(2S)-2,5-diaminopentanoic acid

• ChemBase编号: 15
• 分子式: C5H12N2O2
• 平均质量: 132.16098
• 单一同位素质量: 132.08987763
• SMILES: OC(=O)[C@@H](N)CCCN
• Canonical SMILES: N[C@H](C(=O)O)CCCN
• InChI: InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1
• InChIKey: AHLPHDHHMVZTML-BYPYZUCNSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2,5-diaminopentanoic acid
• IUPAC传统名: L-ornithine; ornithine
• 商标名: OKG (Nature's Bounty)
• 别名: L-赖氨酸单水合物; 2,5-Diaminopentanoate; 2,5-Diaminopentanoic acid; 2,5-Diaminovaleric acid; Ornithine; L-Ornithine; (+)-(S)-2,5-Diaminovaleric acid; (+)-(S)-2,5-Diaminopentanoic acid; Ornithine; (2S)-2,5-diaminopentanoic acid; (S)-2,6-Diaminohexanoic acid monohydrate; H-Lys-OH.H2O; L-Lysine monohydrate

登记号

• CAS号: 39665-12-8; 70-26-8
• EC号: 200-294-2; 200-731-7
• MDL号: MFCD00242584; MFCD00151035
• Beilstein号: 1722531
• 默克索引号: 145636
• PubChem SID: 160963478; 46505239
• PubChem CID: 6262
• CHEBI ID: 15729
• CHEMBL: 446143
• Chemspider ID: 6026
• DrugBank ID: DB00129
• KEGG ID: D08302
• 医学主题词(MeSH): Ornithine
• 美国药典/FDA物质标识码: E524N2IXA3
• 维基百科标题: Ornithine

理论计算性质

JChem

• Acid pKa: 2.6664226
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -6.399376
• LogD (pH = 7.4): -5.4160175
• Log P: -3.6582875
• 摩尔折射率: 33.2085 cm^3
• 极化性: 13.533871 Å^3
• 极化表面积: 89.34 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -3.64
• LOG S: 0.11
• 溶解度: 1.72e+02 g/l

分子性质

理化性质

• 溶解度: Appreciable; soluble in water
• 熔点: 140 °C; 210°C dec.
• 比旋光度: +11.5 (H₂O, c = 6.5); +22.5 (c=2 in 6M HCl)
• 疏水性(logP): -3.3; -3.953

安全信息

• RTECS编号: OL5540000
• TSCA收录: 是

产品相关信息

• 纯度: 95%; 98+%

详细说明

DrugBank - DB00129

• Drug Groups: approved; nutraceutical
• Description: Ornithine is an amino acid produced in the urea cycle by the splitting off of urea from arginine. It is a central part of the urea cycle, which allows for the disposal of excess nitrogen. L-Ornithine is a precursor of citrulline and arginine.
• Indication: 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.
• Pharmacology: 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.
• Toxicity: Oral, rat LD₅₀ = 10000 mg/kg
• Affected Organisms: Humans and other mammals
• Biotransformation: Ornithine undergoes extensive metabolism in the liver to L-arginine, polyamines, and proline, and several other metabolites.
• Absorption: Absorbed from the small intestine via a sodium-dependent active transport process
• External Links: Wikipedia; PDRhealth