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Labd-13-ene-8,15-diol

CAS# 10267-31-9

Labd-13-ene-8,15-diol

2D Structure

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Quality Control of Labd-13-ene-8,15-diol

3D structure

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Labd-13-ene-8,15-diol

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Chemical Properties of Labd-13-ene-8,15-diol

Cas No. 10267-31-9 SDF Download SDF
PubChem ID 5471228 Appearance Powder
Formula C20H36O2 M.Wt 308.5
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,2R,4aS,8aS)-1-[(E)-5-hydroxy-3-methylpent-3-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
SMILES CC(=CCO)CCC1C2(CCCC(C2CCC1(C)O)(C)C)C
Standard InChIKey LEOHDQKUMQKLMP-NUKBDRAPSA-N
Standard InChI InChI=1S/C20H36O2/c1-15(10-14-21)7-8-17-19(4)12-6-11-18(2,3)16(19)9-13-20(17,5)22/h10,16-17,21-22H,6-9,11-14H2,1-5H3/b15-10+/t16-,17+,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 Labd-13-ene-8,15-diol

The fruits of Zizyphus jujuba

Biological Activity of Labd-13-ene-8,15-diol

Description1. 13(E)-Labd-13-ene-8alpha,15-diol shows antiviral and anticancer activity, it shows strong anti-HRV2 and HRV3 activity with a 50% inhibitory concentration (IC50) of 2.68 and 0.87 microg/mL,respectively; it also exhibits antilung and antilaryngeal cancer activities against A549 and Hep2 cells. 2. 13(E)-Labd-13-ene-8α,15-diol inhibits the growth of the gram-positive bacteria (Staphylococcus aureus, Bacillus cereus and Listeria monocytogenes) and gram-negative bacteria (Vibrio parahaemolyticus, Escherichia coli and Salmonella enteritidis) with a range of minimum inhibitory concentration (MIC) values from 0.092 to 0.598 mg/mL and gram-negative bacteria are more sensitive to the compound (MIC, 0.092 mg/mL).
TargetsAntifection

Labd-13-ene-8,15-diol Dilution Calculator

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Preparing Stock Solutions of Labd-13-ene-8,15-diol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2415 mL 16.2075 mL 32.4149 mL 64.8298 mL 81.0373 mL
5 mM 0.6483 mL 3.2415 mL 6.483 mL 12.966 mL 16.2075 mL
10 mM 0.3241 mL 1.6207 mL 3.2415 mL 6.483 mL 8.1037 mL
50 mM 0.0648 mL 0.3241 mL 0.6483 mL 1.2966 mL 1.6207 mL
100 mM 0.0324 mL 0.1621 mL 0.3241 mL 0.6483 mL 0.8104 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 Labd-13-ene-8,15-diol

Absolute configuration of labdanes and ent-clerodanes from Chromolaena pulchella by vibrational circular dichroism.[Pubmed:21315393]

Phytochemistry. 2011 Apr;72(4-5):409-14.

The aerial parts of Chromolaena pulchella biosynthesize two groups of diterpenes belonging to opposite enantiomeric series, specifically, the furanoid ent-clerodanes (5R,8R,9S,10R)-(-)-hardwikiic acid (1), methyl (5R,8R,9S,10R)-(-)-hardwikiate (2), (5S,8R,9S,10R)-(-)-hautriwaic acid lactone (3), methyl (5R,8R,9S,10R)-(-)-nidoresedate (4) and methyl (8R,9R)-(-)-strictate (5), as well as the labdanes (5S,8R,9R,10S)-(+)-(13E)-Labd-13-ene-8,15-diol (6) and (5S,8R,9R,10S)-(+)-isoabienol (7). The absolute configuration of the two groups of diterpenes was unambiguously assigned by comparison of the vibrational circular dichroism spectra of 3 for ent-clerodanes, and of 7 for labdanes with their theoretical spectra obtained by density functional theory calculations. The results support a biogenetic proposal to diterpenes found in the studied botanical species.

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