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MedKoo Cat#: 146044 | Name: Nodakenin

Description:

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

Nodakenin is a natural flavonoid compound isolated from plants, particularly Morus alba (white mulberry), and is known for its various biological activities. It exhibits anti-inflammatory, antioxidant, and anticancer properties by modulating key signaling pathways, such as the NF-κB pathway, which regulates inflammation and immune responses. Nodakenin works by reducing oxidative stress and inhibiting the production of pro-inflammatory cytokines, helping to alleviate conditions like arthritis and other inflammatory diseases. Its potential anticancer effects are being explored, as it can induce apoptosis and inhibit the proliferation of certain cancer cells, making it a promising candidate for therapeutic applications.

Chemical Structure

Nodakenin
Nodakenin
CAS#495-31-8

Theoretical Analysis

MedKoo Cat#: 146044

Name: Nodakenin

CAS#: 495-31-8

Chemical Formula: C20H24O9

Exact Mass: 408.1400

Molecular Weight: 408.40

Elemental Analysis: C, 58.82; H, 5.92; O, 35.26

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.
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Related CAS #
No Data
Synonym
Nodakenin;
IUPAC/Chemical Name
(R)-2-(2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)propan-2-yl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one
InChi Key
HXCGUCZXPFBNRD-DNLMCPORSA-N
InChi Code
1S/C20H24O9/c1-20(2,29-19-18(25)17(24)16(23)13(8-21)28-19)14-6-10-5-9-3-4-15(22)27-11(9)7-12(10)26-14/h3-5,7,13-14,16-19,21,23-25H,6,8H2,1-2H3/t13-,14-,16-,17+,18-,19+/m1/s1
SMILES Code
CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]2CC3=CC4=C(OC(=O)C=C4)C=C3O2
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

Preparing Stock Solutions

The following data is based on the product molecular weight 408.40 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
1: Yoon Y, Bae S, Kim TJ, An S, Lee JH. Nodakenin Inhibits Melanogenesis Via the ERK/MSK1 Signaling Pathway. Pharmazie. 2023 Apr 15;78(1):6-12. doi: 10.1691/ph.2023.2490. PMID: 37138409. 2: Li J, Wang L, Tan R, Zhao S, Zhong X, Wang L. Nodakenin alleviated obstructive nephropathy through blunting Snail1 induced fibrosis. J Cell Mol Med. 2020 Sep;24(17):9752-9763. doi: 10.1111/jcmm.15539. Epub 2020 Jul 22. PMID: 32696548; PMCID: PMC7520266. 3: Liu C, Zhao M, Chen J, Xu L, Wang K, Li G. Nodakenin alleviates ovariectomy- induced osteoporosis by modulating osteoblastogenesis and osteoclastogenesis. Eur J Pharmacol. 2023 Dec 5;960:176121. doi: 10.1016/j.ejphar.2023.176121. Epub 2023 Oct 21. PMID: 37866743. 4: Liu C, Chen J, Wang Z, Li Y, Zhang Y, Li G. Nodakenin Ameliorates Ovariectomy-Induced Bone Loss by Regulating Gut Microbiota. Molecules. 2024 Mar 11;29(6):1240. doi: 10.3390/molecules29061240. PMID: 38542877; PMCID: PMC10976110. 5: Kim TW. Nodakenin Induces ROS-Dependent Apoptotic Cell Death and ER Stress in Radioresistant Breast Cancer. Antioxidants (Basel). 2023 Feb 15;12(2):492. doi: 10.3390/antiox12020492. PMID: 36830050; PMCID: PMC9952086. 6: Liao Y, Lin X, Li J, Tan R, Zhong X, Wang L. Nodakenin alleviates renal ischaemia-reperfusion injury via inhibiting reactive oxygen species-induced NLRP3 inflammasome activation. Nephrology (Carlton). 2021 Jan;26(1):78-87. doi: 10.1111/nep.13781. Epub 2020 Sep 30. PMID: 32902019. 7: Gao Q, Jeon SJ, Jung HA, Lee HE, Park SJ, Lee Y, Lee Y, Ko SY, Kim B, Choi JS, Ryu JH. Nodakenin Enhances Cognitive Function and Adult Hippocampal Neurogenesis in Mice. Neurochem Res. 2015 Jul;40(7):1438-47. doi: 10.1007/s11064-015-1612-3. Epub 2015 May 22. PMID: 25998887. 8: Jin BR, Lee M, An HJ. Nodakenin represses obesity and its complications via the inhibition of the VLDLR signalling pathway in vivo and in vitro. Cell Prolif. 2021 Aug;54(8):e13083. doi: 10.1111/cpr.13083. Epub 2021 Jun 24. PMID: 34165214; PMCID: PMC8349651. 9: Kim DH, Kim DY, Kim YC, Jung JW, Lee S, Yoon BH, Cheong JH, Kim YS, Kang SS, Ko KH, Ryu JH. Nodakenin, a coumarin compound, ameliorates scopolamine-induced memory disruption in mice. Life Sci. 2007 May 1;80(21):1944-50. doi: 10.1016/j.lfs.2007.02.023. Epub 2007 Feb 27. PMID: 17382968. 10: Yi N, Mi Y, Xu X, Li N, Chen B, Yan K, Tan K, Zhang B, Wang L, Kuang G, Lu M. Nodakenin attenuates cartilage degradation and inflammatory responses in a mice model of knee osteoarthritis by regulating mitochondrial Drp1/ROS/NLRP3 axis. Int Immunopharmacol. 2022 Dec;113(Pt A):109349. doi: 10.1016/j.intimp.2022.109349. Epub 2022 Oct 24. PMID: 36302323. 11: Lim JY, Lee JH, Yun DH, Lee YM, Kim DK. Inhibitory effects of nodakenin on inflammation and cell death in lipopolysaccharide-induced liver injury mice. Phytomedicine. 2021 Jan;81:153411. doi: 10.1016/j.phymed.2020.153411. Epub 2020 Nov 20. PMID: 33310307. 12: Rim HK, Cho W, Sung SH, Lee KT. Nodakenin suppresses lipopolysaccharide- induced inflammatory responses in macrophage cells by inhibiting tumor necrosis factor receptor-associated factor 6 and nuclear factor-κB pathways and protects mice from lethal endotoxin shock. J Pharmacol Exp Ther. 2012 Sep;342(3):654-64. doi: 10.1124/jpet.112.194613. Epub 2012 May 25. PMID: 22637723. 13: Park SJ, Cha HS, Lee YH, Kim WJ, Kim DH, Kim EC, Lee KH, Kim TJ. Effect of nodakenin on atopic dermatitis-like skin lesions. Biosci Biotechnol Biochem. 2014;78(9):1568-71. doi: 10.1080/09168451.2014.923296. Epub 2014 Jun 12. PMID: 25209505. 14: Shah B, Solanki N. Ameliorative effect of nodakenin in combating TNBS- induced ulcerative colitis by suppressing NFƙB-mediated NLRP3 inflammasome pathway. Naunyn Schmiedebergs Arch Pharmacol. 2025 Jan;398(1):673-686. doi: 10.1007/s00210-024-03304-3. Epub 2024 Jul 23. PMID: 39042157. 15: Han NR, Kim KC, Kim JS, Ko SG, Park HJ, Moon PD. The immune-enhancing effects of a mixture of Astragalus membranaceus (Fisch.) Bunge, Angelica gigas Nakai, and Trichosanthes Kirilowii (Maxim.) or its active constituent nodakenin. J Ethnopharmacol. 2022 Mar 1;285:114893. doi: 10.1016/j.jep.2021.114893. Epub 2021 Dec 4. PMID: 34875347. 16: Lee NY, Chung KS, Jin JS, Lee YC, An HJ. The Inhibitory Effect of Nodakenin on Mast-Cell-Mediated Allergic Inflammation Via Downregulation of NF-κB and Caspase-1 Activation. J Cell Biochem. 2017 Nov;118(11):3993-4001. doi: 10.1002/jcb.26055. Epub 2017 May 30. PMID: 28407357. 17: Xiong Y, Wang J, Yu H, Zhang X, Miao C, Ma S. The effects of nodakenin on airway inflammation, hyper-responsiveness and remodeling in a murine model of allergic asthma. Immunopharmacol Immunotoxicol. 2014 Oct;36(5):341-8. doi: 10.3109/08923973.2014.947035. Epub 2014 Aug 4. PMID: 25090633. 18: Ko MJ, Kwon MR, Chung MS. Pilot-scale subcritical-water extraction of nodakenin and decursin from Angelica gigas Nakai. Food Sci Biotechnol. 2019 Nov 28;29(5):631-639. doi: 10.1007/s10068-019-00698-2. PMID: 32419961; PMCID: PMC7221035. 19: Huang J, Yin L, Niu M, Geng Z, Zuo L, Li J, Hu J. 紫花前胡苷通过抑制肠上皮细胞焦亡改善2，4，6-三硝基苯磺酸诱导的小鼠实验性结肠炎 [Nodakenin ameliorates TNBS-induced experimental colitis in mice by inhibiting pyroptosis of intestinal epithelial cells]. Nan Fang Yi Ke Da Xue Xue Bao. 2025 Feb 20;45(2):261-268. Chinese. doi: 10.12122/j.issn.1673-4254.2025.02.07. PMID: 40031970; PMCID: PMC11875862. 20: Song J, Qin BF, Zhang JJ, Feng QY, Liu GC, Zhao GY, Sun HM. Regulation of the Nur77-P2X7r Signaling Pathway by Nodakenin: A Potential Protective Function against Alcoholic Liver Disease. Molecules. 2024 Feb 29;29(5):1078. doi: 10.3390/molecules29051078. PMID: 38474588; PMCID: PMC10935048.