1,8-dihydroxy-3-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione

• ChemBase编号: 73015
• 分子式: C16H12O5
• 平均质量: 284.26348
• 单一同位素质量: 284.06847348
• SMILES: c1(cc(c2c(c1)C(=O)c1c(C2=O)c(cc(c1)OC)O)O)C
• Canonical SMILES: COc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C
• InChI: InChI=1S/C16H12O5/c1-7-3-9-13(11(17)4-7)16(20)14-10(15(9)19)5-8(21-2)6-12(14)18/h3-6,17-18H,1-2H3
• InChIKey: FFWOKTFYGVYKIR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,8-dihydroxy-3-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione
• IUPAC系统名: 1,8-dihydroxy-3-methoxy-6-methylanthraquinone
• IUPAC传统名: physcion
• 别名: 1,8-Dihydroxy-3-methoxy-6-methylanthraquinone; Emodin-3-methyl ether; Physcion; Physcion; Physcione; Parietin; Emodin 3-methyl ether; Rheochrysidin; 1,8-Dihydroxy-3-methoxy-6-methyl-9,10-anthracenedione; 6-Methoxychrysophanic Acid; 1,8-Dihydroxy-3-methyl-6-methoxyanthraquinone; 6-O-Methylemodin; Emodin 3-Methyl Ether; NSC 251670; Parietin; Rheochrysidin; Physcion; Physcion(e); rheochrysidi); methoxyemodin; Parietin

登记号

• CAS号: 521-61-9
• EC号: 208-315-7
• MDL号: MFCD00017374
• Beilstein号: 6770499
• PubChem SID: 162037935; 24850704
• PubChem CID: 10639
• 维基百科标题: Parietin

理论计算性质

• Acid pKa: 7.894089
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 3.9655893
• LogD (pH = 7.4): 3.8404918
• Log P: 3.9673254
• 摩尔折射率: 76.6172 cm^3
• 极化性: 28.820513 Å^3
• 极化表面积: 83.83 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform
• 外观: Orange/yellow; Yellow powder; Yellow Solid
• 熔点: 202-204°C

安全信息

• 保存条件: -20°C; -20°C Freezer, Under Inert Atmosphere
• RTECS编号: CB6720000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26; R
• 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
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: human ... ELA2(1991)

产品相关信息

• 纯度: ≥98.0% (HPLC); ≥98.0% (TLC); 99.0
• 级别: analytical standard
• 成盐信息: Free Base
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C16H12O5

详细说明

Selleck Chemicals - S2395

Research Area: Inflammation
Biological Activity:
Rheochrysidin (Physcion; physcione; parietin) is one of the major components of Da-Cheng-Qi decoction used in the treatment of inflammation. A liquid chromatography tandem mass spectrometry (LC-MS/MS) method was developed for the simultaneous determination of the 10 major components of Da-Cheng-Qi decoction (rhein, emodin, aloe-emodin, chrysophanol, rheochrysidin, naringin, naringenin, hesperidin, magnolol and honokiol) in dog plasma. Plasma samples were spiked with internal standard (ibuprofen), acidified with HCl and extracted twice by liquid-liquid extraction using ethyl acetate. The linear range of the calibration curves was 5000-19.53 ng/mL for rhein; 400-3.13 ng/mL for emodin; 800-3.13 ng/mL for aloe-emodin, chrysophanol, naringin, naringenin, hesperidin, magnolol and honokiol; 160-0.63 ng/mL for rheochrysidin. The lower limit of quantification was: 19.53 ng/mL for rhein; 3.13 ng/mL for emodin, aloe-emodin, chrysophanol, naringin, naringenin, hesperidin, magnolol and honokiol; 0.6 3 ng/mL for rheochrysidin (Physcio; physcione; parietin). [1][2]

Sigma Aldrich - 17797

Biochem/physiol Actions
Anthraquinone-derivative found in medicinal herbs.
Application
Physcion can be used to study antibiotics, antifungals, bioactive small molecules and cell biology. Physcion has been used in a study to test the cytotoxicity of juglanthraquinone C on human cancer cells. Physcion has also been used in a study that investigated the metabolic regulatory effects of Rheum undulatum in a high-fat diet model.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 17797.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 93893

Biochem/physiol Actions
Anthraquinone-derivative found in medicinal herbs.

Toronto Research Chemicals - P398000

A natural anthraquinone derivative, on the infection process of Blumeria graminis on wheat. Physcion is one of the important active ingredients of ethanol extract from the roots of Chinese rhubarb (Rheum officinale) for controlling powdery mildew.

参考文献

• Gong HL et al. World J Gastroenterol. 2009 Dec 21;15(47):5992-9.
• Thiericke, R., et al.: Nat. Prod. Rep.,10, 265 (1993)
• Lin, C., et al.: J. Nat. Prod., 58, 1934 (1993)
• Julia, S., et al.: J. Biotechnol., 124, 690 (1993)
• Wang, W., et al.: J. Antibiot., 60, 603 (1993)