Kaempferide
featured

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 558219

CAS#: 491-54-3

Description: Kaempferide is an O-methylated flavonol, a type of chemical compound. It can be found in Kaempferia galanga (aromatic ginger).


Chemical Structure

img
Kaempferide
CAS# 491-54-3

Theoretical Analysis

MedKoo Cat#: 558219
Name: Kaempferide
CAS#: 491-54-3
Chemical Formula: C16H12O6
Exact Mass: 300.06
Molecular Weight: 300.266
Elemental Analysis: C, 64.00; H, 4.03; O, 31.97

Price and Availability

Size Price Availability Quantity
10mg USD 325
50mg USD 765 2 Weeks
Bulk inquiry

Synonym: Kaempferide

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

Appearance: Solid powder

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

More Info:

Product Data:
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/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. 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

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.

Recalculate based on batch purity %
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.

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

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.