(2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanoic acid

• ChemBase编号: 155358
• 分子式: C27H35N5O7S
• 平均质量: 573.6611
• 单一同位素质量: 573.22571949
• SMILES: CSCC[C@@H](C(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@H](Cc1ccc(cc1)O)N
• Canonical SMILES: CSCC[C@@H](C(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@H](Cc1ccc(cc1)O)N
• InChI: InChI=1S/C27H35N5O7S/c1-40-12-11-21(27(38)39)32-26(37)22(14-17-5-3-2-4-6-17)31-24(35)16-29-23(34)15-30-25(36)20(28)13-18-7-9-19(33)10-8-18/h2-10,20-22,33H,11-16,28H2,1H3,(H,29,34)(H,30,36)(H,31,35)(H,32,37)(H,38,39)/t20-,21-,22-/m0/s1
• InChIKey: YFGBQHOOROIVKG-FKBYEOEOSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanoic acid
• IUPAC传统名: met-enkephalin
• 别名: Enkephalin M; [5-Methionine]Enkephalin; [Met5]Enkephalin acetate salt hydrate

登记号

• CAS号: 82362-17-2
• MDL号: MFCD00076415
• Beilstein号: 3042295
• PubChem SID: 162249496; 24897102
• PubChem CID: 443363

理论计算性质

• Acid pKa: 3.6128778
• 质子受体: 8
• 质子供体: 7
• LogD (pH = 5.5): -2.4654956
• LogD (pH = 7.4): -2.6164544
• Log P: -2.4675272
• 摩尔折射率: 149.0067 cm^3
• 极化性: 58.17051 Å^3
• 极化表面积: 199.95 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: white powder

安全信息

• 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

药理学性质

• 相关基因信息: human ... OPRD1(4985), OPRM1(4988)mouse ... OPRD1(18386), OPRM1(18390)rat ... OPRD1(24613), OPRM1(25601)

产品相关信息

• 纯度: ≥95.0% (HPLC)
• 主要成分: acetate, 2.5-20%
• Empirical Formula (Hill Notation): C27H35N5O7S · xC2H4O2 · yH2O

详细说明

Sigma Aldrich - M6638

Amino Acid Sequence
Tyr-Gly-Gly-Phe-Met
Biochem/physiol Actions
Met-enkephalin is endogenous opioid neurotransmitter/neuromodulator with agonist activity at μ and δ opioid receptors. Enhancement of immune system function is mediated through met-enkephalin receptors on leukocytes. Met-enkephalin also functions as a growth factor on many cell types at a receptor that is distinct from the neuronal opioid receptors.