| General Information of MET (ID: META00570) |
| Name |
Prolylhydroxyproline
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| Synonyms |
Click to Show/Hide Synonyms of This Metabolite
(4R)-L-Prolyl-4-hydroxy-L-proline; 4-Hydroxy-1-L-prolyl-proline; L-4-Hydroxy-1-L-prolyl-proline; L-Pro-L-hyp; L-Prolyl-L-hydroxyproline; Pro-hydroxy-pro; Pro-hyp; Proline hydroxyproline dipeptide; Proline-hydroxyproline; Proline-hydroxyproline dipeptide; Prolylhydroxyproline; trans-4-Hydroxy-1-L-prolyl-proline
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| Source |
Endogenous;Food;Cosmetic
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| Structure Type |
Amino acids, peptides, and analogues (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
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| PubChem CID |
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| HMDB ID |
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| Formula |
C10H16N2O4
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| Structure |
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=11902892"></iframe>
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3D MOL
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2D MOL
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Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
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| ChEBI ID |
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| FooDB ID |
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| ChemSpider ID |
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| Physicochemical Properties |
Molecular Weight |
228.24 |
Topological Polar Surface Area |
97.3 |
| XlogP |
-2.6 |
Complexity |
302 |
| Heavy Atom Count |
16 |
Rotatable Bond Count |
1 |
| Hydrogen Bond Donor Count |
2 |
Hydrogen Bond Acceptor Count |
4 |
| Function |
Prolylhydroxyproline is a dipeptide. Prolylhydroxyproline is a marker of bone collagen degradation, showing high sensitivity for the diagnosis of osteoporosis. Prolylhydroxyproline has been suggested as a possible alternative to hydroxyproline determination in bone resorption studies. Prolylhydroxyproline is one of the iminodipeptides present in the urine of patients with prolidase deficiency. Prolidase (X-Pro dipeptidase EC 3.4.13.9) splits iminodipeptides containing C-terminal proline or hydroxyproline (X-Pro or X-Hyp) to X+Pro or X+Hyp. Prolidase deficiency is a rare autosomal recessive disease characterized by chronic ulcerative dermatitis and mental retardation. These patients excrete large amounts of iminodipeptides containing C-terminal proline in the urine due to hereditary prolidase deficiency.
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Regulatory Network
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Induced Change
