Okanin | CAS#484-76-4 | flavonoid

MedKoo Cat#: 145803 | Name: Okanin

Description:

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

Okanin is a naturally occurring flavonoid compound found in certain plants, particularly in the genus Okinawense and other species from the Asteraceae family. It has been studied for its potential anti-inflammatory, antioxidant, and antimicrobial properties. Okanin is also of interest for its possible neuroprotective effects, with some research suggesting that it may help in protecting nerve cells from damage due to oxidative stress.

Chemical Structure

Okanin

CAS#484-76-4

Theoretical Analysis

MedKoo Cat#: 145803

Name: Okanin

CAS#: 484-76-4

Chemical Formula: C15H12O6

Exact Mass: 288.0600

Molecular Weight: 288.26

Elemental Analysis: C, 62.50; H, 4.20; O, 33.30

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

Okanin; NSC-93087; NSC93087; NSC 93087;

IUPAC/Chemical Name

(E)-3-(3,4-dihydroxyphenyl)-1-(2,3,4-trihydroxyphenyl)prop-2-en-1-one

InChi Key

GSBNFGRTUCCBTK-DAFODLJHSA-N

InChi Code

1S/C15H12O6/c16-10(9-3-6-12(18)15(21)14(9)20)4-1-8-2-5-11(17)13(19)7-8/h1-7,17-21H/b4-1+

SMILES Code

OC1=C(O)C=C(\C=C\C(=O)C2=C(O)C(O)=C(O)C=C2)C=C1

Appearance

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 288.26 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

1: Mi Y, Xu J, Shi R, Meng Q, Xu L, Liu Y, Guo T, Zhou D, Liu J, Li W, Li N, Hou Y. Okanin from Coreopsis tinctoria Nutt. alleviates cognitive impairment in bilateral common carotid artery occlusion mice by regulating the miR-7/NLRP3 axis in microglia. Food Funct. 2023 Jan 3;14(1):369-387. doi: 10.1039/d2fo01476a. PMID: 36511396. 2: Liu Y, Xiong B, Qiu X, Hao H, Sha A. Study on the antithrombotic effect and physiological mechanism of okanin. Biomed Pharmacother. 2022 Sep;153:113358. doi: 10.1016/j.biopha.2022.113358. Epub 2022 Jul 1. PMID: 35785699. 3: Chia WT, Chen KY, Yang CY, Hsieh CC, Tsao CH, Lin CK, Peng B, Ho SL, Chen YL, Chang SC, Chen YW. Okanin Inhibits Cell Growth and Induces Apoptosis and Pyroptosis in Oral Cancer. Cancers (Basel). 2024 Sep 19;16(18):3195. doi: 10.3390/cancers16183195. PMID: 39335166; PMCID: PMC11429813. 4: Mu Y, Zeng H, Chen W. Okanin in Coreopsis tinctoria Nutt is a major quorum- sensing inhibitor against Chromobacterium violaceum. J Ethnopharmacol. 2020 Oct 5;260:113017. doi: 10.1016/j.jep.2020.113017. Epub 2020 May 25. PMID: 32464313. 5: Hou Y, Li G, Wang J, Pan Y, Jiao K, Du J, Chen R, Wang B, Li N. Okanin, effective constituent of the flower tea Coreopsis tinctoria, attenuates LPS- induced microglial activation through inhibition of the TLR4/NF-κB signaling pathways. Sci Rep. 2017 Apr 3;7:45705. doi: 10.1038/srep45705. PMID: 28367982; PMCID: PMC5377376. 6: Ganie MR, Khan N, Shukla M, Sood S, Devi S, Arora P, Kumar M, Najar IA, Tang J. Okanin alleviates symptoms of nociceptive-like responses in diabetic peripheral neuropathy in type 1 diabetic Wistar rats by regulating the AGEs/NF- κB/Nrf-2 pathway. J Pharmacol Sci. 2025 Jan;157(1):12-24. doi: 10.1016/j.jphs.2024.11.003. Epub 2024 Nov 22. PMID: 39706641. 7: Yang G, Liang Y, Li X, Li Z, Qin Y, Weng Q, Yan Y, Cheng Y, Qian Y, Sun L. Competitive Inhibition of Okanin against Plasmodium falciparum Tyrosyl- tRNA Synthetase. Int J Mol Sci. 2024 Apr 26;25(9):4751. doi: 10.3390/ijms25094751. PMID: 38731970; PMCID: PMC11084299. 8: Kil JS, Son Y, Cheong YK, Kim NH, Jeong HJ, Kwon JW, Lee EJ, Kwon TO, Chung HT, Pae HO. Okanin, a chalcone found in the genus Bidens, and 3-penten-2-one inhibit inducible nitric oxide synthase expression via heme oxygenase-1 induction in RAW264.7 macrophages activated with lipopolysaccharide. J Clin Biochem Nutr. 2012 Jan;50(1):53-8. doi: 10.3164/jcbn.11-30. Epub 2011 Dec 15. PMID: 22247601; PMCID: PMC3246183. 9: Shi Y, Chen R, Xie J, Li L, Liu G, Zheng M, Zhang N. Determination and Pharmacokinetics of Okanin in Rat Plasma by UltraHigh Performance Liquid Chromatography Coupled with Triple-Quadrupole Tandem Mass Spectrometry. J Anal Methods Chem. 2020 Aug 28;2020:4247128. doi: 10.1155/2020/4247128. PMID: 32908778; PMCID: PMC7474779. 10: Wang S, Wang M, Cui J, Lian D, Li L. Inhibition Effect of Okanin Toward Human Cytochrome P450 3A4 and 2D6 with Multi-spectroscopic Studies and Molecular Docking. J Fluoresc. 2024 Jan;34(1):203-212. doi: 10.1007/s10895-023-03258-4. Epub 2023 May 16. PMID: 37191827. 11: Sun S, Li M, Wang M, Zheng J, Yin C, Wu Z, Abdalmegeed D, Shu P, Xin Z. Anti-photoaging effect and the mechanism of Coreopsis tinctoria okanin against UVB-induced skin damage in mice. Int Immunopharmacol. 2024 Sep 30;139:112657. doi: 10.1016/j.intimp.2024.112657. Epub 2024 Jul 17. PMID: 39024749. 12: Kabanda MM, Gbashi S, Madala NE. Proportional coexistence of okanin chalcone glycoside and okanin flavanone glycoside in Bidens pilosa leaves and theoretical investigation on the antioxidant properties of their aglycones. Free Radic Res. 2021 Jan;55(1):53-70. doi: 10.1080/10715762.2020.1859107. Epub 2020 Dec 15. PMID: 33267705. 13: Hoffmann B, Hölzl J. New Chalcones from Bidens pilosa. Planta Med. 1988 Feb;54(1):52-4. doi: 10.1055/s-2006-962335. PMID: 17265204. 14: Xuan TD, Khanh TD. Chemistry and pharmacology of Bidens pilosa: an overview. J Pharm Investig. 2016;46(2):91-132. doi: 10.1007/s40005-016-0231-6. Epub 2016 Mar 30. PMID: 32226639; PMCID: PMC7099298. 15: Tung YT, Chang ST. Inhibition of xanthine oxidase by Acacia confusa extracts and their phytochemicals. J Agric Food Chem. 2010 Jan 27;58(2):781-6. doi: 10.1021/jf901498q. PMID: 20047272. 16: Hoffmann B, Hölzl J. Weitere acylierte chalkone aus Bidens pilosa [Further acylated chalcones from Bidens pilosa]. Planta Med. 1988 Oct;54(5):450-1. German. doi: 10.1055/s-2006-962497. PMID: 17265312. 17: Long T, Xu Y, Kong W, Xiao WP, Xu LY. Simultaneous Determination and Comparison of Phenolic Bioactives among Three Main Kinds of Edible Chrysanthemums. J Chromatogr Sci. 2022 Jun 6;60(5):465-471. doi: 10.1093/chromsci/bmac009. PMID: 35169829. 18: Walliser B, Marinovic S, Kornpointner C, Schlosser C, Abouelnasr M, Hutabarat OS, Haselmair-Gosch C, Molitor C, Stich K, Halbwirth H. The (Bio)chemical Base of Flower Colour in Bidens ferulifolia. Plants (Basel). 2022 May 11;11(10):1289. doi: 10.3390/plants11101289. PMID: 35631713; PMCID: PMC9145775. 19: Ablat A, Li MJ, Zhai XR, Wang Y, Bai XL, Shu P, Liao X. Fast Screening of Tyrosinase Inhibitors in Coreopsis tinctoria Nutt. by Ligand Fishing Based on Paper-Immobilized Tyrosinase. Molecules. 2024 Aug 25;29(17):4018. doi: 10.3390/molecules29174018. PMID: 39274866; PMCID: PMC11397727. 20: Peng A, Lin L, Zhao M, Sun B. Classification of edible chrysanthemums based on phenolic profiles and mechanisms underlying the protective effects of characteristic phenolics on oxidatively damaged erythrocyte. Food Res Int. 2019 Sep;123:64-74. doi: 10.1016/j.foodres.2019.04.046. Epub 2019 Apr 22. PMID: 31285013.