Kaempferol

• CAS: 520-18-3
• Catalog Number: ACM520183
• Category: Inhibitors
• Molecular Weight: 286.24
• Molecular Formula: C15H10O6
• Description: Kaempferol is a natural flavonol, a type of flavonoid, found in a variety of plants and plant-derived foods. Kaempferol is a yellow crystalline solid with a melting point of 276–278°C (529–532°F). It is slightly soluble in water and highly soluble in hot ethanol, ethers, and DMSO. Kaempferol acts as an Antioxidants by reducing oxidative stress. Many studies suggest that consuming kaempferol may reduce the risk of various cancers, and it is currently under consideration as a possible cancer treatment.
• Synonyms: 5,7,4'-Trihydroxyflavonol
• IUPAC Name: 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• Canonical SMILES: C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O
• InChI: InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H
• InChI Key: IYRMWMYZSQPJKC-UHFFFAOYSA-N
• Boiling Point: 348.61 °C
• Melting Point: 276 °C
• Flash Point: 226.1 °C
• Density: 1.2981 g/cm³
• Solubility: Soluble in hot alcohol, ether, alkalies
• Appearance: Yellow powder
• Storage: 2-8 °C
• Active Content: 95%
• Complexity: 451
• EC Number: 208-287-6
• Exact Mass: 286.04773803
• Hazard Codes: Xi
• Hazard Statements: Xi,T
• HS Code: 2914501900
• LogP: 2.28240
• Monoisotopic Mass: 286.04773803
• Physical State: Solid
• pKa: 6.34±0.40(Predicted)
• PSA: 111.13
• Refractive Index: 1.4413
• Safety Description: 26-36-45-36/37
• Stability: Stable at normal temperatures and pressures.
• Storage Conditions: -20ºC
• Supplemental Hazard Statements: H315-H319-H335
• Symbol: GHS07
• Topological Polar Surface Area: 107 Ų
• WGK Germany: –

Synthetic Use

Downstream Synthesis Route 1

• 520-18-3

• 569-92-6

Reference: [1] Beilstein Journal of Organic Chemistry, 2015, vol. 11, p. 288 - 293

Downstream Synthesis Route 2

• 520-18-3

• 482-38-2

Reference: [1] Tetrahedron Letters, 2012, vol. 53, # 22, p. 2773 - 2776

Downstream Synthesis Route 3

• 520-18-3

• 489-32-7

Reference: [1] Beilstein Journal of Organic Chemistry, 2015, vol. 11, p. 1220 - 1225

Downstream Synthesis Route 4

• 520-18-3
• 77-78-1

• 15486-34-7

Reference: [1]Beaugeard, Laureen; Beserra de Alencar Filho, Edilson; Guedes da Silva Almeida, Jackson Roberto; Michel, Sylvie; Picot, Laurent; Gonçalves de Oliveira-Júnior, Raimundo; Grougnet, Raphaël; Marcoult-Fréville, Nolwenn; Prunier, Grégoire; Quintans-Júnior, Lucindo José; Simões Mourão, Eduard David
[Chemico-Biological Interactions, 2020, vol. 325]
[2]Kondo et al.
[Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1929, vol. 49, p. 232,236; dtsch. Ref. S. 35][Chem.Abstr., 1929, p. 3230]
[3]Rao; Seshadri
[Proceedings - Indian Academy of Sciences, Section A, 1947, # 25, p. 444,445]

Downstream Synthesis Route 5

• 520-18-3
• 108-24-7

• 16274-11-6

Reference: [1]Strack, Dieter; Heilemann, Juergen; Wray, Victor; Dirks, Herbert
[Phytochemistry, 1989, vol. 28, # 8, p. 2071 - 2078]
[2]Ren, Guangxiang; Hou, Jingli; Fang, Qinghong; Sun, Hong; Liu, Xiaoyan; Zhang, Lianwen; Wang, Peng George
[Glycoconjugate Journal, 2012, vol. 29, # 5-6, p. 425 - 432]
[3]Peng, Meng; Shahzad, Raheel; Gul, Ambreen; Subthain, Hizar; Shen, Shuangqian; Lei, Long; Zheng, Zhigang; Zhou, Junjie; Lu, Dandan; Wang, Shouchuang; Nishawy, Elsayed; Liu, Xianqing; Tohge, Takayuki; Fernie, Alisdair R.; Luo, Jie
[Nature Communications, 2017, vol. 8, # 1]

Downstream Synthesis Route 6

• 520-18-3
• 77-78-1

• 16692-52-7

Reference: [1]Beaugeard, Laureen; Beserra de Alencar Filho, Edilson; Guedes da Silva Almeida, Jackson Roberto; Michel, Sylvie; Picot, Laurent; Gonçalves de Oliveira-Júnior, Raimundo; Grougnet, Raphaël; Marcoult-Fréville, Nolwenn; Prunier, Grégoire; Quintans-Júnior, Lucindo José; Simões Mourão, Eduard David
[Chemico-Biological Interactions, 2020, vol. 325]

* For details of the synthesis route, please refer to the original source to ensure accuracy.