Synonym
Meproscillarin; Clift; KY-18; KY 18; KY18; Rambufaside;
IUPAC/Chemical Name
5-((3S,8R,9S,10R,13R,14S,17R)-3-(((2R,3R,4S,5R,6S)-3,4-dihydroxy-5-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-hydroxy-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2H-pyran-2-one
InChi Key
RKWPZPDLTYBKCL-RVZGXXANSA-N
InChi Code
InChI=1S/C31H44O8/c1-17-27(36-4)25(33)26(34)28(38-17)39-20-9-12-29(2)19(15-20)6-7-23-22(29)10-13-30(3)21(11-14-31(23,30)35)18-5-8-24(32)37-16-18/h5,8,15-17,20-23,25-28,33-35H,6-7,9-14H2,1-4H3/t17-,20-,21+,22-,23+,25-,26+,27-,28-,29-,30+,31-/m0/s1
SMILES Code
CO[C@H]1[C@@H](O[C@H]([C@@H]([C@@H]1O)O)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@@H](C6=COC(C=C6)=O)CC[C@@]5([C@@H]4CCC3=C2)O)C)C)C
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).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
544.68
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Alken RG, Belz GG. A comparative dose-effect study with cardiac glycosides assessing cardiac and extracardiac responses in normal subjects. J Cardiovasc Pharmacol. 1984 Jul-Aug;6(4):634-40. PubMed PMID: 6206318.
2: Belz GG, Aust PE. [Threshold of action of meproscillarin following intravenous administration]. Med Klin. 1980 Jul 18;75(15):551-3. German. PubMed PMID: 7001203.
3: Burkert K, Beckmann H. [Plasma concentration and elimination behavior of the cardiac glycoside meproscillarin in patients with liver cirrhosis]. Z Gastroenterol. 1983 Jan;21(1):34-40. German. PubMed PMID: 6845784.
4: Rietbrock N. [Metabolism of meproscillarin in man (author's transl)]. Arzneimittelforschung. 1978;28(3a):540-5. German. PubMed PMID: 580585.
5: Rupp M, Brass H, Belz GG. [Elimination of meproscillarin by hemoperfusion (author's transl)]. Arzneimittelforschung. 1978;28(3a):567-9. German. PubMed PMID: 580593.
6: Beckmann H, Belz GG, Quellhorst E. [Meproscillarin in patients with renal failure and concomitant heart failure (author's transl)]. Med Klin. 1979 Nov 23;74(47):1761-6. German. PubMed PMID: 522817.
7: Klein WW, Pavek P. [Preliminary hemodynamic studies on the activity of meproscillarin (author's transl)]. Arzneimittelforschung. 1978;28(3a):553-5. German. PubMed PMID: 580588.
8: Pachinger O, Probst P. [Effect of meproscillarin on left ventricular hemodynamics (author's transl)]. Arzneimittelforschung. 1978;28(3a):550-2. German. PubMed PMID: 580587.
9: Beckmann H, Belz GG, Quellhorst E. [Elimination rate of meproscillarin following repeated application in patients with reduced renal function (author's transl)]. Arzneimittelforschung. 1978;28(3a):565-7. German. PubMed PMID: 580592.
10: Einig H, Mayer D. [On the development of an oral preparation of meproscillarin (author's transl)]. Arzneimittelforschung. 1978;28(3a):527-31. German. PubMed PMID: 580583.
11: Belz GG, Belz G. [Studies on the pharmacokinetics of meproscillarin (author's transl)]. Arzneimittelforschung. 1978;28(3a):535-9. German. PubMed PMID: 580584.
12: Twittenhoff WD, Brittinger WD, Deckert DW, Belz GG, Schubert I. [On the possible meproscillarin accumulation in patients with impaired renal function (author's transl)]. Arzneimittelforschung. 1978;28(3a):562-5. German. PubMed PMID: 580591.
13: Turina J, Krayenbühl HP. [The influence of meproscillarin on human left ventricular function (author's transl)]. Arzneimittelforschung. 1978;28(3a):555-7. German. PubMed PMID: 580589.
14: Weymann J, Schenk G, Kesselring K. [Studies on the disposition of meproscillarin in rat and dog (author's transl)]. Arzneimittelforschung. 1978;28(3a):520-6. German. PubMed PMID: 580582.
15: Schenk G, Albrecht HP, Lietz H. [Labelling meproscillarin with tritium at the C-19 position (author's transl)]. Arzneimittelforschung. 1978;28(3a):518-9. German. PubMed PMID: 580581.
16: Eckardt A, Koch W, Safer A. [Long-term study with the novel cardiac glycoside meproscillarin (author's transl)]. Arzneimittelforschung. 1978;28(3a):570-3. German. PubMed PMID: 348206.
17: Schnitzlein W, Buselmaier B, Dieckmann W, Fischer A, Mayer D, Neidhardt R, Zimmermann F. [Toxicology of a new semisynthetic cardiac glycoside meproscillarin]. Arzneimittelforschung. 1978;28(3a):506-17. German. PubMed PMID: 580580.
18: Raschack M, Haas H, Neugebauer G, Sipos J. [Cardiac effects, relative enteral effectiveness and rate of inactivation of the cardiac glycoside meproscillarin]. Arzneimittelforschung. 1978;28(3a):495-502. German. PubMed PMID: 580578.
19: Herken H, Brandes J. [Clinical study of meproscillarin rates of inactivation and persistence, bioavailability and maintenance dose]. Arzneimittelforschung. 1978;28(3a):557-60. German. PubMed PMID: 580590.
20: Friedrich L, Hofmann HP, Kreiskott H, Raschack M. [Studies on extracardiac effects of the cardiac glycoside meproscillarin in animal experiments (author's transl)]. Arzneimittelforschung. 1978;28(3a):503-6. German. PubMed PMID: 580579.
