(2R,3R,4R,5R)-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride

• ChemBase编号: 18784
• 分子式: C6H14ClNO4
• 平均质量: 199.63266
• 单一同位素质量: 199.06113561
• SMILES: C(O)[C@@H]1[C@@H](O)[C@H](O)[C@@H](CN1)O.Cl
• Canonical SMILES: OC[C@H]1NC[C@H]([C@H]([C@@H]1O)O)O.Cl
• InChI: InChI=1S/C6H13NO4.ClH/c8-2-3-5(10)6(11)4(9)1-7-3;/h3-11H,1-2H2;1H/t3-,4-,5-,6-;/m1./s1
• InChIKey: ZJIHMALTJRDNQI-MVNLRXSJSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,4R,5R)-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
• IUPAC传统名: deoxymannojirimycin hydrochloride
• 别名: 1,5-Dideoxy-1,5-imino-D-mannitol hydrochloride; 1-Deoxymannojirimycin hydrochloride; (+)-1-Deoxynojirimycin hydrochloride

登记号

• CAS号: 73465-43-7
• MDL号: MFCD00083611; MFCD00133247
• PubChem SID: 160982091; 24894265
• PubChem CID: 11390018

理论计算性质

• Acid pKa: 12.906054
• 质子受体: 5
• 质子供体: 5
• LogD (pH = 5.5): -5.3671846
• LogD (pH = 7.4): -3.6328244
• Log P: -2.8857431
• 摩尔折射率: 36.5744 cm^3
• 极化性: 15.1906805 Å^3
• 极化表面积: 92.95 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 197.5-198.7°C

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22
• 安全公开号: 36
• TSCA收录: false
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H312-H332
• GHS警示性声明: P280
• 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: 97+%

详细说明

Sigma Aldrich - D9160

Application
1-Deoxymannojirimycin (DMM) hydrochloride is an inhibitor of N-linked glycosylationan and has antiviral activity. Derivatives of deoxymannojirimycin may have anti-HIV activity. It has been used for treatment of T lymphocytes and to study it′s effect on allogeneic cytotoxic T lymphocytes (CTL)1. It is used for studies on Golgi-mediated glycoprotein processing.
Biochem/physiol Actions
1-Deoxymannojirimycin is an inhibitor of N-linked glycosylation. It is a mannosidase I inhibitor, alters cell-surface complex carbohydrate structure as assayed by PHA-L binding, and increases high mannose structures as indicated by the increased Con-A binding1.