6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one

• ChemBase编号: 154595
• 分子式: C23H38O
• 平均质量: 330.54722
• 单一同位素质量: 330.29226584
• SMILES: CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CCC(=O)C)/C)/C)/C)C
• Canonical SMILES: C/C(=C\CC/C(=C/CCC(=O)C)/C)/CC/C=C(/CCC=C(C)C)\C
• InChI: InChI=1S/C23H38O/c1-19(2)11-7-12-20(3)13-8-14-21(4)15-9-16-22(5)17-10-18-23(6)24/h11,13,15,17H,7-10,12,14,16,18H2,1-6H3
• InChIKey: HUCXKZBETONXFO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one; (5E,9E,13E)-6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one
• IUPAC传统名: 6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one; teprenone
• 别名: 6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetraen-2-one, mixture of (5E,9E,13E) and (5Z,9E,13E) isomers; GGA; Selbex; Teprenone; UNII-S8S8451A4O; Geranylgeranylacetone; 6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetraen-2-one; E 0671; E 36U31; Geranylgeranylacetone; all-trans-Teprenone; Teprenone

登记号

• CAS号: 6809-52-5
• MDL号: MFCD00869547
• PubChem SID: 162248733
• PubChem CID: 5282199

理论计算性质

• Acid pKa: 19.598763
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 7.001104
• LogD (pH = 7.4): 7.001104
• Log P: 7.001104
• 摩尔折射率: 111.4311 cm^3
• 极化性: 42.309162 Å^3
• 极化表面积: 17.07 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: >5 mg/mL
• 外观: clear liquid

安全信息

• 保存条件: protect from light
• RTECS编号: RA5391300
• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C23H38O

详细说明

Sigma Aldrich - G5048

Biochem/physiol Actions
Geranylgeranylacetone can induce expression of HSP70, HSPB8, and HSPB1. Induction of HSP70 expression is protective against the development of various diseases, such as inflammatory bowel disease, hypoxic/ischemic brain injury and spinal and bulbar muscular atrophy (cytoprotective and anti-inflammatory effects). Reports indicate that GGA protects against NSAID-induced gastric and intestinal lesions by induction of HSP70 expression. Other studies have shown that GGA induces expression of HSPB8 and HSPB1 and reduces the formation of amyloid oligomers as well as insoluble aggregates in HSPB5 R120G TG mice.

Toronto Research Chemicals - T103500

An anti-ulcerative. Geranylgeranylacetone can induce expression of HSP70, HSPB8, and HSPB1. Induction of HSP70 expression is protective against the development of various diseases, such as inflammatory bowel disease, hypoxic/ischemic brain injury and spin

参考文献

• Murakami, M., et al.: Arzneim.-Forsch., 31, 799 (1981)
• Nishizawa, Y., et al.: Xenobiotica, 17, 575 (1981)