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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2009-04-06 16:22:01 UTC
Update Date2017-12-07 02:36:40 UTC
HMDB IDHMDB0012266
Secondary Accession Numbers
  • HMDB12266
Metabolite Identification
Common NameN-Succinyl-2-amino-6-ketopimelate
DescriptionN-Succinyl-2-amino-6-ketopimelate is an intermediate in lysine biosynthesis. It is the fourth to last step in the synthesis of lysine and is converted. from tetrahydrodipicolinate via the enzyme tetrahydrodipicolinate N-succinyltransferase (EC 2.3.1.117). It is then converted to N-succinyl-L,L-2,6-diaminopimelate via the enzyme Succinyldiaminopimelate transferase (EC 2.6.1.17).
Structure
Thumb
Synonyms
ValueSource
N-Succinyl-2-amino-6-oxo-L-pimelic acidChEBI
N-Succinyl-epsilon-keto-L-aminopimelic acidChEBI
N-Succinyl-2-amino-6-oxo-L-pimelateGenerator
N-Succinyl-2-amino-6-ketopimelic acidGenerator
N-Succinyl-epsilon-keto-L-aminopimelateGenerator
(2S)-2-(3-carboxypropanamido)-6-OxoheptanedioateHMDB
(2S)-2-(3-carboxypropanamido)-6-Oxoheptanedioic acidHMDB
(S)-2-(succinylamino)-6-OxoheptanedioateHMDB
(S)-2-(succinylamino)-6-Oxoheptanedioic acidHMDB
L-2-succinylamino-6-OxoheptanedioateHMDB
L-2-succinylamino-6-Oxoheptanedioic acidHMDB
N-Succinyl-2-L-amino-6-oxoheptanedioateHMDB
N-Succinyl-2-L-amino-6-oxoheptanedioic acidHMDB
N-Succinyl-L-2-amino-6-oxoheptanedioateHMDB
N-Succinyl-L-2-amino-6-oxoheptanedioic acidHMDB
N-Succinyl-L-2-amino-6-oxopimelateHMDB
Succinyl-epsilon-keto-alpha-aminopimelateHMDB
Chemical FormulaC11H15NO8
Average Molecular Weight289.2387
Monoisotopic Molecular Weight289.079766461
IUPAC Name(2S)-2-(3-carboxypropanamido)-6-oxoheptanedioic acid
Traditional Name(2S)-2-(3-carboxypropanamido)-6-oxoheptanedioic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CCC(=O)N[C@@H](CCCC(=O)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C11H15NO8/c13-7(11(19)20)3-1-2-6(10(17)18)12-8(14)4-5-9(15)16/h6H,1-5H2,(H,12,14)(H,15,16)(H,17,18)(H,19,20)/t6-/m0/s1
InChI KeySDVXSCSNVVZWDD-LURJTMIESA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated 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 ParentN-acyl-L-alpha-amino acids
Alternative Parents
Substituents
  • N-acyl-l-alpha-amino acid
  • Tricarboxylic acid or derivatives
  • Alpha-keto acid
  • Fatty amide
  • Keto acid
  • Fatty acyl
  • N-acyl-amine
  • Alpha-hydroxy ketone
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Ketone
  • Carboxylic acid
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.41 g/LALOGPS
logP-0.78ALOGPS
logP-0.55ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)2.78ChemAxon
pKa (Strongest Basic)-1.5ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area158.07 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity61.57 m³·mol⁻¹ChemAxon
Polarizability25.89 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9880000000-0f0ff4f7e373c0b3162cView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-00du-9408600000-fd466a0230c24aa5db92View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fkc-0290000000-2cf1a6c8c873c44c176aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fdo-1970000000-e6da5433a70177935dddView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05i3-7900000000-a6e1749a519577b39b0bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-007c-0190000000-cfcf85c3db41c68abca2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-009g-1590000000-73abaab210b9727b9f16View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-5910000000-b01ea1042bed0446bc1cView in MoNA
Biological Properties
Cellular LocationsNot Available
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
FoodDB IDFDB028904
KNApSAcK IDC00007598
Chemspider ID389314
KEGG Compound IDC04462
BioCyc IDN-SUCCINYL-2-AMINO-6-KETOPIMELATE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440349
PDB IDNot Available
ChEBI ID35266
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available