ORN

L-ornithine

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

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Chemical Details

Formal Charge0
Atom Count21
Chiral Atom Count1
Bond Count20
Aromatic Bond Count0
2D diagram of ORN
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Chemical Component Summary

NameL-ornithine
Systematic Name (OpenEye OEToolkits)(2S)-2,5-bis(azanyl)pentanoic acid
FormulaC5 H12 N2 O2
Molecular Weight132.161
TypeL-PEPTIDE LINKING

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs12.01O=C(O)C(N)CCCN
SMILESCACTVS3.370NCCC[CH](N)C(O)=O
SMILESOpenEye OEToolkits1.7.6C(CC(C(=O)O)N)CN
Canonical SMILESCACTVS3.370 NCCC[C@H](N)C(O)=O
Canonical SMILESOpenEye OEToolkits1.7.6 C(C[C@@H](C(=O)O)N)CN
InChIInChI1.03 InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1
InChIKeyInChI1.03 AHLPHDHHMVZTML-BYPYZUCNSA-N

Drug Info: DrugBank

DrugBank IDDB00129 
NameOrnithine
Groups
  • nutraceutical
  • approved
DescriptionProduced during the urea cycle, ornithine is an amino acid produced from the splitting off of urea from arginine. L-Ornithine allows for the disposal of excess nitrogen and acts as a precursor of citrulline and arginine.
Synonyms
  • Ornithine aspartate
  • Ornitina
  • Ornithinum
  • (S)-2,5-Diaminopentanoate
  • (S)-α,δ-diaminovaleric acid
Brand Names
  • Primene
  • Primene 10%
  • Primene 10%-liq IV
IndicationUsed for nutritional supplementation, also for treating dietary shortage or imbalance. It has been claimed that ornithine improves athletic performance, has anabolic effects, has wound-healing effects, and is immuno-enhancing.
Categories
  • Alimentary Tract and Metabolism
  • Amino Acids
  • Amino Acids, Basic
  • Amino Acids, Diamino
  • Amino Acids, Peptides, and Proteins
ATC-CodeA05BA06
CAS number70-26-8

Drug Targets

NameTarget SequencePharmacological ActionActions
Ornithine aminotransferase, mitochondrialMFSKLAHLQRFAVLSRGVHSSVASATSVATKKTVQGPPTSDDIFEREYKY...unknown
Ornithine carbamoyltransferase, mitochondrialMLFNLRILLNNAAFRNGHNFMVRNFRCGQPLQNKVQLKGRDLLTLKNFTG...unknown
Arginase-1MSAKSRTIGIIGAPFSKGQPRGGVEEGPTVLRKAGLLEKLKEQECDVKDY...unknown
Ornithine decarboxylase antizyme 1MVKSSLQRILNSHCFAREKEGDKPSATIHASRTMPLLSLHSRGGSSSESS...unknown
High affinity cationic amino acid transporter 1MGCKVLLNIGQQMLRRKVVDCSREETRLSRCLNTFDLVALGVGSTLGAGV...unknown
View More
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 6262, 88747248
ChEMBL CHEMBL446143
ChEBI CHEBI:15729
CCDC/CSD BAPKOV, HIWJIJ, BEZQOO, GOTFAY, DAHMAB, EVIJAU, BAPKIP, EMENUG, BIHYEX, EMENEQ, TEFMIA, ORNBDL10, BAPKUB