Synonym
NSC-144151; NSC 144151; NSC144151; Erioflorin
IUPAC/Chemical Name
(1aR,3S,5aR,8aR,9R,10aR,E)-3-Hydroxy-4,10a-dimethyl-8-methylene-7-oxo-1a,2,3,5a,7,8,8a,9,10,10a-decahydrooxireno[2',3':5,6]cyclodeca[1,2-b]furan-9-yl methacrylate
InChi Key
BUIOBTSUIYLOKG-VKGAXADOSA-N
InChi Code
InChI=1S/C19H24O6/c1-9(2)17(21)24-14-8-19(5)15(25-19)7-12(20)10(3)6-13-16(14)11(4)18(22)23-13/h6,12-16,20H,1,4,7-8H2,2-3,5H3/b10-6+/t12-,13+,14+,15+,16-,19+/m0/s1
SMILES Code
CC(C(O[C@@H]1C[C@](O2)(C)[C@@]2([H])C[C@H](O)/C(C)=C/[C@@]([C@]1([H])C3=C)([H])OC3=O)=O)=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
348.40
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 |
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2: Paz C, Ortiz L, Schilde U. Crystal structure of erioflorin isolated from Podanthus mitiqui (L.). Acta Crystallogr E Crystallogr Commun. 2017 Feb 7;73(Pt 3):334-337. doi: 10.1107/S2056989017001700. eCollection 2017 Mar 1. PubMed PMID: 28316802; PubMed Central PMCID: PMC5347047.
3: Blees JS, Bokesch HR, Rübsamen D, Schulz K, Milke L, Bajer MM, Gustafson KR, Henrich CJ, McMahon JB, Colburn NH, Schmid T, Brüne B. Erioflorin stabilizes the tumor suppressor Pdcd4 by inhibiting its interaction with the E3-ligase β-TrCP1. PLoS One. 2012;7(10):e46567. doi: 10.1371/journal.pone.0046567. Epub 2012 Oct 2. PubMed PMID: 23056346; PubMed Central PMCID: PMC3462793.
4: Cea G, Alarcón, Weigert G, Sepulveda R. Genotoxic effects of erioflorin acetate and erioflorin methacrylate: sesquiterpene lactones isolated from Podanthus ovatifolius lag. (Compositae). Bull Environ Contam Toxicol. 1990 Jan;44(1):19-28. PubMed PMID: 2306535.
