Synonym
Afidopyropen; ME-5343
IUPAC/Chemical Name
Cyclopropanecarboxylic acid, ((3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-((cyclopropylcarbonyl)oxy)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxo-9-(3-pyridinyl)-2H,11H-naphtho(2,1-b)pyrano(3,4-E)pyran-4-yl)methyl ester
InChi Key
LRZWFURXIMFONG-HRSIRGMGSA-N
InChi Code
InChI=1S/C33H39NO9/c1-31-11-10-24(42-29(38)18-8-9-18)32(2,16-40-28(37)17-6-7-17)22(31)14-23(35)33(3)27(31)26(36)25-21(43-33)13-20(41-30(25)39)19-5-4-12-34-15-19/h4-5,12-13,15,17-18,22-24,26-27,35-36H,6-11,14,16H2,1-3H3/t22-,23+,24+,26+,27-,31+,32+,33-/m1/s1
SMILES Code
O=C(C1CC1)OC[C@@]([C@@H](OC(C2CC2)=O)CC[C@@]34C)(C)[C@]3([H])C[C@H](O)[C@]5(C)[C@]4([H])[C@@H](O)C(C6=O)=C(C=C(C7=CC=CN=C7)O6)O5
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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
593.67
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: Kandasamy R, London D, Stam L, von Deyn W, Zhao X, Salgado VL, Nesterov A. Afidopyropen: New and potent modulator of insect transient receptor potential channels. Insect Biochem Mol Biol. 2017 May;84:32-39. doi: 10.1016/j.ibmb.2017.03.005. Epub 2017 Mar 24. PubMed PMID: 28347703.
2: Chen Y, Guo M, Liu X, Xu J, Dong F, Wu X, Li B, Zheng Y. Determination and dissipation of afidopyropen and its metabolite in wheat and soil using QuEChERS-UHPLC-MS/MS. J Sep Sci. 2018 Apr;41(7):1674-1681. doi: 10.1002/jssc.201700773. Epub 2018 Jan 26. PubMed PMID: 29280287.
3: Chen K, Liu X, Wu X, Dong F, Xu J, Zheng Y. Simultaneous determination of afidopyropen and its metabolite in vegetables, fruit and soil using UHPLC-MS/MS. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2018 Apr;35(4):715-722. doi: 10.1080/19440049.2017.1421777. Epub 2018 Jan 17. PubMed PMID: 29338668.
4: Van Cott A, Frericks M, Hastings C, Honarvar N, Flick B, Fabian E, van Ravenzwaay B. Uterine adenocarcinoma in the rat induced by afidopyropen. An analysis of the lesion's induction, progression and its relevance to humans. Regul Toxicol Pharmacol. 2018 Jun;95:29-51. doi: 10.1016/j.yrtph.2018.02.018. Epub 2018 Mar 3. PubMed PMID: 29510166.