Synonym
Fragransin A-2; Fragransin A 2; Fragransin A2; Fragransin-A2
IUPAC/Chemical Name
4,4'-((2R,3R,4R,5R)-3,4-Dimethyltetrahydrofuran-2,5-diyl)bis(2-methoxyphenol)
InChi Key
GMXMKSFJQLFOSO-IIBDXVJDSA-N
InChi Code
InChI=1S/C20H24O5/c1-11-12(2)20(14-6-8-16(22)18(10-14)24-4)25-19(11)13-5-7-15(21)17(9-13)23-3/h5-12,19-22H,1-4H3/t11-,12-,19-,20-/m1/s1
SMILES Code
C[C@@H]1[C@@H](C)[C@H](C2=CC=C(O)C(OC)=C2)O[C@H]1C3=CC=C(O)C(OC)=C3
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
344.41
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: Kim H, Wooten CM, Park Y, Hong J. Stereoselective synthesis of tetrahydrofuran lignans via BF(3) x OEt(2)-promoted reductive deoxygenation/epimerization of cyclic hemiketal: synthesis of (-)-odoratisol C, (-)-futokadsurin A, (-)-veraguensin, (+)-fragransin A(2), (+)-galbelgin, and (+)-talaumidin. Org Lett. 2007 Sep 27;9(20):3965-8. Epub 2007 Sep 1. PubMed PMID: 17764190.
2: Thuong PT, Hung TM, Khoi NM, Nhung HT, Chinh NT, Quy NT, Jang TS, Na M. Cytotoxic and anti-tumor activities of lignans from the seeds of Vietnamese nutmeg Myristica fragrans. Arch Pharm Res. 2014 Mar;37(3):399-403. doi: 10.1007/s12272-013-0185-4. Epub 2013 Jul 23. PubMed PMID: 23877238.
3: Kasahara H, Miyazawa M, Kameoka H. O-demethylation of 7,7'-epoxylignans by Aspergillus niger. Phytochemistry. 1996 Sep;43(1):111-3. PubMed PMID: 8987506.
