Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-05-23 15:44:17 UTC
Update Date2021-09-14 15:40:00 UTC
HMDB IDHMDB0006556
Secondary Accession Numbers
  • HMDB06556
Metabolite Identification
Common NameL-4-Hydroxyglutamate semialdehyde
DescriptionL-4-Hydroxyglutamate semialdehyde, also known as (4R)-4-hydroxy-5-oxo-L-norvaline, 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. L-4-Hydroxyglutamate semialdehyde is a very strong basic compound (based on its pKa). A glutamic semialdehyde that is L-glutamic 5-semialdehyde substituted by a hydroxy group at position 4. L-4-Hydroxyglutamate semialdehyde exists in all living species, ranging from bacteria to humans. Within humans, L-4-hydroxyglutamate semialdehyde participates in a number of enzymatic reactions. In particular, L-4-hydroxyglutamate semialdehyde can be biosynthesized from 4-hydroxy-L-glutamic acid through the action of the enzyme proline dehydrogenase 1, mitochondrial. In addition, L-4-hydroxyglutamate semialdehyde can be biosynthesized from 4-hydroxy-L-glutamic acid through its interaction with the enzyme Delta-1-pyrroline-5-carboxylate dehydrogenase, mitochondrial. In humans, L-4-hydroxyglutamate semialdehyde is involved in the metabolic disorder called hyperornithinemia with gyrate atrophy (hoga).
Structure
Data?1582752391
Synonyms
ValueSource
(4R)-4-Hydroxy-5-oxo-L-norvalineChEBI
4-Amino-3,4-dideoxy-D-erythro-penturonic acidChEBI
4-Amino-3,4-dideoxy-D-erythro-penturonateGenerator
L-4-Hydroxyglutamic acid semialdehydeGenerator
Chemical FormulaC5H9NO4
Average Molecular Weight147.1293
Monoisotopic Molecular Weight147.053157781
IUPAC Name(2S,4R)-2-amino-4-hydroxy-5-oxopentanoic acid
Traditional Name(2S,4R)-2-amino-4-hydroxy-5-oxopentanoic acid
CAS Registry NumberNot Available
SMILES
N[C@@H](C[C@@H](O)C=O)C(O)=O
InChI Identifier
InChI=1S/C5H9NO4/c6-4(5(9)10)1-3(8)2-7/h2-4,8H,1,6H2,(H,9,10)/t3-,4+/m1/s1
InChI KeyXCXUZPXOFFRGGP-DMTCNVIQSA-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
  • Short-chain hydroxy acid
  • Fatty acid
  • 1,3-aminoalcohol
  • Alpha-hydroxyaldehyde
  • Secondary alcohol
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Aldehyde
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source

Route of exposure

Process

Naturally occurring process

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 Solubility128 g/LALOGPS
logP10(-3) g/LALOGPS
logP10(-4.3) g/LChemAxon
logS10(-0.06) g/LALOGPS
pKa (Strongest Acidic)1.88ChemAxon
pKa (Strongest Basic)8.74ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.62 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.81 m³·mol⁻¹ChemAxon
Polarizability13.13 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]+134.94231661259
DarkChem[M-H]-132.22631661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
L-4-Hydroxyglutamate semialdehydeN[C@@H](C[C@@H](O)C=O)C(O)=O2294.0Standard polar33892256
L-4-Hydroxyglutamate semialdehydeN[C@@H](C[C@@H](O)C=O)C(O)=O1193.5Standard non polar33892256
L-4-Hydroxyglutamate semialdehydeN[C@@H](C[C@@H](O)C=O)C(O)=O1587.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
L-4-Hydroxyglutamate semialdehyde,1TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)C[C@H](N)C(=O)O1515.0Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,1TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](N)C[C@@H](O)C=O1422.1Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,1TMS,isomer #3C[Si](C)(C)OC=C(O)C[C@H](N)C(=O)O1591.0Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,1TMS,isomer #4C[Si](C)(C)N[C@@H](C[C@@H](O)C=O)C(=O)O1518.9Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)C[C@H](C=O)O[Si](C)(C)C1539.1Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TMS,isomer #2C[Si](C)(C)OC=C(C[C@H](N)C(=O)O)O[Si](C)(C)C1676.8Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TMS,isomer #3C[Si](C)(C)N[C@@H](C[C@H](C=O)O[Si](C)(C)C)C(=O)O1613.5Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TMS,isomer #4C[Si](C)(C)OC=C(O)C[C@H](N)C(=O)O[Si](C)(C)C1615.8Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TMS,isomer #5C[Si](C)(C)N[C@@H](C[C@@H](O)C=O)C(=O)O[Si](C)(C)C1565.4Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TMS,isomer #6C[Si](C)(C)N[C@@H](CC(O)=CO[Si](C)(C)C)C(=O)O1702.3Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TMS,isomer #7C[Si](C)(C)N([C@@H](C[C@@H](O)C=O)C(=O)O)[Si](C)(C)C1701.2Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #1C[Si](C)(C)OC=C(C[C@H](N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C1697.9Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #1C[Si](C)(C)OC=C(C[C@H](N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C1655.5Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #1C[Si](C)(C)OC=C(C[C@H](N)C(=O)O[Si](C)(C)C)O[Si](C)(C)C2090.9Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #2C[Si](C)(C)N[C@@H](C[C@H](C=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1648.5Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #2C[Si](C)(C)N[C@@H](C[C@H](C=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1647.2Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #2C[Si](C)(C)N[C@@H](C[C@H](C=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1803.1Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #3C[Si](C)(C)N[C@@H](CC(=CO[Si](C)(C)C)O[Si](C)(C)C)C(=O)O1777.1Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #3C[Si](C)(C)N[C@@H](CC(=CO[Si](C)(C)C)O[Si](C)(C)C)C(=O)O1706.1Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #3C[Si](C)(C)N[C@@H](CC(=CO[Si](C)(C)C)O[Si](C)(C)C)C(=O)O2063.4Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #4C[Si](C)(C)O[C@@H](C=O)C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1776.3Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #4C[Si](C)(C)O[C@@H](C=O)C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1677.9Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #4C[Si](C)(C)O[C@@H](C=O)C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1971.6Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #5C[Si](C)(C)N[C@@H](CC(O)=CO[Si](C)(C)C)C(=O)O[Si](C)(C)C1730.5Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #5C[Si](C)(C)N[C@@H](CC(O)=CO[Si](C)(C)C)C(=O)O[Si](C)(C)C1693.2Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #5C[Si](C)(C)N[C@@H](CC(O)=CO[Si](C)(C)C)C(=O)O[Si](C)(C)C1997.6Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #6C[Si](C)(C)OC(=O)[C@H](C[C@@H](O)C=O)N([Si](C)(C)C)[Si](C)(C)C1740.7Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #6C[Si](C)(C)OC(=O)[C@H](C[C@@H](O)C=O)N([Si](C)(C)C)[Si](C)(C)C1655.1Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #6C[Si](C)(C)OC(=O)[C@H](C[C@@H](O)C=O)N([Si](C)(C)C)[Si](C)(C)C2010.9Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #7C[Si](C)(C)OC=C(O)C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1879.7Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #7C[Si](C)(C)OC=C(O)C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1782.3Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TMS,isomer #7C[Si](C)(C)OC=C(O)C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2132.4Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,4TMS,isomer #1C[Si](C)(C)N[C@@H](CC(=CO[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1778.2Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TMS,isomer #1C[Si](C)(C)N[C@@H](CC(=CO[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1743.2Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TMS,isomer #1C[Si](C)(C)N[C@@H](CC(=CO[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1831.0Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,4TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](C[C@H](C=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1818.7Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](C[C@H](C=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1768.7Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](C[C@H](C=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1728.7Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,4TMS,isomer #3C[Si](C)(C)OC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1905.3Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TMS,isomer #3C[Si](C)(C)OC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1836.2Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TMS,isomer #3C[Si](C)(C)OC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1970.7Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,4TMS,isomer #4C[Si](C)(C)OC=C(O)C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1886.0Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TMS,isomer #4C[Si](C)(C)OC=C(O)C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1834.7Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TMS,isomer #4C[Si](C)(C)OC=C(O)C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1971.3Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,5TMS,isomer #1C[Si](C)(C)OC=C(C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1946.9Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,5TMS,isomer #1C[Si](C)(C)OC=C(C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1861.2Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,5TMS,isomer #1C[Si](C)(C)OC=C(C[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1819.6Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)C[C@H](N)C(=O)O1755.4Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)C[C@@H](O)C=O1667.2Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O)C[C@H](N)C(=O)O1820.1Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N[C@@H](C[C@@H](O)C=O)C(=O)O1773.6Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)C[C@H](C=O)O[Si](C)(C)C(C)(C)C1979.3Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(C[C@H](N)C(=O)O)O[Si](C)(C)C(C)(C)C2121.8Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](C[C@H](C=O)O[Si](C)(C)C(C)(C)C)C(=O)O2068.7Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(O)C[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C2066.1Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)N[C@@H](C[C@@H](O)C=O)C(=O)O[Si](C)(C)C(C)(C)C1987.2Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N[C@@H](CC(O)=CO[Si](C)(C)C(C)(C)C)C(=O)O2161.6Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N([C@@H](C[C@@H](O)C=O)C(=O)O)[Si](C)(C)C(C)(C)C2166.2Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(C[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2291.9Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(C[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2251.2Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(C[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2365.4Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](C[C@H](C=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2299.7Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](C[C@H](C=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2231.5Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](C[C@H](C=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2181.6Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CC(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O2386.4Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CC(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O2267.2Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CC(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O2355.3Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H](C=O)C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2452.4Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H](C=O)C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2286.5Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H](C=O)C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2250.6Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)N[C@@H](CC(O)=CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2368.9Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)N[C@@H](CC(O)=CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2297.4Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)N[C@@H](CC(O)=CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2327.1Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)[C@H](C[C@@H](O)C=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2394.0Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)[C@H](C[C@@H](O)C=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2277.4Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=O)[C@H](C[C@@H](O)C=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2269.6Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC=C(O)C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2503.0Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC=C(O)C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2376.7Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC=C(O)C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2398.2Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CC(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2569.7Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CC(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2445.9Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CC(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2310.0Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](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)C2690.6Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](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)C2511.4Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@H](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)C2201.6Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2738.0Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2528.6Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2346.6Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(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)C2716.0Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(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)C2583.5Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(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)C2366.4Standard polar33892256
L-4-Hydroxyglutamate semialdehyde,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(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)C)O[Si](C)(C)C(C)(C)C2960.2Semi standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(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)C)O[Si](C)(C)C(C)(C)C2715.0Standard non polar33892256
L-4-Hydroxyglutamate semialdehyde,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(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)C)O[Si](C)(C)C(C)(C)C2357.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - L-4-Hydroxyglutamate semialdehyde GC-MS (Non-derivatized) - 70eV, Positivesplash10-00fr-9200000000-e3513bbcdad456a122352016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-4-Hydroxyglutamate semialdehyde GC-MS (2 TMS) - 70eV, Positivesplash10-00ec-9650000000-7cae4c2fbcbbcab5eb312017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-4-Hydroxyglutamate 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-4-Hydroxyglutamate semialdehyde 10V, Negative-QTOFsplash10-0002-3900000000-23e55cd80e109069331a2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-4-Hydroxyglutamate semialdehyde 20V, Negative-QTOFsplash10-00di-9400000000-b630a7dba403bb5575912016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-4-Hydroxyglutamate semialdehyde 40V, Negative-QTOFsplash10-05fr-9000000000-e8a60496d8e8def4b4ec2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-4-Hydroxyglutamate semialdehyde 10V, Negative-QTOFsplash10-004j-3900000000-a27391009bcba0d96f5e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-4-Hydroxyglutamate semialdehyde 20V, Negative-QTOFsplash10-00dr-9400000000-08aa4f495f99db7ac2c12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-4-Hydroxyglutamate semialdehyde 40V, Negative-QTOFsplash10-0006-9000000000-a9698c2851b8d21d014c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-4-Hydroxyglutamate semialdehyde 10V, Positive-QTOFsplash10-0f8a-2900000000-c81023046fb0eb6b2f5c2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-4-Hydroxyglutamate semialdehyde 20V, Positive-QTOFsplash10-0ul9-9400000000-810b28d67c6140132eb62016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-4-Hydroxyglutamate semialdehyde 40V, Positive-QTOFsplash10-0a4l-9000000000-35f89694ea3df06bc8232016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-4-Hydroxyglutamate semialdehyde 10V, Positive-QTOFsplash10-0fl0-9600000000-066024b26e64bc43b24f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-4-Hydroxyglutamate semialdehyde 20V, Positive-QTOFsplash10-001i-9100000000-be9a96b507fb4c6e4e622021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-4-Hydroxyglutamate semialdehyde 40V, Positive-QTOFsplash10-001u-9000000000-a50a3005088f974da1e62021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • 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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023970
KNApSAcK IDNot Available
Chemspider ID389693
KEGG Compound IDC05938
BioCyc IDNot Available
BiGG ID1447438
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440851
PDB IDNot Available
ChEBI ID27809
Food Biomarker OntologyNot Available
VMH ID4HGLUSA
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

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
4-Hydroxy-L-glutamic acid + NADH + Hydrogen Ion → L-4-Hydroxyglutamate semialdehyde + NAD + Waterdetails
General function:
Involved in proline dehydrogenase activity
Specific function:
Converts proline to delta-1-pyrroline-5-carboxylate.
Gene Name:
PRODH
Uniprot ID:
O43272
Molecular weight:
56196.675
Reactions
4-Hydroxy-L-glutamic acid + NADH + Hydrogen Ion → L-4-Hydroxyglutamate semialdehyde + NAD + Waterdetails