IUPAC/Chemical Name
3,5,7-trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
InChi Key
SQFSKOYWJBQGKQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12O6/c1-21-10-4-2-8(3-5-10)16-15(20)14(19)13-11(18)6-9(17)7-12(13)22-16/h2-7,17-18,20H,1H3
SMILES Code
O=C1C(O)=C(C2=CC=C(OC)C=C2)OC3=C1C(O)=CC(O)=C3
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Biological target:
Kaempferide is an O-methylated flavonol, a type of chemical compound.
In vitro activity:
Kaempferide triglycoside proved to inhibit the proliferation of native and estrogen receptor beta overexpressing colon cancer cells through a mechanism not mediated by ligand binding dependent estrogen receptor activation.
Reference: Phytother Res. 2010 Sep;24(9):1302-8. https://pubmed.ncbi.nlm.nih.gov/20104502/
In vivo activity:
Obesity, glycolipid metabolism disorder, inflammation, and oxidative stress developed in HFD mice. These changes can be effectively alleviated by Ka (Kaempferide) treatment for 16 weeks. Further studies have suggested that these beneficial effects of Ka may be associated with inhibition of the TLR4/IκBα/NF-κB signaling pathways.
Reference: Iran J Basic Med Sci. 2021 Apr;24(4):493-498. https://pubmed.ncbi.nlm.nih.gov/34094031/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMF |
2.0 |
6.66 |
| DMSO |
30.0 |
99.91 |
| DMSO:PBS (pH 7.2) (1:4) |
0.2 |
0.67 |
| Ethanol |
8.0 |
26.64 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
300.27
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Martineti V, Tognarini I, Azzari C, Carbonell Sala S, Clematis F, Dolci M, Lanzotti V, Tonelli F, Brandi ML, Curir P. 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. doi: 10.1002/ptr.3105. PMID: 20104502.
2. Kumkarnjana S, Suttisri R, Nimmannit U, Sucontphunt A, Khongkow M, Koobkokkruad T, Vardhanabhuti N. Flavonoids kaempferide and 4,2'-dihydroxy-4',5',6'-trimethoxychalcone inhibit mitotic clonal expansion and induce apoptosis during the early phase of adipogenesis in 3T3-L1 cells. J Integr Med. 2019 Jul;17(4):288-295. doi: 10.1016/j.joim.2019.04.004. Epub 2019 Apr 26. PMID: 31078439.
3. Tang H, Zeng Q, Ren N, Wei Y, He Q, Chen M, Pu P. Kaempferide improves oxidative stress and inflammation by inhibiting the TLR4/IκBα/NF-κB pathway in obese mice. Iran J Basic Med Sci. 2021 Apr;24(4):493-498. doi: 10.22038/ijbms.2021.52690.11892. PMID: 34094031; PMCID: PMC8143716.
4. Tang H, Zeng Q, Tang T, Wei Y, Pu P. Kaempferide improves glycolipid metabolism disorder by activating PPARγ in high-fat-diet-fed mice. Life Sci. 2021 Apr 1;270:119133. doi: 10.1016/j.lfs.2021.119133. Epub 2021 Jan 27. PMID: 33508298.
In vitro protocol:
1. Martineti V, Tognarini I, Azzari C, Carbonell Sala S, Clematis F, Dolci M, Lanzotti V, Tonelli F, Brandi ML, Curir P. 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. doi: 10.1002/ptr.3105. PMID: 20104502.
2. Kumkarnjana S, Suttisri R, Nimmannit U, Sucontphunt A, Khongkow M, Koobkokkruad T, Vardhanabhuti N. Flavonoids kaempferide and 4,2'-dihydroxy-4',5',6'-trimethoxychalcone inhibit mitotic clonal expansion and induce apoptosis during the early phase of adipogenesis in 3T3-L1 cells. J Integr Med. 2019 Jul;17(4):288-295. doi: 10.1016/j.joim.2019.04.004. Epub 2019 Apr 26. PMID: 31078439.
In vivo protocol:
1. Tang H, Zeng Q, Ren N, Wei Y, He Q, Chen M, Pu P. Kaempferide improves oxidative stress and inflammation by inhibiting the TLR4/IκBα/NF-κB pathway in obese mice. Iran J Basic Med Sci. 2021 Apr;24(4):493-498. doi: 10.22038/ijbms.2021.52690.11892. PMID: 34094031; PMCID: PMC8143716.
2. Tang H, Zeng Q, Tang T, Wei Y, Pu P. Kaempferide improves glycolipid metabolism disorder by activating PPARγ in high-fat-diet-fed mice. Life Sci. 2021 Apr 1;270:119133. doi: 10.1016/j.lfs.2021.119133. Epub 2021 Jan 27. PMID: 33508298.
1: Nguyen VS, Shi L, Luan FQ, Wang QA. Synthesis of kaempferide Mannich base derivatives and their antiproliferative activity on three human cancer cell lines. Acta Biochim Pol. 2015;62(3):547-52. doi: 10.18388/abp.2015_992. Epub 2015 Sep 8. PubMed PMID: 26345098.
2: Eerduna G, Wei D, Yu X, Qu S, Sui D. Kaempferide-7-O-(4"-O-acetylrhamnosyl)-3-O-rutinoside reduces myocardial infarction size after coronary artery ligation in rats. Pharmazie. 2013 Jun;68(6):453-8. PubMed PMID: 23875254.
3: Song P, Yao J, Ma HP, Ge BF, Chen KM, Guo XY, Lü X. [Comparison of effects of kaempferide and anhydroicaritin on biomineralization of cultured osteoblasts]. Yao Xue Xue Bao. 2012 Jul;47(7):890-6. Chinese. PubMed PMID: 22993853.
4: Zhao XZ, Li XW, Jin YR, Yu XF, Qu SC, Sui DY. Hypolipidemic effects of kaempferide-7-O-(4''-O-acetylrhamnosyl)-3-O-rutinoside in hyperlipidemic rats induced by a high-fat diet. Mol Med Rep. 2012 Mar;5(3):837-41. doi: 10.3892/mmr.2011.714. Epub 2011 Dec 15. PubMed PMID: 22179545.
5: Martineti V, Tognarini I, Azzari C, Carbonell Sala S, Clematis F, Dolci M, Lanzotti V, Tonelli F, Brandi ML, Curir P. 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. doi: 10.1002/ptr.3105. PubMed PMID: 20104502.
6: Lu L, Song FR, Tsao R, Jin YR, Liu ZQ, Liu SY. Studies on the homolytic and heterolytic cleavage of kaempferol and kaempferide glycosides using electrospray ionization tandem mass spectrometry. Rapid Commun Mass Spectrom. 2010 Jan;24(1):169-72. doi: 10.1002/rcm.4368. PubMed PMID: 19960496.
7: de Monbrison F, Maitrejean M, Latour C, Bugnazet F, Peyron F, Barron D, Picot S. In vitro antimalarial activity of flavonoid derivatives dehydrosilybin and 8-(1;1)-DMA-kaempferide. Acta Trop. 2006 Jan;97(1):102-7. Epub 2005 Oct 26. PubMed PMID: 16256062.
8: 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. PubMed PMID: 11792676.
9: Curir P, Dolci M, Lanzotti V, Taglialatela-Scafati O. Kaempferide triglycoside: a possible factor of resistance of carnation (Dianthus caryophyllus) to Fusarium oxysporum f. sp. dianthi. Phytochemistry. 2001 Apr;56(7):717-21. PubMed PMID: 11314958.
