, (L)-isomer, monohydrochlorideMeSH
2-Amino-beta-alanineMeSH
3-AminoalanineMeSH
alpha,beta-Diaminopropionic acidMeSH
beta-AminoalanineMeSH
(2S)-2,3-DiaminopropanoateHMDB
(2S)-2,3-Diaminopropanoic acidHMDB
2,3-Diamino-propionateGenerator, HMDB
2,3-Diaminopropionic acidMeSH
Molecular FormulaC3H8N2O2
Average Mass104.1078
Monoisotopic Mass104.05857751
IUPAC Name(2S)-2,3-diaminopropanoic acid
Traditional NameL-2,3-diaminopropionic acid
CAS Registry NumberNot Available
SMILES
NC[C@H](N)C(O)=O
InChI Identifier
InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)/t2-/m0/s1
InChI KeyPECYZEOJVXMISF-REOHCLBHSA-N