sodium (6R)-6-[(3R,4R,6R)-4-(hydrogen phosphonatooxy)-3,6,13-trihydroxy-3-methyltrideca-1,7,9,11-tetraen-1-yl]-5,6-dihydro-2H-pyran-2-one

• ChemBase编号: 155484
• 分子式: C19H26NaO9P
• 平均质量: 452.367871
• 单一同位素质量: 452.12121332
• SMILES: CC(C=C[C@H]1CC=CC(=O)O1)([C@@H](C[C@H](/C=C/C=C/C=C/CO)O)OP(=O)(O)[O-])O.[Na+]
• Canonical SMILES: OC/C=C/C=C/C=C/[C@@H](C[C@H](C(C=C[C@H]1CC=CC(=O)O1)(O)C)OP(=O)(O)[O-])O.[Na+]
• InChI: InChI=1S/C19H27O9P.Na/c1-19(23,12-11-16-9-7-10-18(22)27-16)17(28-29(24,25)26)14-15(21)8-5-3-2-4-6-13-20;/h2-8,10-12,15-17,20-21,23H,9,13-14H2,1H3,(H2,24,25,26);/q;+1/p-1/t15-,16+,17+,19+;/m0./s1
• InChIKey: XBUIKNRVGYFSHL-UVHBEQOXSA-M

名称和登记号

名称

• IUPAC标准名: sodium (6R)-6-[(3R,4R,6R)-4-(hydrogen phosphonatooxy)-3,6,13-trihydroxy-3-methyltrideca-1,7,9,11-tetraen-1-yl]-5,6-dihydro-2H-pyran-2-one
• IUPAC传统名: sodium (6R)-6-[(3R,4R,6R)-4-(hydrogen phosphonatooxy)-3,6,13-trihydroxy-3-methyltrideca-1,7,9,11-tetraen-1-yl]-5,6-dihydropyran-2-one
• 别名: Fostriecin sodium salt from Streptomyces pulveraceus

登记号

• CAS号: 87860-39-7
• MDL号: MFCD09971059
• PubChem SID: 24894863; 162249622
• PubChem CID: 71312142

理论计算性质

• Acid pKa: 1.5337106
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -1.7715089
• LogD (pH = 7.4): -2.630004
• Log P: 0.6297701
• 摩尔折射率: 110.3816 cm^3
• 极化性: 41.322952 Å^3
• 极化表面积: 156.58 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: true

分子性质

安全信息

• RTECS编号: UQ0600000
• 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

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H26NaO9P

详细说明

Sigma Aldrich - F4425

包装
Packaged under argon.
Biochem/physiol Actions
Fostriecin was discovered as an anti-tumor antibiotic isolated from the fermentation beer of Streptomyces pulveraceus (subspecies fostreus). Fostriecin has antitumor activity against a wide spectrum of tumor cells in vitro and excellent activity against P388 and L1210 leukemias in vivo. The antitumor activity of fostriecin originates from its ability to interfere with the reversible phosphorylation of proteins that are critical for progression through the cell cycle.