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Human Metabolome Database Version 3.5

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Showing metabocard for L-alpha-Aspartyl-L-hydroxyproline (HMDB11160)

Record Information
Version 3.5
Creation Date 2008-10-29 09:08:32 -0600
Update Date 2013-02-08 17:25:48 -0700
HMDB ID HMDB11160
Secondary Accession Numbers None
Metabolite Identification
Common Name L-alpha-Aspartyl-L-hydroxyproline
Description L-alpha-Aspartyl-L-hydroxyproline is a dipeptide found in urine (PMID: 3782411 Link_out). It is likely a proteolytic breakdown product of collagen. L-alpha-aspartyl-l-hydroxyproline belongs to the family of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. a-Asp-Hyp
  2. a-Aspartylhydroxyproline
  3. alpha-Asp-Hyp
  4. alpha-Aspartylhydroxyproline
  5. L-a-Aspartyl-L-hydroxyproline
  6. L-alpha-Aspartyl-L-hydroxyproline
Chemical Formula C9H14N2O6
Average Molecular Weight 246.2173
Monoisotopic Molecular Weight 246.08518619
IUPAC Name 1-(2-amino-3-carboxypropanoyl)-4-hydroxypyrrolidine-2-carboxylic acid
Traditional IUPAC Name 1-(2-amino-3-carboxypropanoyl)-4-hydroxypyrrolidine-2-carboxylic acid
CAS Registry Number Not Available
SMILES NC(CC(O)=O)C(=O)N1CC(O)CC1C(O)=O
InChI Identifier InChI=1S/C9H14N2O6/c10-5(2-7(13)14)8(15)11-3-4(12)1-6(11)9(16)17/h4-6,12H,1-3,10H2,(H,13,14)(H,16,17)
InChI Key WJDUWENBTQEKDZ-UHFFFAOYSA-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
  • Secondary Alcohol
  • 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 32.4 g/L ALOGPS
LogP -3.52 ALOGPS
LogP -5.2 ChemAxon
LogS -0.88 ALOGPS
pKa (strongest acidic) 2.98 ChemAxon
pKa (strongest basic) 8.52 ChemAxon
Hydrogen Acceptor Count 7 ChemAxon
Hydrogen Donor Count 4 ChemAxon
Polar Surface Area 141.16 A2 ChemAxon
Rotatable Bond Count 4 ChemAxon
Refractivity 52.84 ChemAxon
Polarizability 22.13 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 FDB027934
KNApSAcK ID Not Available
Chemspider ID Not Available
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB11160 Link_out
Metagene Link HMDB11160 Link_out
METLIN ID Not Available
PubChem Compound 53480671 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Jandke J, Spiteller G: Dipeptide analysis in human urine. J Chromatogr. 1986 Oct 31;382:39-45. Pubmed: 3782411 Link_out