Synonym
Inuloxin A; Inuloxin-A;
IUPAC/Chemical Name
(3aR,10S,11aR,E)-6,10-dimethyl-3-methylene-3a,8,9,10,11,11a-hexahydrocyclodeca[b]furan-2,7(3H,4H)-dione
InChi Key
YDOSHXAMLRSCKS-PLBZHWOSSA-N
InChi Code
InChI=1S/C15H20O3/c1-9-4-7-13(16)10(2)5-6-12-11(3)15(17)18-14(12)8-9/h5,9,12,14H,3-4,6-8H2,1-2H3/b10-5+/t9-,12+,14+/m0/s1
SMILES Code
O=C(O[C@H]1[C@@H]2C/C=C(C)/C(CC[C@H](C)C1)=O)C2=C
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
248.32
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: Zeouk I, Sifaoui I, Rizo-Liendo A, Arberas-Jiménez I, Reyes-Batlle M, L Bazzocchi I, Bekhti K, E Piñero J, Jiménez IA, Lorenzo-Morales J. Exploring the Anti-Infective Value of Inuloxin A Isolated from Inula viscosa against the Brain-Eating Amoeba (Naegleria fowleri) by Activation of Programmed Cell Death. ACS Chem Neurosci. 2020 Dec 9. doi: 10.1021/acschemneuro.0c00685. Epub ahead of print. PMID: 33296597.
2: Moeini A , Masi M , Zonno MC , Boari A , Cimmino A , Tarallo O , Vurro M , Evidente A . Encapsulation of inuloxin A, a plant germacrane sesquiterpene with potential herbicidal activity, in β-cyclodextrins. Org Biomol Chem. 2019 Feb 27;17(9):2508-2515. doi: 10.1039/c8ob03156h. PMID: 30758008.
3: Barilli E, Cimmino A, Masi M, Evidente M, Rubiales D, Evidente A. Inhibition of Spore Germination and Appressorium Formation of Rust Species by Plant and Fungal Metabolites. Nat Prod Commun. 2016 Sep;11(9):1343-1347. PMID: 30807039.
4: Santoro E, Mazzeo G, Petrovic AG, Cimmino A, Koshoubu J, Evidente A, Berova N, Superchi S. Absolute configurations of phytotoxins seiricardine A and inuloxin A obtained by chiroptical studies. Phytochemistry. 2015 Aug;116:359-366. doi: 10.1016/j.phytochem.2015.03.001. Epub 2015 Mar 25. PMID: 25817835.
5: Andolfi A, Zermane N, Cimmino A, Avolio F, Boari A, Vurro M, Evidente A. Inuloxins A-D, phytotoxic bi-and tri-cyclic sesquiterpene lactones produced by Inula viscosa: potential for broomrapes and field dodder management. Phytochemistry. 2013 Feb;86:112-20. doi: 10.1016/j.phytochem.2012.10.003. Epub 2012 Nov 5. PMID: 23137725.
