(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

• ChemBase编号: 108405
• 分子式: C15H14O6
• 平均质量: 290.26806
• 单一同位素质量: 290.07903817
• SMILES: O[C@H]1Cc2c(O[C@@H]1c1ccc(O)c(O)c1)cc(O)cc2O
• Canonical SMILES: Oc1cc2O[C@H](c3ccc(c(c3)O)O)[C@H](Cc2c(c1)O)O
• InChI: InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m0/s1
• InChIKey: PFTAWBLQPZVEMU-DZGCQCFKSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
• IUPAC传统名: (+)-catechol
• 别名: (+)-儿茶素; Catechin; (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol; (+)-(2R:3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol; (+)-Catechol; (+)-Cianidanol; (+)-Cyanidan-3-ol; (+)-Cyanidanol; (2R,3S)-(+)-Catechin; (+)-3-Cyanidanol; Biocatechin; Catechin; Catergen; Cyanidol; D-(+)-Catechin; HB-MC-TS 35; NSC 2819; P 70A; Teafuran 30A; Teafuran 30E; trans-(+)-3,3',4',5,7-Flavanpentol; (+)-Catechin; D-CATECHIN; Cianidanol; Cyanidanol; (+)-catechin; D-Catechin; Catechinic acid; Catechuic acid; Cianidol; Dexcyanidanol; (2R,3S)-Catechin; 2,3-trans-catechin; 3,3',4',5,7–flavanpentol; Catechin; (+)-Catechin; (2R,3S)-2-(3,4-Dihydroxyphenyl)chroman-3,5,7-triol

登记号

• CAS号: 7295-85-4; 154-23-4
• EC号: 205-825-1
• MDL号: MFCD00075649
• PubChem SID: 162094454
• PubChem CID: 9064
• CHEBI ID: 15600
• CHEMBL: 251445
• Chemspider ID: 8711
• 美国药典/FDA物质标识码: 8R1V1STN48
• 维基百科标题: Catechin

理论计算性质

• Acid pKa: 9.004574
• 质子受体: 6
• 质子供体: 5
• LogD (pH = 5.5): 1.7949721
• LogD (pH = 7.4): 1.784451
• Log P: 1.795107
• 摩尔折射率: 73.9997 cm^3
• 极化性: 28.420568 Å^3
• 极化表面积: 110.38 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: DMSO; Methanmol
• 外观: Colorless solid; Powder; Tan Solid
• 熔点: 171-173°C; 175 - °C
• 比旋光度: +14.0°
• 紫外吸收波长: 276 nm

安全信息

• 保存条件: -20°C Freezer
• 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; R36/37/38
• 安全公开号: 26; S26-S36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• 主要危害: Mutagenic for mammalian somatic cells, mutagenic for bacteria and/or yeast
• 半数致死量: (+)-catechin : 10,000 mg/kg in rat (RTECS); 10,000 mg/kg in mouse; 3,890 mg/kg in rat (other source)
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 保存温度: 2-8°C

药理学性质

• 给药途径: Oral
• 排泄: Urines

产品相关信息

• 纯度: ≥99.0% (HPLC); 97%; 98%
• 级别: analytical standard
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C15H14O6

详细说明

MP Biomedicals - 05207242

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - C217500

(+)-Catechin is a flavonoid found primarily in higher woody plants as (+)-Catechin along with (-)-Epicatechin (cis form). Antidiarrheal.

参考文献

• Das, S., Biochem. J., et al.: 125, 417 (1971)
• Das, N.P., et al.: Biochem. Pharmacol., 20, 3435 (1971)