2,3-dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione

• ChemBase编号: 76910
• 分子式: C9H10O4
• 平均质量: 182.1733
• 单一同位素质量: 182.0579088
• SMILES: O=C1C(=C(C(=O)C=C1C)OC)OC
• Canonical SMILES: COC1=C(OC)C(=O)C(=CC1=O)C
• InChI: InChI=1S/C9H10O4/c1-5-4-6(10)8(12-2)9(13-3)7(5)11/h4H,1-3H3
• InChIKey: UIXPTCZPFCVOQF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,3-dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione
• IUPAC传统名: coenzyme Q0
• 别名: 2,3-二甲氧基-5-甲基-1,4-苯醌; 2,3-Dimethoxy-5-methyl-1,4-benzoquinone; Coenzyme Q0; 2,3-Dimethoxy-5-methyl-1,4-benzoquinone; 2,3-Dimethoxy-5-methyl-p-benzoquinone; Coenzyme Q₀; 2,3-dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione

登记号

• CAS号: 605-94-7
• EC号: 210-100-8
• MDL号: MFCD00001595
• Beilstein号: 1640422
• PubChem SID: 162041809; 24894261
• PubChem CID: 69068

理论计算性质

• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 0.60800374
• LogD (pH = 7.4): 0.60800374
• Log P: 0.60800374
• 摩尔折射率: 48.8231 cm^3
• 极化性: 17.6851 Å^3
• 极化表面积: 52.6 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 57-60°C; 58-60 °C; 58-60 °C(lit.); 59 - 60°C
• 疏水性(logP): -0.149

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: Irritant; Light Sensitive
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 危险公开号: 36/37/38
• 安全公开号: 26-36; 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0% (HPLC); 95%; 98%
• Empirical Formula (Hill Notation): C9H10O4
• 分类: Genuine Natural Compounds

详细说明

MP Biomedicals - 02157778

(Coenzyme Q₀)

Sigma Aldrich - D9150

包装
1, 5 g in glass bottle
Application
Coenzyme Q0 inhibits (via radical quenching) reactions of gamma-irradiation induced homolytic cleavage of O-glycoside bonds in polysaccharides. Coenzyme Q0 induces apoptosis and modulates the cell cycle in estrogen receptor negative breast cancer cells. It is toxic to other cells such as insulin producing cells.

Sigma Aldrich - 38775

Other Notes
Coenzyme Q1

参考文献

• Reaction with tributyl(3-methyl-2-butenyl)tin in the presence of BF₃ etherate, followed by workup with FeCl₃, provides a high-yield synthesis of ubiquinone-1: Org. Synth. Coll., 9, 741 (1998):
  
• The reaction is applicable to the synthesis of a variety of polyprenylated quinones.