MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 112043 | Name: Atractylenolide II
Featured

Description:

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

Atractylenolide II is a sesquiterpene that inhibits proliferation of, as well as halts the cell cycle at the G2/M phase and induces apoptosis in, DU145 and LNCaP prostate cancer cells.

Chemical Structure

Atractylenolide II
Atractylenolide II
CAS#73069-14-4

Theoretical Analysis

MedKoo Cat#: 112043

Name: Atractylenolide II

CAS#: 73069-14-4

Chemical Formula: C15H20O2

Exact Mass: 232.1463

Molecular Weight: 232.32

Elemental Analysis: C, 77.55; H, 8.68; O, 13.77

Price and Availability

Size Price Availability Quantity
1mg USD 250.00 2 Weeks
5mg USD 650.00 2 Weeks
10mg USD 1,050.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Atractylenolide II; 2-Atractylenolide; 2Atractylenolide; 2 Atractylenolide
IUPAC/Chemical Name
(4aS,8aR,9aS)-3,8a-dimethyl-5-methylene-4a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(4H)-one
InChi Key
OQYBLUDOOFOBPO-KCQAQPDRSA-N
InChi Code
InChI=1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h12-13H,1,4-8H2,2-3H3/t12-,13-,15+/m0/s1
SMILES Code
C[C@@]12[C@@]([H])(CC([C@]([H])(C2)OC3=O)=C3C)C(CCC1)=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
Solvent mg/mL mM
Solubility
DMF 10.0 43.08
DMSO 20.0 86.15
Ethanol 10.0 43.08
PBS (pH: 7.2) 0.3 1.29
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 232.32 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: Xiao C, Xu C, He N, Liu Y, Wang Y, Zhang M, Ji K, Du L, Wang J, Wang Q, Liu Q. Atractylenolide II prevents radiation damage via MAPKp38/Nrf2 signaling pathway. Biochem Pharmacol. 2020 Jul;177:114007. doi: 10.1016/j.bcp.2020.114007. Epub 2020 Apr 30. PMID: 32360309. 2: Dou S, Yang C, Zou D, Da W, Masood M, Adlat S, Baima YJ, Nasser MI, Li B, Jiang N. Atractylenolide II induces cell cycle arrest and apoptosis in breast cancer cells through ER pathway. Pak J Pharm Sci. 2021 Jul;34(4):1449-1458. PMID: 34799321. 3: Zhang R, Wang Z, Yu Q, Shen J, He W, Zhou D, Yu Q, Fan J, Gao S, Duan L. Atractylenolide II reverses the influence of lncRNA XIST/miR-30a-5p/ROR1 axis on chemo-resistance of colorectal cancer cells. J Cell Mol Med. 2019 May;23(5):3151-3165. doi: 10.1111/jcmm.14148. Epub 2019 Mar 25. PMID: 30907503; PMCID: PMC6484310. 4: Wang T, Long F, Zhang X, Yang Y, Jiang X, Wang L. Chemopreventive effects of atractylenolide II on mammary tumorigenesis via activating Nrf2-ARE pathway. Oncotarget. 2017 Aug 24;8(44):77500-77514. doi: 10.18632/oncotarget.20546. PMID: 29100404; PMCID: PMC5652796. 5: Zhang Y, Liu Y, Wang J, Jiang Z, Zhang L, Cui Y, Zhao D, Wang Y. Atractylenolide II inhibits tumor-associated macrophages (TAMs)-induced lung cancer cell metastasis. Immunopharmacol Immunotoxicol. 2022 Apr;44(2):227-237. doi: 10.1080/08923973.2022.2037629. Epub 2022 Feb 15. PMID: 35166628. 6: Deng M, Chen H, Long J, Song J, Xie L, Li X. Atractylenolides (I, II, and III): a review of their pharmacology and pharmacokinetics. Arch Pharm Res. 2021 Jul;44(7):633-654. doi: 10.1007/s12272-021-01342-6. Epub 2021 Jul 16. PMID: 34269984. 7: Wang J, Nasser MI, Adlat S, Ming Jiang M, Jiang N, Gao L. Atractylenolide II Induces Apoptosis of Prostate Cancer Cells through Regulation of AR and JAK2/STAT3 Signaling Pathways. Molecules. 2018 Dec 12;23(12):3298. doi: 10.3390/molecules23123298. PMID: 30545141; PMCID: PMC6320989. 8: Tian S, Yu H. Atractylenolide II Inhibits Proliferation, Motility and Induces Apoptosis in Human Gastric Carcinoma Cell Lines HGC-27 and AGS. Molecules. 2017 Nov 3;22(11):1886. doi: 10.3390/molecules22111886. PMID: 29099789; PMCID: PMC6150195. 9: Ye Y, Wang H, Chu JH, Chou GX, Chen SB, Mo H, Fong WF, Yu ZL. Atractylenolide II induces G1 cell-cycle arrest and apoptosis in B16 melanoma cells. J Ethnopharmacol. 2011 Jun 14;136(1):279-82. doi: 10.1016/j.jep.2011.04.020. Epub 2011 Apr 16. PMID: 21524699. 10: Xu S, Qi X, Liu Y, Liu Y, Lv X, Sun J, Cai Q. UPLC-MS/MS of Atractylenolide I, Atractylenolide II, Atractylenolide III, and Atractyloside A in Rat Plasma after Oral Administration of Raw and Wheat Bran-Processed Atractylodis Rhizoma. Molecules. 2018 Dec 7;23(12):3234. doi: 10.3390/molecules23123234. PMID: 30544552; PMCID: PMC6320938. 11: Ge J, Wang YW, Lu XC, Sun XH, Gong FJ. Determination of atractylenolide II in rat plasma by reversed-phase high-performance liquid chromatography. Biomed Chromatogr. 2007 Mar;21(3):299-303. doi: 10.1002/bmc.756. PMID: 17236249. 12: Yan H, Sun Y, Zhang Q, Yang M, Wang X, Wang Y, Yu Z, Zhao Y. Simultaneous determination and pharmacokinetic study of Atractylenolide I, II and III in rat plasma after intragastric administration of Baizhufuling extract and Atractylodis extract by UPLC-MS/MS. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Jul 1;993-994:86-92. doi: 10.1016/j.jchromb.2015.05.006. Epub 2015 May 14. PMID: 26001909. 13: Fu XQ, Chou GX, Kwan HY, Tse AK, Zhao LH, Yuen TK, Cao HH, Yu H, Chao XJ, Su T, Cheng BC, Sun XG, Yu ZL. Inhibition of STAT3 signalling contributes to the antimelanoma action of atractylenolide II. Exp Dermatol. 2014 Nov;23(11):855-7. doi: 10.1111/exd.12527. PMID: 25073716. 14: Shi YY, Guan SH, Tang RN, Tao SJ, Guo DA. Simultaneous determination of atractylenolide II and atractylenolide III by liquid chromatography-tandem mass spectrometry in rat plasma and its application in a pharmacokinetic study after oral administration of Atractylodes Macrocephala Rhizoma extract. Biomed Chromatogr. 2012 Nov;26(11):1386-92. doi: 10.1002/bmc.2709. Epub 2012 Feb 7. PMID: 22311612. 15: Wang KT, Chen LG, Wu CH, Chang CC, Wang CC. Gastroprotective activity of atractylenolide III from Atractylodes ovata on ethanol-induced gastric ulcer in vitro and in vivo. J Pharm Pharmacol. 2010 Mar;62(3):381-8. doi: 10.1211/jpp.62.03.0014. PMID: 20487223. 16: Zhang N, Liu C, Sun TM, Ran XK, Kang TG, Dou DQ. Two new compounds from Atractylodes macrocephala with neuroprotective activity. J Asian Nat Prod Res. 2017 Jan;19(1):35-41. doi: 10.1080/10286020.2016.1247351. PMID: 28027699. 17: Li Y, Liu J, Yang XW. Four new eudesmane-type sesquiterpenoid lactones from atractylenolide II by biotransformation of rat hepatic microsomes. J Asian Nat Prod Res. 2013;15(4):344-56. doi: 10.1080/10286020.2013.764867. Epub 2013 Feb 19. PMID: 23421877. 18: Zhao YJ, Xu WH, Shen XL, Tian JS, Qin XM. [Study on TLC identification and UPLC determination method of atractylenolide in Atractylodes macrocephala]. Zhongguo Zhong Yao Za Zhi. 2017 Feb;42(3):531-535. Chinese. doi: 10.19540/j.cnki.cjcmm.20161222.074. PMID: 28952260. 19: Shan GS, Zhang LX, Zhao QM, Xiao HB, Zhuo RJ, Xu G, Jiang H, You XM, Jia TZ. Metabolomic study of raw and processed Atractylodes macrocephala Koidz by LC-MS. J Pharm Biomed Anal. 2014 Sep;98:74-84. doi: 10.1016/j.jpba.2014.05.010. Epub 2014 May 16. PMID: 24893211. 20: Jiang H, Shi J, Li Y. Screening for compounds with aromatase inhibiting activities from Atractylodes macrocephala Koidz. Molecules. 2011 Apr 14;16(4):3146-51. doi: 10.3390/molecules16043146. PMID: 21494203; PMCID: PMC6260643.