Emodin

• CAS: 518-82-1
• Catalog Number: ACM518821-1
• Category: Inhibitors
• Molecular Weight: 270.24
• Molecular Formula: C15H10O5
• Description: Emodin (Frangula emodin), an anthraquinone derivative, is an anti-SARS-CoV compound. Emodin blocks the SARS coronavirus spike protein and angiotensin-converting enzyme 2 (ACE2) interaction. Emodin inhibits casein kinase-2 (CK2). Anti-inflammatory and anticancer effects. Emodin is a potent selective 11β-HSD1 inhibitor with the IC50 of 186 and 86 nM for human and mouse 11β-HSD1, respectively. Emodin ameliorates metabolic disorder in diet-induced obese mice.
• Synonyms: 1,3,8-trihydroxy-6-methylanthraqunone
• IUPAC Name: 1,3,8-Trihydroxy-6-methylanthracene-9,10-dione
• Canonical SMILES: CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)O
• InChI: InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3
• InChI Key: RHMXXJGYXNZAPX-UHFFFAOYSA-N
• Boiling Point: 373.35 °C
• Melting Point: 255 °C (dec.)(lit.)
• Density: 1.33 g/ml
• Appearance: Powder
• pKa: 6.39±0.20

Synthetic Use

Upstream Synthesis Route 1

• 521-61-9

• 518-82-1

Reference: [1]Tetrahedron Letters,2019,vol. 60
[2]Proceedings - Indian Academy of Sciences, Section A,1956,vol. 44,p. 418,421
[3]Tetrahedron Letters,1980,vol. 21,p. 3557 - 3560

Downstream Synthesis Route 1

• 518-82-1
• 489-32-7

• 23313-21-5
• 113558-15-9

Reference: [1] Organic Letters, 2014, vol. 16, # 18, p. 4874 - 4877

Downstream Synthesis Route 2

• 186581-53-3
• 518-82-1

• 521-61-9

Reference: [1],1956,p. 61,65
Chem.Abstr.,1956,p. 13852
[2]Phytochemistry,1987,vol. 26,p. 1623 - 1626

Downstream Synthesis Route 3

• 518-82-1

• 797043-43-7

Reference: [1]Avbelj, Martina; Banjanac, Mihailo; Durán-Alonso, María Beatriz; Horvat, Monika; Iskra, Jernej; Petković, Hrvoje
[Molecules, 2021, vol. 26, # 22]
[2]Teich, Lars; Daub, Katja Scarlett; Krügel, Vera; Nissler, Ludwig; Gebhardt, Rolf; Eger, Kurt
[Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 22, p. 5961 - 5971]
[3]Oesterle; Sypkens-Toxopeus
[Archiv der Pharmazie, 1911, vol. 249, p. 316]
[4]Current Patent Assignee: UNIVERSITY OF LJUBLJANA - WO2022/254047, 2022, A1
Location in patent: Page/Page column 17-18
[5]Nguengang, Ruland Tchuinkeu; Tchegnitegni, Billy Toussie; Ateba, Joel Eddy Terence; Tabekoueng, Georges Bellier; Awantu, Angelbert Fusi; Bankeu, Jean Jules Kezetas; Chouna, Jean Rodolphe; Nkenfou, Celine Nguefeu; Sewald, Norbert; Lenta, Bruno Ndjakou
[Natural Product Research, 2022]

* For details of the synthesis route, please refer to the original source to ensure accuracy.