Showing metabocard for (3R)-3-hydroxy-D-aspartic acid (MMDBc0054896)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:37:24 UTC
Update Date2022-08-12 20:09:08 UTC
Metabolite IDMMDBc0054896
Metabolite Identification
Common Name(3R)-3-hydroxy-D-aspartic acid
DescriptionD-threo-3-hydroxyaspartate, also known as (3R)-3-hydroxy-D-aspartic acid, belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review a small amount of articles have been published on D-threo-3-hydroxyaspartate.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x0000564af20b2a00>


  Mrv1652306172221372D          

 12 11  0  0  1  0            999 V2000
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2539   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  1  5  1  6  0  0  0
  2  6  1  6  0  0  0
  7  3  2  0  0  0  0
  8  3  1  0  0  0  0
  9  4  2  0  0  0  0
 10  4  1  0  0  0  0
  1 11  1  6  0  0  0
  2 12  1  6  0  0  0
M  CHG  1   8  -1
M  END
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3D MOL for #<Metabolite:0x0000564af20b2a00>

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3D SDF for #<Metabolite:0x0000564af20b2a00>

  Mrv1652306172221372D          

 12 11  0  0  1  0            999 V2000
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2539   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  1  5  1  6  0  0  0
  2  6  1  6  0  0  0
  7  3  2  0  0  0  0
  8  3  1  0  0  0  0
  9  4  2  0  0  0  0
 10  4  1  0  0  0  0
  1 11  1  6  0  0  0
  2 12  1  6  0  0  0
M  CHG  1   8  -1
M  END
> <DATABASE_ID>
MMDBc0054896

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/p-1/t1-,2-/m1/s1

> <INCHI_KEY>
YYLQUHNPNCGKJQ-JCYAYHJZSA-M

> <FORMULA>
C4H6NO5

> <MOLECULAR_WEIGHT>
148.095

> <EXACT_MASS>
148.025145877

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.721260487446068

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R)-2-amino-3-carboxy-3-hydroxypropanoate

> <JCHEM_LOGP>
-4.423453042360231

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.3647455021377706

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.570691986541147

> <JCHEM_PKA_STRONGEST_BASIC>
9.076730403683923

> <JCHEM_POLAR_SURFACE_AREA>
123.67999999999999

> <JCHEM_REFRACTIVITY>
38.708

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3-hydroxy-D-aspartate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x0000564af20b2a00>
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PDB for #<Metabolite:0x0000564af20b2a00>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.207  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.874   2.310   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       5.541   0.770   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.207  -1.540   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O+0
HETATM   11  H   UNK     0       2.874  -0.770   0.000  0.00  0.00           H+0
HETATM   12  H   UNK     0       1.540   1.540   0.000  0.00  0.00           H+0
CONECT    1    2    3    5   11                                             
CONECT    2    1    4    6   12                                             
CONECT    3    1    7    8                                                  
CONECT    4    2    9   10                                                  
CONECT    5    1                                                            
CONECT    6    2                                                            
CONECT    7    3                                                            
CONECT    8    3                                                            
CONECT    9    4                                                            
CONECT   10    4                                                            
CONECT   11    1                                                            
CONECT   12    2                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

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3D PDB for #<Metabolite:0x0000564af20b2a00>
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SMILES for #<Metabolite:0x0000564af20b2a00>
[H][C@](N)(C([O-])=O)[C@@]([H])(O)C(O)=O
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INCHI for #<Metabolite:0x0000564af20b2a00>
InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/p-1/t1-,2-/m1/s1
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Synonyms
ValueSource
(3R)-3-Hydroxy-D-aspartateChEBI
Threo-3-hydroxy-D-aspartateChEBI
Threo-beta-hydroxy-D-aspartateChEBI
(3R)-3-Hydroxy-D-aspartic acidGenerator
Threo-3-hydroxy-D-aspartic acidGenerator
Threo-b-hydroxy-D-aspartateGenerator
Threo-b-hydroxy-D-aspartic acidGenerator
Threo-beta-hydroxy-D-aspartic acidGenerator
Threo-β-hydroxy-D-aspartateGenerator
Threo-β-hydroxy-D-aspartic acidGenerator
D-Threo-3-hydroxyaspartic acidGenerator
Molecular FormulaC4H6NO5
Average Mass148.095
Monoisotopic Mass148.025145877
IUPAC Name(2R,3R)-2-amino-3-carboxy-3-hydroxypropanoate
Traditional Name(3R)-3-hydroxy-D-aspartate
CAS Registry NumberNot Available
SMILES
[H][C@](N)(C([O-])=O)[C@@]([H])(O)C(O)=O
InChI Identifier
InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/p-1/t1-,2-/m1/s1
InChI KeyYYLQUHNPNCGKJQ-JCYAYHJZSA-M