(2R)-2-amino-3-(methylsulfanyl)propanoic acid

• ChemBase编号: 1968
• 分子式: C4H9NO2S
• 平均质量: 135.18476
• 单一同位素质量: 135.03539953
• SMILES: CSC[C@H](N)C(=O)O
• Canonical SMILES: CSC[C@@H](C(=O)O)N
• InChI: InChI=1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1
• InChIKey: IDIDJDIHTAOVLG-VKHMYHEASA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-amino-3-(methylsulfanyl)propanoic acid
• IUPAC传统名: S-methylcysteine
• 别名: SMLC; S-Methyl-L-cysteine; (R)-2-Amino-3-(methylmercapto)propionic acid; S-METHYL-L-CYSTEINE; H-Cys(Me)-OH; S-Methylcysteine; (R)-2-Amino-3-(methylthio)propanoic acid

登记号

• CAS号: 1187-84-4; 7728-98-5
• EC号: 214-701-6
• MDL号: MFCD00002612
• Beilstein号: 1721675
• PubChem SID: 24897098; 160965423; 24884749; 46506571
• PubChem CID: 24417

理论计算性质

JChem

• Acid pKa: 2.4449296
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -2.404761
• LogD (pH = 7.4): -2.4116535
• Log P: -2.4047441
• 摩尔折射率: 32.8746 cm^3
• 极化性: 13.242182 Å^3
• 极化表面积: 63.32 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -2.21
• LOG S: -0.31
• 溶解度: 6.58e+01 g/l

分子性质

理化性质

• 熔点: ~240 °C (dec.); 239-240°C
• 比旋光度: [α]20/D -31±2°, c = 5% in H2O

安全信息

• 保存条件: 0°C
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥99.0% (NT); 95+%; 97%
• 级别: purum
• 线性分子式: CH3SCH2CH(NH2)CO2H

详细说明

MP Biomedicals - 05215366

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02102316

Crystalline

DrugBank - DB02216

Drug information: experimental

Sigma Aldrich - M6626

包装
5, 25, 100 g in glass bottle
Biochem/physiol Actions
S-Methyl-L-cysteine (SMLC) is a substrate in the catalytic antioxidant system mediated by methionine sulfoxide reductase A (MSRA). SMLC is naturally present in garlic, cabbage, and turnips and has been studied as a theurapeutic for neurodegenerative diseases including Parkinson′s.1When used as a dietary supplement in the Drosphilia model of PD, SMLC increases the efficacy of the MRSA catalytic antioxidant system by providing additional substrate available leading to increased resistance to oxidative stress.1