Synonym
Catalpalactone; UNII-P61GH0V29Z
IUPAC/Chemical Name
1(3H)-Isobenzofuranone, 3-(5,6-dihydro-6,6-dimethyl-2-oxo-2H-pyran-3-yl)-
InChi Key
GFYSRANGENPXDF-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H14O4/c1-15(2)8-7-11(14(17)19-15)12-9-5-3-4-6-10(9)13(16)18-12/h3-7,12H,8H2,1-2H3
SMILES Code
O=C1OC(C2=CCC(C)(C)OC2=O)C3=C1C=CC=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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
258.27
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 HY, Han AR, Kil YS, Seo EK, Jin CH. Anti-Inflammatory Effects of Catalpalactone Isolated from Catalpa ovata in LPS-Induced RAW264.7 Cells. Molecules. 2019 Mar 29;24(7):1236. doi: 10.3390/molecules24071236. PMID: 30934890; PMCID: PMC6479692.
2: Huang HS, Han XH, Hwang BY, Park JI, Yoo SK, Lee HJ, Lim SC, Lee MK. Effects of catalpalactone on dopamine biosynthesis and L-DOPA-induced cytotoxicity in PC12 cells. Environ Toxicol Pharmacol. 2008 Jul;26(1):86-91. doi: 10.1016/j.etap.2008.02.005. Epub 2008 Feb 17. PMID: 21783893.
3: Inouye H, Okuda T, Hirata Y, Nagakura N, Yoshizaki M. The structure of catalpalactone. Tetrahedron Lett. 1965 May;(18):1261-4. doi: 10.1016/s0040-4039(00)77192-9. PMID: 5844740.
4: Inoue H, Okuda T, Hirata Y, Nagakura N, Yoshizaki M. Structure of catalpalactone, a new phthalide from Catalpa wood. Chem Pharm Bull (Tokyo). 1967 Jun;15(6):786-92. doi: 10.1248/cpb.15.786. PMID: 6076788.
5: Park BM, Hong SS, Lee C, Lee MS, Kang SJ, Shin YS, Jung JK, Hong JT, Kim Y, Lee MK, Hwang BY. Naphthoquinones from Catalpa ovata and their inhibitory effects on the production of nitric oxide. Arch Pharm Res. 2010 Mar;33(3):381-5. doi: 10.1007/s12272-010-0306-2. Epub 2010 Mar 30. PMID: 20361302.
6: Fujiwara A, Mori T, Iida A, Ueda S, Hano Y, Nomura T, Tokuda H, Nishino H. Antitumor-promoting naphthoquinones from Catalpa ovata. J Nat Prod. 1998 May;61(5):629-32. doi: 10.1021/np9800147. PMID: 9599262.
7: Kil YS, So YK, Choi MJ, Han AR, Jin CH, Seo EK. Cytoprotective dihydronaphthalenones from the wood of Catalpa ovata. Phytochemistry. 2018 Mar;147:14-20. doi: 10.1016/j.phytochem.2017.12.009. Epub 2017 Dec 21. PMID: 29274812.
8: McDaniel CA. Major antitermitic components of the heartwood of southern catalpa. J Chem Ecol. 1992 Mar;18(3):359-69. doi: 10.1007/BF00994237. PMID: 24254942.