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Eichlerianic acid

CAS# 56421-13-7

Eichlerianic acid

2D Structure

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3D structure

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Eichlerianic acid

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Chemical Properties of Eichlerianic acid

Cas No. 56421-13-7 SDF Download SDF
PubChem ID 12315516 Appearance Powder
Formula C30H50O4 M.Wt 474.7
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3-[(3S,3aR,5aR,6S,7S,9aR,9bR)-3-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid
SMILES CC(=C)C1CCC2(C(C1(C)CCC(=O)O)CCC3C2(CCC3C4(CCC(O4)C(C)(C)O)C)C)C
Standard InChIKey ZKBGKWZSOPPDSD-ZFQFSHTNSA-N
Standard InChI InChI=1S/C30H50O4/c1-19(2)20-11-17-29(7)23(27(20,5)15-14-25(31)32)10-9-21-22(12-16-28(21,29)6)30(8)18-13-24(34-30)26(3,4)33/h20-24,33H,1,9-18H2,2-8H3,(H,31,32)/t20-,21+,22-,23+,24-,27-,28+,29+,30-/m0/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.

Source of Eichlerianic acid

The twig of Dysoxylum lenticellatum

Biological Activity of Eichlerianic acid

Description1. Eichlerianic acid shows weak cytotoxicity (IC50 6.87 to >40 μM) against human cancer cell (HL-60, SMMC-7721, A-549, MCF-7 and SW480). 2. Eichlerianic acid is a trypanocidal compound with an IC50 value of 10 mg/mL. 3. Eichlerianic acid may have antiviral activity against Herpes simplex virus types I and II in vitro.
TargetsHSV

Eichlerianic acid Dilution Calculator

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Eichlerianic acid Molarity Calculator

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Preparing Stock Solutions of Eichlerianic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.1066 mL 10.533 mL 21.0659 mL 42.1319 mL 52.6648 mL
5 mM 0.4213 mL 2.1066 mL 4.2132 mL 8.4264 mL 10.533 mL
10 mM 0.2107 mL 1.0533 mL 2.1066 mL 4.2132 mL 5.2665 mL
50 mM 0.0421 mL 0.2107 mL 0.4213 mL 0.8426 mL 1.0533 mL
100 mM 0.0211 mL 0.1053 mL 0.2107 mL 0.4213 mL 0.5266 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 Eichlerianic acid

Cytotoxicity and Synergistic Effect of the Constituents from Roots of Aglaia odorata (Meliaceae).[Pubmed:25742723]

Nat Prod Res. 2016;30(4):433-7.

Twelve compounds were isolated from the roots of Aglaia odorata. Their structures were established on the basis of NMR and MS data as rocaglaol (1), rocaglamide (2), eichlerialactone (3), sapelins A (4), isofouquierone (5), Eichlerianic acid (6), shoreic acid (7), agladupol E (8), 3-epimeliantriol (9), cleomiscosins B (10), 2beta,3beta-dihydroxy-5alpha-pregnane-16-one (11) and beta-D-glucopyranos-1-yl N-methylpyrrole-2-carboxylate (12). Among them, compounds 1 and 2 showed significant cytotoxicity against human cancer cell (HL-60, SMMC-7721, A-549, MCF-7 and SW480) with IC50 values of 0.007-0.095 muM, while compounds 3-5 and 10 and 11 showed moderate to no cytotoxicity (IC50 0.43 to values >40 muM). Compound 6 showed only weak cytotoxicity (IC50 6.87 to >40 muM) and its epmier 7 was completely inactivite (IC50>40 muM) in the assay. However, potent synergistic effect was observed when the molar ratio of 6 to 7 is between 4:1 and 1:1.

In vitro antiviral activity of dammar resin triterpenoids.[Pubmed:2828553]

J Nat Prod. 1987 Jul-Aug;50(4):706-13.

Nine triterpenes with antiviral activity against Herpes simplex virus types I and II in vitro were isolated from dammar resin. Each compound caused a significant reduction in viral cytopathic effect when Vero cells were exposed continuously to 1-10 micrograms/ml of compound for 48 h after viral challenge. The triterpenes were identified as dammaradienol [1], dammarenediol-II [2], hydroxydammarenone-I [3], ursonic acid [5], hydroxyhopanone [11], dammarenolic acid [15], shoreic acid [16], Eichlerianic acid [17], and a novel compound, hydroxyoleanonic lactone [7], on the basis of their chromatographic, spectroscopic, and physical properties.

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