Kaempferol 520-18-3...

Kaempferol 520-18-3 on  hot sale  manufacturer

Kaempferol 520-18-3 on hot sale manufacturer

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1 Kilogram

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  • Purity: 99% BY HPLC
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Kaempferol 520-18-3 manufacturer 520-18-3 on hot sale

Quick Details

  • Appearance:Solid powder
  • Application:Applied in dietary supplements,pharmaceutical or cosmeticeuticals
  • PackAge:Foil bag or drum
  • ProductionCapacity:5000|Kilogram|Day
  • Storage:Sealed,light and oxygen resistant
  • Transportation:by sea or air

Superiority:

Kaempferol 520-18-3

Kaempferol, is used as an inhibitor of Fatty Acid Synthase, Cox-1 activity, and Topo I. It also Induces caspase-9-mediated apoptosis in a variety of cancer cell lines via downregulation of polo-like kinase 1 (PLK1) expression. Exhibits antioxidant activity and attenuates osteoclastic bone reabsorption in vitro. Also blocks EGF-induced histone H3Ser10 phosphorylation in mouse epidermal JB6 C141 cells.

Kaempferol is a naturally occurring flavonoid shown to act as a potent reversible inhibitor of Fatty Acid Synthase. Flavonoids have radical scavenging activity. Studies demonstrate that Kaempferol induces apoptosis in cancer cell lines and PC12 cell research reports Kaempferol to protect against oxidative stress-induced cytotoxicity. Additionally, Kaempferol has been shown to have a neuroprotective effect and represses the advancement of allergic inflammation mediated by IgE in difference cell models. A study which compared the CYP246 activity of Galangin (sc-235240), quercetin (sc-206089), and Kaempferol revealed that Kaempferol was the least potent flavanoid, with quercetin having the highest potency. Kaempferol acts as an inhibitor of Cox-1 activity (IC50 = 180 μM) and inhibits Topo I catalyzed DNA religation in HL-60 cells. Kaempferol is an inhibitor of MAO.

Details:

Activates the mitochondrial Ca2+ uniporter (EC50 = 7 μM). Induces caspase-9-mediated apoptosis in cancer cell lines via downregulation of polo-like kinase 1 (PLK1) expression. Exhibits antioxidant activity and attenuates osteoclastic bone reabsorption in vitro. Also blocks EGF-induced histone H3Ser10 phosphorylation in mouse epidermal JB6 C141 cells. Activates transcriptional coactivator with PDZ-binding motif (TAZ) and increases osteoblast differentiation of mesenchymal stem cells while inhibiting adipocyte differentiation. Naturally occurring flavonoid found in Gingko biloba and red wine.

Alternate Name 3,4′,5,7-Tetrahydroxyflavone, 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, Robigenin
Appearance Yellow solid
CAS # 520-18-3
Molecular Formula C??H??O?
Molecular Weight 286.24
Purity ≥95% by HPLC
Solubility DMSO (25 mg/ml) or EtOH (20 mg/ml)
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
PubChem CID 5280863
MDL Number MFCD00016938
Handling Protect from air and light
Storage Conditions -20°C
Shipping Conditions Gel Pack
USAGE For Research Use Only! Not For Use in Humans.

Quality Manufacturer Supply 520-18-3 with Fast Delivery

  • Molecular Formula:C15H10O6
  • Molecular Weight:286.241
  • Appearance/Colour:Yellow solid 
  • Vapor Pressure:6.38E-16mmHg at 25°C 
  • Melting Point:276 °C 
  • Refractive Index:1.767 
  • Boiling Point:582.1 °C at 760 mmHg 
  • PKA:6.34±0.40(Predicted) 
  • Flash Point:226.1 °C 
  • PSA:111.13000 
  • Density:1.688 g/cm3 
  • LogP:2.28240 

Kaempferol(Cas 520-18-3) Usage

Pharmacological effects

Kaempferol (3,5,7‐trihydroxy‐2‐[4‐hydroxyphenyl]‐4H‐1‐benzopyran‐4‐one) is a yellow bioactive flavonoid, which is present inmany edible plants such as tea, cabbage, broccoli, endive, kale, beans, tomato, strawberries, leek, and grapes. It has a significant role in reducing cancer and can act as a therapeutic agent in the treatment of diseases and ailments such as diabetes, obesity, cardiovascular diseases, oxidative stress, asthma, and microbial contamination disorders. Its efficacy, a broad range of activity, and low toxicity compared with other examined compounds, make it an attractive chemical in the fight against diseases (including cancer).

Mechanism of action

Kaempferol acts through different mechanisms: It induces apoptosis (HeLa cervical cancer cells), decreases cell viability (G2/M phase), downregulates phosphoinositide 3‐kinase (PI3K)/AKT (protein kinase B) and human T‐cell leukemia/lymphoma virus‐I (HTLV-I) signaling pathways, suppresses protein expression of epithelial‐mesenchymal transition (EMT)‐related markers including N‐cadherin, E‐cadherin, Slug, and Snail, and metastasis‐related markers such as matrix metallopeptidase 2 (MMP-2).

Bioactivity

As an anti‐oxidant, kaempferol counteracts production of superoxide ions and lowers the formation of reactive oxygen and nitrogen species. It also scavenges Fenton‐generated hydroxyl radical, peroxynitrite, and hydroxyl radicals. Furthermore, kaempferol suppresses the activity of xanthine oxidase and enhances the activities of catalase, heme oxygenase‐1, and superoxide dismutase.

Biological Activity

Naturally occurring flavonoid found in Gingko biloba and red wines that activates the mitochondrial Ca 2+ uniporter (EC 50 = 7 μ M). Induces caspase-9-mediated apoptosis in a variety of cancer cell lines via downregulation of polo-like kinase 1 (PLK1) expression. Exhibits antioxidant activity and attenuates osteoclastic bone reabsorption in vitro .

Biochem/physiol Actions

Potent inhibitor of osteoclastic bone resorption. The effect is believed to be attributable to both the antioxidant and estrogenic activities of kaempferol.

Anticancer Research

Kaempferol is one of the secondary metabolites found in some plants, plant-derivedfoods, and traditional medicines. It is a flavonoid compound obtained from someedible plants including grapes, tea, strawberries, broccoli, tomato, cabbage, leek,kale, endive, and beans. It inhibits growth and migration of pancreatic cancer cellsby acting on proto-oncogene tyrosine kinase (Src), ERK1/2, and AKT pathways(Singh et al. 2016a). It is being investigated in pancreatic and lung cancers toevaluate its antiangiogenic, anticancer, and radical scavenging activities. It showsmoderate cytostatic activity in PC3, HeLa, and K562 human cancer cells. It isidentified as aryl hydrocarbon receptor antagonist and acts against ABCG2 (ATP-bindingcassette subfamily G member 2)-mediated multidrug resistance bypreventing the ABCG2 upregulation in esophageal carcinoma. It induces theapoptosis of ovarian cancer cell by activating p53 in intrinsic pathway mechanism.It is an inhibitor of breast cancer resistance protein (BCRP), quinine reductase-2,and a substrate of BCRP (Calderon-Montano et al. 2011; Wang et al. 2012).

General Description

Kaempferol is a polyphenolic antioxidant abundantly present in vegetables and fruits. It has a diphenylpropane structure. In many plants, it is present as a glycosidic form namely, kaempferol-3-O-glucoside.

InChI:InChI=1/C15H10O6/c16-7-1-2-9(10(18)3-7)13-6-12(20)15-11(19)4-8(17)5-14(15)21-13/h1-6,16-19H

520-18-3 Relevant articles

Flavonoids as effective protectors of urease from ultrasonic inactivation in solutions

Tarun,Kurchenko,Metelitza

, p. 352 - 359 (2006)

Inactivation of soybean urease in aqueou...

Bioactive compounds of the flora of belarus. 3.* Gymnocarpium dryopteris, a kaempferol source

Kovganko,Kashkan,Krivenok

, p. 16 - 18 (2004)

Kaempferol (2) was isolated from the aer...

KAEMPFEROL DERIVATIVES FROM THE FRUIT OF THE JAPANESE PAGODA TREE

Akhmedkhodzhaeva, N. M.,Svechnikova, A. N.

, p. 116 - 117 (1983)

-

-

Zakharov et al.

, (1971)

-

-

Gumenyuk et al.

, (1971)

-

-

Dungerdorzh,Petrenko

, (1972)

-

Tannins, flavonol sulfonates, and a norlignan from Phyllanthus virgatus

Huang, Yu-Lin,Chen, Chien-Chih,Hsu, Feng-Lin,Chen, Chieh-Fu

, p. 1194 - 1197 (1998)

Investigation of the constituents of Phy...

-

Chumbalov et al.

, (1972)

-

FLAVONOIDS OF THE FLOWERS OF Cyclachaena xanthifolia

Kurkin, V. A.,Zapesochnaya, G. G.,Krivenchuk, P. E.,Yurkenik, A. Yu.,Artamonova, L. P.

, p. 366 - 367 (1984)

-

-

Medveda et al.

, (1972)

-

A new acylated flavonol glycoside from the aerial parts of Cardamine tangutorum

Feng, Wei-Sheng,Zhang, Qiu-Bo,Zheng, Xiao-Ke,Chen, Hui,Zhang, Yan-Li,Zhang, Chun-Lei

, p. 805 - 810 (2012)

A new acylated flavonol glycoside, kaemp...

FLAVONOIDS OF Astragalus lagurus

Guzhva, N. N.,Kazakov, A. L.,Dzhumyrko, S. F.,Sarkisov, L. S.

, p. 627 - 628 (1984)

-

-

Roshchin

, (1977)

-

-

Sosa,Percheron

, p. 441,445 (1970)

-

-

Samokish,Shinkurenko

, (1969)

-

-

Zurabishvili,Kemertelidze

, (1971)

-

Anti-complement activity of tiliroside from the flower buds of Magnolia fargesii

Jung, Keun Young,Oh, Sei Ryang,Park, Si-Hyung,Lee, Im Seon,Ahn, Kyung Seop,Lee, Jung Joon,Lee, Hyeong-Kyu

, p. 1077 - 1078 (1998)

As part of the search for anticomplement...

Antitumor, antioxidant and anti-inflammatory activities of kaempferol and its corresponding glycosides and the enzymatic preparation of kaempferol

Wang, Jingqiu,Fang, Xianying,Ge, Lin,Cao, Fuliang,Zhao, Linguo,Wang, Zhenzhong,Xiao, Wei

, (2018)

Kaempferol (kae) and its glycosides are ...

-

Betkhi Tkhuan',Blinova

, (1974)

-

Isolation, characterization, complete structural assignment, and anticancer activities of the methoxylated flavonoids from rhamnus disperma roots

Abd El-Wahab, Mohammed F.,Abdalla, Ashraf N.,Mohammed, Abd El-Salam I.,Mohammed, Hamdoon A.,Ragab, Ehab A.,Shaheen, Usama

, (2021/10/01)

Different chromatographic methods includ...

Flavonol Glycosides from Leaves of Allium microdictyon

Olennikov

, p. 1035 - 1039 (2020/11/03)

The composition of flavonoids from leave...

Synthesis and Biological Evaluation of 4-Substituted Kaempfer-3-ols

Kim, Sugyeom,Lannigan, Deborah A.,Li, Yu,Lin, Lin,O'Doherty, George A.,Sayasith, Peyton R.,Tarr, Ariel T.,Wright, Eric B.,Yasmin, Sharia

, p. 4279 - 4288 (2020/04/09)

The synthesis of two series of five kaem...

Flavonoid glycosides from seeds of Hippophae rhamnoides subsp. Sinensis with α-glucosidase inhibition activity

Li, Rui,Wang, Qing,Zhao, Menghao,Yang, Peiming,Hu, Xiao,Ouyang, Danwei

, (2019/07/04)

Hippophae rhamnoides subsp. Sinensis is ...

520-18-3 Process route

kaempferol-3-O-α-D-xylopyranosyl-(2a→1b)-2a-O-α-D-xylopyranosyl-(2b→1c)-2b-O-α-D-xylopyranosyl-(2c→1d)-2c-O-α-D-xylopyranosyl-2d-hexadecanoate
1449692-21-0

kaempferol-3-O-α-D-xylopyranosyl-(2a→1b)-2a-O-α-D-xylopyranosyl-(2b→1c)-2b-O-α-D-xylopyranosyl-(2c→1d)-2c-O-α-D-xylopyranosyl-2d-hexadecanoate

D-xylose
58-86-6

D-xylose

kaempferol
520-18-3

kaempferol

1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

Conditions
Conditions Yield
kaempferol-3-O-α-D-xylopyranosyl-(2a→1b)-2a-O-α-D-xylopyranosyl-(2b→1c)-2b-O-α-D-xylopyranosyl-(2c→1d)-2c-O-α-D-xylopyranosyl-2d-hexadecanoate; With hydrogenchloride; In ethanol; water; at 70 - 80 ℃;
With hydrogenchloride; In ethanol; water;
 
C<sub>27</sub>H<sub>29</sub>O<sub>16</sub><sup>(1-)</sup>*Na<sup>(1+)</sup>

C27H29O16(1-)*Na(1+)

β-D-glucose
492-61-5

β-D-glucose

kaempferol
520-18-3

kaempferol

Conditions
Conditions Yield
With hydrogenchloride; In water; at 90 ℃; for 5h;
 

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