Atractylodin | CAS#55290-63-6 | NAAA

MedKoo Cat#: 471063 | Name: Atractylodin

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Description:

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

Atractylodin inhibits N-acylethanolamine-hydrolyzing acid amidase (NAAA) activity . Atractylodin also inhibits interleukin-6 (IL-6) by blocking NPM-ALK activation and MAPKs.

Chemical Structure

Atractylodin

CAS#55290-63-6

Theoretical Analysis

MedKoo Cat#: 471063

Name: Atractylodin

CAS#: 55290-63-6

Chemical Formula: C13H10O

Exact Mass: 182.0700

Molecular Weight: 182.22

Elemental Analysis: C, 85.69; H, 5.53; O, 8.78

Price and Availability

Size	Price	Availability
10mg	USD 450.00	2 Weeks
25mg	USD 750.00	2 Weeks
50mg	USD 1,250.00	2 Weeks

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Related CAS #

No Data

Synonym

Atractydin, Atractylodin

IUPAC/Chemical Name

2-((1E,7E)-nona-1,7-dien-3,5-diyn-1-yl)furan

InChi Key

GRBKWAXRYIITKG-QFMFQGICSA-N

InChi Code

InChI=1S/C13H10O/c1-2-3-4-5-6-7-8-10-13-11-9-12-14-13/h2-3,8-12H,1H3/b3-2+,10-8+

SMILES Code

C/C=C/C#CC#C/C=C/C1=CC=CO1

Appearance

Solid powder

Purity

>95% (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

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Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 182.22 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: He Y, Fang D, Liang T, Pang H, Nong Y, Tang L, Yang Z, Lu C, Han X, Zhao S, Mo S, Meng Y, Han C, Peng T. Atractylodin may induce ferroptosis of human hepatocellular carcinoma cells. Ann Transl Med. 2021 Oct;9(20):1535. doi: 10.21037/atm-21-4386. PMID: 34790741; PMCID: PMC8576678. 2: Heo G, Kim Y, Kim EL, Park S, Rhee SH, Jung JH, Im E. Atractylodin Ameliorates Colitis via PPARα Agonism. Int J Mol Sci. 2023 Jan 2;24(1):802. doi: 10.3390/ijms24010802. PMID: 36614242; PMCID: PMC9821687. 3: Yu B, Zhao Y, Teng S, Ni Y, Xu S, Wu X, Zhang J, Xu X, Fang Y, Shi J, Zhang B. Atractylodin alleviates cancer anorexia-cachexia syndrome by regulating NPY through hypothalamic Sirt1/AMPK axis-induced autophagy. Biochem Biophys Res Commun. 2022 Oct 15;625:154-160. doi: 10.1016/j.bbrc.2022.08.011. Epub 2022 Aug 6. PMID: 35963161. 4: Chang KW, Zhang X, Lin SC, Lin YC, Li CH, Akhrymuk I, Lin SH, Lin CC. Atractylodin Suppresses TGF-β-Mediated Epithelial-Mesenchymal Transition in Alveolar Epithelial Cells and Attenuates Bleomycin-Induced Pulmonary Fibrosis in Mice. Int J Mol Sci. 2021 Oct 15;22(20):11152. doi: 10.3390/ijms222011152. PMID: 34681813; PMCID: PMC8570326. 5: Chen L, Tang YL, Liu ZH, Pan Y, Jiao RQ, Kong LD. Atractylodin inhibits fructose-induced human podocyte hypermotility via anti-oxidant to down-regulate TRPC6/p-CaMK4 signaling. Eur J Pharmacol. 2021 Dec 15;913:174616. doi: 10.1016/j.ejphar.2021.174616. Epub 2021 Nov 13. PMID: 34780752. 6: Tshering G, Plengsuriyakarn T, Na-Bangchang K, Pimtong W. Embryotoxicity evaluation of atractylodin and β-eudesmol using the zebrafish model. Comp Biochem Physiol C Toxicol Pharmacol. 2021 Jan;239:108869. doi: 10.1016/j.cbpc.2020.108869. Epub 2020 Aug 14. PMID: 32805444. 7: Li Z, Song Y, Hou W, Qi Y, Lu X, Xue Y, Huang J, Fang Q. Atractylodin induces oxidative stress-mediated apoptosis and autophagy in human breast cancer MCF-7 cells through inhibition of the P13K/Akt/mTOR pathway. J Biochem Mol Toxicol. 2022 Aug;36(8):e23081. doi: 10.1002/jbt.23081. Epub 2022 Apr 28. PMID: 35478473. 8: Qu L, Lin X, Liu C, Ke C, Zhou Z, Xu K, Cao G, Liu Y. Atractylodin Attenuates Dextran Sulfate Sodium-Induced Colitis by Alleviating Gut Microbiota Dysbiosis and Inhibiting Inflammatory Response Through the MAPK Pathway. Front Pharmacol. 2021 Jul 15;12:665376. doi: 10.3389/fphar.2021.665376. PMID: 34335244; PMCID: PMC8320761. 9: Yang L, Ji C, Li Y, Hu F, Zhang F, Zhang H, Li L, Ren J, Wang Z, Qiu Y. Natural Potent NAAA Inhibitor Atractylodin Counteracts LPS-Induced Microglial Activation. Front Pharmacol. 2020 Oct 2;11:577319. doi: 10.3389/fphar.2020.577319. PMID: 33117168; PMCID: PMC7565389. 10: Muhamad N, Plengsuriyakarn T, Chittasupho C, Na-Bangchang K. The Potential of Atractylodin-Loaded PLGA Nanoparticles as Chemotherapeutic for Cholangiocarcinoma. Asian Pac J Cancer Prev. 2020 Apr 1;21(4):935-941. doi: 10.31557/APJCP.2020.21.4.935. PMID: 32334453; PMCID: PMC7445967. 11: Chae HS, Kim YM, Chin YW. Atractylodin Inhibits Interleukin-6 by Blocking NPM-ALK Activation and MAPKs in HMC-1. Molecules. 2016 Sep 2;21(9):1169. doi: 10.3390/molecules21091169. Erratum in: Molecules. 2016 Oct 25;21(10 ): PMID: 27598116; PMCID: PMC6274166. 12: Kanda H, Yang Y, Duan S, Kogure Y, Wang S, Iwaoka E, Ishikawa M, Takeda S, Sonoda H, Mizuta K, Aoki S, Yamamoto S, Noguchi K, Dai Y. Atractylodin Produces Antinociceptive Effect through a Long-Lasting TRPA1 Channel Activation. Int J Mol Sci. 2021 Mar 31;22(7):3614. doi: 10.3390/ijms22073614. PMID: 33807167; PMCID: PMC8036394. 13: Chuang CH, Cheng YC, Lin SC, Lehman CW, Wang SP, Chen DY, Tsai SW, Lin CC. Atractylodin Suppresses Dendritic Cell Maturation and Ameliorates Collagen- Induced Arthritis in a Mouse Model. J Agric Food Chem. 2019 Jun 19;67(24):6773-6784. doi: 10.1021/acs.jafc.9b01163. Epub 2019 Jun 10. PMID: 31154759. 14: Gao L, Zhang WH, Wang YW, Zhu XJ, Xiao YJ, Gao QW, Li W, Chen L. [Positive inotropic effect of atractylodin in normal rats and its underlying mechanism]. Zhongguo Ying Yong Sheng Li Xue Za Zhi. 2020 Sep;36(5):408-413. Chinese. doi: 10.12047/j.cjap.5992.2020.087. PMID: 33629552. 15: Zhang T, Li SM, Li YN, Cao JL, Xue H, Wang C, Jin CH. Atractylodin Induces Apoptosis and Inhibits the Migration of A549 Lung Cancer Cells by Regulating ROS-Mediated Signaling Pathways. Molecules. 2022 May 5;27(9):2946. doi: 10.3390/molecules27092946. PMID: 35566297; PMCID: PMC9103034. 16: Bai Y, Zhao YH, Xu JY, Yu XZ, Hu YX, Zhao ZQ. Atractylodin Induces Myosin Light Chain Phosphorylation and Promotes Gastric Emptying through Ghrelin Receptor. Evid Based Complement Alternat Med. 2017;2017:2186798. doi: 10.1155/2017/2186798. Epub 2017 Aug 13. PMID: 28883883; PMCID: PMC5572613. 17: Xu L, Zhou Y, Xu J, Xu X, Lu G, Lv Q, Wei L, Deng X, Shen X, Feng H, Wang J. Anti-inflammatory, antioxidant and anti-virulence roles of atractylodin in attenuating Listeria monocytogenes infection. Front Immunol. 2022 Oct 28;13:977051. doi: 10.3389/fimmu.2022.977051. PMID: 36389842; PMCID: PMC9651212. 18: Mathema VB, Chaijaroenkul W, Na-Bangchang K. Cytotoxic activity and molecular targets of atractylodin in cholangiocarcinoma cells. J Pharm Pharmacol. 2019 Feb;71(2):185-195. doi: 10.1111/jphp.13024. Epub 2018 Oct 15. PMID: 30324612. 19: Dong Y, Zhang X, Yao C, Xu R, Tian X. Atractylodin attenuates the expression of MUC5AC and extracellular matrix in lipopolysaccharide-induced airway inflammation by inhibiting the NF-κB pathway. Environ Toxicol. 2021 Sep;36(9):1911-1922. doi: 10.1002/tox.23311. Epub 2021 Jun 21. PMID: 34152691. 20: Tshering G, Pimtong W, Plengsuriyakarn T, Na-Bangchang K. Anti-angiogenic effects of beta-eudesmol and atractylodin in developing zebrafish embryos. Comp Biochem Physiol C Toxicol Pharmacol. 2021 May;243:108980. doi: 10.1016/j.cbpc.2021.108980. Epub 2021 Jan 22. PMID: 33493664.

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8-bromo-N-hexyl-N-octyloctanamide