For research use only. Not for therapeutic Use.
9-cis-Retinoic Acid（Cat No.:R000404）is a potent, naturally occurring retinoid and an active metabolite of vitamin A, known for binding and activating both retinoic acid receptors (RARs) and retinoid X receptors (RXRs). This dual activation modulates gene expression involved in cell differentiation, growth, and apoptosis, making it valuable in cancer research and dermatology. 9-cis-Retinoic Acid is studied for its therapeutic potential in skin disorders, certain cancers, and neurodegenerative diseases due to its role in cellular signaling. Its unique receptor affinity makes it a promising candidate for targeted retinoid therapies.
| Catalog Number | R000404 |
| CAS Number | 5300-03-8 |
| Synonyms | (2E,4E,6Z,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenoic Acid; 9-cis-Tretinoin; AGN 192013; ALRT 1057; Alitretinoin; LG 100057; LGD 100057; LGD 1057; NSC 659772; Panretin; Panretyn; Panrexin; Isotretinoin EP Impurity D |
| Molecular Formula | C20H28O2 |
| Purity | ≥95% |
| Target | RAR/RXR |
| Solubility | Soluble in DMSO |
| Storage | Store at -20C |
| IUPAC Name | (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid |
| InChI | InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8-,16-14+ |
| InChIKey | SHGAZHPCJJPHSC-ZVCIMWCZSA-N |
| SMILES | CC1=C(C(CCC1)(C)C)/C=C/C(=C\C=C\C(=C\C(=O)O)\C)/C |
| Reference | </br>1:9-cis Retinoic acid modulates myotrophin expression and its miR in physiological and pathophysiological cell models. Perri M, Caroleo MC, Liu N, Gallelli L, De Sarro G, Kagechika H, Cione E.Exp Cell Res. 2017 May 1;354(1):25-30. doi: 10.1016/j.yexcr.2017.03.022. Epub 2017 Mar 12. PMID: 28300567 </br>2:Stimulation of Phospholipid Scrambling of the Erythrocyte Membrane by 9-Cis-Retinoic Acid. Abed M, Alzoubi K, Lang F, Al Mamun Bhuayn A.Cell Physiol Biochem. 2017;41(2):543-554. doi: 10.1159/000457014. Epub 2017 Jan 31. PMID: 28214868 Free Article</br>3:Interactive effects of 9-cis-retinoic acid and androgen on proliferation, differentiation, and apoptosis of LNCaP prostate cancer cells. Eskra JN, Kuiper JW, Walden PD, Bosland MC, Özten N.Eur J Cancer Prev. 2017 Jan;26(1):71-77. PMID: 26886237 </br>4:Evaluation of 9-cis retinoic acid and mitotane as antitumoral agents in an adrenocortical xenograft model. Nagy Z, Baghy K, Hunyadi-Gulyás É, Micsik T, Nyírő G, Rácz G, Butz H, Perge P, Kovalszky I, Medzihradszky KF, Rácz K, Patócs A, Igaz P.Am J Cancer Res. 2015 Nov 15;5(12):3645-58. eCollection 2015. PMID: 26885453 Free PMC Article</br>5:187 9-cis RETINOIC ACID IMPROVES MATURATION RATE AND ALTERS GENE EXPRESSION OF IN VITRO-MATURED OOCYTES IN EGYPTIAN BUFFALO. Gad A, Abu Hamed S, Khalifa M, El-Sayed A, Swiefy SA, El-Assal S.Reprod Fertil Dev. 2016 Jan;29(1):202. doi: 10.1071/RDv29n1Ab187. PMID: 28278984 </br>6:Prevention of Postsurgical Lymphedema by 9-cis Retinoic Acid. Bramos A, Perrault D, Yang S, Jung E, Hong YK, Wong AK.Ann Surg. 2016 Aug;264(2):353-61. doi: 10.1097/SLA.0000000000001525. PMID: 26655920 </br>7:9-cis-retinoic acid improves sensitivity to platelet-derived growth factor-BB via RXRα and SHP-1 in diabetic retinopathy. Chen Y, Wang W, Liu F, Tang L, Tang R, Li W.Biochem Biophys Res Commun. 2015 Oct 2;465(4):810-6. doi: 10.1016/j.bbrc.2015.08.093. Epub 2015 Aug 24. PMID: 26310807 </br>8:Correction. 9-Cis retinoic acid promotes lymphangiogenesis and enhances lymphatic vessel regeneration: therapeutic implications of 9-Cis retinoic acid for secondary lymphedema. Choi.Circulation. 2015 Apr 7;131(14):e401-2. doi: 10.1161/CIR.0000000000000200. No abstract available. PMID: 25847986 Free Article</br>9:RXR agonist modulates TR: corepressor dissociation upon 9-cis retinoic acid treatment. Fattori J, Campos JL, Doratioto TR, Assis LM, Vitorino MT, Polikarpov I, Xavier-Neto J, Figueira AC.Mol Endocrinol. 2015 Feb;29(2):258-73. doi: 10.1210/me.2014-1251. Epub 2014 Dec 26. PMID: 25541638 Free PMC Article</br>10:Proteomic analysis of changes in the protein composition of MCF-7 human breast cancer cells induced by all-trans retinoic acid, 9-cis retinoic acid, and their combination. Flodrova D, Benkovska D, Macejova D, Bialesova L, Hunakova L, Brtko J, Bobalova J.Toxicol Lett. 2015 Jan 5;232(1):226-32. doi: 10.1016/j.toxlet.2014.09.030. Epub 2014 Oct 16. PMID: 25455455 |
