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8-epi-helenalin

CAS# 97643-91-9

8-epi-helenalin

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Chemical structure

8-epi-helenalin

3D structure

Chemical Properties of 8-epi-helenalin

Cas No. 97643-91-9 SDF Download SDF
PubChem ID 10400473.0 Appearance Powder
Formula C15H18O4 M.Wt 262.3
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3aS,5R,5aR,8aR,9S,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione
SMILES CC1CC2C(C(C3(C1C=CC3=O)C)O)C(=C)C(=O)O2
Standard InChIKey ZVLOPMNVFLSSAA-GSNHZRAGSA-N
Standard InChI InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10+,12-,13+,15+/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

8-epi-helenalin Dilution Calculator

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Preparing Stock Solutions of 8-epi-helenalin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.8124 mL 19.0621 mL 38.1243 mL 76.2486 mL 95.3107 mL
5 mM 0.7625 mL 3.8124 mL 7.6249 mL 15.2497 mL 19.0621 mL
10 mM 0.3812 mL 1.9062 mL 3.8124 mL 7.6249 mL 9.5311 mL
50 mM 0.0762 mL 0.3812 mL 0.7625 mL 1.525 mL 1.9062 mL
100 mM 0.0381 mL 0.1906 mL 0.3812 mL 0.7625 mL 0.9531 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 8-epi-helenalin

New eudesmane derivatives and other sesquiterpenes from the epigeal parts of Dittrichia graveolens.[Pubmed:18981602]

Chem Pharm Bull (Tokyo). 2008 Nov;56(11):1535-45.

In bioassay-guided searches for novel bioactive natural products from higher plants of the Egyptian flora, two new eudesmane sesquiterpene derivatives, 3alpha-hydroxyilicic acid methyl ester (1) and 2alpha-hydroxy-4-epi-ilicic acid (2), together with 11 known sesquiterpenes were isolated from bioactive fractions of the active epigeal parts extracts of Dittrichia graveolens (L.) GREUTER (Asteraceae) growing in the coastal regions of northwestern Egypt. Four other known sesquiterpene lactones with different carbon skeletons, named 2alpha-hydroxy-2R-xanthalongin (8), 4-epi-isoinuviscolide (9), 8-epi-helenalin (10), and bigelovin (11), were also isolated for the first time from the same source. The stereochemical structures of the isolated compounds were elucidated on the basis of physical and spectroscopic methods including UV, IR, 1H-, 13C-NMR, distortionless enhancement by polarization transfer, 2D NMR, 1H-1H correlation spectroscopy, 1H-13C heteronuclear single-quantum coherence, 1H-13C heteronuclear multiple-bond connectivity, 1H-1H nuclear Overhauser effect spectroscopy experiments, and high-resolution mass spectrometry, as well as some chemical transformations. The antimicrobial, antiinflammatory, and antipyretic activities of D. graveolens extracts and chromatographic fractions were carried out and the various bioactivities of our findings are discussed.

Cytotoxic sesquiterpene lactones from Inula britannica.[Pubmed:9933993]

Planta Med. 1998 Dec;64(8):752-4.

Cytotoxicity-guided fractionation of the flowers of Inula britannica led to the isolation of four sesquiterpene lactones, 4 alpha, 6 alpha-dihydroxyeudesman-8 beta, 12-olide (1), ergolide (2), 8-epi-helenalin (3), and bigelovin (4). Compound 1 was isolated as a new natural product. These compounds showed cytotoxicity against human tumor cell lines.

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