Okicenone
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Antibiotics |
| Catalog number | BBF-02148 |
| CAS | 137018-54-3 |
| Molecular Weight | 258.27 |
| Molecular Formula | C15H14O4 |
| Purity | >98 % |
Online Inquiry
Description
Okicenone is originally isolated from Str. sp. KO-3599 and it has the effect of killing tumor cells.
Specification
| Synonyms | 3,4-Dihydro-4,6,9-trihydroxy-8-methyl-1(2H)-anthracenone; 1(2H)-Anthracenone, 3,4-dihydro-4,6,9-trihydroxy-8-methyl- |
| IUPAC Name | 4,6,9-trihydroxy-8-methyl-3,4-dihydro-2H-anthracen-1-one |
| Canonical SMILES | CC1=CC(=CC2=CC3=C(C(=O)CCC3O)C(=C12)O)O |
| InChI | InChI=1S/C15H14O4/c1-7-4-9(16)5-8-6-10-11(17)2-3-12(18)14(10)15(19)13(7)8/h4-6,11,16-17,19H,2-3H2,1H3 |
| InChI Key | LIETVYHJBSLSSW-UHFFFAOYSA-N |
Properties
| Appearance | Pale Yellow Acicular Crystal |
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
| Boiling Point | 549.8°C at 760 mmHg |
| Melting Point | 209-210°C |
| Density | 1.459 g/cm3 |
Reference Reading
1. Human antigen R: A potential therapeutic target for liver diseases
Runping Liu, Kaiyi Wu, Yajing Li, Rong Sun, Xiaojiaoyang Li Pharmacol Res. 2020 May;155:104684. doi: 10.1016/j.phrs.2020.104684. Epub 2020 Feb 8.
Human antigen R (HuR), also known as HuA and embryonic lethal abnormal vision-like 1 (ELAVL1), is a ubiquitously expressed RNA binding protein and functions as an RNA regulator and mediates the expression of various proteins by diverse post-transcriptional mechanisms. HuR has been well characterized in the inflammatory responses and in the development of various cancers. The importance of HuR-mediated roles in cell signaling, inflammation, fibrogenesis and cancer development in the liver has attracted a great deal of attention. However, there is still a substantial gap between the current understanding of the potential roles of HuR in the progression of liver disease and whether HuR can be targeted for the treatment of liver diseases. In this review, we introduce the function and mechanistic characterization of HuR, and then focus on the physiopathological roles of HuR in the development of different liver diseases, including hepatic inflammation, alcoholic liver diseases, non-alcoholic fatty liver diseases, viral hepatitis, liver fibrosis and liver cancers. We also summarize existing approaches targeting HuR function. In conclusion, although characterizing the liver-specific HuR function and demonstrating the multi-level regulative networks of HuR in the liver are still required, emerging evidence supports the notion that HuR represents a potential therapeutic target for the treatment of chronic liver diseases.
2. A new antibiotic, okicenone. I. Taxonomy, fermentation, isolation and biological characteristics
K Komiyama, S Funayama, Y Anraku, M Ishibashi, Y Takahashi, T Kawakami, S Omura J Antibiot (Tokyo). 1991 Aug;44(8):814-8. doi: 10.7164/antibiotics.44.814.
A new antibiotic, okicenone was isolated from the culture broth of Streptomyces sp. KO-3599. The antibiotic possesses cytocidal activity against mammalian tumor cells in vitro at concentrations of 0.53-11.0 micrograms/ml whereas the antibiotic showed no antimicrobial activities against Gram-positive and Gram-negative bacteria, fungi or yeast at a concentration of 1,000 micrograms/ml.
3. Identification and mechanistic characterization of low-molecular-weight inhibitors for HuR
Nicole-Claudia Meisner, Martin Hintersteiner, Kurt Mueller, Roman Bauer, Jan-Marcus Seifert, Hans-Ulrich Naegeli, Johannes Ottl, Lukas Oberer, Christian Guenat, Serge Moss, Nathalie Harrer, Maximilian Woisetschlaeger, Christof Buehler, Volker Uhl, Manfred Auer Nat Chem Biol. 2007 Aug;3(8):508-15. doi: 10.1038/nchembio.2007.14. Epub 2007 Jul 15.
Careful regulation of mRNA half-lives is a fundamental mechanism allowing cells to quickly respond to changing environmental conditions. The mRNA-binding Hu proteins are important for stabilization of short-lived mRNAs. Here we describe the identification and mechanistic characterization of the first low-molecular-weight inhibitors for Hu protein R (HuR) from microbial broths (Actinomyces sp.): dehydromutactin (1), MS-444 (2) and okicenone (3). These compounds interfere with HuR RNA binding, HuR trafficking, cytokine expression and T-cell activation. A mathematical and experimental analysis of the compounds' mode of action suggests that HuR homodimerizes before RNA binding and that the compounds interfere with the formation of HuR dimers. Our results demonstrate the chemical drugability of HuR; to our knowledge HuR is the first example of a drugable protein within the Hu family. MS-444, dehydromutactin and okicenone may become valuable tools for studying HuR function. An assessment of HuR inhibition as a central node in malignant processes might open up new conceptual routes toward combatting cancer.
Recommended Products
| BBF-01693 | Doxorubicin EP Impurity A (Daunorubicin) | Inquiry |
| BBF-03753 | Baicalin | Inquiry |
| BBF-03755 | Actinomycin D | Inquiry |
| BBF-02614 | Nystatin | Inquiry |
| BBF-00764 | Cerebroside C | Inquiry |
| BBF-01829 | Deoxynojirimycin | Inquiry |
Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
