Desoxo-narchinol A

CAS# 53859-06-6

Desoxo-narchinol A

Catalog No. BCN7636----Order now to get a substantial discount!

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Desoxo-narchinol A: 5mg $748 In Stock
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Quality Control of Desoxo-narchinol A

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Chemical structure

Desoxo-narchinol A

3D structure

Chemical Properties of Desoxo-narchinol A

Cas No. 53859-06-6 SDF Download SDF
PubChem ID 56835056 Appearance Powder
Formula C12H16O2 M.Wt 192.25
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (4R,4aS,5R)-4-hydroxy-4a,5-dimethyl-4,5,6,7-tetrahydronaphthalen-1-one
SMILES CC1CCC=C2C1(C(C=CC2=O)O)C
Standard InChIKey YWSIMWUTQXMOSD-FXAINCCUSA-N
Standard InChI InChI=1S/C12H16O2/c1-8-4-3-5-9-10(13)6-7-11(14)12(8,9)2/h5-8,11,14H,3-4H2,1-2H3/t8-,11-,12+/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.
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 Desoxo-narchinol A

The rhizomes and roots of Nardostachys chinensis.

Biological Activity of Desoxo-narchinol A

Description1. Desoxo-narchinol A exhibits protective effects against LPS-induced endotoxin shock and inflammation through p38 deactivation. 2. Desoxo-narchinol A shows inhibitory activity against LPS-induced NO production. 3. Desoxo-narchinol A shows cytotoxic activity against P-388 cells.
TargetsIL Receptor | TNF-α | NF-kB | p38MAPK | NOS | COX | NO | JNK | ERK | PGE

Desoxo-narchinol A Dilution Calculator

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Desoxo-narchinol A Molarity Calculator

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Preparing Stock Solutions of Desoxo-narchinol A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.2016 mL 26.0078 mL 52.0156 mL 104.0312 mL 130.039 mL
5 mM 1.0403 mL 5.2016 mL 10.4031 mL 20.8062 mL 26.0078 mL
10 mM 0.5202 mL 2.6008 mL 5.2016 mL 10.4031 mL 13.0039 mL
50 mM 0.104 mL 0.5202 mL 1.0403 mL 2.0806 mL 2.6008 mL
100 mM 0.052 mL 0.2601 mL 0.5202 mL 1.0403 mL 1.3004 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 Desoxo-narchinol A

Inhibitory constituents of Nardostachys chinensis on nitric oxide production in RAW 264.7 macrophages.[Pubmed:22079762]

Bioorg Med Chem Lett. 2012 Jan 1;22(1):706-8.

The activity-guided fractionation of the MeOH extract of the rhizomes and roots of Nardostachys chinensis led to the isolation of two new sesquiterpenoids, narchinol B (8) and narchinol C (9), along with 10 known compounds, ursolic acid (1), nardosinone (2), pinoresinol (3), Desoxo-narchinol A (4), kanshone B (5), epoxyconiferyl alcohol (6), debilon (7), 4alpha,5-dimethyl-1,3-dioxo-1,2,3,4,4alpha,5,6,7-octahydronaphthalene (10), p-coumaric acid (11), and isoferulic acid (12). Their structures were determined using spectroscopic techniques, which included 1D- and 2D-NMR. Among the isolates, compounds 2, 4, 5, 8 and 9 showed inhibitory activity against LPS-induced NO production with IC(50) values of 4.6-21.6 muM.

Anti-inflammatory effect of desoxo-narchinol-A isolated from Nardostachys jatamansi against lipopolysaccharide.[Pubmed:26371857]

Int Immunopharmacol. 2015 Dec;29(2):730-738.

We previously reported that Nardostachys jatamansi (NJ) exhibits anti-inflammatory activity against lipopolysaccharide (LPS). However, the active compound in NJ is unknown. Therefore, here, we examined the effects of desoxo-narchinol-A (DN) isolated from NJ against LPS-induced inflammation. To demonstrate the anti-inflammatory effect of DN against LPS, we used two models; murine endotoxin shock model for in vivo model, and peritoneal macrophage responses for in vitro. In endotoxin shock model, DN was administrated intraperitoneally 1h before LPS challenge, then we evaluated mice survival rates and organ damages. Pretreatment with DN (0.05mg/kg, 0.1mg/kg, or 0.5mg/kg) dramatically reduced mortality in a murine LPS-induced endotoxin shock model. Furthermore, DN inhibited tissue injury and production of pro-inflammatory cytokines, such as interleukin (IL)-1beta, IL-6, and tumor necrosis factor alpha (TNF-alpha), in the liver and lung. In in vitro macrophage model, we examined the inflammatory mediators and regulatory mechanisms such as mitogen-activated protein kinases (MAPKs) and nuclear factor kappa B (NF-kappaB). DN inhibited the production of inflammatory mediators, such as inducible nitric oxide synthase (iNOS) and its derivative nitric oxide (NO), cyclooxygenase-2 (COX-2), prostaglandin E2 (PGE2), IL-1beta, IL-6 and TNF-alpha and H3 protein acetylation in murine peritoneal macrophages. DN also inhibited p38 activation, but not extracellular signal-regulated kinase (ERK), c-jun NH2-terminal kinase (JNK), and NF-kappaB. These results suggest that DN from NJ exhibits protective effects against LPS-induced endotoxin shock and inflammation through p38 deactivation.

Cytotoxic sesquiterpenes from Nardostachys chinensis.[Pubmed:8370115]

Chem Pharm Bull (Tokyo). 1993 Jun;41(6):1183-4.

Five cytostatic sesquiterpenes, desoxo-narchinol-A (1), nardosinone (2), debilon (3), nardosinonediol (4) and kanshone A (5), were isolated from the roots and rhizomes of Nardostachys chinensis (Valerianaceae). The steric structure of 1 was determined by nuclear Overhauser effects (NOEs) and the exciton chirality method. All five showed cytotoxic activity against P-388 cells and the structure-activity relationship of 1 was also discussed.

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