HYP
4-HYDROXYPROLINE
Created: | 1999-07-08 |
Last modified: | 2024-09-27 |
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Chemical Details | |
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Formal Charge | 0 |
Atom Count | 18 |
Chiral Atom Count | 2 |
Bond Count | 18 |
Aromatic Bond Count | 0 |
Chemical Component Summary | |
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Name | 4-HYDROXYPROLINE |
Synonyms | HYDROXYPROLINE |
Systematic Name (OpenEye OEToolkits) | (2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid |
Formula | C5 H9 N O3 |
Molecular Weight | 131.13 |
Type | L-PEPTIDE LINKING |
Chemical Descriptors | |||
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Type | Program | Version | Descriptor |
SMILES | ACDLabs | 10.04 | O=C(O)C1NCC(O)C1 |
SMILES | CACTVS | 3.341 | O[CH]1CN[CH](C1)C(O)=O |
SMILES | OpenEye OEToolkits | 1.5.0 | C1C(CNC1C(=O)O)O |
Canonical SMILES | CACTVS | 3.341 | O[C@H]1CN[C@@H](C1)C(O)=O |
Canonical SMILES | OpenEye OEToolkits | 1.5.0 | C1[C@H](CN[C@@H]1C(=O)O)O |
InChI | InChI | 1.03 | 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 |
InChIKey | InChI | 1.03 | PMMYEEVYMWASQN-DMTCNVIQSA-N |
Drug Info: DrugBank
DrugBank ID | DB08847 |
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Name | Hydroxyproline |
Groups | experimental |
Description | Hydroxyproline 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 |
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Brand Names |
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Indication | Used in France as a combination product for the treatment of small, superficial wounds. |
Categories |
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CAS number | 51-35-4 |
Drug Targets
Name | Target Sequence | Pharmacological Action | Actions |
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Proton-coupled amino acid transporter 1 | MSTQRLRNEDYHDYSSTDVSPEESPSEGLNNLSSPGSYQRFGQSNSTTWF... | 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 Name | Reference |
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PubChem | 6971053, 5810 |
ChEMBL | CHEMBL352418 |
ChEBI | CHEBI:18095, CHEBI:58375 |
CCDC/CSD | HOPROL12 |