Cytosporone B
Cytosporone B is the first naturally occurring agonist for nuclear orphan receptor Nur77. The molecule binds with high affinity (IC50=0.278 nM) to the ligand-binding domain of Nur77 and stimulates Nur77-dependent activities. Nur77 is also involved in glucose homeostasis, where it induces genes involved in gluconeogenesis. Csn-B physically binds to Nur77 and activates its transactivational activity and translocation to mitochondria to induce apoptosis. It inhibits cancer cell proliferation and tumor growth.
1: Li J, Lv C, Sun W, Li Z, Han X, Li Y, Shen Y. Cytosporone B, an inhibitor of the type III secretion system of Salmonella enterica serovar Typhimurium. Antimicrob Agents Chemother. 2013 May;57(5):2191-8. doi: 10.1128/AAC.02421-12. Epub 2013 Mar 4. PubMed PMID: 23459474; PubMed Central PMCID: PMC3632957.
2: Xia Z, Cao X, Rico-Bautista E, Yu J, Chen L, Chen J, Bobkov A, Wolf DA, Zhang XK, Dawson MI. Relative impact of 3- and 5-hydroxyl groups of cytosporone B on cancer cell viability. Medchemcomm. 2013 Feb 1;4(2):332-339. PubMed PMID: 24795803; PubMed Central PMCID: PMC4005383.
3: Zhan Y, Du X, Chen H, Liu J, Zhao B, Huang D, Li G, Xu Q, Zhang M, Weimer BC, Chen D, Cheng Z, Zhang L, Li Q, Li S, Zheng Z, Song S, Huang Y, Ye Z, Su W, Lin SC, Shen Y, Wu Q. Cytosporone B is an agonist for nuclear orphan receptor Nur77. Nat Chem Biol. 2008 Sep;4(9):548-56. doi: 10.1038/nchembio.106. PubMed PMID: 18690216.
2: Xia Z, Cao X, Rico-Bautista E, Yu J, Chen L, Chen J, Bobkov A, Wolf DA, Zhang XK, Dawson MI. Relative impact of 3- and 5-hydroxyl groups of cytosporone B on cancer cell viability. Medchemcomm. 2013 Feb 1;4(2):332-339. PubMed PMID: 24795803; PubMed Central PMCID: PMC4005383.
3: Zhan Y, Du X, Chen H, Liu J, Zhao B, Huang D, Li G, Xu Q, Zhang M, Weimer BC, Chen D, Cheng Z, Zhang L, Li Q, Li S, Zheng Z, Song S, Huang Y, Ye Z, Su W, Lin SC, Shen Y, Wu Q. Cytosporone B is an agonist for nuclear orphan receptor Nur77. Nat Chem Biol. 2008 Sep;4(9):548-56. doi: 10.1038/nchembio.106. PubMed PMID: 18690216.
| Chemical | |
|---|---|
| CAS Num | 321661-62-5 |
| Chemical Formula | C18H26O5 |
| Molecular Weight | 322.4 |
| IUPAC Chemical Name | Ethyl 3,5-dihydroxy-2-(1-oxooctyl)-benzeneacetate |
| Exact Mass | 322.17802 |
| Elemental Analysis | C, 67.06; H, 8.13; O, 24.81 |
| Synonym | Cytosporone B |
| Solubility | Soluble in DMSO, not in water |
| SMILES Code | O=C(OCC)CC1=CC(O)=CC(O)=C1C(CCCCCCC)=O |
| Biological | |
| Targets and Effects | N/A |
| Pathways | Apoptosis |
| Physical | |
| 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). |
| Shelf Life | >2 years if stored properly |
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