HYP

4-HYDROXYPROLINE

Created:1999-07-08
Last modified:  2024-09-27

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Chemical Details

Formal Charge0
Atom Count18
Chiral Atom Count2
Bond Count18
Aromatic Bond Count0
2D diagram of HYP
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Chemical Component Summary

Name4-HYDROXYPROLINE
SynonymsHYDROXYPROLINE
Systematic Name (OpenEye OEToolkits)(2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid
FormulaC5 H9 N O3
Molecular Weight131.13
TypeL-PEPTIDE LINKING

Chemical Descriptors

TypeProgramVersionDescriptor
SMILESACDLabs10.04O=C(O)C1NCC(O)C1
SMILESCACTVS3.341O[CH]1CN[CH](C1)C(O)=O
SMILESOpenEye OEToolkits1.5.0C1C(CNC1C(=O)O)O
Canonical SMILESCACTVS3.341 O[C@H]1CN[C@@H](C1)C(O)=O
Canonical SMILESOpenEye OEToolkits1.5.0 C1[C@H](CN[C@@H]1C(=O)O)O
InChIInChI1.03 InChI=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
InChIKeyInChI1.03 PMMYEEVYMWASQN-DMTCNVIQSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
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
  • trans-L-Hydroxyproline
  • Hydroxyproline
  • trans-4-Hydroxy-L-proline
Brand Names
  • Isaknox Timeless Essence Foundation 21
  • Ohui Skin Science Age Recovery Cell Lab Pramin
  • Isa Knox Wrinkle Decline Double Effect Rf3 Wrinkle
  • Ohui The First Cell Revolution Age Control Sun Block
  • The History of Whoo Bichup Ja Saeng Essence
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

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
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:58375, CHEBI:18095
CCDC/CSD HOPROL12