CAS 63775-96-2|Val2-Cyclosporine
| Common Name | Val2-Cyclosporine | ||
|---|---|---|---|
| CAS Number | 63775-96-2 | Molecular Weight | 1216.638 |
| Density | 1.0±0.1 g/cm3 | Boiling Point | 1294.7±65.0 °C at 760 mmHg |
| Molecular Formula | C63H113N11O12 | Melting Point | 148-151ºC |
| MSDS | / | Flash Point | 736.8±34.3 °C |
| Symbol | GHS02, GHS07 | Signal Word | Danger |
Names
| Name | Cyclosporin D |
|---|---|
| Synonym | More Synonyms |
Val2-Cyclosporine BiologicalActivity
| Description | Cyclosporin D, a metabolite of Cyclosporin A, is a weak immunosuppressant. Cyclosporin D is used as internal standard for quantification of Cyclosporin A[1][2]. Cyclosporin A is a potent immunosuppressant drug, suppress T cell activation by inhibiting calcineurin and the calcineurin-dependent transcription factors nuclear factor of activated T cells (NFAc)[3]. |
|---|---|
| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>Inflammation/Immunology |
| In Vitro | Cyclosporine D inhibits Ca2+/calmodulin dependent EF-2 phosphorylation in vitro[1]. |
| In Vivo | Cyclosporine D is a potent inhibitor in vivo of phorbol ester TPA-induced biological effects in mouse skin[1]. |
| References | [1]. Gschwendt M, et al. The weak immunosuppressant cyclosporine D as well as the immunologically inactive cyclosporine H are potent inhibitors in vivo of phorbol ester TPA-induced biological effects in mouse skin and of Ca2+/calmodulin dependent EF-2 phosphorylation in vitro. Biochem Biophys Res Commun. 1988 Jan 29;150(2):545-51. [2]. Kaiser P, et al. A new approach for the determination of immunosuppressive drugs using HPLC-MS/MS and Cs+ adducts. Ger Med Sci. 2006 Jan 18;4:Doc01. [3]. Minguillón J, et al. Concentrations of cyclosporin A and FK506 that inhibit IL-2 induction in human T cells do not affect TGF-beta1 biosynthesis, whereas higher doses of cyclosporin A trigger apoptosis and release of preformed TGF-beta1. J Leukoc Biol. 2005 May;77(5):748-58. Epub 2005 Feb 16. |
Chemical & Physical Properties
| Density | 1.0±0.1 g/cm3 |
|---|---|
| Boiling Point | 1294.7±65.0 °C at 760 mmHg |
| Melting Point | 148-151ºC |
| Molecular Formula | C63H113N11O12 |
| Molecular Weight | 1216.638 |
| Flash Point | 736.8±34.3 °C |
| Exact Mass | 1215.857056 |
| PSA | 275.64000 |
| LogP | 3.70 |
| Vapour Pressure | 0.0±0.6 mmHg at 25°C |
| Index of Refraction | 1.468 |
| InChIKey | ZNVBEWJRWHNZMK-SYOLRUPNSA-N |
| SMILES | CC=CCC(C)C(O)C1C(=O)NC(C(C)C)C(=O)N(C)CC(=O)N(C)C(CC(C)C)C(=O)NC(C(C)C)C(=O)N(C)C(CC(C)C)C(=O)NC(C)C(=O)NC(C)C(=O)N(C)C(CC(C)C)C(=O)N(C)C(CC(C)C)C(=O)N(C)C(C(C)C)C(=O)N1C |
| Storage condition | 20°C |
Safety Information
| Symbol | GHS02, GHS07 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H225-H302 + H312 + H332-H319 |
| Precautionary Statements | P210-P280-P305 + P351 + P338 |
| Hazard Codes | F,Xn,T |
| Risk Phrases | 11-20/21/22-36-39/23/24/25-23/24/25 |
| Safety Phrases | 16-36/37-45-7 |
| RIDADR | UN 1648 3 / PGII |
| HS Code | 29419090 |
Articles21
More Articles| Antimalarial activity of cyclosporins A, C and D. Afr. J. Med. Med. Sci. 23(1) , 47-51, (1994) Cyclosporin A (CsA) is an immunosuppressive drug widely used in organ transplants. It is also accumulated by the erythrocyte, a site that accommodates one of the stages of malaria parasite. We observe... | |
| Enzymatic synthesis of cyclosporin A. J. Biol. Chem. 262(36) , 17258-9, (1987) An enzyme fraction, isolated from crude extracts of the fungus Tolypocladium inflatum, strain 7939/F, is able to synthesize the undecapeptide cyclosporin A. The formation of cyclosporin A was monitore... | |
| In vitro and in vivo comparative studies on immunosuppressive properties of cyclosporines A, C, D and metabolites M1, M17 and M21. Immunopharmacol. Immunotoxicol. 15(2-3) , 163-77, (1993) Cyclosporine A (CsA) and its major metabolites: M1, M17 and M21 and two analogues: cyclosporines C (CsC) and D (CsD), were studied for their capacity to interfere with different in vitro activation pa... |
Synonyms
| 33-[(4E)-1-Hydroxy-2-methylhex-4-en-1-yl]-6,9,18,24-tetraisobutyl-3,21,30-triisopropyl-1,4,7,10,12,15,19,25,28-nonamethyl-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone |
| 33-[(4E)-1-hydroxy-2-methylhex-4-en-1-yl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21,30-tri(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone |
| CyclosporinD |
| cyclosporine D |
| Val2-Cyclosporine |
| 1,4,7,10,13,16,19,22,25,28,31-Undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone, 33-[(4E)-1-hydroxy-2-methyl-4-hexen-1-yl]-1,4,7,10,12,15,19,25,28-nonamethyl-3,21,30-tris(1-methylethyl)-6,9,18,24-tetrakis(2-methylpropyl)- |
| 33-[(4E)-1-Hydroxy-2-methyl-4-hexen-1-yl]-6,9,18,24-tetraisobutyl-3,21,30-triisopropyl-1,4,7,10,12,15,19,25,28-nonamethyl-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone |
| 7-L-Valinecyclosporin A |
| Cyclosporin Impurity 4 |
