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8(17),13-Labdadien-15,16-olide

CAS# 83324-51-0

8(17),13-Labdadien-15,16-olide

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Quality Control of 8(17),13-Labdadien-15,16-olide

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Chemical structure

8(17),13-Labdadien-15,16-olide

3D structure

Chemical Properties of 8(17),13-Labdadien-15,16-olide

Cas No. 83324-51-0 SDF Download SDF
PubChem ID 24741370 Appearance Powder
Formula C20H30O2 M.Wt 302.5
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 3-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one
SMILES CC1(CCCC2(C1CCC(=C)C2CCC3=CC(=O)OC3)C)C
Standard InChIKey RUXYUBRFOACSMM-ABSDTBQOSA-N
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 8(17),13-Labdadien-15,16-olide

The rhizoma of Alpinia chinensis

Protocol of 8(17),13-Labdadien-15,16-olide

Structure Identification
China journal of Chinese materia medica, 2006, 31(19):1594-1597.

Studies on diterpenoids from Andrographis paniculata.[Reference: WebLink]

To study the diterpenoids in the 85% ethanol extract of the aerial parts of Andrographis paniculata.
METHODS AND RESULTS:
Fourteen diterpenoids from the 85% EtOH extract were isolated by the silica gel, Sephadex LH-20, ODS column chromatography and HPLC, and their structures were identified by the spectal analyses and chemical evidences.The 14 compounds were obtained and identified as neoandrographolide (1), 3, 14-di-deoxyandrographolide (2), andrographolide (3), 14-deoxy-11, 12-didehydroandrographolide (4), 19-hydroxy-8 (17), 13-labdadien-15, 16-olide (5), 14-deoxy-andrographolide (6), 3-oxo-14-deoxy-andrographolide (7), isoandrographolide, (8), bisandrographolide (9, 10, 11), deoxyandrographiside (12), 14-deoxy-11, 12-didehydroandrographiside (13), andrographiside (14), respectively.
CONCLUSIONS:
Compound 7 was a new natural product, and compound 5 was obtained for the first time from the Andrographis species.

8(17),13-Labdadien-15,16-olide Dilution Calculator

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Preparing Stock Solutions of 8(17),13-Labdadien-15,16-olide

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.3058 mL 16.5289 mL 33.0579 mL 66.1157 mL 82.6446 mL
5 mM 0.6612 mL 3.3058 mL 6.6116 mL 13.2231 mL 16.5289 mL
10 mM 0.3306 mL 1.6529 mL 3.3058 mL 6.6116 mL 8.2645 mL
50 mM 0.0661 mL 0.3306 mL 0.6612 mL 1.3223 mL 1.6529 mL
100 mM 0.0331 mL 0.1653 mL 0.3306 mL 0.6612 mL 0.8264 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(17),13-Labdadien-15,16-olide

[Chemical constituents from Fukeqianjin formula].[Pubmed:29945383]

Zhongguo Zhong Yao Za Zhi. 2018 Jun;43(11):2300-2312.

Fukeqianjin formula, a traditional Chinese medicine compound, consists of eight Chinese medicinal materials including roots of Moghania macrophylla, roots of Rosa laevigata, aerial parts of Andrographis paniculata, caulis of Mahonia fortunei, roots of Zanthoxylum dissitum, roots of Angelica sinensis, caulis of Spatholobus suberectus, and roots of Codonopsis pilosula. The chemical constituents from Fukeqianjin formula were studied in this paper. The compounds were separated and purified by repeated column chromatographic methods including silica gel, Sephadex LH-20, macroporous adsorptive resin, and reverse phase high performance liquid chromatography. And their chemical structures were determined by spectral data analyses. Thirty-eight compounds were obtained and identified as Z-3-butylidenephthalide (1), Z-ligustilide (2), senkyunolide I (3), senkyunolide H (4), vanillin (5), 7-O-methylwogonin (6), wogonin (7), panicolin (8), 19-hydroxy-8(17),13-Labdadien-15,16-olide (9), andrograpanin (3,14-dideoxyandrographolide; 10), andrographolide (11), 14-deoxy-11,12-didehydroandrographolide (12), isoandrographolide (13), andrographin (2'-O-methylskullcapflavone, 14), biochanin A (15), 5-hydroxy-7,8,2',5'-tetramethoxyflavone (16), formononetin (17), daidzein (18), genistein (19), benzoic acid (20), vanillic acid (21), trans-ferulic acid (22), salicylic acid (23), daidzin (24), genistein-7-O-beta-D-apiofuranosyl-(1-->6)-O-beta-D-glucopyranoside (25), apigenin-7-O-beta-D-glucuronide (26), andrographidin C (27), apigenin-7-O-beta-D-(6"-methyl)glucuronide (28), neoandrographolide (29), genistin (30), andrographiside (31), 14-deoxy-11,12-didehydroandrographiside (32), lobetyolin (33), epicatechin (34), catechin (35), palmatine (36), berberine (37), and jatrorrhizine (38), respectively. From the results of an individual medicinal material studies, it can be judged that compounds 17, 19, 24 and 30 as flavonoids came from the roots of M. macrophylla, compounds 36-38 as alkaloids came from the caulis of M. fortunei, compounds 6-8, 14, 16, and 27 as flavonoids as well as 9-13, 29, 31, and 32 as diterpenes came from the aerial parts of A. paniculata, compound 5 as phenols came from the roots of Z. dissitum, compounds 1-4 as phthalides as well as compound 22 as phenylpropanoids came from the roots of A. sinensis, compound 33 as alkynes came from the roots of C. pilosula, compounds 15, 17-19 as flavonoids as well as compound 21 as phenolic acids came from the caulis of S. suberectus. While compounds 34 and 35 as flavanoids could come from both the caulis of S. suberectus and roots of R. laevigata. The chemical composition of traditional Chinese medicine compound can be tracked from the original sources. This work provides a demonstration for the material basis study of traditional Chinese medicine compound. Compounds 25, 26 and 28 have not so far been isolated and identified from the above-mentioned single herb.

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