2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ4-chromen-1-ylium chloride

• ChemBase编号: 154142
• 分子式: C21H21ClO11
• 平均质量: 484.83784
• 单一同位素质量: 484.07723917
• SMILES: c1cc(c(cc1c1c(cc2c(cc(cc2[o+]1)O)O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)O)O.[Cl-]
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc3c(O)cc(cc3[o+]c2c2ccc(c(c2)O)O)O)[C@@H]([C@H]([C@H]1O)O)O.[Cl-]
• InChI: InChI=1S/C21H20O11.ClH/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8;/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26);1H/t16-,17+,18+,19-,21-;/m1./s1
• InChIKey: YTMNONATNXDQJF-QSLGVYCOSA-N

名称和登记号

名称

• IUPAC标准名: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ^4-chromen-1-ylium chloride
• IUPAC传统名: cyanidin 3-O-β-D-galactoside chloride
• 别名: 3-(Galactosyloxy)-3′,4′,5,7-tetrahydroxyflavylium chloride; Cyanidin 3-O-galactoside chloride; Idein chloride; Idaein chloride

登记号

• CAS号: 27661-36-5
• MDL号: MFCD00270387
• PubChem SID: 162248281; 24851441
• PubChem CID: 176457

理论计算性质

• Acid pKa: 6.3883295
• 质子受体: 11
• 质子供体: 8
• LogD (pH = 5.5): 0.33378032
• LogD (pH = 7.4): -0.9419018
• Log P: 0.387
• 摩尔折射率: 116.2575 cm^3
• 极化性: 44.011936 Å^3
• 极化表面积: 193.44 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

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

产品相关信息

• 纯度: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C21H21ClO11

详细说明

Sigma Aldrich - 19050

Biochem/physiol Actions
Anthocyanin.
Application
Idaein chloride (Cyanidin 3-O-galactoside) is a glycoside derivative of cyanidin, a potent inhibitor of the epidermal growth-factor receptor, used in comparative analysis of anti-EGF activity in cancer cells.