(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid

• ChemBase编号: 6195
• 分子式: C11H12O5
• 平均质量: 224.20998
• 单一同位素质量: 224.06847348
• SMILES: c1(c(cc(cc1OC)/C=C/C(=O)O)OC)O
• Canonical SMILES: COc1cc(/C=C/C(=O)O)cc(c1O)OC
• InChI: InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+
• InChIKey: PCMORTLOPMLEFB-ONEGZZNKSA-N

名称和登记号

名称

• IUPAC标准名: (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid; 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
• IUPAC传统名: sinapinic acid; sinapoyl alcohol; 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
• 别名: 3,5-二甲氧基-4-羟基肉桂酸; 4-羟基-3,5-二甲氧基肉桂酸; 白芥酸; 芥子酸; 芥子酸; 白芥酸; 3,5-二甲氧基-4-羟基肉桂酸; SINAPINATE; 3,5-DIMETHOXY-4-HYDROXY CINNAMIC ACID; Sinapic acid; Sinapinic acid; Sinapic acid; 4-Hydroxy-3,5-dimethoxycinnamic acid; 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid; 3,5-Dimethoxy-4-hydroxycinnamic acid; Sinapinic acid; 4-Hydroxy-3,5-dimethoxy-cinnamic acid; Sinapinic acid; trans-4-Hydroxy-3,5-dimethoxy-cinnamic acid; trans-Sinapinic acid; trans-Sinapic acid; 3,5-Dimethoxy-4-hydroxycinnamic acid; 3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic Acid; NSC 59261; Synapitic Acid; Sinapic Acid

登记号

• CAS号: 7362-37-0; 530-59-6
• EC号: 208-487-3
• MDL号: MFCD00004401
• Beilstein号: 2699118; 2130006
• PubChem SID: 24894171; 160969620; 24888356; 24872946
• PubChem CID: 637775
• CHEBI ID: 15714
• CHEMBL: 109341
• Chemspider ID: 553361
• DrugBank ID: DB08587
• 维基百科标题: Sinapinic_acid

理论计算性质

JChem

• Acid pKa: 3.6066942
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -0.37177408
• LogD (pH = 7.4): -1.8277447
• Log P: 1.5171784
• 摩尔折射率: 57.9672 cm^3
• 极化性: 21.899372 Å^3
• 极化表面积: 75.99 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.63
• LOG S: -2.55
• 溶解度: 6.31e-01 g/l

分子性质

理化性质

• 溶解度: H2O: slightly soluble; methanol: water: soluble; polar organic solvents: soluble
• 外观: faintly yellow; slightly yellow; white powder
• 熔点: ~202 °C; 188 - 190°C; 195-205 °C (dec.); 203–205 °C (decomposes); 203-205(dec.)°C; ca 195°C dec.
• 疏水性(logP): 1.204

安全信息

• 保存注意事项: Irritant
• 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: 26-36; 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

产品相关信息

• 纯度: ≥98%; ≥99.0% (HPLC); ≥99.0% (T); ≥99.5%; ≥99.5% (HPLC); 95%; 98%
• 级别: analytical standard; matrix substance for MALDI-MS; puriss. p.a.
• 适用性: in accordance for UV test
• 痕量阳离子: Al: ≤1 mg/kg; Ba: ≤1 mg/kg; Ba: ≤5 mg/kg; Ca: ≤10 mg/kg; Ca: ≤2 mg/kg; Cd: ≤1 mg/kg; Cd: ≤5 mg/kg; Co: ≤1 mg/kg; Co: ≤5 mg/kg; Cr: ≤1 mg/kg; Cr: ≤5 mg/kg; Cu: ≤1 mg/kg; Cu: ≤5 mg/kg; Fe: ≤1 mg/kg; Fe: ≤20 mg/kg; K: ≤2 mg/kg; K: ≤50 mg/kg; Li: ≤1 mg/kg; Mg: ≤1 mg/kg; Mg: ≤5 mg/kg; Mn: ≤1 mg/kg; Mn: ≤5 mg/kg; Na: ≤2 mg/kg; Na: ≤50 mg/kg; Ni: ≤1 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Sr: ≤1 mg/kg; Zn: ≤1 mg/kg; Zn: ≤5 mg/kg
• 有效期: (limited shelf life, expiry date on the label)
• Mol. Weight: monoisotopic mol wt 224.06839 Da
• 适用分析物: dendrimers; fullerenes; peptides; proteins
• Empirical Formula (Hill Notation): C11H12O5
• 分类: Genuine Natural Compounds

详细说明

MP Biomedicals - 05203038

MP Biomedicals Rare Chemical collection

DrugBank - DB08587

Drug information: experimental

Sigma Aldrich - S8313

Application
用于蛋白质 MALDI-MS 的基质
Linkage
还可作为 MALDI 校准套装 MS-CAL1 和 MS-CAL3 的一部分。

Sigma Aldrich - D7927

包装
1, 5 g in poly bottle

Sigma Aldrich - 85429

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 85429.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - S486800

Sinapic acid is a small naturally occurring hydroxycinnamic acid. Sinapic Acid is a member of the phenylpropanoid family. It is a useful matrix for a wide variety of peptides and proteins. It serves well as a matrix for MALDI due to its ability to absorb

参考文献

• Tzagoloff, A., et al.: Plant Physiology, 38, 202 (1963)
• Bunzel M., et al.: J. Agric. Food Chem., 51, 1427 (1963)
• Karvela, E., et al.: Food Chem., 110, 263 (1963)