(2S,3S,4R)-2-aminooctadecane-1,3,4-triol

• ChemBase编号: 63736
• 分子式: C18H39NO3
• 平均质量: 317.50716
• 单一同位素质量: 317.29299411
• SMILES: O[C@H](CCCCCCCCCCCCCC)[C@H]([C@H](CO)N)O
• Canonical SMILES: CCCCCCCCCCCCCC[C@H]([C@H]([C@H](CO)N)O)O
• InChI: InChI=1S/C18H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20/h16-18,20-22H,2-15,19H2,1H3/t16-,17+,18-/m0/s1
• InChIKey: AERBNCYCJBRYDG-KSZLIROESA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4R)-2-aminooctadecane-1,3,4-triol
• IUPAC传统名: phytosphingosine
• 别名: (2S,3S,4R)-2-Amino-1,3,4-octadecanetriol; Phytosphingosine; (+)-D-ribo-Phytosphingosine; 4-D-Hydroxysphinganine; 4D-Hydroxysphinganine; C18-Phytosphingosine; D-ribo-1,3,4-Trihydroxy-2-aminooctadecane; D-ribo-Phytosphingosine; Phytosphingosine

登记号

• CAS号: 554-62-1
• MDL号: MFCD02259274
• PubChem SID: 162029475
• PubChem CID: 122121

理论计算性质

• Acid pKa: 13.447719
• 质子受体: 4
• 质子供体: 4
• LogD (pH = 5.5): 0.81708914
• LogD (pH = 7.4): 2.1886828
• Log P: 3.6976907
• 摩尔折射率: 92.2909 cm^3
• 极化性: 37.26658 Å^3
• 极化表面积: 86.71 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol; Pyridine
• 外观: Off-White Solid
• 熔点: 142-144°C

安全信息

• 保存条件: Refrigerator
• 保存注意事项: IRRITANT
• TSCA收录: false

产品相关信息

• 纯度: >95%

详细说明

Toronto Research Chemicals - P398990

Phytosphingosine is a natural anti-microbial compound and it is involved in several cellular processes such as cell differentiation and anti-inflammation.

参考文献

• Chuong, C., et al.: Exp. Dermatol., 11, 159 (2002)
• Bustin, S., et al.: J. Mol. Endocrinol., 29, 23 (2002)
• Kim, S., et al.: Mol. Med., 12, 17 (2002)
• Pavicic, T., et al.: Int. J. Cosmetic Sci., 29, 181 (2002)