Acacetin | CAS#480-44-4

MedKoo Cat#: 406967 | Name: Acacetin

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Description:

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

Acacetin is a Flavonoid with anti-peroxidative and anti-inflammatory properties. Acacetin is used in traditional Chinese medicine. It has been recognized as an antiproliferative agent on cancer cell lines by inducing apoptosis and blocking cell cycle progression in the G1 phase. Acacetin inhibits expression of matrix metalloproteinases via a MAPK-dependent mechanism in fibroblast-like synoviocytes.

Chemical Structure

Acacetin

CAS#480-44-4

Theoretical Analysis

MedKoo Cat#: 406967

Name: Acacetin

CAS#: 480-44-4

Chemical Formula: C16H12O5

Exact Mass: 284.0685

Molecular Weight: 284.27

Elemental Analysis: C, 67.60; H, 4.26; O, 28.14

Price and Availability

Size	Price	Availability
50mg	USD 350.00	2 Weeks
100mg	USD 600.00	2 Weeks
200mg	USD 950.00	2 Weeks
500mg	USD 1,850.00	2 Weeks

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Synonym

Acacetin; NSC 76061; NSC-76061; NSC76061; LY064233; LY 064233; LY-064233

IUPAC/Chemical Name

5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one

InChi Key

DANYIYRPLHHOCZ-UHFFFAOYSA-N

InChi Code

InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3

SMILES Code

O=C1C=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

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Product Data

Product Data

Instruction

View handling instruction

Biological target:

Acacetin docks in the ATP binding pocket of PI3Kγ.

In vitro activity:

Flow cytometry analysis revealed that the viability reduction by high-glucose was related to increase in apoptosis (Figure 1C). Acacetin significantly reversed the increase in apoptosis (Figures 1C,D). Results of western blot analysis showed that pro-apoptotic protein Bax was increased, while anti-apoptotic protein Bcl-2 was decreased in HUVECs cultured with 33 mM glucose medium. Acacetin treatment reversed the Bax increase, enhanced the reduced Bcl-2, and increased the reduced Bcl-2/Bax ratio in a concentration dependent manner (Figures 1E–G). These results suggest that acacetin protects HUVECs against high glucose injury by inhibiting apoptosis. Reference: Front Pharmacol. 2020; 11: 607796. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7844858/

In vivo activity:

Serum advanced glycation end products (AGEs) was increased in D-galactose-induced accelerated aging mice to 0.91 ± 0.17 μg/mL from 0.52 ± 0.13 μg/mL in control (n = 8, P < 0.05), which was decreased to 0.68 ± 0.12 μg /mL, 0.61 ± 0.11 μg/mL, and 0.51 ± 0.18 μg/mL in mice treated with 10, 20 or 50 mg/kg/day of acacetin, respectively (n = 7. P < 0.05 vs. D-galactose alone). These results suggest that acacetin may prevent D-galactose-induced hair loss and reduce the formation of AGEs. Reference: Aging (Albany NY). 2021 Jun 30; 13(12): 16381–16403. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8266317/

	Solvent	mg/mL	mM
Solubility
	DMSO	26.0	91.46
	DMSO:PBS (pH 7.2) (1:2)	0.3	1.16
	DMF	15.0	52.77

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 284.27 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. Han WM, Chen XC, Li GR, Wang Y. Acacetin Protects Against High Glucose-Induced Endothelial Cells Injury by Preserving Mitochondrial Function via Activating Sirt1/Sirt3/AMPK Signals. Front Pharmacol. 2020 Dec 18;11:607796. doi: 10.3389/fphar.2020.607796. PMID: 33519472; PMCID: PMC7844858. 2. Wang S, Lin B, Liu W, Wei G, Li Z, Yu N, Xue X, Ji G. Acacetin Induces Apoptosis in Human Osteosarcoma Cells by Modulation of ROS/JNK Activation. Drug Des Devel Ther. 2020 Nov 18;14:5077-5085. doi: 10.2147/DDDT.S275148. PMID: 33239866; PMCID: PMC7680676. 3. Hong YX, Wu WY, Song F, Wu C, Li GR, Wang Y. Cardiac senescence is alleviated by the natural flavone acacetin via enhancing mitophagy. Aging (Albany NY). 2021 Jun 27;13(12):16381-16403. doi: 10.18632/aging.203163. Epub 2021 Jun 27. PMID: 34175838; PMCID: PMC8266317. 4. Wei Y, Jing J, Peng Z, Liu X, Wang X. Acacetin ameliorates insulin resistance in obesity mice through regulating Treg/Th17 balance via MiR-23b-3p/NEU1 Axis. BMC Endocr Disord. 2021 Mar 29;21(1):57. doi: 10.1186/s12902-021-00688-8. PMID: 33781239; PMCID: PMC8008644.

In vitro protocol:

In vivo protocol:

1. Hong YX, Wu WY, Song F, Wu C, Li GR, Wang Y. Cardiac senescence is alleviated by the natural flavone acacetin via enhancing mitophagy. Aging (Albany NY). 2021 Jun 27;13(12):16381-16403. doi: 10.18632/aging.203163. Epub 2021 Jun 27. PMID: 34175838; PMCID: PMC8266317. 2. Wei Y, Jing J, Peng Z, Liu X, Wang X. Acacetin ameliorates insulin resistance in obesity mice through regulating Treg/Th17 balance via MiR-23b-3p/NEU1 Axis. BMC Endocr Disord. 2021 Mar 29;21(1):57. doi: 10.1186/s12902-021-00688-8. PMID: 33781239; PMCID: PMC8008644.

1: Cui YK, Hong YX, Wu WY, Han WM, Wu Y, Wu C, Li GR, Wang Y. Acacetin ameliorates cardiac hypertrophy by activating Sirt1/AMPK/PGC-1α pathway. Eur J Pharmacol. 2022 Apr 5;920:174858. doi: 10.1016/j.ejphar.2022.174858. Epub 2022 Feb 24. PMID: 35219729. 2: Singh S, Gupta P, Meena A, Luqman S. Acacetin, a flavone with diverse therapeutic potential in cancer, inflammation, infections and other metabolic disorders. Food Chem Toxicol. 2020 Nov;145:111708. doi: 10.1016/j.fct.2020.111708. Epub 2020 Aug 29. PMID: 32866514. 3: Wu C, Yan J, Li W. Acacetin as a Potential Protective Compound against Cardiovascular Diseases. Evid Based Complement Alternat Med. 2022 Mar 2;2022:6265198. doi: 10.1155/2022/6265198. PMID: 35280514; PMCID: PMC8906942. 4: Song F, Mao YJ, Hu Y, Zhao SS, Wang R, Wu WY, Li GR, Wang Y, Li G. Acacetin attenuates diabetes-induced cardiomyopathy by inhibiting oxidative stress and energy metabolism via PPAR-α/AMPK pathway. Eur J Pharmacol. 2022 May 5;922:174916. doi: 10.1016/j.ejphar.2022.174916. Epub 2022 Mar 24. PMID: 35341782. 5: Wu C, Chen RL, Wang Y, Wu WY, Li G. Acacetin alleviates myocardial ischaemia/reperfusion injury by inhibiting oxidative stress and apoptosis via the Nrf-2/HO-1 pathway. Pharm Biol. 2022 Dec;60(1):553-561. doi: 10.1080/13880209.2022.2041675. PMID: 35244510; PMCID: PMC8903787. 6: Mu J, Chen H, Ye M, Zhang X, Ma H. Acacetin resists UVA photoaging by mediating the SIRT3/ROS/MAPKs pathway. J Cell Mol Med. 2022 Aug;26(16):4624-4628. doi: 10.1111/jcmm.17415. Epub 2022 Jun 28. PMID: 35765710; PMCID: PMC9357640. 7: Hong YX, Wu WY, Song F, Wu C, Li GR, Wang Y. Cardiac senescence is alleviated by the natural flavone acacetin via enhancing mitophagy. Aging (Albany NY). 2021 Jun 27;13(12):16381-16403. doi: 10.18632/aging.203163. Epub 2021 Jun 27. PMID: 34175838; PMCID: PMC8266317. 8: Li S, Lv Q, Sun X, Tang T, Deng X, Yin Y, Li L. Acacetin inhibits Streptococcus pneumoniae virulence by targeting pneumolysin. J Pharm Pharmacol. 2020 Aug;72(8):1092-1100. doi: 10.1111/jphp.13279. Epub 2020 May 10. PMID: 32390150. 9: Liou CJ, Wu SJ, Shen SC, Chen LC, Chen YL, Huang WC. Acacetin Protects against Non-Alcoholic Fatty Liver Disease by Regulating Lipid Accumulation and Inflammation in Mice. Int J Mol Sci. 2022 Apr 23;23(9):4687. doi: 10.3390/ijms23094687. PMID: 35563076; PMCID: PMC9103759. 10: Zhou Y, Wu R, Cai FF, Zhou WJ, Lu YY, Zhang H, Chen QL, Sun MY, Su SB. Development of a novel anti-liver fibrosis formula with luteolin, licochalcone A, aloe-emodin and acacetin by network pharmacology and transcriptomics analysis. Pharm Biol. 2021 Dec;59(1):1594-1606. doi: 10.1080/13880209.2021.1999275. PMID: 34808067; PMCID: PMC8635660. 11: Zhang G, Li Z, Dong J, Zhou W, Zhang Z, Que Z, Zhu X, Xu Y, Cao N, Zhao A. Acacetin inhibits invasion, migration and TGF-β1-induced EMT of gastric cancer cells through the PI3K/Akt/Snail pathway. BMC Complement Med Ther. 2022 Jan 9;22(1):10. doi: 10.1186/s12906-021-03494-w. PMID: 35000605; PMCID: PMC8744305. 12: Xie S, Zhang Y, Xu L, Li S, Shen X, Li L, Deng X, Zhou Y. Acacetin attenuates Streptococcus suis virulence by simultaneously targeting suilysin and inflammation. Microb Pathog. 2022 Jan;162:105354. doi: 10.1016/j.micpath.2021.105354. Epub 2021 Dec 8. PMID: 34896203. 13: Alfwuaires M, Elsawy H, Sedky A. Acacetin Inhibits Cell Proliferation and Induces Apoptosis in Human Hepatocellular Carcinoma Cell Lines. Molecules. 2022 Aug 23;27(17):5361. doi: 10.3390/molecules27175361. PMID: 36080130; PMCID: PMC9457933. 14: Xie M, Wang H, Peng J, Qing D, Zhang X, Guo D, Meng P, Luo Z, Wang X, Peng Q. Acacetin protects against depression-associated dry eye disease by regulating ubiquitination of NLRP3 through gp78 signal. Front Pharmacol. 2022 Oct 10;13:984475. doi: 10.3389/fphar.2022.984475. PMID: 36299901; PMCID: PMC9588975. 15: Wang N, Gao Q, Shi J, Yulan C, Ji W, Sheng X, Zhang R. Acacetin antagonized lipotoxicity in pancreatic β-cells via ameliorating oxidative stress and endoplasmic reticulum stress. Mol Biol Rep. 2022 Sep;49(9):8727-8740. doi: 10.1007/s11033-022-07717-2. Epub 2022 Jul 3. PMID: 35780455. 16: Li S, Xu X, Wei L, Wang L, Lv Q. Acacetin Alleviates Listeria monocytogenes Virulence Both In Vitro and In Vivo via the Inhibition of Listeriolysin O. Foodborne Pathog Dis. 2022 Feb;19(2):115-125. doi: 10.1089/fpd.2021.0021. Epub 2021 Nov 22. PMID: 34809484. 17: Liu C, Zhang M, Ye S, Hong C, Chen J, Lu R, Hu B, Yang W, Shen B, Gu Z. Acacetin Protects Myocardial Cells against Hypoxia-Reoxygenation Injury through Activation of Autophagy. J Immunol Res. 2021 Jun 29;2021:9979843. doi: 10.1155/2021/9979843. PMID: 34307696; PMCID: PMC8263275. 18: Bu J, Zhang Y, Mahan Y, Shi S, Wu X, Zhang X, Wang Z, Zhou L. Acacetin improves cognitive function of APP/PS1 Alzheimer's disease model mice via the NLRP3 inflammasome signaling pathway. Transl Neurosci. 2022 Oct 31;13(1):390-397. doi: 10.1515/tnsci-2022-0254. PMID: 36382256; PMCID: PMC9623727. 19: Wu Y, Song F, Li Y, Li J, Cui Y, Hong Y, Han W, Wu W, Lakhani I, Li G, Wang Y. Acacetin exerts antioxidant potential against atherosclerosis through Nrf2 pathway in apoE-/- Mice. J Cell Mol Med. 2021 Jan;25(1):521-534. doi: 10.1111/jcmm.16106. Epub 2020 Nov 26. PMID: 33241629; PMCID: PMC7810944. 20: Lin X, Xu F, Zhang KW, Qiu WX, Zhang H, Hao Q, Li M, Deng XN, Tian Y, Chen ZH, Qian AR. Acacetin Prevents Bone Loss by Disrupting Osteoclast Formation and Promoting Type H Vessel Formation in Ovariectomy-Induced Osteoporosis. Front Cell Dev Biol. 2022 Apr 19;10:796227. doi: 10.3389/fcell.2022.796227. PMID: 35517504; PMCID: PMC9062130.