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4-Hydroxyproline (PC000028)

Record Information
Version1.0
Creation date2015-10-09 22:27:31 UTC
Update date2017-01-19 02:36:10 UTC
FoodComEx IDPC000028
FoodDB RecordFDB013511
Chemical Information
Name4-Hydroxyproline
DescriptionConstituent of proteins [DFC]. 4-hydroxyproline is a biomarker for the consumption of processed meat . 4-Hydroxyproline is found in many foods, some of which are parsnip, ginger, chinese cinnamon, and garlic.
CAS Number51-35-4
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
(2S,4R)-4-Hydroxy-2-pyrrolidinecarboxylateGenerator
(2S,4R)-4-Hydroxy-2-pyrrolidinecarboxylic acidChEBI
(2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acidHMDB
(2S,4R)-trans-4-HydroxyprolineChEBI
(4R)-4-Hydroxy-L-prolineHMDB
4-Hydroxy-2-pyrrolidinecarboxylic acidHMDB
4-Hydroxy-L-prolinemanual
4-Hydroxyprolinemanual
4-L-HydroxyprolineHMDB
delta-HydroxyprolineChEBI
HydroxiprolineHMDB
Hydroxy-L-prolineChEBI
Hydroxy-prolineHMDB
HydroxyprolineChEBI
HyproChEBI
L-4-HydroxyprolineChEBI
L-HydroxyprolineHMDB
L-threo-4-HydroxyprolineChEBI
L-trans-4-Hydroxyprolinemanual
LS-hydroxyprolineHMDB
OxaceprolHMDB
trans-4-Hydroxy-L-prolineChEBI
trans-4-HydroxyprolineHMDB
trans-HydroxyprolineChEBI
trans-L-HydroxyprolineChEBI
δ-hydroxyprolineGenerator
Chemical FormulaC5H9NO3
IUPAC name4-hydroxypyrrolidine-2-carboxylic acid
InChI IdentifierInChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)
InChI KeyPMMYEEVYMWASQN-UHFFFAOYSA-N
Isomeric SMILESOC1CNC(C1)C(O)=O
Average Molecular Weight131.1299
Monoisotopic Molecular Weight131.058243159
Chemical Taxonomy
Description Belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentProline and derivatives
Alternative Parents
Substituents
  • Proline or derivatives
  • Alpha-amino acid
  • Pyrrolidine carboxylic acid
  • Pyrrolidine carboxylic acid or derivatives
  • Pyrrolidine
  • 1,2-aminoalcohol
  • Amino acid
  • Secondary alcohol
  • Carboxylic acid
  • Secondary aliphatic amine
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Secondary amine
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Amine
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-3.17HANSCH,C ET AL. (1995)
Experimental Water Solubility361 mg/mL at 25 oCMERCK INDEX (1996)
Melting PointMp 274°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci A061
AKSci J90546
Eastman Chemical Company HMDB0000725
Glentham GM7180
MetaSci HMDB0000725
Toronto Research Chemicals H952376