Epiyangambin

CAS# 24192-64-1

Epiyangambin

2D Structure

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Epiyangambin

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Chemical Properties of Epiyangambin

Cas No. 24192-64-1 SDF Download SDF
PubChem ID 10049223 Appearance Powder
Formula C24H30O8 M.Wt 446.49
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3R,3aR,6S,6aR)-3,6-bis(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan
SMILES COC1=CC(=CC(=C1OC)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)OC)OC
Standard InChIKey HRLFUIXSXUASEX-WWLNLUSPSA-N
Standard InChI InChI=1S/C24H30O8/c1-25-17-7-13(8-18(26-2)23(17)29-5)21-15-11-32-22(16(15)12-31-21)14-9-19(27-3)24(30-6)20(10-14)28-4/h7-10,15-16,21-22H,11-12H2,1-6H3/t15-,16-,21-,22+/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 Epiyangambin

The twigs of Hernandia ovigera.

Biological Activity of Epiyangambin

Description1. Epiyangambin exhibits significant inhibition of the transformation of murine epidermal JB6 cells, with the IC50 value of 0.15 microg/mL. 2. (+)-Epiyangambin has anti-platelet aggregation activity. 3. Epiyangambin is a phytotoxic lignan, it shows inhibition of seed germination of Agrostis stolonifera cv. penncross (Poaceae) and inhibition of development of Lactuca sativa L. (Asteraceae) seedlings in a microassay using 24-well plates.
TargetsPAFR

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Preparing Stock Solutions of Epiyangambin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.2397 mL 11.1985 mL 22.3969 mL 44.7938 mL 55.9923 mL
5 mM 0.4479 mL 2.2397 mL 4.4794 mL 8.9588 mL 11.1985 mL
10 mM 0.224 mL 1.1198 mL 2.2397 mL 4.4794 mL 5.5992 mL
50 mM 0.0448 mL 0.224 mL 0.4479 mL 0.8959 mL 1.1198 mL
100 mM 0.0224 mL 0.112 mL 0.224 mL 0.4479 mL 0.5599 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 Epiyangambin

Anti-platelet aggregation alkaloids and lignans from Hernandia nymphaeifolia.[Pubmed:10821052]

Planta Med. 2000 Apr;66(3):251-6.

A new aporphine, N-(N-methylcarbamoyl)-O-methyl-bulbocapnine (1), together with seven known compounds, (-)-5'-methoxypodorhizol (2), a mixture of beta-sitosterone (3) and stigmasta-4,22-dien-3-one (4), a mixture of 3 beta-hydroxystigmast-5-en-7-one (5) and 3 beta-hydroxystigmasta-5,22-dien-7-one (6), and a mixture of 6 alpha-hydroxystigmast-4-en-3-one (7) and 6 alpha-hydroxystigmasta-4,22-dien-3-one (8), were isolated in continuing studies on the trunk bark of Formosan Hernandia nymphaeifolia. The structures of these compounds were determined through spectral analyses. In addition, the previously reported six alkaloids, laurotetanine, oxohernagine, thalicarpine, reticuline, (+)-vateamine-2'-beta-N-oxide, (+)-hernandaline and six lignans, (+)-epiaschantin, (+)-epimagnolin, (+)-Epiyangambin, (-)-hernone, (-)-yatein, (-)-deoxypodophyllotoxin were demonstrated to have anti-platelet aggregation activity.

Constituents of the twigs of Hernandia ovigera that inhibit the transformation of JB6 murine epidermal cells.[Pubmed:12141878]

J Nat Prod. 2002 Jul;65(7):1065-8.

Activity-guided fractionation of an ethyl acetate extract of the twigs of Hernandia ovigera, using a soft agar assay with JB6 murine epidermal cells, led to the isolation of two new naturally occurring aryltetralin lignans, (7R,8S,7'R,8'R)-(+)-7'-acetyl-5'-methoxypicropodophyllin (1) and (7R,8S,7'R,8'R)-(+)-7'-acetylpicropodophyllin (2), of which 2 was previously identified as a synthetic product, along with eight known compounds, Epiyangambin (3), caruilignan C, diasesartemin, (+)-epimagnolin A, N-methylcorydaldine, (-)-5'-methoxyyatein, (+)-syringaresinol dimethyl ether, and (-)-yatein. The structures and stereochemistry of 1 and 2 were determined using spectroscopic methods. Compounds 2 and 3 exhibited significant inhibition of the transformation of murine epidermal JB6 cells, with IC50 values of 0.15 and 0.4 microg/mL, respectively, while the other isolates were regarded as inactive (IC50 >4 microg/mL).

Phytotoxic lignans of Leucophyllum frutescens.[Pubmed:10441036]

Nat Toxins. 1999;7(1):39-43.

Bioassay-guided fractionation of the hexane:ethyl acetate (1:1) extract of the leaves of Leucophyllum frutescens (Berl.) I.M.Johnst (Scrophulariaceae) led to the isolation of its phytotoxic constituents diayangambin (1), Epiyangambin (2), diasesartemin (3) and epiashantin (4). Phytotoxicity was demonstrated as inhibition of seed germination of Agrostis stolonifera cv. penncross (Poaceae) and inhibition of development of Lactuca sativa L. (Asteraceae) seedlings in a microassay using 24-well plates. Compound 1 was the most phytotoxic to L. sativa, showing strong inhibitory activity at 110 microM. Compound 1 was more active than 2 and 3 in inhibiting the growth of A. stolonifera with I(50) values of 160, 670 and 930 microM, respectively. At a concentration of 500 microM, these compounds inhibited all phases of onion root cell division. This is the first demonstration of antimitotic activity of these furofuran lignans, and the first report of their isolation from this species.

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