Chemical Component Summary

Name4-HYDROXYPROLINE
SynonymsHYDROXYPROLINE
Identifiers(2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid
FormulaC5 H9 N O3
Molecular Weight131.13
TypeL-PEPTIDE LINKING
Isomeric SMILESC1[C@H](CN[C@@H]1C(=O)O)O
InChIInChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1
InChIKeyPMMYEEVYMWASQN-DMTCNVIQSA-N

Chemical Details

Formal Charge0
Atom Count18
Chiral Atom Count2
Bond Count18
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB08847 
NameHydroxyproline
Groups experimental
DescriptionHydroxyproline is a neutral heterocyclic protein amino acid. It is found in collagen and as such it is common in many gelatin products. Hydroxyproline is mostly used as a diagnostic marker of bone turnover and liver fibrosis. Therapeutically, hydroxyproline is being studied as an an experimental medicine but is approved in France as a combination topical gel product called Cicactive for small, superficial wounds.
Synonyms
  • Hydroxyproline
  • trans-L-Hydroxyproline
  • trans-4-Hydroxy-L-proline
Brand Names
  • Cathycat Chewy CREAM FOUNDATION SPF23 PA WHITENING ANTI WRINKLE 21
  • Soo Rye Han Dabityun Jiyun Foundation 21
  • Isaknox Timeless Essence Foundation 21
  • Sooryehan Onbit Essence Foundation 23
  • Ohui Skin Science Age Recovery Cell Lab Eye
IndicationUsed in France as a combination product for the treatment of small, superficial wounds.
Categories
  • Amino Acids
  • Amino Acids, Cyclic
  • Amino Acids, Peptides, and Proteins
  • Imino Acids
CAS number51-35-4

Drug Targets

NameTarget SequencePharmacological ActionActions
Proton-coupled amino acid transporter 1MSTQRLRNEDYHDYSSTDVSPEESPSEGLNNLSSPGSYQRFGQSNSTTWF...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 6971053, 5810
ChEMBL CHEMBL352418
ChEBI CHEBI:18095, CHEBI:58375
CCDC/CSD HOPROL12