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88798-74-7

88798-74-7 structure
88798-74-7 structure
  • Name: ECKOL
  • Chemical Name: eckol
  • CAS Number: 88798-74-7
  • Molecular Formula: C18H12O9
  • Molecular Weight: 372.28200
  • Catalog: Signaling Pathways Anti-infection Influenza Virus
  • Create Date: 2018-07-14 12:17:26
  • Modify Date: 2024-01-06 16:26:37
  • Eckol is a potent hMAO-A (Mixed) and hMAO-B (non-competitive) inhibitor with IC50s of 7.20 and 83.44 μM, respectively. Eckol shows stimulatory effects in maize and can be used as a plant biostimulant. Eckol also shows antiallergic and antiviral effects[1][2][3][4].

Name eckol
Synonyms Eckol
1-(3,5-Dihydroxyphenoxy)-2,4,7,9-tetrahydroxydibenzo-1,4-dioxin
4-(3,5-dihydroxyphenoxy)dibenzo-p-dioxin-1,3,6,8-tetrol
4-(3,5-dihydroxyphenoxy)oxanthrene-1,3,6,8-tetrol
Description Eckol is a potent hMAO-A (Mixed) and hMAO-B (non-competitive) inhibitor with IC50s of 7.20 and 83.44 μM, respectively. Eckol shows stimulatory effects in maize and can be used as a plant biostimulant. Eckol also shows antiallergic and antiviral effects[1][2][3][4].
Related Catalog
Target

hMAO-A:7.20 μM (IC50)

hMAO-B:83.44 μM (IC50)

H1N1:89.5 μM (IC50)

In Vitro Eckol (25-100 μg/mL; 2 h) 预处理以剂量依赖的方式显著降低 IgE/BSA 刺激的 BMCMC 中 β-hexosaminidase 的释放[3]。 Eckol (25-100 μg/mL; 1 h) 抑制 Th2 型细胞因子的产生,如 IL-4、IL-5、 IL-13 以及促炎细胞因子,如 IL-6[3]。 Eckol (25-100 μg/mL) 减弱 IgE/BSA 刺激的 BMCMC 细胞中细胞因子 mRNA 水平,如IL-1β、IL-4、IL-5、IL-6、IL-13、IFN-γ 和 TNF-α[3]。 Eckol (25-100 μg/mL; 1 h) 在 IgE/BSA 刺激的 BMCMC 中抑制 NF-κB 的激活[3]。 Eckol 抑制 influenza A/Bervig-Mission/1/18 (H1N1) 病毒,IC50 为 89.5 µM[4]。 Western Blot Analysis[3] Cell Line: Bone marrow-derived cultured mast cells (BMCMC) Concentration: 25, 50 and 100 μg/mL Incubation Time: 1 h Result: Inhibited the degradation of IκB-α within the cytosol and the translocation of the NF-κB/p65 subunit into the nucleus that were induced by IgE/BSA.
In Vivo 叶面喷施 Eckol (1 μM) 显著提高了茎长和根长、茎干鲜重、叶面积和叶数[2]。 Eckol (50 or 100 μg/mouse; intradermal; once) 降低被动皮肤过敏反应 (PCA) 诱导小鼠的过敏性炎症反应[3]。 Animal Model: BALB/c mice (8 weeks old), IgE/BSA-induced passive cutaneous anaphylaxis (PCA) model[3] Dosage: 50 or 100 μg/mouse Administration: Intradermal injection, applied on mice ear 2 h prior to anaphylaxis induction Result: Reduced allergic inflammatory responses.
References

[1]. Jung HA, et al. Evaluation of the inhibitory effects of eckol and dieckol isolated from edible brown alga Eisenia bicyclis on human monoamine oxidases A and B. Arch Pharm Res. 2017 Apr;40(4):480-491.  

[2]. Rengasamy KR, et al. Enhancing growth, phytochemical constituents and aphid resistance capacity in cabbage with foliar application of eckol--a biologically active phenolic molecule from brown seaweed. N Biotechnol. 2016 Mar 25;33(2):273-9.  

[3]. Han EJ, et al. Eckol from Ecklonia cava Suppresses Immunoglobulin E-mediated Mast Cell Activation and Passive Cutaneous Anaphylaxis in Mice. Nutrients. 2020 May 9;12(5):1361.  

[4]. Besednova NN, et al. Antiviral Effects of Polyphenols from Marine Algae. Biomedicines. 2021 Feb 17;9(2):200.  

Density 1.778g/cm3
Boiling Point 685.5ºC at 760 mmHg
Molecular Formula C18H12O9
Molecular Weight 372.28200
Flash Point 368.4ºC
Exact Mass 372.04800
PSA 149.07000
LogP 3.61050
Index of Refraction 1.807
HS Code 2932999099
HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%