(2E)-3-(4-hydroxyphenyl)prop-2-enoic acid

• ChemBase编号: 3691
• 分子式: C9H8O3
• 平均质量: 164.15802
• 单一同位素质量: 164.04734412
• SMILES: C(=O)(O)/C=C/c1ccc(cc1)O
• Canonical SMILES: OC(=O)/C=C/c1ccc(cc1)O
• InChI: InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+
• InChIKey: NGSWKAQJJWESNS-ZZXKWVIFSA-N

名称和登记号

名称

• IUPAC标准名: (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid; 3-(4-hydroxyphenyl)prop-2-enoic acid
• IUPAC传统名: para-coumaric acid; hydroxycinnamic acid; coumaric acid
• 别名: 反式对羟基肉桂酸; 对香豆酸; 反-4-羟基肉桂酸; Para-Coumaric Acid; 3-(4-Hydroxyphenyl)acrylic acid; 4-Hydroxycinnamic acid; 3-(4-Hydroxyphenyl)acrylic acid; (E)-3-(4-hydroxyphenyl)acrylic acid; trans-4-Hydroxycinnamic acid; trans-p-Coumaric acid; p-Coumaric acid; p-Hydroxycinnamic Acid; 4-Hydroxycinnamic acid; p-COUMARIC ACID; p-Coumaric acid; trans-p-Coumaric acid; trans-4-Hydroxycinnamic acid; 3-(4-Hydroxyphenyl)-2-propenoic Acid; 4-Coumaric Acid; 4'-Hydroxycinnamic Acid; NSC 59260; NSC 674321; p-Cumaric Acid; p-Hydroxyphenylacrylic Acid; β-[4-Hydroxyphenyl]acrylic Acid

登记号

• CAS号: 501-98-4; 7400-08-0
• EC号: 231-000-0
• MDL号: MFCD00004399
• Beilstein号: 2207383
• 默克索引号: 142560
• PubChem SID: 160967129; 24893127; 46508796; 24857010
• PubChem CID: 637542

理论计算性质

JChem

• Acid pKa: 4.0022426
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 0.3251518
• LogD (pH = 7.4): -1.3285575
• Log P: 1.832521
• 摩尔折射率: 45.0408 cm^3
• 极化性: 16.806936 Å^3
• 极化表面积: 57.53 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.74
• LOG S: -2.21
• 溶解度: 1.02e+00 g/l

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Off-White Solid; Powder
• 熔点: 211-213°C; 214 °C (dec.)(lit.); 214°C; ca 214°C dec.

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C)
• 保存注意事项: IRRITANT
• RTECS编号: GD9094000; GD9095000
• 欧盟危险性物质标志: X; 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 危险公开号: 36/37/38; 36/37/38-62
• 安全公开号: 26-36; 26-36/37
• TSCA收录: false; 否
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335; H361-H315-H319-H335-H303
• 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: ≥98%; ≥98.0% (HPLC); 95+%; 98%
• 级别: analytical standard; purum
• 有效期: (limited shelf life, expiry date on the label)
• 线性分子式: HOC6H4CH=CHCO2H
• 分类: Genuine Natural Compounds

详细说明

MP Biomedicals - 02102576

Purity: 98+%
Crystalline
Predominantly trans-isomer.

DrugBank - DB04066

Drug information: experimental

Sigma Aldrich - C9008

Biochem/physiol Actions
Hydroxycinnamic acid found in many fruits and vegetables.
Other Notes
Predominantly trans isomer.
包装
1, 5, 10, 25 g in poly bottle

Sigma Aldrich - H23201

Biochem/physiol Actions
Hydroxycinnamic acid found in many fruits and vegetables.

Sigma Aldrich - 28200

Biochem/physiol Actions
Hydroxycinnamic acid found in many fruits and vegetables.

Sigma Aldrich - 55823

Biochem/physiol Actions
Hydroxycinnamic acid found in many fruits and vegetables.

Toronto Research Chemicals - C755365

p-Coumaric Acid is the hydroxy derivative of Cinnamic Acid with antioxidant properties. p-Coumaric acid is a is a major component of lignocellulose. Studies suggest that p-Coumaric Acid may reduce the risk of cancer by reducing the formation of carcinogen

参考文献

• Kikugawa, K. et al.: J. Agric. Food Chem., 1, 780 (1983)
• Ferguson, L.R. et al.: Mol. Nutrit. Food Res., 585 (1983)
• Chung, F.L. et al.: IARC Sci. Pub., 57, 797 (1983)