Paeonol | CAS#552-41-0 | histone acetylation regulator

MedKoo Cat#: 591810 | Name: Paeonol

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Description:

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

Paeonol is a phenolic compound found in peonies such as Paeonia suffruticosa, in Arisaema erubescens, and in Dioscorea japonica. It is a component found in some Traditional Chinese medicine remedies. Paeonol attenuates isoflurane anaesthesia induced hippocampal neurotoxicity via modulation of JNK/ERK/P38MAPK pathway and regulates histone acetylation.

Chemical Structure

Paeonol

CAS#552-41-0

Theoretical Analysis

MedKoo Cat#: 591810

Name: Paeonol

CAS#: 552-41-0

Chemical Formula: C9H10O3

Exact Mass: 166.0630

Molecular Weight: 166.18

Elemental Analysis: C, 65.05; H, 6.07; O, 28.88

Price and Availability

Size	Price	Availability	Quantity
1g	USD 230.00
10g	USD 380.00

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Related CAS #

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Synonym

Paeonol; NSC 401442; NSC-401442; NSC401442

IUPAC/Chemical Name

1-(2-Hydroxy-4-methoxyphenyl)ethanone

InChi Key

UILPJVPSNHJFIK-UHFFFAOYSA-N

InChi Code

InChI=1S/C9H10O3/c1-6(10)8-4-3-7(12-2)5-9(8)11/h3-5,11H,1-2H3

SMILES Code

CC(C1=CC=C(OC)C=C1O)=O

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

>3 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

2934.99.03.00

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Paeonol inhibits MAO-A and MAO-B with IC50 of 54.6 μM and 42.5 Μm.

In vitro activity:

Paeonol significantly inhibited histamine release from the rat peritoneal mast cells (RPMCs) treated with compound 48/80, a mast cell degranulator. Paeonol significantly inhibited IgE production in B cells activated by anti-CD40 mAb, recombinant interleukin-4 (rIL-4) and recombinant histamine releasing factor (rHRF). Paeonol effectively downregulated the expression of IL-4 in the activated B cells by reverse transcription-polymerase chain reaction (RT-PCR). Reference: Int Immunopharmacol. 2004 Feb;4(2):279-87. https://pubmed.ncbi.nlm.nih.gov/14996419/

In vivo activity:

To further investigate the potential cardioprotective action of paeonol on no-reflow, healthy male Wistar rats were randomly divided into four groups: sham, ischemia-reperfusion (I/R) injury (left anterior descending coronary artery was ligated for 4 h followed by reperfusion for 8 h), and I/R injury pretreated with paeonol at two different doses. Data indicated that paeonol treatment significantly reduces myocardial infarct area and no-reflow area (n = 8; p < 0.05). Regional myocardial perfusion (A·β) and cardiac functions such as ejection fraction, stroke volume, and fractional shortening were elevated by paeonol (n = 8; p < 0.05). Paeonol also lowered the serum levels of lactate dehydrogenase, creatine kinase, cardiac troponin T, and C-reactive protein, as indices of myocardial injury. Paeonol exerts beneficial effects on attenuating I/R-associated no-reflow injuries, and may be considered as a potential preventive treatment for cardiac diseases or post-coronary revascularization in which no-reflow often occurs. Reference: Front Physiol. 2016 Jul 21;7:298. https://pubmed.ncbi.nlm.nih.gov/27493631/

	Solvent	mg/mL	mM
Solubility
	Ethanol:PBS (pH 7.2) (1:7)	0.1	0.72
	Water	1.0	6.02

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 166.18 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. Chen X, Xu Z, Lu M, Ding W, Zhong J, Deng S, Li S, Miao J, Liu X, Wen Q, Ye S, Li C, Li H. Paeonol inhibits melanoma growth by targeting PD1 through upregulation of miR-139-5p. Biochem Biophys Res Commun. 2023 May 14;656:86-96. doi: 10.1016/j.bbrc.2023.03.005. Epub 2023 Mar 5. PMID: 36958259. 2. Kim SH, Kim SA, Park MK, Kim SH, Park YD, Na HJ, Kim HM, Shin MK, Ahn KS. Paeonol inhibits anaphylactic reaction by regulating histamine and TNF-alpha. Int Immunopharmacol. 2004 Feb;4(2):279-87. doi: 10.1016/j.intimp.2003.12.013. PMID: 14996419. 3. Ma L, Chuang CC, Weng W, Zhao L, Zheng Y, Zhang J, Zuo L. Paeonol Protects Rat Heart by Improving Regional Blood Perfusion during No-Reflow. Front Physiol. 2016 Jul 21;7:298. doi: 10.3389/fphys.2016.00298. PMID: 27493631; PMCID: PMC4954854. 4. Chou TC. Anti-inflammatory and analgesic effects of paeonol in carrageenan-evoked thermal hyperalgesia. Br J Pharmacol. 2003 Jul;139(6):1146-52. doi: 10.1038/sj.bjp.0705360. PMID: 12871833; PMCID: PMC1573952.

In vitro protocol:

In vivo protocol:

1. Ma L, Chuang CC, Weng W, Zhao L, Zheng Y, Zhang J, Zuo L. Paeonol Protects Rat Heart by Improving Regional Blood Perfusion during No-Reflow. Front Physiol. 2016 Jul 21;7:298. doi: 10.3389/fphys.2016.00298. PMID: 27493631; PMCID: PMC4954854. 2. Chou TC. Anti-inflammatory and analgesic effects of paeonol in carrageenan-evoked thermal hyperalgesia. Br J Pharmacol. 2003 Jul;139(6):1146-52. doi: 10.1038/sj.bjp.0705360. PMID: 12871833; PMCID: PMC1573952.

1: Jin H, Wang M, Wang J, Cao H, Niu W, Du L. Paeonol attenuates isoflurane anaesthesia induced hippocampal neurotoxicity via modulation of JNK/ERK/P38MAPK pathway and regulates histone acetylation in neonatal rat. J Matern Fetal Neonatal Med. 2018 Jun 10:1-211. doi: 10.1080/14767058.2018.1487396. [Epub ahead of print] PubMed PMID: 29886761. 2: Liu X, Xu Q, Mei L, Lei H, Wen Q, Miao J, Huang H, Chen D, Du S, Zhang S, Zhou J, Deng R, Li Y, Li C, Li H. Paeonol attenuates acute lung injury by inhibiting HMGB1 in lipopolysaccharide-induced shock rats. Int Immunopharmacol. 2018 Jun 5;61:169-177. doi: 10.1016/j.intimp.2018.05.032. [Epub ahead of print] PubMed PMID: 29883962. 3: Zhang L, Chen Z, Gong W, Zou Y, Xu F, Chen L, Huang H. Paeonol Ameliorates Diabetic Renal Fibrosis Through Promoting the Activation of the Nrf2/ARE Pathway via Up-Regulating Sirt1. Front Pharmacol. 2018 May 18;9:512. doi: 10.3389/fphar.2018.00512. eCollection 2018. PubMed PMID: 29867511; PubMed Central PMCID: PMC5968333. 4: Saahene RO, Wang J, Wang ML, Agbo E, Pang D. The Antitumor Mechanism of Paeonol on CXCL4/CXCR3-B Signals in Breast Cancer Through Induction of Tumor Cell Apoptosis. Cancer Biother Radiopharm. 2018 May 30. doi: 10.1089/cbr.2018.2450. [Epub ahead of print] PubMed PMID: 29847158. 5: Fu J, Yu L, Luo J, Huo R, Zhu B. Paeonol induces the apoptosis of the SGC 7901 gastric cancer cell line by downregulating ERBB2 and inhibiting the NF κB signaling pathway. Int J Mol Med. 2018 May 23. doi: 10.3892/ijmm.2018.3704. [Epub ahead of print] PubMed PMID: 29845222. 6: Tsai CH, Hsu MH, Huang PH, Hsieh CT, Chiu YM, Shieh DC, Lee YJ, Tsay GJ, Wu YY. A paeonol derivative, YPH-PA3 promotes the differentiation of monocyte/macrophage lineage precursor cells into osteoblasts and enhances their autophagy. Eur J Pharmacol. 2018 Aug 5;832:104-113. doi: 10.1016/j.ejphar.2018.05.024. Epub 2018 May 18. PubMed PMID: 29782859. 7: Zhu XL, Chen JJ, Han F, Pan C, Zhuang TT, Cai YF, Lu YP. Novel antidepressant effects of Paeonol alleviate neuronal injury with concomitant alterations in BDNF, Rac1 and RhoA levels in chronic unpredictable mild stress rats. Psychopharmacology (Berl). 2018 May 12. doi: 10.1007/s00213-018-4915-7. [Epub ahead of print] PubMed PMID: 29752492. 8: Sun Z, Du J, Hwang E, Yi TH. Paeonol extracted from Paeonia suffruticosa Andr. ameliorated UVB-induced skin photoaging via DLD/Nrf2/ARE and MAPK/AP-1 pathway. Phytother Res. 2018 May 10. doi: 10.1002/ptr.6100. [Epub ahead of print] PubMed PMID: 29748977. 9: Xu Q, Liu X, Mei L, Wen Q, Chen J, Miao J, Lei H, Huang H, Chen D, Du S, Liu A, Zhang S, Zhou J, Deng R, Li Y, Li C, Li H. Paeonol Reduces the Nucleocytoplasmic Transportation of HMGB1 by Upregulating HDAC3 in LPS-Induced RAW264.7 Cells. Inflammation. 2018 May 7. doi: 10.1007/s10753-018-0800-0. [Epub ahead of print] PubMed PMID: 29736733. 10: Sun X, Wang P, Yao LP, Wang W, Gao YM, Zhang J, Fu YJ. Paeonol alleviated acute alcohol-induced liver injury via SIRT1/Nrf2/NF-κB signaling pathway. Environ Toxicol Pharmacol. 2018 Jun;60:110-117. doi: 10.1016/j.etap.2018.04.016. Epub 2018 Apr 22. PubMed PMID: 29704732. 11: Zhang RH, Li CR, Yang H, Li MN, Tsim KWK, Li P, Gao W. An UPLC-MS/MS method for simultaneous determination of multiple constituents in Guizhi Fuling capsule with ultrafast positive/negative ionization switching. Chin J Nat Med. 2018 Apr;16(4):313-320. doi: 10.1016/S1875-5364(18)30061-X. PubMed PMID: 29703331. 12: Choy KW, Murugan D, Mustafa MR. Natural products targeting ER stress pathway for the treatment of cardiovascular diseases. Pharmacol Res. 2018 Jun;132:119-129. doi: 10.1016/j.phrs.2018.04.013. Epub 2018 Apr 21. Review. PubMed PMID: 29684674. 13: Jiao MJ, Deng Z, Zhang J, Wang SH, Cui WJ, Zhang GY, Liu A. [Preparation and quality standard of standard decoction of Chinese herbal medicine containing volatile components-case study of Moutan Cortex]. Zhongguo Zhong Yao Za Zhi. 2018 Mar;43(5):891-896. doi: 10.19540/j.cnki.cjcmm.20180105.017. Chinese. PubMed PMID: 29676084. 14: Liao M, Cheng X, Zhang X, Diao X, Liang C, Zhang L. Qualitative and Quantitative Analyses of Active Constituents in Trollius ledebourii. J Chromatogr Sci. 2018 Apr 13. doi: 10.1093/chromsci/bmy035. [Epub ahead of print] PubMed PMID: 29668849. 15: Zhu N, Wu XX, Tian Y, Zhu JX, Li JC. Pharmacokinetic and Pharmacodynamics of Self-Assembled Cubic Liquid Crystalline Nanoparticle Gel After Transdermal Administration. Med Sci Monit. 2018 Apr 18;24:2330-2338. PubMed PMID: 29666359; PubMed Central PMCID: PMC5926275. 16: Zhang WW, Xu F, Wang D, Ye J, Cai SQ. Buyang Huanwu Decoction ameliorates ischemic stroke by modulating multiple targets with multiple components: In vitro evidences. Chin J Nat Med. 2018 Mar;16(3):194-202. doi: 10.1016/S1875-5364(18)30047-5. PubMed PMID: 29576055. 17: Zhao B, Shi QJ, Zhang ZZ, Wang SY, Wang X, Wang H. Protective effects of paeonol on subacute/chronic brain injury during cerebral ischemia in rats. Exp Ther Med. 2018 Apr;15(4):3836-3846. doi: 10.3892/etm.2018.5893. Epub 2018 Feb 26. PubMed PMID: 29563983; PubMed Central PMCID: PMC5858057. 18: Yang CT, Lu GL, Hsu SF, MacDonald I, Chiou LC, Hung SY, Chen YH. Paeonol promotes hippocampal synaptic transmission: The role of the Kv2.1 potassium channel. Eur J Pharmacol. 2018 May 15;827:227-237. doi: 10.1016/j.ejphar.2018.03.020. Epub 2018 Mar 15. PubMed PMID: 29550337. 19: Wu J, Sun C, Wang R, Li J, Zhou M, Yan M, Xue X, Wang C. Cardioprotective effect of paeonol against epirubicin-induced heart injury via regulating miR-1 and PI3K/AKT pathway. Chem Biol Interact. 2018 Apr 25;286:17-25. doi: 10.1016/j.cbi.2018.02.035. Epub 2018 Mar 2. PubMed PMID: 29505745. 20: Li C, Yang L, Wu H, Dai M. Paeonol Inhibits Oxidized Low-Density Lipoprotein-Induced Vascular Endothelial Cells Autophagy by Upregulating the Expression of miRNA-30a. Front Pharmacol. 2018 Feb 8;9:95. doi: 10.3389/fphar.2018.00095. eCollection 2018. PubMed PMID: 29472864; PubMed Central PMCID: PMC5809422.