[(2R)-2-(acetyloxy)-3-carboxypropyl]trimethylazanium chloride

• ChemBase编号: 132549
• 分子式: C9H18ClNO4
• 平均质量: 239.69652
• 单一同位素质量: 239.09243574
• SMILES: CC(=O)O[C@H](CC(=O)O)C[N+](C)(C)C.[Cl-]
• Canonical SMILES: OC(=O)C[C@H](C[N+](C)(C)C)OC(=O)C.[Cl-]
• InChI: InChI=1S/C9H17NO4.ClH/c1-7(11)14-8(5-9(12)13)6-10(2,3)4;/h8H,5-6H2,1-4H3;1H/t8-;/m1./s1
• InChIKey: JATPLOXBFFRHDN-DDWIOCJRSA-N

名称和登记号

名称

• IUPAC标准名: [(2R)-2-(acetyloxy)-3-carboxypropyl]trimethylazanium chloride
• IUPAC传统名: O-acetylcarnitinium chloride
• 别名: (R)-3-Acetoxy-4-(trimethylammonio)butyrate hydrochloride; ALC; ALCAR; R-(-)-2-Acetyloxy-3-carboxy-N,N,N-trimethyl-1-propanaminium chloride; O-Acetyl-L-carnitine hydrochloride; (R)-2-Acetyloxy-3-carboxy-N,N,N-trimethyl-1-propanaminium chloride; Acetyl-L-carnitine hydrochloride

登记号

• CAS号: 5080-50-2
• MDL号: MFCD00082230
• Beilstein号: 4340103
• PubChem SID: 162226826; 24891132
• PubChem CID: 2733928

理论计算性质

• 里宾斯基五规则: true
• Acid pKa: 4.0894065
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): -3.6895492
• LogD (pH = 7.4): -3.6760247
• Log P: -4.4463806
• 摩尔折射率: 61.7997 cm^3
• 极化性: 20.135317 Å^3
• 极化表面积: 63.6 Å^2
• 可自由旋转的化学键: 6

分子性质

理化性质

• 溶解度: H2O: soluble0.1 g/mL, clear, colorless; H2O: soluble100 mg/mL
• 外观: white to off-white powder
• 熔点: 194 °C (dec.)(lit.)
• 比旋光度: [α]20/D -29±1°, c = 1% in H2O; [α]25/D -28°, c = 1 in H2O; [α]25/D -28°, c = 2 in H2O(lit.)

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥99% (titration); ≥99.0% (AT); 99%
• 干燥失重: ≤0.5% loss on drying
• 产品质量级别: PREMIUM
• 线性分子式: HO2CCH2CH(O2CCH3)CH2N(CH3)3Cl
• Empirical Formula (Hill Notation): C9H17NO4 · HCl

详细说明

Sigma Aldrich - A6706

包装
1, 5 g in poly bottle
Biochem/physiol Actions
Endogenous mitochondrial metabolite that transports acetyl groups across the mitochondrial membrane. Exogenous acetylcarnitine enhances mitochondrial function in aged rats. As an acetate donor to coenzyme A, it increases the central and peripheral acetylcholine synthesis and function. Acetylcarnitine has antinociceptive activity that may be mediated by enhanced activity of muscarinic cholinergic receptors or mGlu2 glutamate receptors.

Sigma Aldrich - 00985

Other Notes
Transmembrane action potential studies1
Biochem/physiol Actions
Endogenous mitochondrial metabolite that transports acetyl groups across the mitochondrial membrane. Exogenous acetylcarnitine enhances mitochondrial function in aged rats. As an acetate donor to coenzyme A, it increases the central and peripheral acetylcholine synthesis and function. Acetylcarnitine has antinociceptive activity that may be mediated by enhanced activity of muscarinic cholinergic receptors or mGlu2 glutamate receptors.