1-(4-chlorophenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one hydrate

• ChemBase编号: 154280
• 分子式: C16H15ClO4
• 平均质量: 306.7409
• 单一同位素质量: 306.06588664
• SMILES: COc1cc(ccc1O)/C=C/C(=O)c1ccc(cc1)Cl.O
• Canonical SMILES: COc1cc(/C=C/C(=O)c2ccc(cc2)Cl)ccc1O.O
• InChI: InChI=1S/C16H13ClO3.H2O/c1-20-16-10-11(3-9-15(16)19)2-8-14(18)12-4-6-13(17)7-5-12;/h2-10,19H,1H3;1H2
• InChIKey: PXVQKTVKTBMRIW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(4-chlorophenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one hydrate
• IUPAC传统名: 1-(4-chlorophenyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one hydrate
• 别名: (E)-1-(4-Chlorophenyl)-3-(4-hydroxy-3-methoxyphenyl)-2-propen-1-one hydrate; Chalcone 4 hydrate

登记号

• CAS号: 1202866-96-3
• MDL号: MFCD12912407
• PubChem SID: 162248419
• PubChem CID: 71311831

理论计算性质

• Acid pKa: 9.503661
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 4.0330906
• LogD (pH = 7.4): 4.0297484
• Log P: 4.0331335
• 摩尔折射率: 80.1259 cm^3
• 极化性: 30.319565 Å^3
• 极化表面积: 46.53 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >20 mg/mL
• 外观: yellow solid

安全信息

• 保存条件: protect from light
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N)
• 联合国危险货物编号: 3077
• 德国WGK号: 3
• 联合国危险货物等级: 9
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 50/53
• 安全公开号: 60-61
• GHS危险品标识: GHS09
• GHS警示词: Warning
• GHS危险声明: H410
• GHS警示性声明: P273-P501
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C16H13ClO3 · xH2O

详细说明

Sigma Aldrich - C7870

Biochem/physiol Actions
Chalcone 4 is a potent, selective inhibitor of the chemokine CXCL12 via direct binding. It is also a small molecule anti-ligand (or neutraligand) of CXCR4 and CXCR7. The chemokine CXCL12 (stromal cell-derived factor-1) and its receptors play pivotal roles in inflammatory responses, normal vascular and neuronal development, as well as in infectious diseases and cancer. Chalcone 4 binds to and activates the chemokine receptors CXCR4 and CXCR7 and stimulates a rapid receptor-mediated intracellular calcium mobilization and signaling through a Pertussis toxin sensitive Gi protein. Chalcone 4 potently and selectively inhibits CXCL12 binding to CXCR4 and CXCR7, and consequent CXCL12-evoked calcium cellular responses. Chalcone 4 binds to the chemokine CXCL12, but not to its receptors.