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

• ChemBase编号: 133606
• 分子式: C18H40ClNO3
• 平均质量: 353.9681
• 单一同位素质量: 353.26967183
• SMILES: CCCCCCCCCCCCCC[C@H]([C@H]([C@H](CO)N)O)O.Cl
• Canonical SMILES: CCCCCCCCCCCCCC[C@H]([C@H]([C@H](CO)N)O)O.Cl
• InChI: InChI=1S/C18H39NO3.ClH/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;1H/t16-,17+,18-;/m0./s1
• InChIKey: GDKAAHDFPOWGQE-RXQQAGQTSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4R)-2-aminooctadecane-1,3,4-triol hydrochloride
• IUPAC传统名: phytosphingosine hydrochloride
• 别名: 4-Hydroxysphinganine; D-Ribo-1,3,4-trihydroxy-2-aminooctadecane; D-Ribo-2-aminooctadecane-1,3,4-triol; PHS; Phytosphingosine hydrochloride

登记号

• CAS号: 554-62-1
• MDL号: MFCD06804643
• PubChem SID: 162227883; 24898363
• PubChem CID: 9928513

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

安全信息

• 德国WGK号: 1
• 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: ~97%
• 生物来源: from Saccharomyces cerevisiae

详细说明

Sigma Aldrich - P2795

Biochem/physiol Actions
Phytosphingosine is a long chain sphingoid base that occurs broadly in yeast, plants and animals including mammals. In yeast it is involved in mediating the heat stress response, perhaps through activation of the AGC-type protein kinases, Pkh1, Pkh2, Ypk1, Ypk2, and Sch9. It is proapoptotic in human cancer cell lines. PHS induces ΔΨm and release of cytochrome c from mitochondria either directly or through activation of p38 MAPK pathway. This leads to activation of caspase 9 followed by activation of caspase 3 and programmed cell death.