IUPAC/Chemical Name
17,19-Etheno-22H-benzofuro(3a,3-n)(1,5,10)triazacycloeicosine-3,14,22-trione, 4,5,6,7,8,9,10,11,12,13,20a,21,23,24-tetradecahydro-
InChi Key
LGWGCZIATGUBNB-JVWAILMASA-N
InChi Code
InChI=1S/C25H33N3O4/c29-21-7-9-25-10-8-24(31)28-14-18-5-6-20(12-18)27-16-22(30)15-26-11-3-1-2-4-19(25)17-32-23(25)13-21/h5-7,9,12,16,18-19,23,26H,1-4,8,10-11,13-15,17H2,(H,28,31)/b27-16+
SMILES Code
O=C1C=CC23CCC(NCC(C=C4)C=C4/N=C/C(CNCCCCCC2COC3C1)=O)=O
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
439.56
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: Chen P, Bao X, Zhang LF, Ding M, Han XJ, Li J, Zhang GB, Tu YQ, Fan CA. Asymmetric synthesis of bioactive hydrodibenzofuran alkaloids: (-)-lycoramine, (-)-galanthamine, and (+)-lunarine. Angew Chem Int Ed Engl. 2011 Aug 22;50(35):8161-6. doi: 10.1002/anie.201103198. Epub 2011 Jul 11. PubMed PMID: 21748835.
2: Takeda N. [Selective synthesis of benzofurans and dihydrobenzofurans via efficient rearrangement as key reaction]. Yakugaku Zasshi. 2008 Aug;128(8):1139-47. Japanese. PubMed PMID: 18670179.
3: Hamilton CJ, Saravanamuthu A, Poupat C, Fairlamb AH, Eggleston IM. Time-dependent inhibitors of trypanothione reductase: analogues of the spermidine alkaloid lunarine and related natural products. Bioorg Med Chem. 2006 Apr 1;14(7):2266-78. Epub 2005 Nov 21. PubMed PMID: 16303308.
4: Hamilton CJ, Saravanamuthu A, Fairlamb AH, Eggleston IM. Benzofuranyl 3,5-bis-polyamine derivatives as time-dependent inhibitors of trypanothione reductase. Bioorg Med Chem. 2003 Aug 15;11(17):3683-93. PubMed PMID: 12901914.
5: HENDERSON FG, CHEN KK. The pharmacology of lunarine, the alkaloid of Lunaria biennis. J Am Pharm Assoc Am Pharm Assoc. 1950 Sep;39(9):516-9. PubMed PMID: 14774300.
