1-aminocyclopentane-1-carboxylic acid

• ChemBase编号: 4183
• 分子式: C6H11NO2
• 平均质量: 129.15704
• 单一同位素质量: 129.0789786
• SMILES: NC1(CCCC1)C(=O)O
• Canonical SMILES: OC(=O)C1(N)CCCC1
• InChI: InChI=1S/C6H11NO2/c7-6(5(8)9)3-1-2-4-6/h1-4,7H2,(H,8,9)
• InChIKey: NILQLFBWTXNUOE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-aminocyclopentane-1-carboxylic acid
• IUPAC传统名: cycloleucine
• 别名: 1-氨基环戊烷羧酸; 环亮氨酸; 1-氨基环戊烷甲酸; Cycloleucine; 1-Aminocyclopentanecarboxylic acid; NSC 1026; NSC 112194; NSC 112195; NSC 112197; 1-aminocyclopentane-1-carboxylic acid; Cyclo-leucine; Cycloleucin; 1-Amino-1-cyclopentanecarboxylic acid; 1-Amino-cyclopentanecarboxylic acid; 1-Aminocyclopentane-1-carboxylic acid; 1-Aminocyclopentanecarboxylate; 1-Aminocyclopentanecarboxylic acid; ACP; ACPC; Amino-1-cyclopentanecarboxylic acid; Cycloleucine; Cycloleucine; 1-Amino-1-cyclopentanecarboxylic acid; 1-Aminocyclopentanecarboxylic acid

登记号

• CAS号: 52-52-8
• EC号: 200-144-6
• MDL号: MFCD00001381
• Beilstein号: 636626
• 默克索引号: 142734
• PubChem SID: 46505671; 160967615; 24890914; 24846087
• PubChem CID: 2901
• CHEMBL: 295830
• Chemspider ID: 2798
• DrugBank ID: DB04620
• KEGG ID: C03969
• 维基百科标题: Cycloleucine

理论计算性质

JChem

• Acid pKa: 2.476825
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -1.8272533
• LogD (pH = 7.4): -1.8284363
• Log P: -1.8270618
• 摩尔折射率: 32.4564 cm^3
• 极化性: 13.120767 Å^3
• 极化表面积: 63.32 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -2.3
• LOG S: 0.12
• 溶解度: 1.71e+02 g/l

分子性质

理化性质

• 溶解度: 50 mg/mL at 25 oC [MERCK INDEX (1996)]; 50 mg/mL in water
• 外观: white of beige crystalline flakes or powder
• 熔点: 320 °C (dec.)(lit.); 320°C; 328-335°C; 328-335°C; ca 320°C dec.
• 沸点: 256.1°C
• 密度: 1.207 g/mL
• 疏水性(logP): -2.254; -2.28 [TSAI,RS ET AL. (1991)]

安全信息

• 保存注意事项: IRRITANT
• RTECS编号: GY2625000
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2811; UN2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3; III
• 危险公开号: 22; 22-36/37/38
• 安全公开号: 22-24/25; 26-36/37
• TSCA收录: false; 是
• GHS危险品标识: GHS06; GHS07
• GHS警示词: Danger
• 主要危害: Irritant
• GHS危险声明: H301; H302-H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P301 + P310
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

产品相关信息

• 纯度: ≥97.0% (NT); 95%; 95+%; 97%; 97+%
• 级别: purum
• 线性分子式: H2NC5H8CO2H

详细说明

MP Biomedicals - 05214420

MP Biomedicals Rare Chemical collection

DrugBank - DB04620

• Drug Groups: experimental
• Description: Cycloleucine is an amino acid formed by cyclization of leucine. Cycloleucine is a non-metabolisable amino acid and is a specific and reversible inhibitor of nucleic acid methylation, and as such is widely used in biochemical experiments. [Wikipedia]
• Pharmacology: Cycloleucine has cytostatic, immunosuppressive and antineoplastic activities.
• Toxicity: Oral, mouse: LD₅₀ = 309 mg/kg; oral, rat: LD₅₀ = 290 mg/kg
• Affected Organisms: Humans and other mammals
• References: Herberg LJ, Rose IC: Effects of D-cycloserine and cycloleucine, ligands for the NMDA-associated strychnine-insensitive glycine site, on brain-stimulation reward and spontaneous locomotion. Pharmacol Biochem Behav. 1990 Aug;36(4):735-8. [Pubmed]
• External Links: Wikipedia

Apollo Scientific Ltd - OR0354T

A synthetic amino acid used in biochemical transportstudies.

Sigma Aldrich - A48105

包装
5, 10 g in glass bottle

Toronto Research Chemicals - A603540

A synthetic amino acid used in numerous biochemical transport studies.

参考文献

• Herberg LJ, Rose IC: Effects of D-cycloserine and cycloleucine, ligands for the NMDA-associated strychnine-insensitive glycine site, on brain-stimulation reward and spontaneous locomotion. Pharmacol Biochem Behav. 1990 Aug;36(4):735-8. Pubmed
• Rabito, C.A., et al.: J. Biol. Chem., 257, 6802 (1982)