Molecular structure of 9-cis-Retinoic acid, CAS Number: 5300-03-8
9-cis-Retinoic acid (CAS 5300-03-8)
See product citations (10)
Alternate Names:
9-cis-Retinoic acid is also known as Alitretinoin.
Application:
9-cis-Retinoic acid is a Cox-2 inhibitor that prevents cell proliferation and induces cell differentiation.
CAS Number:
5300-03-8
Purity:
≥97%
Molecular Weight:
300.44
Molecular Formula:
C20H28O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
9-cis-Retinoic acid is a vitamin A analog that inhibits cell proliferation and induces cell differentiation. 9-cis-Retinoic acid is an inhibitor of Cox-2 and an activator of RAR α, RAR β, RAR γ and RXR. 9-cis-Retinoic acid potently activates all isoforms of retinoic acid receptor. 9-cis-Retinoic acid can start a chain of effects beginning with the heterodimerization with retinoid X receptor isoforms, and then homodimerization in addition to heterodimerization with between RXR and other partners.
9-cis-Retinoic acid (CAS 5300-03-8) References
- Crystal structure of the human RXRalpha ligand-binding domain bound to its natural ligand: 9-cis retinoic acid. | Egea, PF., et al. 2000. EMBO J. 19: 2592-601. PMID: 10835357
- Discovery and design of retinoic acid receptor and retinoid X receptor class- and subtype-selective synthetic analogs of all-trans-retinoic acid and 9-cis-retinoic acid. | Dawson, MI. and Zhang, XK. 2002. Curr Med Chem. 9: 623-37. PMID: 11945128
- Mouse retinal dehydrogenase 4 (RALDH4), molecular cloning, cellular expression, and activity in 9-cis-retinoic acid biosynthesis in intact cells. | Lin, M., et al. 2003. J Biol Chem. 278: 9856-61. PMID: 12519776
- Pregnancies and improved early embryonic development with bovine oocytes matured in vitro with 9-cis-retinoic acid. | Hidalgo, CO., et al. 2003. Reproduction. 125: 409-16. PMID: 12611604
- 9-cis retinoic acid stereoisomer binds and activates the nuclear receptor RXR alpha. | Levin, AA., et al. 1992. Nature. 355: 359-61. PMID: 1309942
- Characterization of three RXR genes that mediate the action of 9-cis retinoic acid. | Mangelsdorf, DJ., et al. 1992. Genes Dev. 6: 329-44. PMID: 1312497
- 9-Cis-retinoic acid suppresses inflammatory responses of microglia and astrocytes. | Xu, J. and Drew, PD. 2006. J Neuroimmunol. 171: 135-44. PMID: 16303184
- Efficacy and safety of oral alitretinoin (9-cis retinoic acid) in patients with severe chronic hand eczema refractory to topical corticosteroids: results of a randomized, double-blind, placebo-controlled, multicentre trial. | Ruzicka, T., et al. 2008. Br J Dermatol. 158: 808-17. PMID: 18294310
- Identification of 9-cis-retinoic acid as a pancreas-specific autacoid that attenuates glucose-stimulated insulin secretion. | Kane, MA., et al. 2010. Proc Natl Acad Sci U S A. 107: 21884-9. PMID: 21115832
- Analysis, occurrence, and function of 9-cis-retinoic acid. | Kane, MA. 2012. Biochim Biophys Acta. 1821: 10-20. PMID: 21983272
- The retinoid X receptors and their ligands. | Dawson, MI. and Xia, Z. 2012. Biochim Biophys Acta. 1821: 21-56. PMID: 22020178
- 9-cis retinoic acid promotes lymphangiogenesis and enhances lymphatic vessel regeneration: therapeutic implications of 9-cis retinoic acid for secondary lymphedema. | Choi, I., et al. 2012. Circulation. 125: 872-82. PMID: 22275501
- Prevention by retinoids of azoxymethane-induced tumors and aberrant crypt foci and their modulation of cell proliferation in the colon of rats. | Zheng, Y., et al. 1997. Carcinogenesis. 18: 2119-25. PMID: 9395211
- Regulation of retinoidal actions by diazepinylbenzoic acids. Retinoid synergists which activate the RXR-RAR heterodimers. | Umemiya, H., et al. 1997. J Med Chem. 40: 4222-34. PMID: 9435893
- Synthesis And Receptor Binding Affinity Of Conformationally Restricted Retinoic Acid Analogues | Wong, M.F., et al. 1997. Bioorganic & Medicinal Chemistry Letters. 7: 2313-2318.
Inhibitor of:
Cox, Cox-2, CRBP I, CRIP1, HNF-3α, KRTAP1-1, KRTAP20-1, LRAT, Rarres1, RBP2, RGR, and RXRβ1.Activator of:
1300002K09Rik, ABC-A1, ABCG1, ADAM12, apoA-I, Aspartoacylase, B42, c-Erb-A α-1, c-Erb-A α-2, c-Erb-A β-2, carbonyl reductase 2, Chr-A, CRABP-I, CRBP IV, CS1, D3Ertd751e, DHRS7C, DHRS9, DNA2, DPRP, Dvl-2, E2F-5, EG624584, EG626305, FTZ-F1, G-CSFR, GCNF, GPRC5D, HNF-4B, IL-3Rα, INSIG-1, IRX2, KIR3DL3, Laminin-5, Langerin, LAR, LDLRAD2, LMO2, LRIF, LXR alpha, MUP, neuroligin 2, Nlk, NP60, NR2E3, NUDT21, Olfr586, Olfr702, OTTMUSG00000010747, OTTMUSG00000011097, p14 ARF/p16, Pbx 2, Pbx 4, Peroxin 14, PSPC1, RAG-1, RAI2, RAI3, RAR alpha, RAR beta, RAR gamma, RARα1, RARα2, RDH8, Retinal RX, Retinal RX2, RIP15, RLBP1L2, RLD-1, RXR, RXR alpha, RXR beta, RXR gamma, RXRβ1, RXRβ2, Scgb2a2, SHP, SP-C, Sp5, Stra6, TIG3, Vmn1r1, Vmn1r170, Vmn1r39, and Vmn1r94.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
9-cis-Retinoic acid, 1 mg | sc-205589 | 1 mg | $70.00 | |||
9-cis-Retinoic acid, 5 mg | sc-205589A | 5 mg | $145.00 | |||
9-cis-Retinoic acid, 25 mg | sc-205589B | 25 mg | $416.00 | |||
9-cis-Retinoic acid, 250 mg | sc-205589C | 250 mg | $3060.00 | |||
9-cis-Retinoic acid, 500 mg | sc-205589D | 500 mg | $5610.00 |