Deoxyelephantopin, a naturally occurring bioactive sesquiterpene lactone from Elephantopus scaber, has demonstrated encouraging anticancer effects against a variety of cancers. Deoxyelephantopin blocks the signaling of NF-κB, MAPK, PI3K/Akt, and β-catenin[1].

Physicochemical Properties

Molecular Formula	C19H20O6
Molecular Weight	344.3585
Exact Mass	344.125
CAS #	29307-03-7
Related CAS #	29307-03-7
PubChem CID	6325056
Appearance	White to off-white solid
Density	1.3±0.1 g/cm3
Boiling Point	584.3±50.0 °C at 760 mmHg
Melting Point	150-153℃
Flash Point	258.1±30.2 °C
Vapour Pressure	0.0±1.6 mmHg at 25°C
Index of Refraction	1.556
LogP	1.51
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	3
Heavy Atom Count	25
Complexity	741
Defined Atom Stereocenter Count	4
SMILES	O1C(C(=C([H])[H])C2([H])C1([H])C([H])=C(C([H])([H])[H])C([H])([H])C1([H])C([H])=C(C(=O)O1)C([H])([H])C2([H])OC(C(=C([H])[H])C([H])([H])[H])=O)=O
InChi Key	CC1=CC2C(C(CC3=CC(C1)OC3=O)OC(=O)C(=C)C)C(=C)C(=O)O2
InChi Code	InChI=1S/C19H20O6/c1-9(2)17(20)24-15-8-12-7-13(23-19(12)22)5-10(3)6-14-16(15)11(4)18(21)25-14/h6-7,13-16H,1,4-5,8H2,2-3H3
Chemical Name	(10-methyl-5-methylidene-6,14-dioxo-7,13-dioxatricyclo[10.2.1.04,8]pentadeca-1(15),9-dien-3-yl) 2-methylprop-2-enoate
Synonyms	Deoxyelephantopin
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References	[1]. Inhibitory effects of curcumenol on human liver cytochrome P450 enzymes. Phytother Res. 2010 Aug;24(8):1213-6. [2]. Curcumenol isolated from Curcuma zedoaria suppresses Akt-mediated NF-κB activation and p38 MAPK signaling pathway in LPS-stimulated BV-2 microglial cells. Food Funct. 2015 Nov;6(11):3550-9.
Additional Infomation	Deoxyelephantopin is a sesquiterpenoid. Deoxyelephantopin has been reported in Elephantopus scaber with data available.

Solubility Data

Solubility (In Vitro)

DMSO: ~125 mg/mL (~533.4 mM)

Solubility (In Vivo)

Solubility in Formulation 1: 2.5 mg/mL (7.26 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (7.26 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.9039 mL	14.5197 mL	29.0394 mL
	5 mM	0.5808 mL	2.9039 mL	5.8079 mL
	10 mM	0.2904 mL	1.4520 mL	2.9039 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.