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Human Metabolome Database Version 3.5

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Showing metabocard for Aspartyl-L-proline (HMDB02335)

Record Information
Version 3.5
Creation Date 2006-05-22 08:17:48 -0600
Update Date 2013-02-08 17:11:45 -0700
HMDB ID HMDB02335
Secondary Accession Numbers None
Metabolite Identification
Common Name Aspartyl-L-proline
Description High concentration of aspartyl-L-proline is found in the urine of patients with prolidase deficiency. Prolidase deficiency is an inborn error of metabolism which can cause mental retardation and severe skin ulcers in affected individuals. (Scriver's OMMBID; Wikipedia).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 1-L-alpha-Aspartyl-L-Proline
  2. Asp-pro
  3. Aspartylproline
Chemical Formula C9H14N2O5
Average Molecular Weight 230.2179
Monoisotopic Molecular Weight 230.090271568
IUPAC Name (2S)-1-[(2S)-2-amino-3-carboxypropanoyl]pyrrolidine-2-carboxylic acid
Traditional IUPAC Name (2S)-1-[(2S)-2-amino-3-carboxypropanoyl]pyrrolidine-2-carboxylic acid
CAS Registry Number 42155-95-3
SMILES N[C@@H](CC(O)=O)C(=O)N1CCC[C@H]1C(O)=O
InChI Identifier InChI=1S/C9H14N2O5/c10-5(4-7(12)13)8(14)11-3-1-2-6(11)9(15)16/h5-6H,1-4,10H2,(H,12,13)(H,15,16)/t5-,6-/m0/s1
InChI Key UKGGPJNBONZZCM-WDSKDSINSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Amino Acids, Peptides, and Analogues
Class Peptides
Sub Class N/A
Other Descriptors
  • Aliphatic Heteromonocyclic Compounds
  • Amino Fatty Acids
  • Heterocyclic Fatty Acids
  • Organic Compounds
Substituents
  • 1,3 Aminoalcohol
  • Carboxamide Group
  • Carboxylic Acid
  • Dicarboxylic Acid Derivative
  • Primary Aliphatic Amine (Alkylamine)
  • Pyrrolidine
  • Pyrrolidine Carboxylic Acid
  • Tertiary Carboxylic Acid Amide
Direct Parent Peptides
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 32.1 g/L ALOGPS
LogP -3.30 ALOGPS
LogP -4 ChemAxon
LogS -0.86 ALOGPS
pKa (strongest acidic) 3.1 ChemAxon
pKa (strongest basic) 8.52 ChemAxon
Hydrogen Acceptor Count 6 ChemAxon
Hydrogen Donor Count 3 ChemAxon
Polar Surface Area 120.93 A2 ChemAxon
Rotatable Bond Count 4 ChemAxon
Refractivity 51.52 ChemAxon
Polarizability 21.35 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB022967
KNApSAcK ID Not Available
Chemspider ID 149163 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB02335 Link_out
Metagene Link HMDB02335 Link_out
METLIN ID 6629 Link_out
PubChem Compound 170612 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Matsui S; Srivastava V P; Holt E M; Taylor E W; Stammer C H Synthesis and conformational analysis of L-aspartylproline and L-aspartyl-2,3-methanoproline propyl esters. International journal of peptide and protein research (1991), 37(4), 306-14.
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Ye J, Dave UP, Grishin NV, Goldstein JL, Brown MS: Asparagine-proline sequence within membrane-spanning segment of SREBP triggers intramembrane cleavage by site-2 protease. Proc Natl Acad Sci U S A. 2000 May 9;97(10):5123-8. Pubmed: 10805775 Link_out
  2. Scriver's OMMBID