2-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]-4-(prop-2-en-1-yl)phenol

• ChemBase编号: 70535
• 分子式: C18H18O2
• 平均质量: 266.33432
• 单一同位素质量: 266.13067982
• SMILES: c1(c(ccc(c1)CC=C)O)c1c(ccc(c1)CC=C)O
• Canonical SMILES: C=CCc1ccc(c(c1)c1cc(CC=C)ccc1O)O
• InChI: InChI=1S/C18H18O2/c1-3-5-13-7-9-17(19)15(11-13)16-12-14(6-4-2)8-10-18(16)20/h3-4,7-12,19-20H,1-2,5-6H2
• InChIKey: VVOAZFWZEDHOOU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]-4-(prop-2-en-1-yl)phenol
• IUPAC传统名: magnolol; 2-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]-4-(prop-2-en-1-yl)phenol
• 别名: 5,5′-Diallyl-2,2′-biphenyldiol; Magnolol; 5,5'-Diallyl-[1,1'-biphenyl]-2,2'-diol; 2; 2'-Bichavicol; Magnolol

登记号

• CAS号: 528-43-8
• MDL号: MFCD00016658
• PubChem SID: 24896843; 162036250
• PubChem CID: 72300

理论计算性质

• Acid pKa: 8.690145
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 5.2102036
• LogD (pH = 7.4): 5.1887584
• Log P: 5.210482
• 摩尔折射率: 83.7306 cm^3
• 极化性: 33.158566 Å^3
• 极化表面积: 40.46 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: Powder

安全信息

• 保存条件: -20°C
• 保存注意事项: IRRITANT
• 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: 37/38-41-51/53
• 安全公开号: 26-39-61
• TSCA收录: false
• GHS危险品标识: GHS05; GHS07; GHS09
• GHS警示词: Danger
• GHS危险声明: H315-H318-H335-H411
• GHS警示性声明: P261-P273-P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• 保存温度: 2-8°C

药理学性质

• 生物活性机理: CNS depressant with serotonergic activity; Inhibition of calcium influx through voltage gated channels; Reported from in-vitro study in rat aorta to produce relaxation of vascular smooth-muscle mediated by: release of endothelium derived relaxant factor

产品相关信息

• 纯度: ≥95% (HPLC); 95+%
• 成盐信息: Free Base
• 生物来源: Constit. of Sassafras randaiense and Magnolia spp.; from plant
• 应用领域: Antibacterial, antifungal agent; Antiplatelet agent; Relaxant; Sedative; Shows antiinflammatory and analgesic effects
• Empirical Formula (Hill Notation): C18H18O2

详细说明

Selleck Chemicals - S2321

Research Area: Infection , Inflammation
Biological Activity:
Magnolol (2,2’-Bichavicol) is a bioactive compound found in the bark of the Houpu magnolia(Magnolia officinalis).

Sigma Aldrich - M3445

Biochem/physiol Actions
Bioactive plant component with antifungal,1 antibacterial2 and antioxidant effects.3 Magnolol also demonstrates anti-inflammatory activity by interferring with NF-κB signaling.4

参考文献

• Runeberg, J. et al., Acta Chem. Scand., 1957, 11, 1060; 1958, 12, 188
• Clark, A.M. et al., J. Pharm. Sci., 1981, 70, 951, (props)
• Wang, Y. et al., J. Chin. Chem. Soc. (Peking), 1982, 30, 215, (cryst struct)
• El-Feraly, F.S. et al., J. Nat. Prod., 1983, 46, 493
• Watanabe, K. et al., Planta Med., 1983, 49, 103, (isol, pharmacol)
• Hattori, M. et al., Chem. Pharm. Bull., 1984, 32, 5010; 1986, 34, 158, (metab)
• Ho, T.I. et al., CA, 1986, 105, 152803, (synth)
• Teng, C.-M. et al., Thromb. Res., 1988, 50, 757, (pharmacol)
• Wang, J.-P. et al., Naunyn-Schmiedeberg's Arch. Pharmacol., 1992, 346, 707, (pharmacol)
• Tsai, T.-H. et al., Drug Metab. Dispos., 1994, 22, 518, (hplc, pharmacokinet)
• Agharahimi, M.R. et al., J.O.C., 1995, 60, 1856, (synth, ir, pmr, cmr, ms)
• Tsai, T.-H. et al., Neurosci. Lett., 1995, 186, 49, (pharmacol)
• Kim, Y.-K. et al., Planta Med., 1996, 65, 291-292, (activity)