3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

• ChemBase编号: 5403
• 分子式: C10H10O4
• 平均质量: 194.184
• 单一同位素质量: 194.0579088
• SMILES: c1(ccc(cc1OC)/C=C/C(=O)O)O
• Canonical SMILES: COc1cc(/C=C/C(=O)O)ccc1O
• InChI: InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+
• InChIKey: KSEBMYQBYZTDHS-HWKANZROSA-N

名称和登记号

名称

• IUPAC标准名: 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid; (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
• IUPAC传统名: 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid; ferulic acid
• 别名: 反式-4-羟基-3-甲氧基肉桂酸; 反式-4-羟基-3-甲氧基肉桂酸; 3-[4-Hydroxy-3-methoxyphenyl]-2-propenoic Acid; 3-[4-Hydroxy-3-methoxyphenyl)acrylic Acid; 4'-Hydroxy-3'-(methoxy)cinnamic Acid; Ferulaic Acid; NSC 674320; trans-4-Hydroxy-3-methoxycinnamic acid; trans-Ferulic acid; 4-Hydroxy-3-methoxycinnamic acid; Ferulic acid; Fumalic acid; (2E)-3-(4-Hydroxy-3-methoxyphenyl)acrylic acid; 4-Hydroxy-3-methoxycinnamic acid; FERULIC ACID; 3-(4-HYDROXY-3-METHOXYPHENYL)-2-PROPENOIC ACID; trans-Ferulic acid; trans-4-Hydroxy-3-methoxycinnamic acid; (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid; 2-propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-; 3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid; 3-(4-hydroxy-3-methoxyphenyl)acrylic acid; 3-methoxy-4-hydroxycinnamic acid; (2E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid; Ferulate; Coniferic acid; (E)-ferulic acid; trans-4-Hydroxy-3-methoxycinnamic acid; Ferulic acid

登记号

• CAS号: 537-73-5; 1135-24-6; 537-98-4
• EC号: 214-490-0; 208-679-7
• MDL号: MFCD00004400
• Beilstein号: 1371483; 1570363
• 默克索引号: 144062
• PubChem SID: 24902078; 160968832; 24870004; 99444238; 24847872
• PubChem CID: 445858
• CHEBI ID: 17620
• CHEMBL: 32749
• Chemspider ID: 393368
• DrugBank ID: DB07767
• 维基百科标题: Ferulic_acid

理论计算性质

JChem

• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -0.05890093
• LogD (pH = 7.4): -1.6033499
• Log P: 1.6748496
• 摩尔折射率: 51.504 cm^3
• 极化性: 19.349815 Å^3
• 极化表面积: 66.76 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true
• Acid pKa: 3.7673485

ALOGPS 2.1

• Log P: 1.58
• LOG S: -2.33
• 溶解度: 9.06e-01 g/l

分子性质

理化性质

• 溶解度: DMSO; Ethyl Acetate; Methanol; Water
• 外观: Crystalline Powder; Pale Yellow Solid; Powder
• 熔点: 168°C; 168-171°C; 168-172 °C(lit.); 168–172 °C; 170-175°C; 171-175 °C; 172-174°C; 230°C

安全信息

• 保存条件: -20°C; -20°C Freezer; Room Temperature (15-30°C)
• 保存注意事项: IRRITANT; Irritant
• RTECS编号: GD9275000; UD3365500
• 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; R:36/37/38
• 安全公开号: 26-36; 26-37; S:20-25-26-37/39
• TSCA收录: false; 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• NFPA704:
  

  1

  2

  0
• 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

产品相关信息

• 纯度: ≥99%; ≥99.0% (HPLC); 95+%; 97%; 98%; 99%
• 级别: certified reference material; matrix substance for MALDI-MS; puriss. p.a.; TraceCERT®
• 成盐信息: Free Base
• 痕量阳离子: Ba: ≤5 mg/kg; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤20 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• 适用分析物: peptides; proteins
• abs.: absorption/337 nm ≥2000 (mol. absorption)
• Appearance: slightly yellow powder
• 线性分子式: HOC6H3(OCH3)CH=CHCO2H
• 分类: Genuine Natural Compounds

详细说明

MP Biomedicals - 05213110

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02101685

Crystalline

DrugBank - DB07767

Drug information: experimental

Sigma Aldrich - W518301

Biochem/physiol Actions
Hydroxycinnamic acid found in plant-based foods. Antioxidant.
包装
1 kg in poly bottle
1 sample in glass bottle
100 g in poly bottle
5 kg in poly drum

Sigma Aldrich - 18077

Biochem/physiol Actions
Hydroxycinnamic acid found in plant-based foods. Antioxidant.

Sigma Aldrich - 128708

Biochem/physiol Actions
Hydroxycinnamic acid found in plant-based foods. Antioxidant.
包装
5, 25, 100 g in glass bottle

Sigma Aldrich - 46278

Biochem/physiol Actions
Hydroxycinnamic acid found in plant-based foods. Antioxidant.

Sigma Aldrich - 52229

Biochem/physiol Actions
Hydroxycinnamic acid found in plant-based foods. Antioxidant.
General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
法律信息
TraceCERT 注册商标 Sigma-Aldrich Co. LLC

Selleck Chemicals - S2300

Research Area: Cardiovascular Disease , Neurological Disease
Biological Activity:
Fumalic acid(Ferulic acid) is a hydroxycinnamic acid and a type of organic compound found in the Ferula assafoetida L. or Ligusticum chuanxiong. It has many pharmacology functions, such as anti-blood platelet collection , ease pain better the alive of prostate , relax the blood vessel convulsion. Like many phenols, it is an antioxidant in the sense that it is reactive toward free radicals such as reactive oxygen species (ROS). ROS and free radicals are implicated in DNA damage, cancer, accelerated cell aging. Animal studies and in vitro studies suggest that ferulic acid may have direct antitumor activity against breast cancer and liver cancer. Ferulic acid may have pro-apoptotic effects in cancer cells, thereby leading to their destruction. Ferulic acid may be effective at preventing cancer induced by exposure to the carcinogenic compounds benzopyrene and 4-nitroquinoline 1-oxide. [1][2]

Toronto Research Chemicals - F308900

Widely distributed in small amounts in plants. Used as an antioxidant and food preservative.

参考文献

• Kampa M et al. Breast Cancer Res. 2004;6(2):R63-74.
• Smart, M.G., et al.: Aust. J. Plant Physiol., 6, 485 (1979)
• Chen, C., et al.: J. Food Lipids, 2, 35,1995, Benzie, I., et al.: Anal. Biochem. 239, 70 (1979)
• Nardini, M., et al.: Food Chem., 79, 119 (1979)
• Lee, J., et al.: J. Agric. Food Chem., 52, 2647