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Showing metabocard for L-Glutamic gamma-semialdehyde (HMDB0002104)

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enzymes (3) Show 3 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-05-22 14:17:36 UTC
Update Date2023-02-21 17:16:09 UTC
HMDB IDHMDB0002104
Secondary Accession Numbers
  • HMDB02104
Metabolite Identification
Common NameL-Glutamic gamma-semialdehyde
DescriptionGlutamic gamma-semialdehyde is the metabolic precursor for proline biosynthesis. The conversion from L-Glutamate, an ATP- and NADPH-dependent reaction, is catalyzed by the enzyme Delta-1-pyrroline-5-carboxylate synthetase (P5CS) (OMIM 138250 ). L-Glutamic-gamma-semialdehyde can also be converted to or be formed from the amino acids L-ornithine (EC 2.6.1.13) and L-proline (EC 1.5.99.8 and EC 1.5.1.2). It is also one of the few metabolites that can be a precursor to other metabolites of both the urea cycle and the citric acid cycle (BioCyc).
Structure
Data?1676999769
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002104 (L-Glutamic gamma-semialdehyde)


  Mrv1652309042000262D          

  9  8  0  0  1  0            999 V2000
    4.6184    2.6664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    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
  5  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 HMDB0002104 (L-Glutamic gamma-semialdehyde)

HMDB0002104
     RDKit          3D
L-Glutamic gamma-semialdehyde
 18 17  0  0  0  0  0  0  0  0999 V2000
   -1.2454   -0.8836   -0.8421 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8141   -0.3319    0.4155 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5137    0.3561    0.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6377   -0.5528   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8804    0.2799   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4911    0.5434    0.9429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8103    0.6622    0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5792    1.2423    1.9844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9274    0.9116    0.1370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.1157   -1.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1265   -1.4098   -0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7205   -1.1851    1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4420    1.1651   -0.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7388    0.7812    1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7439   -1.4219    0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4695   -0.8827   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2696    0.6714   -1.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6027    0.1705   -0.1070 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
  2  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  1
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  9 18  1  0
M  END
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3D SDF for HMDB0002104 (L-Glutamic gamma-semialdehyde)


  Mrv1652309042000262D          

  9  8  0  0  1  0            999 V2000
    4.6184    2.6664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    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
  5  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>
HMDB0002104

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H9NO3/c6-4(5(8)9)2-1-3-7/h3-4H,1-2,6H2,(H,8,9)/t4-/m0/s1

> <INCHI_KEY>
KABXUUFDPUOJMW-BYPYZUCNSA-N

> <FORMULA>
C5H9NO3

> <MOLECULAR_WEIGHT>
131.1299

> <EXACT_MASS>
131.058243159

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
12.564831407259124

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-5-oxopentanoic acid

> <ALOGPS_LOGP>
-2.57

> <JCHEM_LOGP>
-3.3526724661068794

> <ALOGPS_LOGS>
0.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.41410334872977

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.121741402538836

> <JCHEM_PKA_STRONGEST_BASIC>
9.113974095724268

> <JCHEM_POLAR_SURFACE_AREA>
80.39000000000001

> <JCHEM_REFRACTIVITY>
30.3623

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-carboxy-4-aminobutanal

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0002104 (L-Glutamic gamma-semialdehyde)

HMDB0002104
     RDKit          3D
L-Glutamic gamma-semialdehyde
 18 17  0  0  0  0  0  0  0  0999 V2000
   -1.2454   -0.8836   -0.8421 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8141   -0.3319    0.4155 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5137    0.3561    0.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6377   -0.5528   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8804    0.2799   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4911    0.5434    0.9429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8103    0.6622    0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5792    1.2423    1.9844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9274    0.9116    0.1370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -0.1157   -1.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1265   -1.4098   -0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7205   -1.1851    1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4420    1.1651   -0.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7388    0.7812    1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7439   -1.4219    0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4695   -0.8827   -1.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2696    0.6714   -1.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6027    0.1705   -0.1070 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
  2  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  1
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  9 18  1  0
M  END
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PDB for HMDB0002104 (L-Glutamic gamma-semialdehyde)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  N   UNK     0       8.621   4.977   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.286   3.437   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
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 HMDB0002104 (L-Glutamic gamma-semialdehyde)

COMPND    HMDB0002104
HETATM    1  N1  UNL     1      -1.245  -0.884  -0.842  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.814  -0.332   0.415  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.514   0.356   0.353  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.638  -0.553  -0.083  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.880   0.280  -0.086  1.00  0.00           C  
HETATM    6  O1  UNL     1       3.491   0.543   0.943  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.810   0.662   0.891  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.579   1.242   1.984  1.00  0.00           O  
HETATM    9  O3  UNL     1      -2.927   0.912   0.137  1.00  0.00           O  
HETATM   10  H1  UNL     1      -1.361  -0.116  -1.548  1.00  0.00           H  
HETATM   11  H2  UNL     1      -2.127  -1.410  -0.782  1.00  0.00           H  
HETATM   12  H3  UNL     1      -0.721  -1.185   1.134  1.00  0.00           H  
HETATM   13  H4  UNL     1       0.442   1.165  -0.419  1.00  0.00           H  
HETATM   14  H5  UNL     1       0.739   0.781   1.335  1.00  0.00           H  
HETATM   15  H6  UNL     1       1.744  -1.422   0.601  1.00  0.00           H  
HETATM   16  H7  UNL     1       1.469  -0.883  -1.123  1.00  0.00           H  
HETATM   17  H8  UNL     1       3.270   0.671  -1.015  1.00  0.00           H  
HETATM   18  H9  UNL     1      -3.603   0.170  -0.107  1.00  0.00           H  
CONECT    1    2   10   11
CONECT    2    3    7   12
CONECT    3    4   13   14
CONECT    4    5   15   16
CONECT    5    6    6   17
CONECT    7    8    8    9
CONECT    9   18
END
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SMILES for HMDB0002104 (L-Glutamic gamma-semialdehyde)

N[C@@H](CCC=O)C(O)=O
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INCHI for HMDB0002104 (L-Glutamic gamma-semialdehyde)

InChI=1S/C5H9NO3/c6-4(5(8)9)2-1-3-7/h3-4H,1-2,6H2,(H,8,9)/t4-/m0/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
5-oxo-L-NorvalineChEBI
L-Glutamate 5-semialdehydeChEBI
L-Glutamate gamma-semialdehydeChEBI
L-Glutamic acid 5-semialdehydeGenerator
L-Glutamate g-semialdehydeGenerator
L-Glutamate γ-semialdehydeGenerator
L-Glutamic acid g-semialdehydeGenerator
L-Glutamic acid gamma-semialdehydeGenerator
L-Glutamic acid γ-semialdehydeGenerator
L-Glutamic g-semialdehydeGenerator
L-Glutamic γ-semialdehydeGenerator
Glutamate-semialdehydeHMDB
Glutamic gamma-semialdehydeHMDB
L-Glutamate-5-semialdehydeHMDB
L-Glutamate-gamma-semialdehydeHMDB
L-Glutamic-gamma-semialdehydeHMDB
gamma-Glutamyl semialdehydeHMDB
Glutamate gamma-semialdehydeHMDB
Glutamic acid gamma-semialdehydeHMDB
Glutamic acid gamma-semialdehyde, (L)-isomerHMDB
Chemical FormulaC5H9NO3
Average Molecular Weight131.1299
Monoisotopic Molecular Weight131.058243159
IUPAC Name(2S)-2-amino-5-oxopentanoic acid
Traditional Name4-carboxy-4-aminobutanal
CAS Registry Number496-92-4
SMILES
N[C@@H](CCC=O)C(O)=O
InChI Identifier
InChI=1S/C5H9NO3/c6-4(5(8)9)2-1-3-7/h3-4H,1-2,6H2,(H,8,9)/t4-/m0/s1
InChI KeyKABXUUFDPUOJMW-BYPYZUCNSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Fatty acid
  • Alpha-hydrogen aldehyde
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Aldehyde
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility144 g/LALOGPS
logP-2.6ALOGPS
logP-3.4ChemAxon
logS0.04ALOGPS
pKa (Strongest Acidic)2.12ChemAxon
pKa (Strongest Basic)9.11ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity30.36 m³·mol⁻¹ChemAxon
Polarizability12.56 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]+128.67331661259
DarkChem[M-H]-125.61431661259
DeepCCS[M+H]+126.21430932474
DeepCCS[M-H]-122.41230932474
DeepCCS[M-2H]-159.70630932474
DeepCCS[M+Na]+134.97730932474
AllCCS[M+H]+131.232859911
AllCCS[M+H-H2O]+127.132859911
AllCCS[M+NH4]+135.132859911
AllCCS[M+Na]+136.232859911
AllCCS[M-H]-125.332859911
AllCCS[M+Na-2H]-127.932859911
AllCCS[M+HCOO]-130.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
L-Glutamic gamma-semialdehydeN[C@@H](CCC=O)C(O)=O2082.0Standard polar33892256
L-Glutamic gamma-semialdehydeN[C@@H](CCC=O)C(O)=O1096.5Standard non polar33892256
L-Glutamic gamma-semialdehydeN[C@@H](CCC=O)C(O)=O1615.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
L-Glutamic gamma-semialdehyde,1TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CCC=O1300.1Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,1TMS,isomer #2C[Si](C)(C)OC=CC[C@H](N)C(=O)O1457.6Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,1TMS,isomer #3C[Si](C)(C)N[C@@H](CCC=O)C(=O)O1390.3Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,2TMS,isomer #1C[Si](C)(C)OC=CC[C@H](N)C(=O)O[Si](C)(C)C1467.2Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,2TMS,isomer #1C[Si](C)(C)OC=CC[C@H](N)C(=O)O[Si](C)(C)C1519.4Standard non polar33892256
L-Glutamic gamma-semialdehyde,2TMS,isomer #1C[Si](C)(C)OC=CC[C@H](N)C(=O)O[Si](C)(C)C2036.5Standard polar33892256
L-Glutamic gamma-semialdehyde,2TMS,isomer #2C[Si](C)(C)N[C@@H](CCC=O)C(=O)O[Si](C)(C)C1430.3Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,2TMS,isomer #2C[Si](C)(C)N[C@@H](CCC=O)C(=O)O[Si](C)(C)C1452.9Standard non polar33892256
L-Glutamic gamma-semialdehyde,2TMS,isomer #2C[Si](C)(C)N[C@@H](CCC=O)C(=O)O[Si](C)(C)C1691.7Standard polar33892256
L-Glutamic gamma-semialdehyde,2TMS,isomer #3C[Si](C)(C)N[C@@H](CC=CO[Si](C)(C)C)C(=O)O1596.8Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,2TMS,isomer #3C[Si](C)(C)N[C@@H](CC=CO[Si](C)(C)C)C(=O)O1533.8Standard non polar33892256
L-Glutamic gamma-semialdehyde,2TMS,isomer #3C[Si](C)(C)N[C@@H](CC=CO[Si](C)(C)C)C(=O)O1977.5Standard polar33892256
L-Glutamic gamma-semialdehyde,2TMS,isomer #4C[Si](C)(C)N([C@@H](CCC=O)C(=O)O)[Si](C)(C)C1581.4Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,2TMS,isomer #4C[Si](C)(C)N([C@@H](CCC=O)C(=O)O)[Si](C)(C)C1496.8Standard non polar33892256
L-Glutamic gamma-semialdehyde,2TMS,isomer #4C[Si](C)(C)N([C@@H](CCC=O)C(=O)O)[Si](C)(C)C1906.1Standard polar33892256
L-Glutamic gamma-semialdehyde,3TMS,isomer #1C[Si](C)(C)N[C@@H](CC=CO[Si](C)(C)C)C(=O)O[Si](C)(C)C1597.0Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,3TMS,isomer #1C[Si](C)(C)N[C@@H](CC=CO[Si](C)(C)C)C(=O)O[Si](C)(C)C1599.8Standard non polar33892256
L-Glutamic gamma-semialdehyde,3TMS,isomer #1C[Si](C)(C)N[C@@H](CC=CO[Si](C)(C)C)C(=O)O[Si](C)(C)C1714.6Standard polar33892256
L-Glutamic gamma-semialdehyde,3TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CCC=O)N([Si](C)(C)C)[Si](C)(C)C1604.4Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,3TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CCC=O)N([Si](C)(C)C)[Si](C)(C)C1558.8Standard non polar33892256
L-Glutamic gamma-semialdehyde,3TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CCC=O)N([Si](C)(C)C)[Si](C)(C)C1596.7Standard polar33892256
L-Glutamic gamma-semialdehyde,3TMS,isomer #3C[Si](C)(C)OC=CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1732.0Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,3TMS,isomer #3C[Si](C)(C)OC=CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1656.6Standard non polar33892256
L-Glutamic gamma-semialdehyde,3TMS,isomer #3C[Si](C)(C)OC=CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1851.7Standard polar33892256
L-Glutamic gamma-semialdehyde,4TMS,isomer #1C[Si](C)(C)OC=CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1746.0Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,4TMS,isomer #1C[Si](C)(C)OC=CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1716.0Standard non polar33892256
L-Glutamic gamma-semialdehyde,4TMS,isomer #1C[Si](C)(C)OC=CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1679.3Standard polar33892256
L-Glutamic gamma-semialdehyde,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCC=O1527.0Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=CC[C@H](N)C(=O)O1696.1Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CCC=O)C(=O)O1628.7Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C1891.4Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C1943.4Standard non polar33892256
L-Glutamic gamma-semialdehyde,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C2191.7Standard polar33892256
L-Glutamic gamma-semialdehyde,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCC=O)C(=O)O[Si](C)(C)C(C)(C)C1840.7Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCC=O)C(=O)O[Si](C)(C)C(C)(C)C1884.8Standard non polar33892256
L-Glutamic gamma-semialdehyde,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CCC=O)C(=O)O[Si](C)(C)C(C)(C)C1915.0Standard polar33892256
L-Glutamic gamma-semialdehyde,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CC=CO[Si](C)(C)C(C)(C)C)C(=O)O2068.1Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CC=CO[Si](C)(C)C(C)(C)C)C(=O)O1970.6Standard non polar33892256
L-Glutamic gamma-semialdehyde,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CC=CO[Si](C)(C)C(C)(C)C)C(=O)O2130.1Standard polar33892256
L-Glutamic gamma-semialdehyde,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N([C@@H](CCC=O)C(=O)O)[Si](C)(C)C(C)(C)C2005.4Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N([C@@H](CCC=O)C(=O)O)[Si](C)(C)C(C)(C)C1930.9Standard non polar33892256
L-Glutamic gamma-semialdehyde,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N([C@@H](CCC=O)C(=O)O)[Si](C)(C)C(C)(C)C2014.6Standard polar33892256
L-Glutamic gamma-semialdehyde,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CC=CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2199.6Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CC=CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2218.0Standard non polar33892256
L-Glutamic gamma-semialdehyde,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CC=CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2070.6Standard polar33892256
L-Glutamic gamma-semialdehyde,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2261.7Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2182.1Standard non polar33892256
L-Glutamic gamma-semialdehyde,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1974.3Standard polar33892256
L-Glutamic gamma-semialdehyde,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2368.6Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2278.4Standard non polar33892256
L-Glutamic gamma-semialdehyde,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2137.9Standard polar33892256
L-Glutamic gamma-semialdehyde,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CC[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)C2583.6Semi standard non polar33892256
L-Glutamic gamma-semialdehyde,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CC[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)C2480.4Standard non polar33892256
L-Glutamic gamma-semialdehyde,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=CC[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)C2105.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - L-Glutamic gamma-semialdehyde GC-MS (Non-derivatized) - 70eV, Positivesplash10-059l-9000000000-c907c5e28c6d3b0475322016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Glutamic gamma-semialdehyde GC-MS (1 TMS) - 70eV, Positivesplash10-000i-9200000000-b09702360bf061bd64db2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Glutamic gamma-semialdehyde GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Glutamic gamma-semialdehyde 10V, Positive-QTOFsplash10-02a9-9700000000-ffc8c81a881bac7a0ca72015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Glutamic gamma-semialdehyde 20V, Positive-QTOFsplash10-00kr-9100000000-7061d8b19402303b61af2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Glutamic gamma-semialdehyde 40V, Positive-QTOFsplash10-0a4l-9000000000-fa50d608bfaec666722d2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Glutamic gamma-semialdehyde 10V, Negative-QTOFsplash10-001i-1900000000-485c1c464e6d065cb4ac2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Glutamic gamma-semialdehyde 20V, Negative-QTOFsplash10-01q9-7900000000-cd2ef70374a324d28ee02015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Glutamic gamma-semialdehyde 40V, Negative-QTOFsplash10-0006-9000000000-8685f6b3a1d6936c24c32015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Glutamic gamma-semialdehyde 10V, Negative-QTOFsplash10-001i-0900000000-30a10f2c9d729eb39f1f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Glutamic gamma-semialdehyde 20V, Negative-QTOFsplash10-03e9-6900000000-22f02534479a7a01c5bf2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Glutamic gamma-semialdehyde 40V, Negative-QTOFsplash10-0006-9000000000-cb0e34b8ef2d18870f9b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Glutamic gamma-semialdehyde 10V, Positive-QTOFsplash10-000i-9200000000-69607aaecb41dd2d014a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Glutamic gamma-semialdehyde 20V, Positive-QTOFsplash10-014u-9000000000-d6928830fd6c484b658f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Glutamic gamma-semialdehyde 40V, Positive-QTOFsplash10-014i-9000000000-915ef2dc6a2dda8f2ee62021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Mitochondria
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB04388
Phenol Explorer Compound IDNot Available
FooDB IDFDB030963
KNApSAcK IDC00007475
Chemspider ID167744
KEGG Compound IDC01165
BioCyc IDL-GLUTAMATE_GAMMA-SEMIALDEHYDE
BiGG ID36962
Wikipedia LinkNot Available
METLIN ID6488
PubChem Compound193305
PDB IDNot Available
ChEBI ID17232
Food Biomarker OntologyNot Available
VMH IDGLU5SA
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Delta-1-pyrroline-5-carboxylate dehydrogenase, mitochondrial
General function:
Involved in oxidoreductase activity
Specific function:
Irreversible conversion of delta-1-pyrroline-5-carboxylate (P5C), derived either from proline or ornithine, to glutamate. This is a necessary step in the pathway interconnecting the urea and tricarboxylic acid cycles. The preferred substrate is glutamic gamma-semialdehyde, other substrates include succinic, glutaric and adipic semialdehydes.
Gene Name:
ALDH4A1
Uniprot ID:
P30038
Molecular weight:
55117.24
Reactions
L-Glutamic gamma-semialdehyde + NAD + Water → L-Glutamic acid + NADH + Hydrogen Iondetails
Enzyme Details
2. Ornithine aminotransferase, mitochondrial
General function:
Involved in transaminase activity
Specific function:
Not Available
Gene Name:
OAT
Uniprot ID:
P04181
Molecular weight:
48534.39
Reactions
Ornithine + a 2-oxo acid → L-Glutamic gamma-semialdehyde + an L-amino aciddetails
Ornithine + Oxoglutaric acid → L-Glutamic gamma-semialdehyde + L-Glutamic aciddetails
Enzyme Details
3. Delta-1-pyrroline-5-carboxylate synthase
General function:
Involved in oxidoreductase activity
Specific function:
Bifunctional enzyme that converts glutamate to glutamate 5-semialdehyde, an intermediate in the biosynthesis of proline, ornithine and arginine.
Gene Name:
ALDH18A1
Uniprot ID:
P54886
Molecular weight:
87088.29
Reactions
L-Glutamic gamma-semialdehyde + Phosphate + NADP → L-Glutamic acid 5-phosphate + NADPHdetails
L-Glutamic gamma-semialdehyde + Phosphate + NADP → L-Glutamic acid 5-phosphate + NADPH + Hydrogen Iondetails