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Showing metabocard for D-Aspartic acid (HMDB0006483)

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enzymes (1) Show 1 protein
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2007-05-23 11:20:02 UTC
Update Date2021-10-13 04:49:00 UTC
HMDB IDHMDB0006483
Secondary Accession Numbers
  • HMDB06483
Metabolite Identification
Common NameD-Aspartic acid
DescriptionD-Aspartic acid is the D-isomer of aspartic acid. Since its discovery in invertebrates, free D-aspartate (D-Asp) has been identified in a variety of organisms, including microorganisms, plants, and lower animals, mammals and humans. D-Asp in mammalian tissues is present in specific cells, indicating the existence of specific molecular components that regulate D-Asp levels and localization in tissues. In the rat adrenal medulla, D-Asp is closely associated with adrenaline-cells (A-cells), which account for approximately 80% of the total number of chromaffin cells in the tissue, and which make and store adrenaline. D-Asp appears to be absent from noradrenaline-cells (NA-cells), which comprise approximately 20% of the total number of chromaffin cells in the adrenal medulla, and which make and store noradrenaline. D-aspartate oxidase (EC 1.4.3.1, D-AspO), which catalyzes oxidative deamination of D-Asp, appears to be present only in NA-cells, suggesting that the lack of D-Asp in these cells is due to D-Asp oxidase-mediated metabolism of D-Asp. In the rat adrenal cortex, the distribution of D-Asp changes during development. It has been suggested that developmental changes in the localization of D-Asp reflects the participation of D-Asp in the development and maturation of steroidogenesis in rat adrenal cortical cells. D-Asp is involved in steroid hormone synthesis and secretion in mammals as well. D-Asp is synthesized intracellularly, most likely by Asp racemase (EC 5.1.1.13). Endogenous D-Asp apparently has two different intracellular localization patterns: cytoplasmic and vesicular. D-Asp release can occur through three distinct pathways: 1) spontaneous, continuous release of cytoplasmic D-Asp, which is not associated with a specific stimulus; 2) release of cytoplasmic D-Asp via a volume-sensitive organic anion channel that connects the cytoplasm and extracellular space; 3) exocytotic discharge of vesicular D-Asp. D-Asp can be released via a mechanism that involves the L-Glu transporter. D-Asp is thus apparently in dynamic flux at the cellular level to carry out its physiological function(s) in mammals (PMID:16755369 ).
Structure
Data?1582752385
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0006483 (D-Aspartic acid)


  Mrv1652305271900072D          

  9  8  0  0  1  0            999 V2000
    1.9520    0.1187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    0.9437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2375    1.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    1.3562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    1.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    0.9437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    2.1812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
M  END
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3D MOL for HMDB0006483 (D-Aspartic acid)

HMDB0006483
     RDKit          3D
D-Aspartic acid
 16 15  0  0  0  0  0  0  0  0999 V2000
   -0.4043   -1.6045   -0.3670 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5110   -0.2452   -0.8551 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5742    0.6307   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328    0.2039   -0.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6047    0.7692   -1.4507 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4888   -0.8491    0.1534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8025    0.3193   -0.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5165   -0.3261    0.3753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067    1.5445   -0.8886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9089   -2.2330   -1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9254   -1.7213    0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4342   -0.2128   -1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516    1.6712   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4216    0.6368    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4872   -1.0170    0.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1514    2.4335   -0.4690 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  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  6
  3 13  1  0
  3 14  1  0
  6 15  1  0
  9 16  1  0
M  END
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3D SDF for HMDB0006483 (D-Aspartic acid)


  Mrv1652305271900072D          

  9  8  0  0  1  0            999 V2000
    1.9520    0.1187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    0.9437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2375    1.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    1.3562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    1.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    0.9437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    2.1812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006483

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1

> <INCHI_KEY>
CKLJMWTZIZZHCS-UWTATZPHSA-N

> <FORMULA>
C4H7NO4

> <MOLECULAR_WEIGHT>
133.1027

> <EXACT_MASS>
133.037507717

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.347850299850892

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-3.52

> <JCHEM_LOGP>
-3.5037527551764525

> <ALOGPS_LOGS>
0.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.113750094894903

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7025435921010494

> <JCHEM_PKA_STRONGEST_BASIC>
9.614153755159162

> <JCHEM_POLAR_SURFACE_AREA>
100.62

> <JCHEM_REFRACTIVITY>
26.532700000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
D-aspartic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0006483 (D-Aspartic acid)

HMDB0006483
     RDKit          3D
D-Aspartic acid
 16 15  0  0  0  0  0  0  0  0999 V2000
   -0.4043   -1.6045   -0.3670 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5110   -0.2452   -0.8551 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5742    0.6307   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328    0.2039   -0.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6047    0.7692   -1.4507 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4888   -0.8491    0.1534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8025    0.3193   -0.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5165   -0.3261    0.3753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067    1.5445   -0.8886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9089   -2.2330   -1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9254   -1.7213    0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4342   -0.2128   -1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516    1.6712   -0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4216    0.6368    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4872   -1.0170    0.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1514    2.4335   -0.4690 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  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  6
  3 13  1  0
  3 14  1  0
  6 15  1  0
  9 16  1  0
M  END
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PDB for HMDB0006483 (D-Aspartic acid)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  N   UNK     0       3.644   0.222   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       3.644   1.762   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   2.532   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.976   1.762   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.357   2.532   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.976   0.222   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.977   2.532   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.311   1.762   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.977   4.072   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    2    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for HMDB0006483 (D-Aspartic acid)

COMPND    HMDB0006483
HETATM    1  N1  UNL     1      -0.404  -1.605  -0.367  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.511  -0.245  -0.855  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.574   0.631  -0.244  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.933   0.204  -0.555  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.605   0.769  -1.451  1.00  0.00           O  
HETATM    6  O2  UNL     1       2.489  -0.849   0.153  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.802   0.319  -0.417  1.00  0.00           C  
HETATM    8  O3  UNL     1      -2.517  -0.326   0.375  1.00  0.00           O  
HETATM    9  O4  UNL     1      -2.207   1.545  -0.889  1.00  0.00           O  
HETATM   10  H1  UNL     1      -0.909  -2.233  -1.033  1.00  0.00           H  
HETATM   11  H2  UNL     1      -0.925  -1.721   0.552  1.00  0.00           H  
HETATM   12  H3  UNL     1      -0.434  -0.213  -1.939  1.00  0.00           H  
HETATM   13  H4  UNL     1       0.352   1.671  -0.613  1.00  0.00           H  
HETATM   14  H5  UNL     1       0.422   0.637   0.850  1.00  0.00           H  
HETATM   15  H6  UNL     1       3.487  -1.017   0.187  1.00  0.00           H  
HETATM   16  H7  UNL     1      -2.151   2.433  -0.469  1.00  0.00           H  
CONECT    1    2   10   11
CONECT    2    3    7   12
CONECT    3    4   13   14
CONECT    4    5    5    6
CONECT    6   15
CONECT    7    8    8    9
CONECT    9   16
END
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SMILES for HMDB0006483 (D-Aspartic acid)

N[C@H](CC(O)=O)C(O)=O
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INCHI for HMDB0006483 (D-Aspartic acid)

InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(R)-2-Aminobutanedioic acidChEBI
(R)-2-Aminosuccinic acidChEBI
Aspartic acid D-formChEBI
D-AsparaginsaeureChEBI
DASChEBI
(R)-2-AminobutanedioateGenerator
(R)-2-AminosuccinateGenerator
Aspartate D-formGenerator
D-AspartateGenerator
D AspartateMeSH
D Aspartic acidMeSH
(-)-Aspartic acidHMDB
(2R)-2-AminobutanedioateHMDB
(2R)-2-Aminobutanedioic acidHMDB
(R)-Aspartic acidHMDB
1-amino-1,2-CarboxyethaneHMDB
Aspartic acidHMDB
D-(-)-Aspartic acidHMDB
delta-(-)-Aspartic acidHMDB
delta-AsparaginsaeureHMDB
delta-AspartateHMDB
delta-Aspartic acidHMDB
Lopac-alpha-9256HMDB
Tocris-0213HMDB
Chemical FormulaC4H7NO4
Average Molecular Weight133.1027
Monoisotopic Molecular Weight133.037507717
IUPAC Name(2R)-2-aminobutanedioic acid
Traditional NameD-aspartic acid
CAS Registry Number1783-96-6
SMILES
N[C@H](CC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1
InChI KeyCKLJMWTZIZZHCS-UWTATZPHSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAspartic acid and derivatives
Alternative Parents
Substituents
  • Aspartic acid or derivatives
  • Alpha-amino acid
  • D-alpha-amino acid
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Amino acid
  • Carboxylic acid
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point264.12 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-1.075 (est)The Good Scents Company Information System
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Baker121.85130932474
[M-H]-MetCCS_train_neg116.9130932474
[M-H]-Not Available116.91http://allccs.zhulab.cn/database/detail?ID=AllCCS00000068
[M-H]-Not Available120.3http://allccs.zhulab.cn/database/detail?ID=AllCCS00001748
Predicted Molecular Properties
PropertyValueSource
Water Solubility142 g/LALOGPS
logP-3.5ALOGPS
logP-3.5ChemAxon
logS0.03ALOGPS
pKa (Strongest Acidic)1.7ChemAxon
pKa (Strongest Basic)9.61ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.62 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity26.53 m³·mol⁻¹ChemAxon
Polarizability11.35 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+127.81431661259
DarkChem[M-H]-121.89131661259
DeepCCS[M+H]+122.15230932474
DeepCCS[M-H]-118.56530932474
DeepCCS[M-2H]-155.85430932474
DeepCCS[M+Na]+130.88330932474
AllCCS[M+H]+131.732859911
AllCCS[M+H-H2O]+127.632859911
AllCCS[M+NH4]+135.532859911
AllCCS[M+Na]+136.632859911
AllCCS[M-H]-122.832859911
AllCCS[M+Na-2H]-125.432859911
AllCCS[M+HCOO]-128.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
D-Aspartic acidN[C@H](CC(O)=O)C(O)=O2046.8Standard polar33892256
D-Aspartic acidN[C@H](CC(O)=O)C(O)=O1109.6Standard non polar33892256
D-Aspartic acidN[C@H](CC(O)=O)C(O)=O1665.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
D-Aspartic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)C[C@@H](N)C(=O)O1393.4Semi standard non polar33892256
D-Aspartic acid,1TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](N)CC(=O)O1347.9Semi standard non polar33892256
D-Aspartic acid,1TMS,isomer #3C[Si](C)(C)N[C@H](CC(=O)O)C(=O)O1412.7Semi standard non polar33892256
D-Aspartic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)C[C@@H](N)C(=O)O[Si](C)(C)C1413.6Semi standard non polar33892256
D-Aspartic acid,2TMS,isomer #2C[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C)C(=O)O1504.6Semi standard non polar33892256
D-Aspartic acid,2TMS,isomer #3C[Si](C)(C)N[C@H](CC(=O)O)C(=O)O[Si](C)(C)C1457.1Semi standard non polar33892256
D-Aspartic acid,2TMS,isomer #4C[Si](C)(C)N([C@H](CC(=O)O)C(=O)O)[Si](C)(C)C1619.8Semi standard non polar33892256
D-Aspartic acid,3TMS,isomer #1C[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1548.8Semi standard non polar33892256
D-Aspartic acid,3TMS,isomer #1C[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1566.3Standard non polar33892256
D-Aspartic acid,3TMS,isomer #1C[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1715.5Standard polar33892256
D-Aspartic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)C[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1651.1Semi standard non polar33892256
D-Aspartic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)C[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1611.5Standard non polar33892256
D-Aspartic acid,3TMS,isomer #2C[Si](C)(C)OC(=O)C[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1863.4Standard polar33892256
D-Aspartic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C1628.8Semi standard non polar33892256
D-Aspartic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C1614.9Standard non polar33892256
D-Aspartic acid,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C1811.5Standard polar33892256
D-Aspartic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1707.3Semi standard non polar33892256
D-Aspartic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1680.4Standard non polar33892256
D-Aspartic acid,4TMS,isomer #1C[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1664.0Standard polar33892256
D-Aspartic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](N)C(=O)O1626.3Semi standard non polar33892256
D-Aspartic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)CC(=O)O1598.8Semi standard non polar33892256
D-Aspartic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@H](CC(=O)O)C(=O)O1672.0Semi standard non polar33892256
D-Aspartic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](N)C(=O)O[Si](C)(C)C(C)(C)C1857.9Semi standard non polar33892256
D-Aspartic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O1937.4Semi standard non polar33892256
D-Aspartic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@H](CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C1898.5Semi standard non polar33892256
D-Aspartic acid,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N([C@H](CC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C2057.2Semi standard non polar33892256
D-Aspartic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2153.5Semi standard non polar33892256
D-Aspartic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2162.8Standard non polar33892256
D-Aspartic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2113.0Standard polar33892256
D-Aspartic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2292.4Semi standard non polar33892256
D-Aspartic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2222.1Standard non polar33892256
D-Aspartic acid,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2173.3Standard polar33892256
D-Aspartic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2301.2Semi standard non polar33892256
D-Aspartic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2201.8Standard non polar33892256
D-Aspartic acid,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2143.9Standard polar33892256
D-Aspartic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2544.7Semi standard non polar33892256
D-Aspartic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2441.4Standard non polar33892256
D-Aspartic acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2169.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - D-Aspartic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9100000000-b7db3377089f4c95001b2017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Aspartic acid GC-MS (2 TMS) - 70eV, Positivesplash10-01w4-9610000000-0f1463c6395830708e122017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Aspartic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Aspartic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-00lr-3900000000-162904f2efeb4d9ec1b92012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Aspartic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0079-9200000000-c986d1c1f93cfaaad0242012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Aspartic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-00di-9000000000-a72e46d76472d24bc1c92012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Aspartic acid 20V, Negative-QTOFsplash10-000i-9000000000-8d22977b40aa259a21d32021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Aspartic acid 40V, Negative-QTOFsplash10-0ab9-9600000000-9c231a338120ef30d24c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Aspartic acid 10V, Negative-QTOFsplash10-000i-9200000000-6c07b782a658249d199d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Aspartic acid 35V, Negative-QTOFsplash10-0019-9600000000-c2c3ca177b300379b9a92021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Aspartic acid 10V, Positive-QTOFsplash10-01c9-9700000000-43373fabf1f2a8251ac82017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Aspartic acid 20V, Positive-QTOFsplash10-00di-9000000000-36b20174fd207db229982017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Aspartic acid 40V, Positive-QTOFsplash10-0006-9000000000-d6951a2ec447396733102017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Aspartic acid 10V, Negative-QTOFsplash10-001i-5900000000-b11760c7c2cfa2af3c7e2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Aspartic acid 20V, Negative-QTOFsplash10-0019-9500000000-7269dcfd86ec82641ed92017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Aspartic acid 40V, Negative-QTOFsplash10-05g3-9000000000-4403e122d1d449aace052017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Aspartic acid 10V, Negative-QTOFsplash10-01p9-6900000000-10cf89ab499e02e19a922021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Aspartic acid 20V, Negative-QTOFsplash10-0079-9000000000-fe190327aa4e06a02a412021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Aspartic acid 40V, Negative-QTOFsplash10-006x-9000000000-fe92c9aa9f1f1fb640422021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Aspartic acid 10V, Positive-QTOFsplash10-00di-9100000000-0ac0dd6913d2586f79732021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Aspartic acid 20V, Positive-QTOFsplash10-00di-9000000000-75d22f21955bd28b7dcb2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Aspartic acid 40V, Positive-QTOFsplash10-0006-9000000000-fb1c4f0680fc2dac53c72021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2021-10-10Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 500 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Peroxisome
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified16.0 +/- 3.0 uMChildren (1-13 years old)Not SpecifiedNormal
    • Geigy Scientific ...
 details
BloodDetected and Quantified21.0 +/- 5.0 uMAdult (>18 years old)MaleNormal
    • Geigy Scientific ...
 details
BloodDetected and Quantified20.0 +/- 5.0 uMAdult (>18 years old)FemaleNormal
    • Geigy Scientific ...
 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
BloodDetected and Quantified0-17 uMNewborn (0-30 days old)Both
Normal
    • BC Children's Hos...
 details
BloodDetected and Quantified0-8 uMInfant (1 - 3 months old)Both
Normal
    • BC Children's Hos...
 details
BloodDetected and Quantified0-12 uMChildren (3 months - 6 years old)Both
Normal
    • BC Children's Hos...
 details
BloodDetected and Quantified0-14 uMChildren (6 - 18 years old)Both
Normal
    • BC Children's Hos...
 details
Cerebrospinal Fluid (CSF)Detected and Quantified0-1 uMChildren (0 - 10 years old)Both
Normal
    • BC Children's Hos...
 details
Cerebrospinal Fluid (CSF)Detected and Quantified0-1 uMAdolescent (>11 years old)Both
Normal
    • BC Children's Hos...
 details
FecesDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedInfant (0-1 year old)Both
Normal		 details
UrineDetected and Quantified<1.24 umol/mmol creatinineAdolescent (13-18 years old)Not SpecifiedNormal details
UrineDetected and Quantified<5.26-127.78 umol/mmol creatinineAdult (>18 years old)BothNormal
    • David F. Putnam C...
 details
UrineDetected and Quantified<1.13 umol/mmol creatinineAdult (>18 years old)Not SpecifiedNormal details
UrineDetected and Quantified<7.24 umol/mmol creatinineInfant (0-1 year old)Not SpecifiedNormal details
UrineDetected and Quantified1.92 - 11.98 umol/mmol creatinineNewborn (0-30 days old)Both
Normal
    • BC Children's Hos...
 details
UrineDetected and Quantified2.04 - 16.05 umol/mmol creatinineInfant (1 - 6 months old)Both
Normal
    • BC Children's Hos...
 details
UrineDetected and Quantified3.05 - 11.98 umol/mmol creatinineInfant (6 months - <1 year old)Both
Normal
    • BC Children's Hos...
 details
UrineDetected and Quantified3.05 - 9.95 umol/mmol creatinineChildren (1 - 2 years old)Both
Normal
    • BC Children's Hos...
 details
UrineDetected and Quantified2.04 - 8.03 umol/mmol creatinineChildren (2 - 4 years old)Both
Normal
    • BC Children's Hos...
 details
UrineDetected and Quantified1.02 - 9.95 umol/mmol creatinineChildren (4 - 13 years old)Both
Normal
    • BC Children's Hos...
 details
UrineDetected and Quantified0 - 4.52 umol/mmol creatinineAdolescent (13 - 21 years old)Both
Normal
    • BC Children's Hos...
 details
UrineDetected and Quantified0 - 5.65 umol/mmol creatinineAdult (>21 years old)Both
Normal
    • BC Children's Hos...
 details
UrineDetected and Quantified<6.33 umol/mmol creatinineChildren (1-13 years old)Not SpecifiedNormal details
UrineDetected and Quantified<3.39 umol/mmol creatinineChildren (1-13 years old)Not SpecifiedNormal details
UrineDetected and Quantified<1.018 umol/mmol creatinineChildren (1-13 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Schizophrenia		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Irritable bowel syndrome		 details
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothAutism details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothCrohn's disease details
Associated Disorders and Diseases
Disease References
Schizophrenia
  1. Yang J, Chen T, Sun L, Zhao Z, Qi X, Zhou K, Cao Y, Wang X, Qiu Y, Su M, Zhao A, Wang P, Yang P, Wu J, Feng G, He L, Jia W, Wan C: Potential metabolite markers of schizophrenia. Mol Psychiatry. 2013 Jan;18(1):67-78. doi: 10.1038/mp.2011.131. Epub 2011 Oct 25. [PubMed:22024767 ]
Irritable bowel syndrome
  1. Ponnusamy K, Choi JN, Kim J, Lee SY, Lee CH: Microbial community and metabolomic comparison of irritable bowel syndrome faeces. J Med Microbiol. 2011 Jun;60(Pt 6):817-27. doi: 10.1099/jmm.0.028126-0. Epub 2011 Feb 17. [PubMed:21330412 ]
Crohn's disease
  1. Marchesi JR, Holmes E, Khan F, Kochhar S, Scanlan P, Shanahan F, Wilson ID, Wang Y: Rapid and noninvasive metabonomic characterization of inflammatory bowel disease. J Proteome Res. 2007 Feb;6(2):546-51. [PubMed:17269711 ]
Colorectal cancer
  1. Weir TL, Manter DK, Sheflin AM, Barnett BA, Heuberger AL, Ryan EP: Stool microbiome and metabolome differences between colorectal cancer patients and healthy adults. PLoS One. 2013 Aug 6;8(8):e70803. doi: 10.1371/journal.pone.0070803. Print 2013. [PubMed:23940645 ]
Autism
  1. De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Associated OMIM IDs
DrugBank IDDB02655
Phenol Explorer Compound IDNot Available
FooDB IDFDB023933
KNApSAcK IDNot Available
Chemspider ID75697
KEGG Compound IDC00402
BioCyc IDCPD-302
BiGG ID34874
Wikipedia LinkAspartic acid
METLIN ID15
PubChem Compound83887
PDB IDDAS
ChEBI ID17364
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1233701
References
Synthesis ReferenceHarada, Kaoru. Direct resolution of DL-aspartic acid with an optically active amine. Bulletin of the Chemical Society of Japan (1964), 37(9), 1383-4.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Homma H: Biochemistry of D-aspartate in mammalian cells. Amino Acids. 2007 Jan;32(1):3-11. Epub 2006 Jun 7. [PubMed:16755369 ]
  2. Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]

Enzymes

Enzyme Details
1. D-aspartate oxidase
General function:
Involved in D-amino-acid oxidase activity
Specific function:
Selectively catalyzes the oxidative deamination of D-aspartate and its N-methylated derivative, N-methyl D-aspartate.
Gene Name:
DDO
Uniprot ID:
Q99489
Molecular weight:
40992.53
Reactions
D-Aspartic acid + Water + Oxygen → Oxalacetic acid + Ammonia + Hydrogen peroxidedetails