491-54-3

• 常用中文名：山奈素
• 常用英文名：Kaempferide
• CAS号：491-54-3
• 分子式：C₁₆H₁₂O₆
• 分子量：300.263
• 相关类别： 天然产物 黄酮类化合物
• 发布时间：2018-05-09 08:00:00
• 更新时间：2026-07-03 21:44:18
• Kaempferide是一种O-甲基化黄酮醇,也存在于山柰中。

名称

• 中文名: 山奈素
• 英文名: kaempferide
• 中文别名: 山柰酚-4'-O-甲醚; 山柰酚-4-O-甲醚 -3; 山柰素; 山奈素杂质; 甲醇中山奈素; 3,5,7-三羟基-2-(4-甲氧基苯基)-4H-苯并吡喃-4-酮; 山柰素;山奈素; 山柰素 ( 山柰酚-4'-甲醚); KAEMPFERIDE 山奈素; 山奈酚-4'-O-甲醚; 山奈素(标准品); 山奈素对照品; 山奈素, 来源于山奈; 山柰素(山柰酚-4'-O-甲醚); 山柰粉; 3,5,7-三羟基-4'-甲氧基黄酮; 山奈素,10 MM DMSO 溶液; KAEMPFEROL 4'-O-METHYL ETHER|||山奈素|||KAEMPFEROL 4'-METHYL ETHER|||4'-METHYLKAEMPFEROL|||4'-O-METHYLKAEMPFEROL; 山奈素(山柰素); 山柰素-4'-甲醚; 淫羊藿素杂质1; B21132-20mg 山奈素; 莰非素; 山奈素(,山奈酚-4'-O-甲醚); 甲醇中山奈素溶液标准物质; 山柰甲黄素; 3,5,7-三羟基-2-(4-甲氧基苯基)-4H-1-苯并吡喃-4-酮
• 英文别名: 4'-O-Methylkaempferol; KAEMPFERIDE hplc; 5,7-Dihydroxy-4'-Methoxyflavonol; 3,5,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one; 3,5,7-trihydroxy-4'-methoxyflavone; Kaempferide-RM; 3,5,7-trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one; Kaempferide~3,5,7-Trihydroxy-4-methoxyflavone; ALPHA BETA TEMISININ; SWEET WORMWOOD; Kaempferide from Kaempferia galanga; 4''-METHOXY-3,5,7-TRIHYDROXYFLAVONE; kaempferid; 3,5,7-TRIHYDROXY-2-(4-METHOXY-PHENYL)-CHROMEN-4-ONE; 3,5,7-trihydroxy-2-(4-methoxyphenyl)-4h-1-benzopyran-4-on; 4'-Methoxy-3,5,7-trihydroxyflavone; KaeMpferol 4'-O-Methyl ether; 3,5,7-trihydroxy-4′-methoxyflavone; TEANUIN; CaMpheride; TEMISININE; 4'-METHOXY-3,5,7-TRIHYDROXYFLAVONE; 3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-deoxy-alpha-L-mannopyranoside; KaeMpferide, froM KaeMpferia galanga; Kaempferid; 3 5 7-trihydroxy-4'-methoxyflavone; KaeMpferol4; 4’-methylkaempferol; Kaemperide; 4'-MethoxykaeMpferol; TEANNUIN; KaMpheride; 4’-methoxy-3,5,7-trihydroxy-flavanon; Flavone,3,5,7-trihydroxy-4'-Methoxy-(7CI,8CI); Kaempferol 4'-methyl ether; QINGHAOSA; [DISCONTINUED] Rlaced by KIT-00010955-005; TEMISINE; 4’-o-methylkaempferol; TEMISIA ANNUA; TEMISININ -3; KAEMPFERIDE; Kempferide; 3,5,7-trihydroxy-2-(4-methoxyphenyl)-4-benzopyrone; 3,5,7-Trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one; KaeMpferide(6CI); 3,5,7-trihydroxy-2-(4-methoxyphenyl)-1-benzopyran-4-one; TEMISIA P E; 3,5,7-Trihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one; 4'-Methylkaempferol; 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-methoxyphenyl); kaempferide, 10 mM in DMSO; 3,5,7-Trihydroxy-2-(4-methoxy-phenyl)-chromen-4; Icitin Impurity 1; Kaempferol 4'-O-methyl ether|||Kaempferol 4'-methyl ether|||4'-Methylkaempferol|||4'-O-Methylkaempferol

物化性质

• 密度: 1.5±0.1 g/cm3
• 沸点: 543.8±50.0 °C at 760 mmHg
• 熔点: 156-157ºC(lit.)
• 分子式: C₁₆H₁₂O₆
• 分子量: 300.263
• 闪点: 207.1±23.6 °C
• 精确质量: 300.063385
• PSA: 100.13000
• LogP: 2.74
• 外观性状: 固体;Light orange to Yellow to Green powder to crystal
• 蒸汽压: 0.0±1.5 mmHg at 25°C
• 折射率: 1.710
• 储存条件: 2-8°C
• 分子结构:

  1、 摩尔折射率：76.23

  2、 摩尔体积（cm³/mol）：195.1

  3、 等张比容（90.2K）：578.0

  4、 表面张力（dyne/cm）：77.0

  5、 极化率（10-24cm3）：30.22

• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:3

  3.氢键受体数量:6

  4.可旋转化学键数量:2

  5.互变异构体数量:24

  6.拓扑分子极性表面积96.2

  7.重原子数量:22

  8.表面电荷:0

  9.复杂度:465

  10.同位素原子数量:0

  11.确定原子立构中心数量:0

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

生物活性

• 描述: Kaempferide是一种O-甲基化黄酮醇,也存在于山柰中。
• 相关类别:
  信号通路 >> 自噬 >> 自噬
  信号通路 >> 其他 >> 雌激素受体/ERR
  天然产物 >> 黄酮类化合物
  研究领域 >> 其他
• 参考文献:

  [1]. Otake Y, Walle T. Oxidation of the flavonoids galangin and kaempferide by human liver microsomes and CYP1A1, CYP1A2, and CYP2C9. Drug Metab Dispos. 2002 Feb;30(2):103-5.

  [2]. Martineti V, Tognarini I, Azzari C et al. Inhibition of in vitro growth and arrest in the G0/G1 phase of HCT8 line human colon cancer cells by kaempferide triglycoside from Dianthus caryophyllus. Phytother Res. 2010 Sep;24(9):1302-8.

  [3]. Pahua-Ramos, Maria Elena; Ortiz-Moreno, Alicia; Chamorro-Cevallos, German et al. Hypolipidemic Effect of Avocado (Persea americana Mill) Seed in a Hypercholesterolemic Mouse Model. Plant Foods for Human Nutrition (New York, NY, United States) (2012), 67(1), 10-16.

  [4]. Soucek, Pavel; Kondrova, Eliska; Hermanek, Josef et al. New model system for testing effects of flavonoids on doxorubicin-related formation of hydroxyl radicals. Anti-Cancer Drugs (2011), 22(2), 176-184.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : LK6915000 CHEMICAL NAME : Flavanone, 4'-methoxy-3,5,7-trihydroxy- CAS REGISTRY NUMBER : 491-54-3 BEILSTEIN REFERENCE NO. : 0305378 LAST UPDATED : 199612 DATA ITEMS CITED : 1 MOLECULAR FORMULA : C16-H12-O6 MOLECULAR WEIGHT : 300.28 HEALTH HAZARD DATA ACUTE TOXICITY DATA MUTATION DATA TYPE OF TEST : Mutation in microorganisms TEST SYSTEM : Bacteria - Salmonella typhimurium DOSE/DURATION : 100 ug/plate REFERENCE : BCSTB5 Biochemical Society Transactions. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1973- Volume(issue)/page/year: 5,1489,1977

安全

• 危害码 (欧洲): Xi
• 风险声明 (欧洲): R36/37/38
• 安全声明 (欧洲): S26-S36
• 危险品运输编码: NONH for all modes of transport
• WGK德国: 2
• RTECS号: KD4170000
• 海关编码: 29329990

合成路线

3570-69-2 ~56% 491-54-3

文献：Pandurangan; Bose, Chinchu; Banerji Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 18 p. 5328 - 5330

1258963-38-0 ~% 3615-41-6 491-54-3

文献：Lu, Juan; Jin, Yongri; Liu, Guiying; Zhu, Na; Gui, Mingyu; Yu, Aimin; Li, Xuwen Chemistry of Natural Compounds, 2010 , vol. 46, # 2 p. 205 - 208

689260-84-2 ~% 491-54-3

文献：Pandurangan; Bose, Chinchu; Banerji Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 18 p. 5328 - 5330

36804-11-2 ~% 491-54-3

文献：Pandurangan; Bose, Chinchu; Banerji Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 18 p. 5328 - 5330

123-11-5 ~% 491-54-3

文献：Pandurangan; Bose, Chinchu; Banerji Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 18 p. 5328 - 5330

65982-77-6 794-94-5 ~% 491-54-3

文献：Heap; Robinson Journal of the Chemical Society, 1926 , p. 2339

520-18-3 ~% 1592-70-7 491-54-3

文献：Brunet, Gunter; Ibrahim, Ragai K. Phytochemistry (Elsevier), 1980 , vol. 19, p. 741 - 746

20869-95-8 ~% 491-54-3

文献：Rao; Seshadri Journal of the Chemical Society, 1947 , p. 122

108-73-6 ~% 491-54-3

文献：Heap; Robinson Journal of the Chemical Society, 1926 , p. 2339

上下游产品

上游产品  9
3570-69-2 689260-84-2 36804-11-2 123-11-5
65982-77-6 794-94-5 520-18-3 20869-95-8
108-73-6
下游产品  5
100-09-4 144-62-7 64-18-6 108-73-6
38681-32-2