(2R)-3-(3,4-dihydroxyphenyl)-2-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid

• ChemBase编号: 145291
• 分子式: C18H16O8
• 平均质量: 360.31484
• 单一同位素质量: 360.08451747
• SMILES: c1cc(c(cc1C[C@H](C(=O)O)OC(=O)/C=C/c1ccc(c(c1)O)O)O)O
• Canonical SMILES: O=C(O[C@@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)O
• InChI: InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/t16-/m1/s1
• InChIKey: DOUMFZQKYFQNTF-MRXNPFEDSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-3-(3,4-dihydroxyphenyl)-2-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid; (2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid
• IUPAC传统名: (2R)-3-(3,4-dihydroxyphenyl)-2-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid; rosemary acid
• 别名: (R)-O-(3,4-二羟基肉桂酰)-3-(3,4-二羟苯基)乳酸; 3,4-二羟基肉桂酸 (R)-1-羧基-2-(3,4-二羟苯)乙酯; 迷迭香酸; (R)-O-(3,4-Dihydroxycinnamoyl)-3-(3,4- dihydroxyphenyl)lactic acid; 3,4-Dihydroxycinnamic acid (R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl ester; Rosmarinic acid

登记号

• CAS号: 20283-92-5
• MDL号: MFCD00017740
• Beilstein号: 2227587
• PubChem SID: 162239498; 24878185
• PubChem CID: 5281792

理论计算性质

• Acid pKa: 3.1312933
• 质子受体: 7
• 质子供体: 5
• LogD (pH = 5.5): 0.66241366
• LogD (pH = 7.4): -0.46487963
• Log P: 3.0041263
• 摩尔折射率: 90.9501 cm^3
• 极化性: 34.615208 Å^3
• 极化表面积: 144.52 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: Oil
• 熔点: 171-175 °C; 171-175 °C(lit.)

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... LCK(3932)

产品相关信息

• 纯度: ≥95.0% (HPLC); 96%
• 级别: primary reference standard; purum
• Empirical Formula (Hill Notation): C18H16O8

详细说明

Sigma Aldrich - 536954

Biochem/physiol Actions
Rosmarinic acid has shown to contain antioxidant, anti-inflammatory and antimicrobial activities. Possesses promising physiological actions related to cognitive performance, Alzheimer′s disease prevention, kideney disease treatment, cardioprotection and cancer chemoprevention.
包装
5 g in glass bottle

Sigma Aldrich - 44699

Biochem/physiol Actions
Rosmarinic acid has shown to contain antioxidant, anti-inflammatory and antimicrobial activities. Possesses promising physiological actions related to cognitive performance, Alzheimer′s disease prevention, kideney disease treatment, cardioprotection and cancer chemoprevention.

Sigma Aldrich - 00390580

Application
草药产品分析的标准品。
Biochem/physiol Actions
Rosmarinic acid has shown to contain antioxidant, anti-inflammatory and antimicrobial activities. Possesses promising physiological actions related to cognitive performance, Alzheimer′s disease prevention, kideney disease treatment, cardioprotection and cancer chemoprevention.
General description
由 HWI Analytik 生产和检验 证书上注明了由定量 NMR 确定的准确含量