L-(-)-Ornithine
Daten werden ergänzt – lade die Seite später neu, um den aktuellen Stand zu sehen
Grundinformationen
- CAS
25104-12-5- Standard-SMILES
NCCC[C@H](N)C(=O)O- InChIKey
AHLPHDHHMVZTML-BYPYZUCNSA-N- Summenformel
- C5H12N2O2
- Durchschnittliche Molmasse
- 132,16 g/mol
- Monoisotopische Masse
- 132,08987763
Überblick
L-ornithine is an optically active form of ornithine having L-configuration. It has a role as a hepatoprotective agent, a mouse metabolite and an algal metabolite. It is an ornithine and a non-proteinogenic L-alpha-amino acid. It is a conjugate base of a L-ornithinium(1+). It is a conjugate acid of a L-ornithinate. It is an enantiomer of a D-ornithine.
Namen und Bezeichner
- Bevorzugter Name
- L-(-)-Ornithine
- IUPAC
- (2S)-2,5-diaminopentanoic acid
- Englischer Name
- polyornithine
- Summenformel
- C5H12N2O2
- Molmasse
- 132.16098
Namen und Synonyme
L-ornithineornithine70-26-8(S)-2,5-Diaminopentanoic acid(S)-Ornithine(S)-2,5-diaminovaleric acid(2S)-2,5-diaminopentanoic acidOrnitina(S)-alpha,delta-Diaminovaleric acidOrnithinum(S)-2,5-Diaminopentanoate(+)-S-Ornithine
Weitere Namen anzeigen
polyornithineL-Ornithine, homopolymer
L-(-)-OrnithineNSC-758894E524N2IXA3CHEBI:157292,5 Diaminopentanoic AcidDTXSID00883219CHEBI:18257DTXSID00860383
Datenbank-Bezeichner
- CAS
25104-12-5、3184-13-2、70-26-8- PubChem CID
- 6262
- DTXSID
DTXSID00883219- ChEMBL
CHEMBL446143- ChEBI
CHEBI:15729- UNII
- E524N2IXA3
- EC Number
- 200-731-7
- Nikkaji
- J9.177D
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- -4,4
- Polarare Oberfläche (TPSA)
- 89,3 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 9
- Formalladung
- 0
- Komplexität
- 95
Experimentelle und physikochemische Eigenschaften
Chemical ClassesBiological Agents -> Amino Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsSkin conditioning
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP-4.22
Solubility
Appreciable
620 mg/mL
Melting Point140 °C
Physical Description
Colorless solid; [Merck Index]
Solid
Dissociation Constants1.94 (at 25 °C)
Collision Cross Section
127.7 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (6 of 6) of all reports.
Not Classified
Aggregated GHS information provided per 6 reports by companies from 2 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory Information
Chemical: L-Ornithine
REACH registered substance: L-ornithine (EC: 200-731-7)
L-Ornithine: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - L-Ornithine: Environment tier I assessment
Hazard Classes and CategoriesNot Classified
Toxikologische Informationen
Health Effects
Chronically high levels of ornithine are associated with at least 9 inborn errors of metabolism including: Cystathionine Beta-Synthase Deficiency, Hyperornithinemia with gyrate atrophy, Hyperornithinemia-hyperammonemia-homocitrullinuria syndrome, Hyperornithinemia-hyperammonemia-homocitrullinuria syndrome, Hyperprolinemia Type II, Lysinuric Protein Intolerance, Ornithine Aminotransferase Deficiency, Ornithine Transcarbamylase Deficiency and Prolinemia Type II.
Exposure RoutesAbsorbed from the small intestine via a sodium-dependent active transport process
Toxicity Summary
Chemie und Industrie
Pharmakologische Informationen
Pharmacodynamics
A non-essential and nonprotein amino acid, ornithine is critical for the production of the body's proteins, enzymes and muscle tissue. Ornithine plays a central role in the urea cycle and is important for the disposal of excess nitrogen (ammonia). Ornithine is the starting point for the synthesis of many polyamines such as putrescine and spermine. Ornithine supplements are claimed to enhance the release of growth hormone and to burn excess body fat. Ornithine is necessary for proper immune function and good liver function.
Mechanism of Action
L-Ornithine is metabolised to L-arginine. L-arginine stimulates the pituitary release of growth hormone. Burns or other injuries affect the state of L-arginine in tissues throughout the body. As De novo synthesis of L-arginine during these conditions is usually not sufficient for normal immune function, nor for normal protein synthesis, L-ornithine may have immunomodulatory and wound-healing activities under these conditions (by virtue of its metabolism to L-arginine).
Metabolism/Metabolites
Ornithine undergoes extensive metabolism in the liver to L-arginine, polyamines, and proline, and several other metabolites.
Ornithine undergoes extensive metabolism in the liver to L-arginine, polyamines, and proline, and several other metabolites.
Absorption, Distribution and ExcretionAbsorbed from the small intestine via a sodium-dependent active transport process
Tissue LocationsEpidermis
Cellular LocationsExtracellular
Metabolite PathwaysArginine and proline metabolism
Verwendung und Herstellung
Zugehörige Reaktionen
51
Notizen zur Verbindung
Wird geladen…