Synonym
WF 3681; WF3681; WF-3681
IUPAC/Chemical Name
3-(4-hydroxy-5-oxo-3-phenyl-2H-furan-2-yl)propanoic acid
InChi Key
PPZVSYXNLXFYAD-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H12O5/c14-10(15)7-6-9-11(12(16)13(17)18-9)8-4-2-1-3-5-8/h1-5,9,16H,6-7H2,(H,14,15)
SMILES Code
O=C(O)CCC(C(C1=CC=CC=C1)=C2O)OC2=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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
248.23
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: Nishikawa M, Yoshida K, Okamoto M, Itoh Y, Kohsaka M. Studies on WF-3681, a novel aldose reductase inhibitor. IV. Effect of FR-62765, a derivative of WF-3681, on the diabetic neuropathy in rats. J Antibiot (Tokyo). 1991 Apr;44(4):441-4. PubMed PMID: 1903376.
2: Kissinger CR, Turley S, Clark JI. Structure of WF-3681, 3-(2,5-dihydro-4-hydroxy-5-oxo-3-phenyl-2-furyl)propionic acid. Acta Crystallogr C. 1988 Mar 15;44 ( Pt 3):512-4. PubMed PMID: 3152105.
3: Nishikawa M, Tsurumi Y, Namiki T, Yoshida K, Okuhara M. Studies on WF-3681, a novel aldose reductase inhibitor. I. Taxonomy, fermentation, isolation and characterization. J Antibiot (Tokyo). 1987 Oct;40(10):1394-9. PubMed PMID: 3119547.
4: Namiki T, Nishikawa M, Itoh Y, Uchida I, Hashimoto M. Studies on WF-3681, a novel aldose reductase inhibitor. II. Structure determination and synthesis. J Antibiot (Tokyo). 1987 Oct;40(10):1400-7. PubMed PMID: 3119548.
5: Nishikawa M, Yoshida K, Okamoto M, Kohsaka M. Studies on WE-3681, a novel aldose reductase inhibitor. III. Effects of WF-3681 and its derivatives on sorbitol accumulation in diabetic rats. J Antibiot (Tokyo). 1990 Sep;43(9):1186-8. PubMed PMID: 2120169.
6: Namiki T, Baba Y, Suzuki Y, Nishikawa M, Sawada K, Itoh Y, Oku T, Kitaura Y, Hashimoto M. Synthesis and aldose reductase-inhibitory activities of structural analogues of WF-3681, a novel aldose reductase inhibitor. Chem Pharm Bull (Tokyo). 1988 Apr;36(4):1404-14. PubMed PMID: 3138031.