Galanolactone

CAS# 115753-79-2

Galanolactone

2D Structure

Catalog No. BCN6037----Order now to get a substantial discount!

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Quality Control of Galanolactone

3D structure

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Galanolactone

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Chemical Properties of Galanolactone

Cas No. 115753-79-2 SDF Download SDF
PubChem ID 6450044 Appearance Powder
Formula C20H30O3 M.Wt 318.5
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3E)-3-[2-[(1R,4aS,8aS)-5,5,8a-trimethylspiro[3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl]ethylidene]oxolan-2-one
SMILES CC1(CCCC2(C1CCC3(C2CC=C4CCOC4=O)CO3)C)C
Standard InChIKey MBPTXJNHCBXMBP-BQORUNDISA-N
Standard InChI InChI=1S/C20H30O3/c1-18(2)9-4-10-19(3)15(18)7-11-20(13-23-20)16(19)6-5-14-8-12-22-17(14)21/h5,15-16H,4,6-13H2,1-3H3/b14-5+/t15-,16+,19-,20?/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 Galanolactone

The rhizomes of Zingiber officinale Roscoe

Biological Activity of Galanolactone

Description1. Galanolactone shows cytotoxic activity . 2. Galanolactone has anti-5-HT effect, a diterpenoid isolated from ginger, is related to antagonism of 5-HT3 receptors. 3. Galanolactone exerts anti-obesity effect through down regulation of adipogenic transcription factors and adipogenic marker genes. 4. Galanolactone has inhibit nitric oxide production with IC(50) values ranging from 5.5 to 28.5 μM.
TargetsNO | 5-HT Receptor

Galanolactone Dilution Calculator

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Galanolactone Molarity Calculator

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Preparing Stock Solutions of Galanolactone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1397 mL 15.6986 mL 31.3972 mL 62.7943 mL 78.4929 mL
5 mM 0.6279 mL 3.1397 mL 6.2794 mL 12.5589 mL 15.6986 mL
10 mM 0.314 mL 1.5699 mL 3.1397 mL 6.2794 mL 7.8493 mL
50 mM 0.0628 mL 0.314 mL 0.6279 mL 1.2559 mL 1.5699 mL
100 mM 0.0314 mL 0.157 mL 0.314 mL 0.6279 mL 0.7849 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 Galanolactone

Anti-5-hydroxytryptamine3 effect of galanolactone, diterpenoid isolated from ginger.[Pubmed:2054863]

Chem Pharm Bull (Tokyo). 1991 Feb;39(2):397-9.

It has been reported that an acetone extract of ginger and its fractions have anti-5-HT (5-hydroxytryptamine; serotonin) effects. In the present study, guinea pig ileum, rat stomach fundus and rabbit aortic strips are used in order to determine the constituents of fraction 2 which are responsible for anti-5-HT effect and to examine their pharmacological properties. The analysis of fraction 2-3 indicated that Galanolactone, a diterpenoid, is one of the active constituents. In guinea pig ileum, Galanolactone inhibited contractile responses to 5-HT with a pIC50 value 4.93. pIC50 value of Galanolactone against the response to 2-methyl-5-HT, a selective 5-HT3 agonist, in the presence of methysergide at 1 x 10(-5) M was 5.10. pIC50 values of ICS 205-930, a selective 5-HT3 antagonist, were 5.30 and 7.49, respectively. The concentration-response curve of 5-HT was shown as a biphasic curve and Galanolactone caused a selective shift to the right of the second phase. In the same preparations, the pIC50 value of Galanolactone and ICS 205-930 against the response to carbamylcholine (CCh) was 4.45 and 4.46. The inhibitory effect of Galanolactone on the 5-HT response in the stomach fundus and aortic strips was less than that in the ileum. In addition, in the thoracic aorta precontracted with 50 mM K+, the relaxing effect of Galanolactone was about 1/10 of that of papaverine. These results suggest that the anti-5-HT effect of Galanolactone, a diterpenoid isolated from ginger, is related to antagonism of 5-HT3 receptors.

Phenylpropanoid ester from Zingiber officinale and their inhibitory effects on the production of nitric oxide.[Pubmed:22370785]

Arch Pharm Res. 2012 Feb;35(2):315-20.

A new phenylpropanoid ester mixture, (E)-geranylferulic acid (1a) and (Z)-geranylferulic acid (1b), along with 13 known compounds, [6]-gingerol (2), [8]-gingerol (3), [10]-gingerdione (4), 1-dehydro-[6]-gingerdione (5), 1-dehydro-[8]-gingerdione (6), [6]-paradol (7), [8]-paradol (8), [6]-gingeroldiacetate (9), 6-hydroxy-[6]-shogaol (10), Galanolactone (11), trans-(R)-sesquiphellandrol (12), trans-sesquipiperitol (13), and 4alpha,5beta-dihydroxybisabola-2,10-diene (14) were isolated from ethanol extract of Zingiber officinale. Their structures were determined based on the spectroscopic (1D, 2D-NMR and MS) and chemical evidence. All of the isolates were evaluated for their potential to inhibit LPS-induced production of nitric oxide in murine macrophage RAW264.7 cells. Compounds 1-12 were found to inhibit nitric oxide production with IC(50) values ranging from 5.5 to 28.5 muM.

Antiplasmodial activity of labdanes from Aframomum latifolium and Aframomum sceptrum.[Pubmed:12143001]

Planta Med. 2002 Jul;68(7):642-4.

Bioguided fractionation of extracts of Aframomum latifolium and A. sceptrum (Zingiberaceae) resulted in isolation of (+)-( S)-nerolidol and seven labdanes, coronarin B, galanal A and B, Galanolactone, ( E)-8beta,17-epoxylabd-12-ene-15,16-dial, (+)-( E)-labda-8(17), 12-diene-15,16-dial and its diethyl acetal, the latter being presumably an isolation artefact. The labdanes show a modest in vitro activity against a chloroquine-sensitive Plasmodium falciparum strain.

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