IUPAC/Chemical Name
(3R,4S)-8-methyl-1,7-dioxaspiro[4.4]nonane-3,4,8-triol
InChi Key
GEMQYLVRMCCZID-NYOFMCRDSA-N
InChi Code
InChI=1S/C8H14O5/c1-7(11)3-8(4-13-7)6(10)5(9)2-12-8/h5-6,9-11H,2-4H2,1H3/t5-,6+,7?,8?/m1/s1
SMILES Code
CC(OC1)(O)CC21OC[C@@H](O)[C@@H]2O
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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
190.20
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: Hayashi K, Kawahara K, Nakai C, Sankawa U, Seto H, Hayashi T. Evaluation of (1R,2R)-1-(5'-methylfur-3'-yl)propane-1,2,3-triol, a sphydrofuran derivative isolated from a Streptomyces species, as an anti-herpesvirus drug. J Antimicrob Chemother. 2000 Aug;46(2):181-9. PubMed PMID: 10933639.
2: Usui T, Umezawa S, Tsuchiya T, Naganawa H, Takeuchi T. A new microbial metabolite, sphydrofuran. II. The structure of sphydrofuran. J Antibiot (Tokyo). 1971 Feb;24(2):93-106. PubMed PMID: 5549387.
3: Umezawa S, Usui T, Umezawa H, Tsuchiya T, Takeuchi T. A new microbial metabolite, sphydrofuran. I. Isolation and the structure of a hydrolysis product. J Antibiot (Tokyo). 1971 Feb;24(2):85-92. PubMed PMID: 4323586.
4: van Kalkeren HA, van Rootselaar S, Haasjes FS, Rutjes FP, van Delft FL. Protective group-free synthesis of 3,4-dihydroxytetrahydrofurans from carbohydrates: formal total synthesis of sphydrofuran. Carbohydr Res. 2012 Nov 15;362:30-7. doi: 10.1016/j.carres.2012.09.004. Epub 2012 Sep 11. PubMed PMID: 23069485.
5: Yu P, Yang Y, Zhang ZY, Mak TC, Wong HN. Total Synthesis of Sphydrofuran, Secosyrins and Syributins. J Org Chem. 1998 Jan 9;63(1):209. PubMed PMID: 11674069.
