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MedKoo Cat#: 596315 | Name: Juglanin

Description:

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

Juglanin is an antioxidant from Polygonum aviculare.

Chemical Structure

Juglanin
Juglanin
CAS#5041-67-8

Theoretical Analysis

MedKoo Cat#: 596315

Name: Juglanin

CAS#: 5041-67-8

Chemical Formula: C20H18O10

Exact Mass: 418.0900

Molecular Weight: 418.35

Elemental Analysis: C, 57.42; H, 4.34; O, 38.24

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
Juglanin;
IUPAC/Chemical Name
3-(((2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
InChi Key
POQICXMTUPVZMX-UXYNSRGZSA-N
InChi Code
InChI=1S/C20H18O10/c21-7-13-15(25)17(27)20(29-13)30-19-16(26)14-11(24)5-10(23)6-12(14)28-18(19)8-1-3-9(22)4-2-8/h1-6,13,15,17,20-25,27H,7H2/t13-,15-,17+,20-/m0/s1
SMILES Code
O=C1C(O[C@H]2[C@@H]([C@H]([C@H](CO)O2)O)O)=C(C3=CC=C(O)C=C3)OC4=CC(O)=CC(O)=C14
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
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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 418.35 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: Hou GR, Zeng K, Lan HM, Wang Q. Juglanin ameliorates UVB induced skin carcinogenesis via anti inflammatory and proapoptotic effects in vivo and in vitro. Int J Mol Med. 2018 Jul;42(1):41-52. doi: 10.3892/ijmm.2018.3601. Epub 2018 Mar 29. PubMed PMID: 29620254. 2: Dong ZW, Yuan YF. Juglanin suppresses fibrosis and inflammation response caused by LPS in acute lung injury. Int J Mol Med. 2018 Jun;41(6):3353-3365. doi: 10.3892/ijmm.2018.3554. Epub 2018 Mar 9. PubMed PMID: 29532887; PubMed Central PMCID: PMC5881803. 3: Makule E, Schmidt TJ, Heilmann J, Kraus B. Diarylheptanoid Glycosides of Morella salicifolia Bark. Molecules. 2017 Dec 19;22(12). pii: E2266. doi: 10.3390/molecules22122266. PubMed PMID: 29257058. 4: Chen L, Xiong YQ, Xu J, Wang JP, Meng ZL, Hong YQ. Juglanin inhibits lung cancer by regulation of apoptosis, ROS and autophagy induction. Oncotarget. 2017 Sep 28;8(55):93878-93898. doi: 10.18632/oncotarget.21317. eCollection 2017 Nov 7. PubMed PMID: 29212196; PubMed Central PMCID: PMC5706842. 5: Zhang FX, Xu RS. Juglanin ameliorates LPS-induced neuroinflammation in animal models of Parkinson's disease and cell culture via inactivating TLR4/NF-κB pathway. Biomed Pharmacother. 2018 Jan;97:1011-1019. doi: 10.1016/j.biopha.2017.08.132. Epub 2017 Nov 8. PubMed PMID: 29136779. 6: Wen ZM, Jie J, Zhang Y, Liu H, Peng LP. A self-assembled polyjuglanin nanoparticle loaded with doxorubicin and anti-Kras siRNA for attenuating multidrug resistance in human lung cancer. Biochem Biophys Res Commun. 2017 Dec 2;493(4):1430-1437. doi: 10.1016/j.bbrc.2017.09.132. Epub 2017 Sep 25. PubMed PMID: 28958938. 7: da Silva Sá FA, de Paula JAM, Dos Santos PA, de Almeida Ribeiro Oliveira L, de Almeida Ribeiro Oliveira G, Lião LM, de Paula JR, do Rosário Rodrigues Silva M. Phytochemical Analysis and Antimicrobial Activity of Myrcia tomentosa (Aubl.) DC. Leaves. Molecules. 2017 Jul 4;22(7). pii: E1100. doi: 10.3390/molecules22071100. PubMed PMID: 28677650. 8: Li J, Xu KP, Zou ZX, Zou H, Long HP, Tan LH, Liu RH, Wang YK, Xu PS, Tan GS. Two new compounds from the green peel of Juglans mandshurica. J Asian Nat Prod Res. 2017 Nov;19(11):1087-1092. doi: 10.1080/10286020.2017.1295228. Epub 2017 Mar 17. PubMed PMID: 28303722. 9: Sun ZL, Dong JL, Wu J. Juglanin induces apoptosis and autophagy in human breast cancer progression via ROS/JNK promotion. Biomed Pharmacother. 2017 Jan;85:303-312. doi: 10.1016/j.biopha.2016.11.030. Epub 2016 Nov 26. PubMed PMID: 27899257. 10: Zhou GY, Yi YX, Jin LX, Lin W, Fang PP, Lin XZ, Zheng Y, Pan CW. The protective effect of juglanin on fructose-induced hepatitis by inhibiting inflammation and apoptosis through TLR4 and JAK2/STAT3 signaling pathways in fructose-fed rats. Biomed Pharmacother. 2016 Jul;81:318-328. doi: 10.1016/j.biopha.2016.04.013. Epub 2016 Apr 23. PubMed PMID: 27261609. 11: Nenadis N, Llorens L, Koufogianni A, Díaz L, Font J, Gonzalez JA, Verdaguer D. Interactive effects of UV radiation and reduced precipitation on the seasonal leaf phenolic content/composition and the antioxidant activity of naturally growing Arbutus unedo plants. J Photochem Photobiol B. 2015 Dec;153:435-44. doi: 10.1016/j.jphotobiol.2015.10.016. Epub 2015 Oct 23. PubMed PMID: 26562808. 12: Yang HH, Hwangbo K, Zheng MS, Son JK, Kim HY, Baek SH, Choi HC, Park SY, Kim JR. Inhibitory effects of juglanin on cellular senescence in human dermal fibroblasts. J Nat Med. 2014 Jul;68(3):473-80. doi: 10.1007/s11418-014-0817-0. Epub 2014 Feb 12. PubMed PMID: 24519811. 13: Schwarz S, Sauter D, Wang K, Zhang R, Sun B, Karioti A, Bilia AR, Efferth T, Schwarz W. Kaempferol derivatives as antiviral drugs against the 3a channel protein of coronavirus. Planta Med. 2014 Feb;80(2-3):177-82. doi: 10.1055/s-0033-1360277. Epub 2014 Jan 23. PubMed PMID: 24458263. 14: Nugroho A, Rhim TJ, Choi MY, Choi JS, Kim YC, Kim MS, Park HJ. Simultaneous analysis and peroxynitrite-scavenging activity of galloylated flavonoid glycosides and ellagic acid in Euphorbia supina. Arch Pharm Res. 2014 Jul;37(7):890-8. doi: 10.1007/s12272-013-0307-z. Epub 2013 Nov 29. PubMed PMID: 24293032. 15: Nugroho A, Kim EJ, Choi JS, Park HJ. Simultaneous quantification and peroxynitrite-scavenging activities of flavonoids in Polygonum aviculare L. herb. J Pharm Biomed Anal. 2014 Feb;89:93-8. doi: 10.1016/j.jpba.2013.10.037. Epub 2013 Nov 7. PubMed PMID: 24270289. 16: Kim HH, Oh MH, Park KJ, Heo JH, Lee MW. Anti-inflammatory activity of sulfate-containing phenolic compounds isolated from the leaves of Myrica rubra. Fitoterapia. 2014 Jan;92:188-93. doi: 10.1016/j.fitote.2013.10.007. Epub 2013 Oct 19. PubMed PMID: 24144798. 17: Yoshimura M, Yamakami S, Amakura Y, Yoshida T. Diarylheptanoid sulfates and related compounds from Myrica rubra bark. J Nat Prod. 2012 Oct 26;75(10):1798-802. doi: 10.1021/np300212c. Epub 2012 Oct 15. PubMed PMID: 23066712. 18: Duan S, Tang S, Qin N, Duan H. [Chemical constituents of Phymatopteris hastate and their antioxidant activity]. Zhongguo Zhong Yao Za Zhi. 2012 May;37(10):1402-7. Chinese. PubMed PMID: 22860450. 19: Nguelefack TB, Mbakam FH, Tapondjou LA, Watcho P, Nguelefack-Mbuyo EP, Ponou BK, Kamanyi A, Park HJ. A dimeric triterpenoid glycoside and flavonoid glycosides with free radical-scavenging activity isolated from Rubus rigidus var. camerunensis. Arch Pharm Res. 2011 Apr;34(4):543-50. doi: 10.1007/s12272-011-0404-9. Epub 2011 May 5. PubMed PMID: 21544719. 20: Yang H, Sung SH, Kim J, Kim YC. Neuroprotective diarylheptanoids from the leaves and twigs of juglans sinensis against glutamate-induced toxicity in HT22 cells. Planta Med. 2011 May;77(8):841-5. doi: 10.1055/s-0030-1250609. Epub 2010 Dec 14. PubMed PMID: 21157684.

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