1-(4-tert-butylphenyl)-3-(4-methoxyphenyl)propane-1,3-dione

• ChemBase编号: 73310
• 分子式: C20H22O3
• 平均质量: 310.38688
• 单一同位素质量: 310.15689456
• SMILES: c1c(ccc(c1)C(=O)CC(=O)c1ccc(cc1)C(C)(C)C)OC
• Canonical SMILES: COc1ccc(cc1)C(=O)CC(=O)c1ccc(cc1)C(C)(C)C
• InChI: InChI=1S/C20H22O3/c1-20(2,3)16-9-5-14(6-10-16)18(21)13-19(22)15-7-11-17(23-4)12-8-15/h5-12H,13H2,1-4H3
• InChIKey: XNEFYCZVKIDDMS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(4-tert-butylphenyl)-3-(4-methoxyphenyl)propane-1,3-dione
• IUPAC传统名: avobenzone
• 别名: 1-(4-甲氧苯基)-3-(4-叔丁基苯基)-1,3-丙二酮; Eusolex 9020; Escalol 517; Parsol 1789; Avobenzone(Parsol 1789); Avobenzone; 1-(4-Methoxyphenyl)-3-(4-tert-butylphenyl)-1,3-propanedione; Butyl methoxydibenzoylmethane; Avobenzone; 1-[4-(1,1-Dimethylethyl)phenyl]-3-(4-methoxyphenyl)-1,3-propanedione; 1-(4-tert-Butylphenyl)-3-(4-methoxyphenyl)propane-1,3-dione; butylmethoxydibenzoylmethane; 4-tert-butyl-4'-methoxydibenzoylmethane; Avobenzone

登记号

• CAS号: 70356-09-1
• EC号: 274-581-6
• MDL号: MFCD00210252
• PubChem SID: 162038230
• PubChem CID: 51040
• CHEMBL: 1200522
• Chemspider ID: 46261
• KEGG ID: D03015
• 美国药典/FDA物质标识码: G63QQF2NOX
• 维基百科标题: Avobenzone

理论计算性质

• Acid pKa: 9.877099
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 4.564728
• LogD (pH = 7.4): 4.5633016
• Log P: 4.564746
• 摩尔折射率: 91.7511 cm^3
• 极化性: 35.35992 Å^3
• 极化表面积: 43.37 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: colorless crystal
• 熔点: 81-84 °C

安全信息

• 保存条件: -20°C
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N)
• 联合国危险货物编号: 3077
• 德国WGK号: 3
• 联合国危险货物等级: 9
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 50/53
• 安全公开号: 60-61; R
• GHS危险品标识: GHS09
• GHS警示词: Warning
• GHS危险声明: H410
• GHS警示性声明: P273-P501
• 个人保护装置: Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

产品相关信息

• 纯度: ≥99.0% (GC)
• 级别: analytical standard
• 成盐信息: Free Base
• Pharmacopeia Traceability: traceable to USP 1045337
• Empirical Formula (Hill Notation): C20H22O3

详细说明

Selleck Chemicals - S1904

Research Area: Cancer
Biological Activity:
Avobenzone(Parsol 1789) is an oil soluble ingredient used in sunscreen products to absorb the full spectrum of UVA rays and a dibenzoylmethane derivative. [1] It can degrade faster in light in combination with mineral UV absorbers like zinc oxide and titanium dioxide, though with the right coating of the mineral particles this reaction can be reduced. A manganese doped titanium dioxide may be better than undoped titanium dioxide to improve avobenzone’s stability. It reacts with minerals to form colored complexes. Manufacturers of avobenzone, like DSM recommend to include a chelator to prevent this from happening. They also recommend to avoid the inclusion of iron and ferric salts, heavy metals, formaldehyde donors and PABA and PABA esters. [2]

Toronto Research Chemicals - A794690

A component of sunscreen that absorbs the full spectrum of UVA rays.

参考文献

• Wakefield G et al. Photochem Photobiol Sci. 2004 Jul; 3(7):648-52.
• Leal, L., et al.: Environ. Sci. Technol., 44, 6835 (2010)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010)