Showing NP-Card for L-Glutamic acid (NP0001028)

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Record Information
Version2.0
Created at2005-11-16 15:48:42 UTC
Updated at2025-02-11 15:41:18 UTC
NP-MRD IDNP0001028
Secondary Accession NumbersNone
Natural Product Identification
Common NameL-Glutamic acid
Description
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001028 (L-Glutamic acid)

  Mrv1652309272007292D          

 10  9  0  0  0  0            999 V2000
 9998.6124 9997.7078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8979 9998.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1831 9997.7078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4684 9998.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7534 9997.7078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4684 9998.9448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3301 9998.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0437 9997.7078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3301 9998.9448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6124 9996.8823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 10  1  1  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
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
M  END
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3D MOL for NP0001028 (L-Glutamic acid)

HMDB0000148
     RDKit          3D
L-Glutamic acid
 19 18  0  0  0  0  0  0  0  0999 V2000
   -1.3192   -1.6515   -0.1635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1499   -0.2836    0.2041 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2393    0.2082   -0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2999   -0.5796    0.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6163   -0.0056    0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0734   -0.1972   -0.9265 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3404    0.7388    1.1365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1277    0.5848   -0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9453    0.0251   -1.2802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1342    1.9627   -0.2824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8337   -2.1900    0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8666   -1.7364   -1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2940   -0.1843    1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4537    0.1535   -1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3561    1.2704    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2214   -1.6351    0.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1638   -0.5176    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8881    1.5635    0.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9816    2.4738   -0.5511 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  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  1
  3 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  7 18  1  0
 10 19  1  0
M  END
Download

3D SDF for NP0001028 (L-Glutamic acid)

  Mrv1652309272007292D          

 10  9  0  0  0  0            999 V2000
 9998.6124 9997.7078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8979 9998.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1831 9997.7078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4684 9998.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7534 9997.7078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4684 9998.9448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3301 9998.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0437 9997.7078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3301 9998.9448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6124 9996.8823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 10  1  1  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
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0001028

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1

> <INCHI_KEY>
WHUUTDBJXJRKMK-VKHMYHEASA-N

> <FORMULA>
C5H9NO4

> <MOLECULAR_WEIGHT>
147.1293

> <EXACT_MASS>
147.053157781

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
13.321186860931029

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-aminopentanedioic acid

> <ALOGPS_LOGP>
-3.54

> <JCHEM_LOGP>
-3.241447075983049

> <ALOGPS_LOGS>
-0.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.27124634014693

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8777772810395925

> <JCHEM_PKA_STRONGEST_BASIC>
9.536217151721162

> <JCHEM_POLAR_SURFACE_AREA>
100.61999999999999

> <JCHEM_REFRACTIVITY>
31.287699999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.06e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-glutamic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0001028 (L-Glutamic acid)

HMDB0000148
     RDKit          3D
L-Glutamic acid
 19 18  0  0  0  0  0  0  0  0999 V2000
   -1.3192   -1.6515   -0.1635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1499   -0.2836    0.2041 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2393    0.2082   -0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2999   -0.5796    0.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6163   -0.0056    0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0734   -0.1972   -0.9265 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3404    0.7388    1.1365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1277    0.5848   -0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9453    0.0251   -1.2802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1342    1.9627   -0.2824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8337   -2.1900    0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8666   -1.7364   -1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2940   -0.1843    1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4537    0.1535   -1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3561    1.2704    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2214   -1.6351    0.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1638   -0.5176    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8881    1.5635    0.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9816    2.4738   -0.5511 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  1  0
  5  6  2  0
  5  7  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  1
  3 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  7 18  1  0
 10 19  1  0
M  END
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PDB for NP0001028 (L-Glutamic acid)

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8664.0778662.388   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.7438663.157   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8661.4098662.388   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8660.0748663.157   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8658.7408662.388   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8660.0748664.697   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8665.4168663.157   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8666.7488662.388   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8665.4168664.697   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0    8664.0778660.847   0.000  0.00  0.00           N+0
CONECT    1    2    7   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    1                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for NP0001028 (L-Glutamic acid)

COMPND    HMDB0000148
HETATM    1  N1  UNL     1      -1.319  -1.651  -0.164  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.150  -0.284   0.204  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.239   0.208  -0.112  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.300  -0.580   0.616  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.616  -0.006   0.229  1.00  0.00           C  
HETATM    6  O1  UNL     1       3.073  -0.197  -0.926  1.00  0.00           O  
HETATM    7  O2  UNL     1       3.340   0.739   1.136  1.00  0.00           O  
HETATM    8  C5  UNL     1      -2.128   0.585  -0.494  1.00  0.00           C  
HETATM    9  O3  UNL     1      -2.945   0.025  -1.280  1.00  0.00           O  
HETATM   10  O4  UNL     1      -2.134   1.963  -0.282  1.00  0.00           O  
HETATM   11  H1  UNL     1      -1.834  -2.190   0.564  1.00  0.00           H  
HETATM   12  H2  UNL     1      -1.867  -1.736  -1.042  1.00  0.00           H  
HETATM   13  H3  UNL     1      -1.294  -0.184   1.310  1.00  0.00           H  
HETATM   14  H4  UNL     1       0.454   0.154  -1.194  1.00  0.00           H  
HETATM   15  H5  UNL     1       0.356   1.270   0.178  1.00  0.00           H  
HETATM   16  H6  UNL     1       1.221  -1.635   0.290  1.00  0.00           H  
HETATM   17  H7  UNL     1       1.164  -0.518   1.723  1.00  0.00           H  
HETATM   18  H8  UNL     1       3.888   1.564   0.919  1.00  0.00           H  
HETATM   19  H9  UNL     1      -2.982   2.474  -0.551  1.00  0.00           H  
CONECT    1    2   11   12
CONECT    2    3    8   13
CONECT    3    4   14   15
CONECT    4    5   16   17
CONECT    5    6    6    7
CONECT    7   18
CONECT    8    9    9   10
CONECT   10   19
END
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SMILES for NP0001028 (L-Glutamic acid)

N[C@@H](CCC(O)=O)C(O)=O
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INCHI for NP0001028 (L-Glutamic acid)

InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1
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Synonyms
Chemical FormulaC5H9NO4
Average Mass147.1293 Da
Monoisotopic Mass147.05316 Da
IUPAC Name(2S)-2-aminopentanedioic acid
Traditional NameL-glutamic acid
CAS Registry Number56-86-0
SMILES
N[C@@H](CCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1
InChI KeyWHUUTDBJXJRKMK-VKHMYHEASA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, simulated)Ahselim2022-01-23View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, simulated)v.dorna83@yahoo.comNot AvailableNot Available2021-08-05View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, simulated)v.dorna83@yahoo.comNot AvailableNot Available2021-08-05View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, simulated)varshavi.d26@gmail.comNot AvailableNot Available2021-07-26View Spectrum
Species
Species of Origin
Species Where Detected
Species NameSourceReference
Homo sapiens (Serum)KNApSAcK Database
Homo sapiens (Urine)KNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic 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 ParentGlutamic acid and derivatives
Alternative Parents
Substituents
  • Glutamic acid or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Amino fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Fatty acyl
  • Amino acid
  • Carboxylic acid
  • Organic oxide
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point247.00 to 249.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point175.00 °C. @ 10.00 mm HgThe Good Scents Company Information System
Water Solubility8.57 mg/mLNot Available
LogP-3.69Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility80.6 g/LALOGPS
logP-3.5ALOGPS
logP-3.2ChemAxon
logS-0.26ALOGPS
pKa (Strongest Acidic)1.88ChemAxon
pKa (Strongest Basic)9.54ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.62 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.29 m³·mol⁻¹ChemAxon
Polarizability13.32 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000148
DrugBank IDDB00142
Phenol Explorer Compound IDNot Available
FoodDB IDFDB030962
KNApSAcK IDC00001358
Chemspider ID30572
KEGG Compound IDC00025
BioCyc IDGLT
BiGG IDNot Available
Wikipedia LinkL-Glutamic_Acid
METLIN IDNot Available
PubChem Compound33032
PDB IDNot Available
ChEBI ID16015
Good Scents IDrw1025121
References
General References