폴리오르니틴

L-(-)-Ornithine

HCID 6262CAS 25104-12-5

기본 정보

표준 SMILES
NCCC[C@H](N)C(=O)O
InChIKey
AHLPHDHHMVZTML-BYPYZUCNSA-N
분자식
C5H12N2O2
평균 분자량
132.16 g/mol
단동위원소 질량
132.08987762

개요

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.

이름 및 식별자

우선 이름
L-(-)-Ornithine
IUPAC
(2S)-2,5-diaminopentanoic acid
현지명
폴리오르니틴
영어명
polyornithine
분자식
C5H12N2O2
분자량
132.16098

이름 및 동의어

L-ornithineornithine70-26-8(S)-2,5-Diaminopentanoic acid(S)-Ornithine(S)-2,5-diaminovaleric acid(2S)-2,5-diaminopentanoic acid(S)-alpha,delta-Diaminovaleric acidOrnitina(+)-S-OrnithineOrnithinum(S)-2,5-Diaminopentanoate
이름 더 보기
폴리오르니틴polyornithineL-Ornithine, homopolymer
L-(-)-OrnithineNSC-758894E524N2IXA3CHEBI:15729DTXSID00883219CHEBI:18257DTXSID00860383RefChem:856923

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP
-4.4
극성 표면적
89.3 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
4
회전 가능 결합 수
4
무거운 원자 수
9

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Amino Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
CosmeticsSkin conditioning
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP-4.22
Solubility · 2건

Appreciable

620 mg/mL

안전 및 규제

GHS 분류

GHS Classification · 3건

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.

유해성 정보

Regulatory Information · 3건

Chemical: L-Ornithine

Status: Active Update: 13-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23820

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

독성 정보

Health Effects · 1건

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 · 1건

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).

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity DataOral, rat LD<sub>50</sub> = 10000 mg/kg

화학 및 산업

약리 정보

Pharmacodynamics · 1건

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 · 1건

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 · 2건

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

용도 및 제조

Uses · 3건

A non-essential amino acid; Has been used in the treatment of hyperammonemia; [Merck Index]

Use (kg; approx.) in Germany (2009): >25000

Used 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.

Use ClassificationCosmetics -> Skin conditioning
General Manufacturing InformationL-Ornithine: ACTIVE

공급사2 곳

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