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MedKoo Cat#: 461877 | Name: SC 4453

Description:

WARNING: This product is for research use only, not for human or veterinary use.

SC 4453 is a digoxin analog and a cardiac glycoside derivative.

Chemical Structure

SC 4453
SC 4453
CAS#59712-21-9

Theoretical Analysis

MedKoo Cat#: 461877

Name: SC 4453

CAS#: 59712-21-9

Chemical Formula: C41H64N2O12

Exact Mass: 776.4459

Molecular Weight: 776.96

Elemental Analysis: C, 63.38; H, 8.30; N, 3.61; O, 24.71

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
SC 4453; SC-4453; SC4453;
IUPAC/Chemical Name
(2S,3R,4S,6S)-6-(((2S,3S,4S,6R)-6-(((2R,3S,4S,6R)-6-(((3R,5R,8R,9R,10S,12S,13S,14S,17S)-12,14-dihydroxy-10,13-dimethyl-17-(pyridazin-4-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-4-hydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4-hydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diol
InChi Key
OUDJBXKBCFRTRI-FKLSQBIHSA-N
InChi Code
InChI=1S/C41H64N2O12/c1-20-36(48)29(44)16-34(50-20)54-38-22(3)52-35(18-31(38)46)55-37-21(2)51-33(17-30(37)45)53-25-8-11-39(4)24(14-25)6-7-27-28(39)15-32(47)40(5)26(9-12-41(27,40)49)23-10-13-42-43-19-23/h10,13,19-22,24-38,44-49H,6-9,11-12,14-18H2,1-5H3/t20-,21+,22-,24+,25+,26-,27+,28+,29-,30-,31-,32-,33-,34-,35+,36-,37+,38+,39-,40-,41-/m0/s1
SMILES Code
O[C@H]1[C@H](C)O[C@@H](O[C@@H]2[C@H](C)O[C@H](O[C@@H]3[C@@H](C)O[C@@H](O[C@@H]4CC[C@]5(C)[C@]6([H])C[C@H](O)[C@]7(C)[C@H](C8=CC=NN=C8)CC[C@]7(O)[C@]6([H])CC[C@]5([H])C4)C[C@@H]3O)C[C@@H]2O)C[C@@H]1O
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 776.96 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.

Recalculate based on batch purity %
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: Randimbivololona F. Distribution of SC-4453, a new semi-synthetic derivative of digoxin, following an infusion preceded by an i.v. loading dose in the guinea-pig. Binding to plasma proteins. Eur J Drug Metab Pharmacokinet. 1988 Jan-Mar;13(1):19-22. PubMed PMID: 3396609. 2: Randimbivololona F, Lesne M. Intestinal absorption of SC4453 in the guinea-pig. Arch Int Pharmacodyn Ther. 1982 Dec;260(2):296-8. PubMed PMID: 7165435. 3: Randimbivololona F, Lesne M. Importance of the urinary excretion in the total elimination of SC4453 in the guinea-pig. J Pharmacol. 1984 Apr-Jun;15(2):199-208. PubMed PMID: 6738077. 4: Gupta RS, Chopra A. Cross-resistance and biochemical studies with two classes of HeLa cell mutants resistant to cardiac glycosides. The unusual behavior of cardenolide SC4453. J Biol Chem. 1985 Jun 10;260(11):6843-50. PubMed PMID: 2987235. 5: Chopra A, Dudani AK, Gupta RS. Cross-resistance and biochemical characteristics of second-step mutants of HeLa cells resistant to cardiac glycosides. Biochem Cell Biol. 1990 May;68(5):852-7. PubMed PMID: 2169261. 6: Randimbivololona F, Lesne M. Metabolism and excretion in bile of SC4453, a new semi-synthetic derivative of digoxin following an i.v. bolus injection in the guinea-pig. J Pharmacol. 1984 Jan-Mar;15(1):53-64. PubMed PMID: 6717027. 7: Gupta RS, Chopra A, Trott AB. Development of a specific assay for cardiac glycoside-like compounds based on cross-resistance of human cell mutants. Biochem Pharmacol. 1989 Jul 1;38(13):2159-68. PubMed PMID: 2735954. 8: Randimbivololona F, Lesne M. Comparison of the pharmacokinetic parameters of digoxin and SC4453 a digoxin analogue, following a single bolus i.v. dose and following an infusion preceeded by an i.v. loading dose in the guinea-pig. J Pharmacol. 1983 Jan-Mar;14(1):9-17. PubMed PMID: 6834854. 9: Gupta RS, Chopra A. Human cell mutants affected in the interaction of the 12 beta-OH group of cardiac glycosides with the digitalis receptor. Biochem Pharmacol. 1987 Nov 15;36(22):3829-33. PubMed PMID: 2825704. 10: Chopra A, Gupta RS. Biochemical and cross-resistance studies with HeLa cell mutants resistant to cardiac glycoside SC4453. Regulation of the resistant form of Na+/K+-ATPase in the mutant cells. J Biol Chem. 1986 Feb 15;261(5):2034-40. PubMed PMID: 3003091.