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| | CYCLOSPORIN D Basic information |
| Product Name: | CYCLOSPORIN D | | Synonyms: | CYCLOSPORIN D;(3R,4R)-3-Hydroxy-N-methyl-5-[(E)-1-propenyl]-cyclo(L-Leu-L-Val-Sar-N-methyl-L-Leu-L-Val-N-methyl-L-Leu-L-Ala-D-Ala-N-methyl-L-Leu-N-methyl-L-Leu-N-methyl-L-Val-);(3R,4R)-3-Hydroxy-N-methyl-5-[(E)-1-propenyl]cyclo(L-Leu-L-Val-Sar-N-methyl-L-Leu-L-Val-N-methyl-L-Leu-L-Ala-D-Ala-N-methyl-L-Leu-N-methyl-L-Leu-N-methyl-L-Val-);Cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-3-hydroxy-N,4-dimethyl-L-2-amino-6-octenoyl-L-valyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl];Val2-cyclosporine;7-L-Valinecyclosporin A;Cyclosporin D, froM MicroMonospora;Cyclosporine IMpurity-D | | CAS: | 63775-96-2 | | MF: | C63H113N11O12 | | MW: | 1216.64 | | EINECS: | 806-434-4 | | Product Categories: | Anti-cancer&immunity;ACTIVE PHARMACEUTICAL INGREDIENTS;Intermediates & Fine Chemicals;Peptides;Pharmaceuticals | | Mol File: | 63775-96-2.mol |  |
| | CYCLOSPORIN D Chemical Properties |
| Melting point | 148-1510C | | alpha | D20 -245° (c = 0.52 in CHCl3); D20 -211° (c = 0.51 in methanol) | | Boiling point | 1294.7±65.0 °C(Predicted) | | density | 1.015±0.06 g/cm3(Predicted) | | Fp | 9 °C | | storage temp. | -20°C Freezer | | solubility | Chloroform (Sparingly), Ethyl Aceatate (Slightly), Methanol (Slightly) | | pka | 13.22±0.70(Predicted) | | form | Colorless to off-white crystalline solid. | | color | White to Off-White | | InChIKey | YJDYDFNKCBANTM-QCWCSKBGSA-N |
| | CYCLOSPORIN D Usage And Synthesis |
| Chemical Properties | Colorless Crystalline Solid | | Uses | A group of nonpolar cyclic oligopeptides with immunosupppressant activity. | | Uses | Cyclosporin D is a minor analogue of the cyclosporin family which is only weakly immunologically active. Cyclosporin D is a potent inhibitor of tumour-promoting phorbol esters on mouse skin in vivo, and a potent inhibitor of calcium/calmodulin-dependent EF-2 phosphorylation in vitro. | | Biological Activity | cyclosporin d is an immunosuppressive agent [1].cyclosporin d (csd) is an analogue of cyclosporine a with weak immunosuppressive activity. cyclosporin d has been used as an internal standard for the quantification of cyclosporin a. in human multidrug-resistant ovarian cancer cells, cyclosporin d significantly overcame adriamycin resistance [2]. in lymphocyte, csd weakly inhibited pha-, pwm-, and pma + ca2+-induced cell proliferation [3].in mice, csd inhibited edema in mouse ear and alkaline phosphatase activity in mouse skin induced by tpa by 98% and 88%, respectively. in cytosol of mouse pancreas, csd inhibited the ca2+/calmodulin-dependent phosphorylation of the elongation factor 2 (ef-2) and the tpa-induced increase of ef-2 [1]. cyclosporin d was effective in inhibiting p. falciparum parasite in vitro and p. berghei malaria parasite development in vivo when administered orally [4]. | | storage | +4°C | | references | [1]. gschwendt m, kittstein w, marks f. 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, 150(2): 545-551.
[2]. mizuno k, furuhashi y, misawa t, et al. modulation of multidrug resistance by immunosuppressive agents: cyclosporin analogues, fk506 and mizoribine. anticancer res, 1992, 12(1): 21-25.
[3]. sadeg n, pham-huy c, rucay p, et al. in vitro and in vivo comparative studies on immunosuppressive properties of cyclosporines a, c, d and metabolites m1, m17 and m21. immunopharmacol immunotoxicol, 1993, 15(2-3): 163-177.
[4]. uadia po1, ezeamuzie ic, ladan mj, et al. antimalarial activity of cyclosporins a, c and d. afr j med med sci, 1994, 23(1): 47-51. |
| | CYCLOSPORIN D Preparation Products And Raw materials |
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