LasiodoninCAS# 38602-52-7 |
- Effusanin E
Catalog No.:BCN3234
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| Cas No. | 38602-52-7 | SDF | Download SDF |
| PubChem ID | 101306849 | Appearance | Powder |
| Formula | C20H28O6 | M.Wt | 364.43 |
| Type of Compound | Diterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (1S,2S,3S,5S,8S,9S,10S,11R,15S)-3,9,10,15-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one | ||
| SMILES | CC1(CCC(C23C1C(C(C45C2C(CC(C4)C(=C)C5=O)O)(OC3)O)O)O)C | ||
| Standard InChIKey | HLVWYILWVYNUAJ-AGVOTIIXSA-N | ||
| Standard InChI | InChI=1S/C20H28O6/c1-9-10-6-11(21)13-18-8-26-20(25,19(13,7-10)15(9)23)16(24)14(18)17(2,3)5-4-12(18)22/h10-14,16,21-22,24-25H,1,4-8H2,2-3H3/t10-,11+,12+,13+,14-,16+,18+,19+,20-/m1/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. |
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| 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. |
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| 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. | ||
Lasiodonin Dilution Calculator
Lasiodonin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.744 mL | 13.7201 mL | 27.4401 mL | 54.8802 mL | 68.6003 mL |
| 5 mM | 0.5488 mL | 2.744 mL | 5.488 mL | 10.976 mL | 13.7201 mL |
| 10 mM | 0.2744 mL | 1.372 mL | 2.744 mL | 5.488 mL | 6.86 mL |
| 50 mM | 0.0549 mL | 0.2744 mL | 0.5488 mL | 1.0976 mL | 1.372 mL |
| 100 mM | 0.0274 mL | 0.1372 mL | 0.2744 mL | 0.5488 mL | 0.686 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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Studies on the cell-immunosuppressive mechanism of Oridonin from Isodon serra.[Pubmed:17499197]
Int Immunopharmacol. 2007 Jul;7(7):945-54.
Distinct effects of Oridonin and Lasiodonin, which were extracted from Isodon serra was compared by the ratio of IC(50) versus EC(50), the therapeutic index. After choosing the more effective one, Oridonin, its immunosuppressive effect and mechanism were investigated using BALB/c mouse splenic lymphocytes both in vitro and in vivo. When murine splenic lymphocytes was incubated with Oridonin, the novel extract effectively suppress the overproduction of the cell stimulated by Concanavalin A in a dose and time-dependent manner. This inhibitive activity was mainly due to interfering DNA replication in G(1) stages and regulating cell cycle and minorly due to decreasing the CD4(+)/CD8(+) lymphocytes level, according to Flow cytometry analyses (FCAS) results. Xylene-induced mouse tumescence model result suggested that Oridonin depressed the murine ear-swelling extent and the level of Interleukin-2 in the blood serum of experimental animals. The exciting results of enzyme-linked immunosorbent assay (ELISA) indicated that Oridonin could inhibit the secretion of Interleukin-2, Interferon-gamma, Interleukin-12p40 and Tumor necrosis factor-alpha in murine splenic lymphocytes. Moreover, the results of reverse transcriptase-polymerase chain reaction (RT-PCR) confirmed that the inhibition was through decreasing the expression level of these cytokines mRNA. Consequently, the results of our research showed that Oridonin suppressed overproduction of murine splenic lymphocytes through interference of DNA replication, regulation of cell cycle and inhibition of cytokine secretion both at protein and mRNA level.
Ent-kaurane diterpenoids from Isodon rubescens var. lushanensis.[Pubmed:12843583]
Chem Pharm Bull (Tokyo). 2003 Jul;51(7):790-3.
Four new ent-kaurane diterpenoids lushanrubescensins F-I (1-4), together with 11 known ones, Lasiodonin (5), oridonin (6), ponicidin (7), isodonoiol (8), isodonal (9), rabdosin B (10), rabdoternins A and B (11 and 12), enmenol (13), epinodosin (14), and inflexusin (15), were isolated from Isodon rubescens var. lushanensis, and the structures were elucidated by spectroscopic analysis. The inhibitory effect against the K562, Bcap37, BGC823, BIU87, CA, CNE, and Hela cell lines of compounds 3 and 5-10 were evaluated.
A novel analysis method for diterpenoids in rat plasma by liquid chromatography-electrospray ionization mass spectrometry.[Pubmed:20643094]
Anal Biochem. 2010 Dec 1;407(1):111-9.
A sensitive, specific, and rapid liquid chromatography-mass spectrometry (LC-MS) method was developed and validated for analysis of Lasiodonin, oridonin, ponicidin, and rabdoternin A in rat plasma using sulfamethoxazole as an internal standard (IS). The plasma samples were pretreated and extracted by liquid-liquid extraction. Chromatographic separation was performed on a C(18) column with linear gradient elution using water and methanol, both of which were acidified with 0.1% aqueous formic acid, at a flow rate of 0.8 ml/min. Detection was accomplished by scanning with multiple reaction monitoring (MRM) via an electrospray ionization (ESI) source. Higher sensitivity was achieved by setting three scanning periods in a novel detection mode. The optimized mass transition ion pairs (m/z) for quantitation were 365.3/347.3 for Lasiodonin and oridonin, 361.2/343.2 for ponicidin, 363.2/283.1 for rabdoternin A, and 254.1/156.0 for IS. The total run time was 13.50 min between injections. The specificity, linearity, accuracy, precision, recovery, matrix effect, and several stabilities were validated for all analytes in the rat plasma samples. In conclusion, the validation results demonstrate that this method is robust and specific. The proposed method was further applied to investigate the pharmacokinetics of all analytes after a single oral administration of Isodon rubescens extract to rats.
Diterpenoids from Isodon japonica.[Pubmed:12837357]
Fitoterapia. 2003 Jul;74(5):435-8.
A new ent-kaurane diterpenoid maoyecrystal F (1) and its acetonide derivative (2), together with seven known compounds, Lasiodonin, maoyerabdosin, odonicin, enmenin, oridonin, beta-sitosterol and daucosterol, were isolated from the leaves of Isodon japonica.
Two novel ent-kauranoid diterpenoids from Isodon japonica leaves.[Pubmed:16142643]
Planta Med. 2005 Aug;71(8):764-9.
Two novel ent-kaurane diterpenoids, taihangjaponicain A (1), and taihangjaponicain B ( 2), and nine known diterpenoids, epinodosin (3), oridonin (4), epinodosinol (5), lasiokaurin ( 6), 1alpha- O-beta- D-glucopyranosylenmenol (7), Lasiodonin (8), rabdosichuanin D ( 9), shikokianin (10) and rabdoternin A (11) were isolated from I. japonica leaves. The structures of the two new compounds were elucidated using 1-D and 2-D NMR spectroscopy. Compounds 1 and 3 - 11 were tested against HL-60, HO-8910 and A-549 human tumor cells. Compounds 4, 6 and 10 showed significant cytotoxicity against HL-60 cells with IC (50) values of 4.6, 2.0 and 3.4 microM, respectively, and against A-549 cells with IC (50) values of 17.5, 11.4 and 18.8 microM, respectively. Compound 6 exhibited moderate cytotoxicity against HO-8910 cells with an IC (50) value of 17.9 microM.
Ent-kauranoids from Isodon rubescens var. taihangensis.[Pubmed:15621599]
J Asian Nat Prod Res. 2005 Feb;7(1):31-6.
Two new compounds, rubescensins Q and R (1 and 2), and a new acetonide derivative (3) of Lasiodonin, together with thirteen known analogues, oridonin (4), ponicidin (5), wikstroemioidin B (6), Lasiodonin (7), lasiokaurin (8), enmenol (9), 1-O-beta-D-glucopyranosyl-enmenol (10), trichokaurin (11), the acetonide of maoyecrystal F (12), rabdoternins A-D (13-16), have been isolated from Isodon rubescens var. taihangensis. The structures of the new compounds were elucidated on the basis of spectroscopic methods, especially the 2D NMR spectral analysis. Compound 3 exhibited cytotoxicity against K562, Bcap37, CA, CNE, BIU87, BGC823, and HeLa cell lines.
[Chemical constituents of Isodon parvifolia (Batalin) Hara].[Pubmed:2390167]
Zhongguo Zhong Yao Za Zhi. 1990 Feb;15(2):101-3, 127.
Twelve compounds were isolated from the leaves and stems of Isodon parvifolia. This paper deals with the isolation and identification of two diterpenes epinodosinol (I), Lasiodonin (II) and two triterpenes alpha-amyrin (XI a) and beta-amyrin (XI b).
7alpha,20-epoxy-ent-kauranoids from Isodon parvifolius.[Pubmed:16643043]
J Nat Prod. 2006 Apr;69(4):645-9.
Nine new 7alpha,20-epoxy-ent-kaurane diterpenoids, parvifolines C-K (1-9), together with 12 known analogues, rabdoternin G (10), adenolin E (11), Lasiodonin (12), lushanrubescensin F (13), parvifoliside (14), effusanin A (15), effusanin B (16), effusanin E (17), taibaihenryiin A (18), shikokianin (19), maoyecrystal J (20), and the acetonide of Lasiodonin (21), were isolated from the leaves of Isodon parvifolius. The structures of compounds 1-9 were determined on the basis of spectroscopic methods including extensive 1D and 2D NMR analysis. The new diterpenoids (1-9) and Lasiodonin (12) were evaluated for their inhibitory activity against A549, HT-29, and K562 cell lines.
