Kurarinone | CAS# 34981-26-5 | Anti-inflammatory agent

MedKoo Cat#: 576883 | Name: Kurarinone

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Description:

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

Kurarinone is a prenylated flavonoid compound primarily isolated from the roots of Sophora flavescens, a plant used in traditional East Asian medicine. It exhibits notable bioactivities, including anti-inflammatory, anticancer, antioxidant, and antimicrobial effects. Kurarinone’s mechanism of action varies by context but often involves inhibition of NF-κB and MAPK signaling pathways, suppression of pro-inflammatory cytokines, and induction of apoptosis in cancer cells via mitochondrial dysfunction and caspase activation.

Chemical Structure

Kurarinone

CAS#34981-26-5

Theoretical Analysis

MedKoo Cat#: 576883

Name: Kurarinone

CAS#: 34981-26-5

Chemical Formula: C25H28O6

Exact Mass: 424.1886

Molecular Weight: 424.49

Elemental Analysis: C, 70.74; H, 6.65; O, 22.61

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 350.00	2 Weeks
10mg	USD 650.00	2 Weeks

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Related CAS #

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Synonym

(-)-Kurarinone; Kurarinone; Marini

IUPAC/Chemical Name

2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl)chroman-4-one

InChi Key

XRYVAQQLDYTHCL-UHFFFAOYSA-N

InChi Code

InChI=1S/C25H28O6/c1-13(2)5-6-15(14(3)4)9-18-20(28)11-21(29)24-22(30)12-23(31-25(18)24)17-8-7-16(26)10-19(17)27/h5,7-8,10-11,15,23,26-29H,3,6,9,12H2,1-2,4H3

SMILES Code

CC(=CCC(Cc1c(O)cc(O)c2C(=O)CC(Oc12)c3ccc(O)cc3O)C(=C)C)C

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Product Data

Instruction

View handling instruction

Biological target:

Kurarinone, a flavanoid derived from shrub Sophora flavescens, inhibits the process of experimental autoimmune encephalomyelitis via blocking Th1 and Th17 cell differentiation.

In vitro activity:

Kurarinone promoted M2 microglia polarization, and curbed M1 polarization and inflammation in human microglial cells (HMC3) cells with hemin treatment. Besides, kurarinone upregulated IGF1 expression and activated the PI3K/Akt signaling pathway in hemin-treated HMC3 cells. Kurarinone alleviated apoptosis and oxidative damage of SH-SY5Y cells co-cultured with hemin-treated HMC3 cells. Reference: Kaohsiung J Med Sci. 2022 Dec;38(12):1213-1223. https://pubmed.ncbi.nlm.nih.gov/36169245/

In vivo activity:

Kurarinone, a unique natural product from Sophora flavescens, alleviated the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)-induced behavioral deficits and dopaminergic neurotoxicity in mice, including the losses of neurotransmitters and tyrosine hydroxylase (TH)-positive cells (SN and striatum [STR]). Furthermore, kurarinone attenuated the MPTP-mediated neuroinflammation via suppressing the activation of microglia involved in the nuclear factor kappa B signaling pathway. Reference: Proc Natl Acad Sci USA. 2022 Mar 1;119(9):e2118818119. https://pubmed.ncbi.nlm.nih.gov/35217618/

	Solvent	mg/mL	mM
Solubility
	DMSO	50.0	117.79

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 424.49 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. Jia ZQ, Zuo C, Yue WF. Kurarinone alleviates hemin-induced neuroinflammation and microglia-mediated neurotoxicity by shifting microglial M1/M2 polarization via regulating the IGF1/PI3K/Akt signaling. Kaohsiung J Med Sci. 2022 Dec;38(12):1213-1223. doi: 10.1002/kjm2.12597. Epub 2022 Sep 28. PMID: 36169245. 2. Li W, Yin X, Yan Y, Liu C, Li G. Kurarinone attenuates hydrogen peroxide-induced oxidative stress and apoptosis through activating the PI3K/Akt signaling by upregulating IGF1 expression in human ovarian granulosa cells. Environ Toxicol. 2023 Jan;38(1):28-38. doi: 10.1002/tox.23659. Epub 2022 Sep 17. PMID: 36114797. 3. Sun CP, Zhou JJ, Yu ZL, Huo XK, Zhang J, Morisseau C, Hammock BD, Ma XC. Kurarinone alleviated Parkinson's disease via stabilization of epoxyeicosatrienoic acids in animal model. Proc Natl Acad Sci USA. 2022 Mar 1;119(9):e2118818119. doi: 10.1073/pnas.2118818119. PMID: 35217618; PMCID: PMC8892522. 4. Xie L, Gong W, Chen J, Xie HW, Wang M, Yin XP, Wu W. The flavonoid kurarinone inhibits clinical progression of EAE through inhibiting Th1 and Th17 cell differentiation and proliferation. Int Immunopharmacol. 2018 Sep;62:227-236. doi: 10.1016/j.intimp.2018.06.022. Epub 2018 Jul 20. PMID: 30031314.

In vitro protocol:

In vivo protocol:

1. Sun CP, Zhou JJ, Yu ZL, Huo XK, Zhang J, Morisseau C, Hammock BD, Ma XC. Kurarinone alleviated Parkinson's disease via stabilization of epoxyeicosatrienoic acids in animal model. Proc Natl Acad Sci USA. 2022 Mar 1;119(9):e2118818119. doi: 10.1073/pnas.2118818119. PMID: 35217618; PMCID: PMC8892522. 2. Xie L, Gong W, Chen J, Xie HW, Wang M, Yin XP, Wu W. The flavonoid kurarinone inhibits clinical progression of EAE through inhibiting Th1 and Th17 cell differentiation and proliferation. Int Immunopharmacol. 2018 Sep;62:227-236. doi: 10.1016/j.intimp.2018.06.022. Epub 2018 Jul 20. PMID: 30031314.

1. Nishikawa S, Itoh Y, Tokugawa M, Inoue Y, Nakashima KI, Hori Y, Miyajima C, Yoshida K, Morishita D, Ohoka N, Inoue M, Mizukami H, Makino T, Hayashi H. Kurarinone from Sophora Flavescens Roots Triggers ATF4 Activation and Cytostatic Effects Through PERK Phosphorylation. Molecules. 2019 Aug 27;24(17):3110. doi: 10.3390/molecules24173110. PMID: 31461933; PMCID: PMC6749437. 2. Chung TW, Lin CC, Lin SC, Chan HL, Yang CC. Antitumor effect of kurarinone and underlying mechanism in small cell lung carcinoma cells. Onco Targets Ther. 2019 Aug 5;12:6119-6131. doi: 10.2147/OTT.S214964. PMID: 31496721; PMCID: PMC6689141. 3. Qin Y, Zhu Y, Xue X, Zhou G, Li H, Wang J. An In Vitro Study for Evaluating Permeability and Metabolism of Kurarinone. Evid Based Complement Alternat Med. 2020 Sep 13;2020:5267684. doi: 10.1155/2020/5267684. PMID: 33005200; PMCID: PMC7509555. 4. Xie L, Gong W, Chen J, Xie HW, Wang M, Yin XP, Wu W. The flavonoid kurarinone inhibits clinical progression of EAE through inhibiting Th1 and Th17 cell differentiation and proliferation. Int Immunopharmacol. 2018 Sep;62:227-236. doi: 10.1016/j.intimp.2018.06.022. Epub 2018 Jul 20. PMID: 30031314. 5. Yang J, Chen H, Wang Q, Deng S, Huang M, Ma X, Song P, Du J, Huang Y, Wen Y, Ren Y, Yang X. Inhibitory Effect of Kurarinone on Growth of Human Non-small Cell Lung Cancer: An Experimental Study Both in Vitro and in Vivo Studies. Front Pharmacol. 2018 Mar 23;9:252. doi: 10.3389/fphar.2018.00252. PMID: 29628889; PMCID: PMC5876310. 6. Zhou W, Cao A, Wang L, Wu D. Kurarinone Synergizes TRAIL-Induced Apoptosis in Gastric Cancer Cells. Cell Biochem Biophys. 2015 May;72(1):241-9. doi: 10.1007/s12013-014-0444-0. PMID: 25524636.