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EMODICACID

Names

[ CAS No. ]:
478-45-5

[ Name ]:
EMODICACID

[Synonym ]:
4,5,7-Trihydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-carbonsaeure
Emodinsaeure
1,6,8-trihydroxy-3-carboxylic acid-anthraquinone
4,5,7-Trihydroxy-9,10-dioxo-9,10-dihydro-anthracene-2-carboxylic acid
4,5,7-trihydroxy-9,10-dioxo-9,10-dihydro-anthracene-2-carboxylic acid
4.5.7-Trioxy-anthrachinon-carbonsaeure-(2)
Emodic acid

Biological Activity

[Description]:

Emodic acid (NSC624610) is an anthraquinone compound isolated from A. microcarpus, which can inhibit the proliferation of cancer cells by inhibiting the activity of NF-κB. Emodic acid can also inhibit the phosphorylation of p38, ERK and JNK, the secretion of tumor-promoting cytokines IL-1β and IL-6, and the expression of VEGF and MMP, thereby inhibiting the invasion and migration potential of cancer cells[1].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> MAPK/ERK Pathway >> p38 MAPK
Signaling Pathways >> MAPK/ERK Pathway >> ERK
Signaling Pathways >> Protein Tyrosine Kinase/RTK >> VEGFR
Signaling Pathways >> Metabolic Enzyme/Protease >> MMP
Signaling Pathways >> MAPK/ERK Pathway >> JNK
Signaling Pathways >> Stem Cell/Wnt >> ERK

[In Vitro]

Emodic acid(0-100 μM, 72 h)表现出很强的抗增殖活性，在小鼠乳腺癌 4T1、MDA-231 和 MCF-7 细胞系中 IC50 值分别为 9.33、8.56、7.95 μM[1]。 Emodic acid (50 μM, 24 h)在 4T1 细胞系中，可以显著抑制 NF-κB 转录活性 80.75%，抑制 p65 的磷酸化，抑制 MMP-9 mRNA 的表达[1]。 Emodic acid(50 μM, 24 h) 可以抑制促肿瘤细胞因子 IL-1β 和 IL-6 的分泌，以及 VEGF 和 MMP 的表达，进而抑制 4T1 细胞的侵袭和迁移能力[1]。

[References]

[1]. Amira A Abdellatef, et al. Inhibition of cell-intrinsic NF-κB activity and metastatic abilities of breast cancer by aloe-emodin and emodic-acid isolated from Asphodelus microcarpus. J Nat Med. 2021 Sep;75(4):840-853.   

Chemical & Physical Properties

[ Molecular Formula ]:
C15H8O7

[ Molecular Weight ]:
300.22000

[ Exact Mass ]:
300.02700

[ PSA ]:
132.13000

[ LogP ]:
1.27700

Related Compounds