Ornithine

l-Ornithine
Names
IUPAC name
L-Ornithine
Other names
(+)-(S)-2,5-Diaminovaleric acid
(+)-(S)-2,5-Diaminopentanoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.665 Edit this at Wikidata
EC Number
  • 200-731-7
KEGG
MeSH Ornithine
UNII
  • InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1 checkY
    Key: AHLPHDHHMVZTML-BYPYZUCNSA-N checkY
  • InChI=1/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1
  • InChI=1/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1
    Key: AHLPHDHHMVZTML-BYPYZUCNBZ
  • O=C(O)[C@@H](N)CCCN
Properties[1]
C5H12N2O2
Molar mass 132.16 g/mol
Melting point 140 °C (284 °F; 413 K)
soluble
Solubility soluble in ethanol
Acidity (pKa) 1.94
+11.5 (H2O, c = 6.5)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ornithine is a non-proteinogenic α-amino acid that plays a role in the urea cycle. Ornithine is abnormally accumulated in the body in ornithine transcarbamylase deficiency. The radical is ornithyl.[2]

  1. ^ Weast, Robert C., ed. (1981). CRC Handbook of Chemistry and Physics (62nd ed.). Boca Raton, FL: CRC Press. p. C-408. ISBN 0-8493-0462-8.
  2. ^ Sivashanmugam M (February 2017). "Ornithine and its role in metabolic diseases: An appraisal". Biomed Pharmacother. 86: 185–194. doi:10.1016/j.biopha.2016.12.024. PMID 27978498.