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MedKoo Cat#: 145683 | Name: Zedoarondiol

Description:

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

Zedoarondiol is a sesquiterpene lactone compound. Zedoarondiol decreases the expressions of phosphoinositide 3-kinase (PI3K), protein kinase B (AKT) and nuclear factor-kappa B (NF/κB), the downstream proteins of CXCL12/CXCR4 pathway. Zedoarondiol ameliorates Atherosclerosis plaque and inhibits monocyte migration and adhesion to endothelial cells via regulating CXCL12/CXCR4 pathway, suggesting that zedoarondiol might be a new promising drug for AS.

Chemical Structure

Zedoarondiol
Zedoarondiol
CAS#98644-24-7

Theoretical Analysis

MedKoo Cat#: 145683

Name: Zedoarondiol

CAS#: 98644-24-7

Chemical Formula: C15H24O3

Exact Mass: 252.1700

Molecular Weight: 252.35

Elemental Analysis: C, 71.39; H, 9.59; O, 19.02

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
Zedoarondiol;
IUPAC/Chemical Name
(1R,3aR,4S,8aS)-1,4-dihydroxy-1,4-dimethyl-7-(propan-2-ylidene)octahydroazulen-6(1H)-one
InChi Key
TXIKNNOOLCGADE-OSRDXIQISA-N
InChi Code
1S/C15H24O3/c1-9(2)10-7-12-11(5-6-14(12,3)17)15(4,18)8-13(10)16/h11-12,17-18H,5-8H2,1-4H3/t11-,12+,14-,15+/m1/s1
SMILES Code
[H][C@@]12CC[C@@](C)(O)[C@@]1([H])CC(=C(C)C)C(=O)C[C@]2(C)O
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 252.35 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: Chai H, Qu H, He S, Song L, Yang Y, Huang H, Shi D. Zedoarondiol inhibits atherosclerosis by regulating monocyte migration and adhesion via CXCL12/CXCR4 pathway. Pharmacol Res. 2022 Aug;182:106328. doi: 10.1016/j.phrs.2022.106328. Epub 2022 Jun 27. PMID: 35772647. 2: Xie BL, Song BC, Liu MW, Wen W, Yan YX, Gao MJ, Jiang LL, Jin ZD, Yang L, Liu JG, Shi DZ, Zhao FH. Zedoarondiol Inhibits Neovascularization in Atherosclerotic Plaques of ApoE-/- Mice by Reducing Platelet Exosomes-Derived MiR- let-7a. Chin J Integr Med. 2024 Dec 6. doi: 10.1007/s11655-024-4003-2. Epub ahead of print. PMID: 39641887. 3: Mao H, Tao T, Wang X, Liu M, Song D, Liu X, Shi D. Zedoarondiol Attenuates Endothelial Cells Injury Induced by Oxidized Low-Density Lipoprotein via Nrf2 Activation. Cell Physiol Biochem. 2018;48(4):1468-1479. doi: 10.1159/000492257. Epub 2018 Jul 31. PMID: 30064139. 4: Xie BL, Bie YL, Song BC, Liu MW, Yang L, Liu J, Shi DZ, Zhao FH. Zedoarondiol inhibits monocyte adhesion and expression of VCAM and ICAM in endothelial cells induced by oxidative stress. Nat Prod Res. 2024 Oct 9:1-7. doi: 10.1080/14786419.2024.2413430. Epub ahead of print. PMID: 39381963. 5: Lyu Y, Feng W, Song J, Wang C, Fu Y, Zhao B, Meng Y. Zedoarondiol inhibits human bronchial smooth muscle cell proliferation through the CAV-1/PDGF signalling pathway. Sci Rep. 2024 Jun 7;14(1):13145. doi: 10.1038/s41598-024-63970-4. PMID: 38849430; PMCID: PMC11161633. 6: Mao H, Tao T, Song D, Liu M, Wang X, Liu X, Shi D. Zedoarondiol Inhibits Platelet-Derived Growth Factor-Induced Vascular Smooth Muscle Cells Proliferation via Regulating AMP-Activated Protein Kinase Signaling Pathway. Cell Physiol Biochem. 2016;40(6):1506-1520. doi: 10.1159/000453201. Epub 2016 Dec 21. PMID: 27997894. 7: Cho W, Nam JW, Kang HJ, Windono T, Seo EK, Lee KT. Zedoarondiol isolated from the rhizoma of Curcuma heyneana is involved in the inhibition of iNOS, COX-2 and pro-inflammatory cytokines via the downregulation of NF-kappaB pathway in LPS- stimulated murine macrophages. Int Immunopharmacol. 2009 Aug;9(9):1049-57. doi: 10.1016/j.intimp.2009.04.012. Epub 2009 Apr 24. PMID: 19398040. 8: Qu Y, Xu F, Nakamura S, Matsuda H, Pongpiriyadacha Y, Wu L, Yoshikawa M. Sesquiterpenes from Curcuma comosa. J Nat Med. 2009 Jan;63(1):102-4. doi: 10.1007/s11418-008-0282-8. Epub 2008 Jul 29. PMID: 18663560. 9: Li Z, Hao E, Cao R, Lin S, Zou L, Huang T, Du Z, Hou X, Deng J. Analysis on internal mechanism of zedoary turmeric in treatment of liver cancer based on pharmacodynamic substances and pharmacodynamic groups. Chin Herb Med. 2022 Sep 27;14(4):479-493. doi: 10.1016/j.chmed.2022.06.007. PMID: 36405057; PMCID: PMC9669400. 10: Attiq A, Jalil J, Husain K, Ahmad W. Raging the War Against Inflammation With Natural Products. Front Pharmacol. 2018 Sep 7;9:976. doi: 10.3389/fphar.2018.00976. PMID: 30245627; PMCID: PMC6137277. 11: Al-Amin M, Eltayeb NM, Khairuddean M, Salhimi SM. Bioactive chemical constituents from Curcuma caesia Roxb. rhizomes and inhibitory effect of curcuzederone on the migration of triple-negative breast cancer cell line MDA- MB-231. Nat Prod Res. 2021 Sep;35(18):3166-3170. doi: 10.1080/14786419.2019.1690489. Epub 2019 Nov 15. PMID: 31726856. 12: Morikawa T, Matsuda H, Ninomiya K, Yoshikawa M. Medicinal foodstuffs. XXIX. Potent protective effects of sesquiterpenes and curcumin from Zedoariae Rhizoma on liver injury induced by D-galactosamine/lipopolysaccharide or tumor necrosis factor-alpha. Biol Pharm Bull. 2002 May;25(5):627-31. doi: 10.1248/bpb.25.627. PMID: 12033504. 13: Suphrom N, Pumthong G, Khorana N, Waranuch N, Limpeanchob N, Ingkaninan K. Anti-androgenic effect of sesquiterpenes isolated from the rhizomes of Curcuma aeruginosa Roxb. Fitoterapia. 2012 Jul;83(5):864-71. doi: 10.1016/j.fitote.2012.03.017. Epub 2012 Mar 21. PMID: 22465508. 14: Anuchapreeda S, Khumpirapang N, Rupitiwiriya K, Tho-Iam L, Saiai A, Okonogi S, Usuki T. Cytotoxicity and inhibition of leukemic cell proliferation by sesquiterpenes from rhizomes of Mah-Lueang (Curcuma cf. viridiflora Roxb.). Bioorg Med Chem Lett. 2018 Feb 1;28(3):410-414. doi: 10.1016/j.bmcl.2017.12.029. Epub 2017 Dec 13. PMID: 29274817. 15: Matsuda H, Ninomiya K, Morikawa T, Yoshikawa M. Inhibitory effect and action mechanism of sesquiterpenes from Zedoariae Rhizoma on D-galactosamine/lipopolysaccharide-induced liver injury. Bioorg Med Chem Lett. 1998 Feb 17;8(4):339-44. doi: 10.1016/s0960-894x(98)00021-3. PMID: 9871681. 16: Lou Y, Zhao F, He H, Peng KF, Zhou XH, Chen LX, Qiu F. Guaiane-type sesquiterpenes from Curcuma wenyujin and their inhibitory effects on nitric oxide production. J Asian Nat Prod Res. 2009 Aug;11(8):737-47. doi: 10.1080/10286020903042358. PMID: 20183317. 17: Park SD, Jung JH, Lee HW, Kwon YM, Chung KH, Kim MG, Kim CH. Zedoariae rhizoma and curcumin inhibits platelet-derived growth factor-induced proliferation of human hepatic myofibroblasts. Int Immunopharmacol. 2005 Mar;5(3):555-69. doi: 10.1016/j.intimp.2004.11.003. PMID: 15683851. 18: Peng Y, Dong BH, Jiang YX, Wu J, Cao MY, Hu CJ, Xu RC, Chen ZM. [Material basis and mechanism of Curcuma longa tuberous roots with and without vinegar processing in treating primary dysmenorrhea]. Zhongguo Zhong Yao Za Zhi. 2023 Feb;48(3):649-659. Chinese. doi: 10.19540/j.cnki.cjcmm.20221101.302. PMID: 36872228. 19: Hien NT, Cuc DT, Thuy NTT, Hiep H, Huyen VT, Ai DTT, Nhiem NX. Labdane-type diterpenoids and sesquiterpenes from Curcuma aromatica and their nitric oxide inhibitory activity in lipopolysaccharide- stimulated RAW264.7 macrophages. J Asian Nat Prod Res. 2024 Mar;26(3):387-393. doi: 10.1080/10286020.2023.2220273. Epub 2023 Jun 8. PMID: 37289576. 20: Urabe D, Yamaguchi H, Someya A, Inoue M. Intermolecular radical reaction of O,Se-acetals generated via seleno-Pummerer rearrangement. Org Lett. 2012 Aug 3;14(15):3842-5. doi: 10.1021/ol301482f. Epub 2012 Jul 13. PMID: 22789144.