IUPAC/Chemical Name
(2R,4S)-4-hydroxy-2-(3-methylbut-2-en-1-yl)-3,4-dihydronaphthalen-1(2H)-one
InChi Key
BTQXIESSQVRLCV-RISCZKNCSA-N
InChi Code
InChI=1S/C15H18O2/c1-10(2)7-8-11-9-14(16)12-5-3-4-6-13(12)15(11)17/h3-7,11,14,16H,8-9H2,1-2H3/t11-,14+/m1/s1
SMILES Code
C/C(C)=C\C[C@@H]1C[C@@H](c2c(C1=O)cccc2)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
230.31
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: Huang HS, Han XH, Hwang BY, Park JI, Yoo SK, Choi HS, Lim SC, Lee MK. Catalponol enhances dopamine biosynthesis and protects against L-DOPA-induced cytotoxicity in PC12 cells. J Asian Nat Prod Res. 2009 Oct;11(10):867-75. doi: 10.1080/10286020903193094. PMID: 20183248.
2: Suzuki T, Ismiyarto, Ishizaka Y, Zhou DY, Asano K, Sasai H. One-Pot Catalysis Using a Chiral Iridium Complex/Brønsted Base: Catalytic Asymmetric Synthesis of Catalponol. Org Lett. 2015 Nov 6;17(21):5176-9. doi: 10.1021/acs.orglett.5b02480. Epub 2015 Oct 23. PMID: 26496409.
3: 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.
4: 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.
5: Peraza-Sánchez SR, Chávez D, Chai HB, Shin YG, García R, Mejía M, Fairchild CR, Lane KE, Menendez AT, Farnsworth NR, Cordell GA, Pezzuto JM, Kinghorn AD. Cytotoxic constituents of the roots of Ekmanianthe longiflora. J Nat Prod. 2000 Apr;63(4):492-5. doi: 10.1021/np990528l. PMID: 10785421.
6: Brieskorn CH, Pöhlmann R. Zum Vorkommen eines isomeren Catalponols und von Tectoldimethylather in der Wurzel von Lippia origanoides H.B.K [The occurrence of isomeric catalponol and tectol dimethyl ether in the root of Lippia origanoides H.B.K. (author's transl)]. Arch Pharm (Weinheim). 1976 Oct 10;309(10):829-36. German. doi: 10.1002/ardp.19763091010. PMID: 1008680.
7: 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.
