(2S)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid

• ChemBase编号: 1531
• 分子式: C9H10INO3
• 平均质量: 307.08507
• 单一同位素质量: 306.97054119
• SMILES: N[C@@H](Cc1ccc(O)c(I)c1)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1ccc(c(c1)I)O)N
• InChI: InChI=1S/C9H10INO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1
• InChIKey: UQTZMGFTRHFAAM-ZETCQYMHSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid
• IUPAC传统名: iodotyrosine; 3-iodo-tyrosine
• 别名: 3-Iodotyrosine; (S)-2-Amino-3-(4-hydroxy-3-iodophenyl)propanoic acid; 3-Iodo-Tyrosine; 3-Monoiodo-L-tyrosine; 3-IODO-L-TYROSINE; S(-)-3-Iodo-4-hydroxy-phenylamine; 3-Iodo-L-tyrosine; 3-Iodo-4-hydroxyphenylalanine; 3-Iodo-L-tyrosine; 3-Iodotyrosine; 4-Hydroxy-3-iodophenylalanine; MIT; NSC 210787

登记号

• CAS号: 70-78-0
• EC号: 200-744-8
• MDL号: MFCD00002608
• Beilstein号: 2941266
• PubChem SID: 160964988; 46507766; 24278154
• PubChem CID: 6272; 439744
• CHEBI ID: 27847
• CHEMBL: 479789
• Chemspider ID: 388804
• DrugBank ID: DB01758
• 维基百科标题: 3-Iodotyrosine

理论计算性质

JChem

• Acid pKa: 0.9928461
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -0.5602037
• LogD (pH = 7.4): -0.6071167
• Log P: -0.55979866
• 摩尔折射率: 60.4597 cm^3
• 极化性: 23.81539 Å^3
• 极化表面积: 83.55 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: -1.51
• LOG S: -2.52
• 溶解度: 9.37e-01 g/l

分子性质

理化性质

• 溶解度: Dilute Aqeous Acid; Dilute Aqeous Base; dilute aqueous acid: soluble
• 外观: Off-White Solid
• 熔点: >180°C (dec.); 204-208 °C (dec.); 210 °C (dec.)(lit.)
• 比旋光度: [α]20/D -3.1±0.3°, c = 2% in 0.1 M HCl

安全信息

• 保存条件: 0°C; 0°C, Desiccate; -20°C Freezer
• 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; 2-8°C

药理学性质

• 相关基因信息: human ... TH(7054)

产品相关信息

• 纯度: ~95%; ~97%; ≥99.0% (HPLC); 95+%; 99%
• 杂质: ~5% tyrosine
• 线性分子式: IC6H3-4-(OH)CH2CH(NH2)CO2H

详细说明

MP Biomedicals - 02155069

(3-Monoiodo-L-tyrosine) Crystalline Purity: ~97% May contain up to 3% tyrosine.

MP Biomedicals - 02102367

Crystalline
Purity: ~95%
May contain up to 5% L-tyrosine

MP Biomedicals - 02153684

Purity: 99%

DrugBank - DB01758

Drug information: experimental

Sigma Aldrich - I8250

Biochem/physiol Actions
Tyrosine hydroxylase inhibitor.
包装
1, 5, 25 g in poly bottle

Sigma Aldrich - 58120

Biochem/physiol Actions
Tyrosine hydroxylase inhibitor.
Other Notes
Inhibitor (Ki ~ 500 nM) of tyrosine hydroxylase1,2

Toronto Research Chemicals - I728250

A novel flavoprotein responsible for iodide salvage in thyroid glands. A tyrosine hydroxylase inhibitor.

参考文献

• Fitzpatrick, P.F., et al.: Biochemistry, 30, 3658 (1991)
• Harsing, L.G., et al.: Neuroscience, 77, 419 (1991)
• Haynes, C., et al.: J. Biol. Chem., 277, 11513 (1991)