IUPAC/Chemical Name
3beta,17beta-Di-(1-pyrrolidinyl)-5alpha-androstane
InChi Key
WCURLWZASQDHCE-APGJSSKUSA-N
InChi Code
InChI=1S/C27H46N2/c1-26-13-11-21(28-15-3-4-16-28)19-20(26)7-8-22-23-9-10-25(29-17-5-6-18-29)27(23,2)14-12-24(22)26/h20-25H,3-19H2,1-2H3/t20-,21-,22-,23-,24-,25-,26-,27-/m0/s1
SMILES Code
C[C@@]12[C@@H](N3CCCC3)CC[C@@]1([H])[C@]4([H])CC[C@@]5([H])C[C@@H](N6CCCC6)CC[C@]5(C)[C@@]4([H])CC2
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
398.68
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: Marky LA, Snyder JG, Breslauer KJ. Calorimetric and spectroscopic investigation of drug--DNA interactions: II. Dipyrandium binding to poly d(AT). Nucleic Acids Res. 1983 Aug 25;11(16):5701-15. doi: 10.1093/nar/11.16.5701. PMID: 6889134; PMCID: PMC326308.
2: Vorlícková M, Kypr J, Kleinwächter V. Sequence-dependent changes in the chiroptical properties of DNA upon interaction with dipyrandium. Biochim Biophys Acta. 1985 Feb 15;838(2):236-43. doi: 10.1016/0304-4165(85)90084-4. PMID: 3970967.
3: Kypr J, Vorlícková M. Conformations of alternating purine-pyrimidine DNAs in high-CsF solutions and their reversal by dipyrandium, ethidium and high temperature. Biochim Biophys Acta. 1985 Feb 15;838(2):244-51. doi: 10.1016/0304-4165(85)90085-6. PMID: 3970968.
4: Patel DJ, Canuel LL. Steroid diamine-nucleic acid interactions: partial insertion of dipyrandium between unstacked base pairs of the poly(dA-dT) duplex in solution. Proc Natl Acad Sci U S A. 1979 Jan;76(1):24-8. doi: 10.1073/pnas.76.1.24. PMID: 284337; PMCID: PMC382868.
5: Lees P, Tavernor WD. An investigation of the actions of the neuromuscular blocking agent, dipyrandium iodide, on cardiovascular and respiratory function in the horse. Res Vet Sci. 1969 Sep;10(5):428-34. PMID: 4243172.
6: Hui XW, Gresh N, Pullman B. Modelling basic features of specificity in the binding of a dicationic steroid diamine to double-stranded oligonucleotides. Nucleic Acids Res. 1989 Jun 12;17(11):4177-87. doi: 10.1093/nar/17.11.4177. PMID: 2740214; PMCID: PMC317927.
7: MUSHIN WW, MAPLESON WW. RELAXANT ACTION IN MAN OF DIPYRANDIUM CHLORIDE (M&B 9105A). (A STEROID BIS-QUATERNARY AMMONIUM SALT). Br J Anaesth. 1964 Dec;36:761-8. doi: 10.1093/bja/36.12.761. PMID: 14247458.
8: Marky LA, Snyder JG, Remeta DP, Breslauer KJ. Thermodynamics of drug-DNA interactions. J Biomol Struct Dyn. 1983 Oct;1(2):487-507. doi: 10.1080/07391102.1983.10507457. PMID: 6400886.
9: Patel DJ, Kozlowski SA, Suggs JW, Cox SD. Right-handed alternating DNA conformation: poly(dA-dT) adopts the same dinucleotide repeat with cesium, tetraalkylammonium, and 3 alpha, 5 beta, 17 beta-dipyrrolidinium steroid dimethiodide cations in aqueous solution. Proc Natl Acad Sci U S A. 1981 Jul;78(7):4063-7. doi: 10.1073/pnas.78.7.4063. PMID: 6945570; PMCID: PMC319726.
10: Suggs JW, Taylor DA. Evidence for sequence-specific conformational changes in DNA from the melting temperatures of DNA phosphorothioate derivatives. Nucleic Acids Res. 1985 Aug 12;13(15):5707-16. doi: 10.1093/nar/13.15.5707. PMID: 4034395; PMCID: PMC321900.
