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MedKoo Cat#: 145376 | Name: Isorhapontigenin

Description:

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

Isorhapontigenin is a new derivative of stilbene and is responsible for a wide range of biological processes. ISORHAPONTIGENIN effectively relieves Dox-induced cardiomyocytes apoptosis in a dose-dependent manner in vitro. Studies show that ISORHAPONTIGENIN has potential to be a compound to fight against Dox-induced cardiotoxicity by increasing YAP1 expression.

Chemical Structure

Isorhapontigenin
Isorhapontigenin
CAS#32507-66-7

Theoretical Analysis

MedKoo Cat#: 145376

Name: Isorhapontigenin

CAS#: 32507-66-7

Chemical Formula: C15H14O4

Exact Mass: 258.0892

Molecular Weight: 258.27

Elemental Analysis: C, 69.76; H, 5.46; O, 24.78

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
Isorhapontigenin; Isorhapotogenin;
IUPAC/Chemical Name
(E)-5-(4-hydroxy-3-methoxystyryl)benzene-1,3-diol
InChi Key
ANNNBEZJTNCXHY-NSCUHMNNSA-N
InChi Code
1S/C15H14O4/c1-19-15-8-10(4-5-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+
SMILES Code
COC1=C(O)C=CC(\C=C\C2=CC(O)=CC(O)=C2)=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

Preparing Stock Solutions

The following data is based on the product molecular weight 258.27 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: Wang P, Wang M, Hu Y, Chen J, Cao Y, Liu C, Wu Z, Shen J, Lu J, Liu P. Isorhapontigenin protects against doxorubicin-induced cardiotoxicity via increasing YAP1 expression. Acta Pharm Sin B. 2021 Mar;11(3):680-693. doi: 10.1016/j.apsb.2020.10.017. Epub 2020 Nov 1. PMID: 33777675; PMCID: PMC7982427. 2: Chen Y, Li S, Yin M, Li Y, Chen C, Zhang J, Sun K, Kong X, Chen Z, Qian J. Isorhapontigenin Attenuates Cardiac Microvascular Injury in Diabetes via the Inhibition of Mitochondria-Associated Ferroptosis Through PRDX2-MFN2-ACSL4 Pathways. Diabetes. 2023 Mar 1;72(3):389-404. doi: 10.2337/db22-0553. PMID: 36367849. 3: Ravishankar D, Albadawi DAI, Chaggar V, Patra PH, Williams HF, Salamah M, Vaiyapuri R, Dash PR, Patel K, Watson KA, Vaiyapuri S. Isorhapontigenin, a resveratrol analogue selectively inhibits ADP-stimulated platelet activation. Eur J Pharmacol. 2019 Nov 5;862:172627. doi: 10.1016/j.ejphar.2019.172627. Epub 2019 Aug 25. PMID: 31461638. 4: Chu XY, Yang SZ, Zhu MQ, Zhang DY, Shi XC, Xia B, Yuan Y, Liu M, Wu JW. Isorhapontigenin Improves Diabetes in Mice via Regulating the Activity and Stability of PPARγ in Adipocytes. J Agric Food Chem. 2020 Apr 1;68(13):3976-3985. doi: 10.1021/acs.jafc.0c00515. Epub 2020 Mar 23. PMID: 32178518. 5: Yao P, Zhang Z, Cao J. Isorhapontigenin alleviates lipopolysaccharide-induced acute lung injury via modulating Nrf2 signaling. Respir Physiol Neurobiol. 2021 Jul;289:103667. doi: 10.1016/j.resp.2021.103667. Epub 2021 Mar 30. PMID: 33798789. 6: Ma Q, Li C, He Y, Liu P, Gong F, Zhang W. Isorhapontigenin prevents β‑amyloid‑associated cognitive impairments through activation of the PI3K/AKT/GSK‑3β pathway. Acta Neurobiol Exp (Wars). 2022;82(3):389-397. doi: 10.55782/ane-2022-037. PMID: 36214721. 7: Zhang N, Hua X, Tu H, Li J, Zhang Z, Max C. Isorhapontigenin (ISO) inhibits EMT through FOXO3A/METTL14/VIMENTIN pathway in bladder cancer cells. Cancer Lett. 2021 Nov 1;520:400-408. doi: 10.1016/j.canlet.2021.07.041. Epub 2021 Jul 28. PMID: 34332039; PMCID: PMC9161647. 8: Xue Z, Zhao K, Sun Z, Wu C, Yu B, Kong D, Xu B. Isorhapontigenin ameliorates cerebral ischemia/reperfusion injury via modulating Kinase Cε/Nrf2/HO-1 signaling pathway. Brain Behav. 2021 Jul;11(7):e02143. doi: 10.1002/brb3.2143. Epub 2021 Jun 8. PMID: 34102010; PMCID: PMC8323036. 9: Liu J, Mu D, Xu J, Liu Y, Zhang G, Tang Y, Wang D, Wang F, Liang D, Hou Y. Inhibition of TLR4 Signaling by Isorhapontigenin Targeting of the AHR Alleviates Cerebral Ischemia/Reperfusion Injury. J Agric Food Chem. 2023 Sep 13;71(36):13270-13283. doi: 10.1021/acs.jafc.3c00152. Epub 2023 Aug 25. PMID: 37624928. 10: Zheng Q, Zhang Y, Wang X, Wang F, Zhao H. Isorhapontigenin Modulates SOX9/TOLLIP Expression to Attenuate Cell Apoptosis and Oxidative Stress in Paraquat-Induced Acute Kidney Injury. Oxid Med Cell Longev. 2022 Jun 9;2022:3328623. doi: 10.1155/2022/3328623. PMID: 35720190; PMCID: PMC9203234. 11: Shi S, Li J, Zhang Z, Tu H, Max C. Isorhapontigenin (ISO) inhibits malignant cell transformation, migration, and invasion through MEG3/NEDD9 signaling in Cr(VI)-transformed cells. Toxicol Appl Pharmacol. 2023 Oct 1;476:116661. doi: 10.1016/j.taap.2023.116661. Epub 2023 Aug 22. PMID: 37619952; PMCID: PMC10874125. 12: Yeo SCM, Fenwick PS, Barnes PJ, Lin HS, Donnelly LE. Isorhapontigenin, a bioavailable dietary polyphenol, suppresses airway epithelial cell inflammation through a corticosteroid-independent mechanism. Br J Pharmacol. 2017 Jul;174(13):2043-2059. doi: 10.1111/bph.13803. Epub 2017 May 16. PMID: 28369685; PMCID: PMC5466528. 13: Ma Y, Tu C, Liu W, Xiao Y, Wu H. Isorhapontigenin Suppresses Interleukin-1β-Induced Inflammation and Cartilage Matrix Damage in Rat Chondrocytes. Inflammation. 2019 Dec;42(6):2278-2285. doi: 10.1007/s10753-019-01092-0. PMID: 31512108. 14: Yao P, Deng R, Li Z, Zhang Z. [Effects of Isorhapontigenin on Lipopolysaccharide-Induced Acute Lung Injury in Mice]. Zhongguo Yi Xue Ke Xue Yuan Xue Bao. 2022 Oct;44(5):794-801. Chinese. doi: 10.3881/j.issn.1000-503X.14799. PMID: 36325776. 15: Tian H, Zheng X, Wang H. Isorhapontigenin ameliorates high glucose-induced podocyte and vascular endothelial cell injuries via mitigating oxidative stress and autophagy through the AMPK/Nrf2 pathway. Int Urol Nephrol. 2023 Feb;55(2):423-436. doi: 10.1007/s11255-022-03325-y. Epub 2022 Aug 12. PMID: 35960477. 16: Sun X, Cui X. Isorhapontigenin alleviates cerebral ischemia/reperfusion injuries in rats and modulated the PI3K/Akt signaling pathway. Naunyn Schmiedebergs Arch Pharmacol. 2020 Sep;393(9):1753-1760. doi: 10.1007/s00210-019-01794-0. Epub 2020 Jan 4. PMID: 31900521. 17: Luo Y, Tian Z, Hua X, Huang M, Xu J, Li J, Huang H, Cohen M, Huang C. Isorhapontigenin (ISO) inhibits stem cell-like properties and invasion of bladder cancer cell by attenuating CD44 expression. Cell Mol Life Sci. 2020 Jan;77(2):351-363. doi: 10.1007/s00018-019-03185-3. Epub 2019 Jun 20. PMID: 31222373; PMCID: PMC6923629. 18: Yuan L, Xi H, Luo Z, Liu M-f, Chen Q, Zhu Q, Zhao R, Sheng Y-y. Exploring the potential of isorhapontigenin: attenuating Staphylococcus aureus virulence through MgrA-mediated regulation. mSphere. 2024 Jun 25;9(6):e0031724. doi: 10.1128/msphere.00317-24. Epub 2024 Jun 5. PMID: 38837389. 19: Xu Z, Zeng X, Xu J, Xu D, Li J, Jin H, Jiang G, Han X, Huang C. Isorhapontigenin suppresses growth of patient-derived glioblastoma spheres through regulating miR-145/SOX2/cyclin D1 axis. Neuro Oncol. 2016 Jun;18(6):830-9. doi: 10.1093/neuonc/nov298. Epub 2015 Dec 17. PMID: 26681767; PMCID: PMC4864260. 20: Navarro-Orcajada S, Vidal-Sánchez FJ, Conesa I, Escribano-Naharro F, Matencio A, López-Nicolás JM. Antiproliferative Effects in Colorectal Cancer and Stabilisation in Cyclodextrins of the Phytoalexin Isorhapontigenin. Biomedicines. 2023 Nov 10;11(11):3023. doi: 10.3390/biomedicines11113023. PMID: 38002023; PMCID: PMC10669587.