2-hydroxy-4-(propan-2-yl)cyclohepta-2,4,6-trien-1-one

• ChemBase编号: 139976
• 分子式: C10H12O2
• 平均质量: 164.20108
• 单一同位素质量: 164.08372962
• SMILES: CC(C)c1cccc(=O)c(c1)O
• Canonical SMILES: CC(c1cccc(=O)c(c1)O)C
• InChI: InChI=1S/C10H12O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-7H,1-2H3,(H,11,12)
• InChIKey: FUWUEFKEXZQKKA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-hydroxy-4-(propan-2-yl)cyclohepta-2,4,6-trien-1-one
• IUPAC传统名: 2-hydroxy-4-isopropylcyclohepta-2,4,6-trien-1-one; 2-hydroxy-4-(propan-2-yl)cyclohepta-2,4,6-trien-1-one
• 别名: 2-羟基-4-异丙基-2,4,6-环庚三烯-1-酮; 桧木醇; 日柏醇; beta-Thujaplicin; 2-Hydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one; Hinokitiol; β-Thujaplicin; Thujaplicin-Beta

登记号

• CAS号: 499-44-5
• EC号: 207-880-7
• MDL号: MFCD00040180
• PubChem SID: 162234222; 24870612
• PubChem CID: 3611

理论计算性质

• Acid pKa: 11.35299
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.0624456
• LogD (pH = 7.4): 2.062398
• Log P: 2.0624464
• 摩尔折射率: 51.5506 cm^3
• 极化性: 18.386024 Å^3
• 极化表面积: 37.3 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

• 熔点: 50-52 °C(lit.)
• 沸点: 140 °C/10 mmHg(lit.)

安全信息

• RTECS编号: GU4200000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• 安全公开号: 36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 生物活性机理: Tyrosinase and carboxypeptidase A inhibitor

产品相关信息

• 纯度: ≥99.0%; 99%
• 级别: SAJ special grade
• 生物来源: Occurs in Juniperus conferta and the heartwood of Thuja plicata . Also from Thuja occidentalis, Thuja dolabrata, Thuja standishii, Cupressus spp., and Juniperus spp.
• 应用领域: Cytostatic; Phytoncide; Tuberculostatic
• Empirical Formula (Hill Notation): C10H12O2

详细说明

Sigma Aldrich - 469521

包装
5 g in glass bottle

参考文献

• Anderson, A.B. et al., Acta Chem. Scand., 1948, 2, 644, (isol, struct)
• Tanaka, K. et al., Tetrahedron, 1971, 27, 4889, (synth)
• Derry, J.E. et al., J.C.S. Perkin 2, 1972, 694, (cryst struct)
• Karrer, W. et al., Konstitution und Vorkommen der Organischen Pflanzenstoffe, 2nd edn., Birkhuser Verlag, Basel, 1972, no. 573, (occur)
• Noyori, R. et al., J.O.C., 1975, 40, 806, (synth)
• Tamura, Y. et al., Tet. Lett., 1977, 4075, (synth)
• Neumann, M. et al., Tet. Lett., 1978, 5033, (synth)
• Miyashita, M. et al., J.O.C., 1987, 52, 2602, (synth)
• Banwell, M.G. et al., Aust. J. Chem., 1991, 44, 705, (synth)
• Ohishi, H. et al., Acta Cryst. C, 1994, 50, 587, (cryst struct, bibl)
• Madar, Z. et al., Phytochemistry, 1995, 38, 351, (Cupressotropolone A)
• Ono, M. et al., Biosci., Biotechnol., Biochem., 1998, 62, 1653-1659, (prodn)
• Yoshihiko, I. et al., Biol. Pharm. Bull., 1999, 22, 990-993, (activity)
• Yamaguchi, T. et al., J. Wood Sci., 1999, 45, 170-173; CA, 131, 127604, (activity)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, IRR000