pentyl 2-(3,5-dihydroxy-2-nonanoylphenyl)acetate

• ChemBase编号: 154752
• 分子式: C22H34O5
• 平均质量: 378.50236
• 单一同位素质量: 378.24062419
• SMILES: CCCCCCCCC(=O)c1c(cc(cc1O)O)CC(=O)OCCCCC
• Canonical SMILES: CCCCCCCCC(=O)c1c(O)cc(cc1CC(=O)OCCCCC)O
• InChI: InChI=1S/C22H34O5/c1-3-5-7-8-9-10-12-19(24)22-17(14-18(23)16-20(22)25)15-21(26)27-13-11-6-4-2/h14,16,23,25H,3-13,15H2,1-2H3
• InChIKey: FCKDHZVFIMRCNM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: pentyl 2-(3,5-dihydroxy-2-nonanoylphenyl)acetate
• IUPAC传统名: pentyl 2-(3,5-dihydroxy-2-nonanoylphenyl)acetate
• 别名: Cytosporone A n-amyl ester; compound 10i; n-Amyl 2-[3,5-dihydroxy-2-(1-nonanoyl)phenyl]acetate

登记号

• MDL号: MFCD18632550
• PubChem SID: 162248890
• PubChem CID: 67448541

理论计算性质

• Acid pKa: 7.80963
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 6.4917116
• LogD (pH = 7.4): 6.352122
• Log P: 6.4938207
• 摩尔折射率: 107.2068 cm^3
• 极化性: 41.81772 Å^3
• 极化表面积: 83.83 Å^2
• 可自由旋转的化学键: 15
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: >65 mg/mL
• 外观: white powder

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: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H34O5

详细说明

Sigma Aldrich - A0987

Biochem/physiol Actions
n-Amyl 2-[3,5-dihydroxy-2-(1-nonanoyl)phenyl]acetate is a Nur77 agonist. Nur77 is a steroid orphan receptor that plays a critical role in regulating proliferation, differentiation and apoptosis. n-Amyl 2-[3,5-dihydroxy-2-(1-nonanoyl)phenyl]acetate, a cytosporone B analog, is a stronger activator of Nur77 than it parent compound. n-Amyl 2-[3,5-dihydroxy-2-(1-nonanoyl)phenyl]acetate treatment causes Nur77 migration to mitochondria, which results in mitochondrial Cyt c release into the cytoplasm and mitochondrial AIF redistribution in both the cytoplasm and nucleus.