Isorosmanol

CAS# 93780-80-4

Isorosmanol

Catalog No. BCN8582----Order now to get a substantial discount!

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Quality Control of Isorosmanol

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Chemical structure

Isorosmanol

3D structure

Chemical Properties of Isorosmanol

Cas No. 93780-80-4 SDF Download SDF
PubChem ID 13820511 Appearance Powder
Formula C20H26O5 M.Wt 346.42
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,8R,9R,10S)-3,4,9-trihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-15-one
SMILES CC(C)C1=C(C(=C2C(=C1)C3C(C4C2(CCCC4(C)C)C(=O)O3)O)O)O
Standard InChIKey UXVPWKDITRJELA-CLWJZODNSA-N
Standard InChI InChI=1S/C20H26O5/c1-9(2)10-8-11-12(14(22)13(10)21)20-7-5-6-19(3,4)17(20)15(23)16(11)25-18(20)24/h8-9,15-17,21-23H,5-7H2,1-4H3/t15-,16+,17-,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 Isorosmanol

The herbs of Salvia officinalis

Biological Activity of Isorosmanol

Description1. Isorosmanol is a promising natural compound for further studies on development of new medications which might be useful in ageing disorders such as the declining of cognitive functions and hyperpigmentation. 2. Isorosmanol possesses both neuroprotective and neurotrophic effects, that might be beneficial for controlling Alzheimer's disease. 3. Isorosmanol has antioxidant activity.
TargetsAChR | Beta Amyloid

Isorosmanol Dilution Calculator

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Isorosmanol Molarity Calculator

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Preparing Stock Solutions of Isorosmanol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8867 mL 14.4333 mL 28.8667 mL 57.7334 mL 72.1667 mL
5 mM 0.5773 mL 2.8867 mL 5.7733 mL 11.5467 mL 14.4333 mL
10 mM 0.2887 mL 1.4433 mL 2.8867 mL 5.7733 mL 7.2167 mL
50 mM 0.0577 mL 0.2887 mL 0.5773 mL 1.1547 mL 1.4433 mL
100 mM 0.0289 mL 0.1443 mL 0.2887 mL 0.5773 mL 0.7217 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 Isorosmanol

Antioxidant activity of chemical components from sage (Salvia officinalis L.) and thyme (Thymus vulgaris L.) measured by the oil stability index method.[Pubmed:11902922]

J Agric Food Chem. 2002 Mar 27;50(7):1845-51.

A new abietane diterpenoid, 12-O-methyl carnosol (2), was isolated from the leaves of sage (Salvia officinalis L.), together with 11 abietane diterpenoids, 3 apianane terpenoids, 1 anthraquinone, and 8 flavonoids. Antioxidant activity of these compounds along with 4 flavonoids isolated from thyme (Thymus vulgaris L.) was evaluated by the oil stability index method using a model substrate oil including methyl linoleate in silicone oil at 90 degrees C. Carnosol, rosmanol, epirosmanol, Isorosmanol, galdosol, and carnosic acid exhibited remarkably strong activity, which was comparable to that of alpha-tocopherol. The activity of miltirone, atuntzensin A, luteolin, 7-O-methyl luteolin, and eupafolin was comparable to that of butylated hydroxytoluene. The activity of these compounds was mainly due to the presence of ortho-dihydroxy groups. The 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity of these compounds showed the similar result.

Acetylcholine esterase inhibitors and melanin synthesis inhibitors from Salvia officinalis.[Pubmed:27444345]

Phytomedicine. 2016 Sep 15;23(10):1005-11.

BACKGROUND: Salvia officinalis is a traditionally used herb with a wide range of medicinal applications. Many phytoconstituents have been isolated from S. officinalis, mainly phenolic diterpenes, which possess many biological activities. PURPOSE: This study aimed to evaluate the ability of the phenolic diterpenes of S. officinalis to inhibit acetylcholine esterase (AChE) as well as their ability to inhibit melanin biosynthesis in B16 melanoma cells. METHODS: The phenolic diterpenes isolated from the aerial parts of S. officinalis were tested for their effect on melanin biosynthesis in B16 melanoma cell lines. They were also tested for their ability to inhibit AChE using Ellman's method. Moreover, a molecular docking experiment was used to investigate the binding affinity of the isolated phenolic diterpenes to the amino acid residues at the active sites of AChE. RESULTS: Seven phenolic diterpenes-sageone, 12-methylcarnosol, carnosol, 7b-methoxyrosmanol, 7a-methoxyrosmanol, Isorosmanol and epirosmanol-were isolated from the methanolic extract of the aerial parts of S. officinalis. Isorosmanol showed a melanin-inhibiting activity as potent as that of arbutin. Compounds 7a-methoxyrosmanol and Isorosmanol inhibited AChE activity by 50% and 65%, respectively, at a concentration of 500 microM. CONCLUSIONS: The results suggest that Isorosmanol is a promising natural compound for further studies on development of new medications which might be useful in ageing disorders such as the declining of cognitive functions and hyperpigmentation.

Neuroprotective and neurotrophic effects of isorosmanol.[Pubmed:19678545]

Z Naturforsch C. 2009 May-Jun;64(5-6):395-8.

The neurotoxicity induced by beta-amyloid (Abeta), which is one of the major causes of Alzheimer's disease (AD), leads to synaptic loss and subsequent neuronal death. Therefore, modulation of Abeta-induced neurotoxicity, as well as regeneration of damaged synapses could be important therapeutic approaches to control AD. In this study, we found that Isorosmanol, an abietane-type diterpene, protected PC12 cells against Abeta-induced toxicity. Furthermore, Isorosmanol promoted the generation of neurites. The neurotrophic effect of Isorosmanol was enhanced by co-treatment with nerve growth factor (NGF). In addition, the neurite outgrowth induced by Isorosmanol was accompanied by F-actin redistribution and increased expression of neurofilaments. Taken together, these results suggest that Isorosmanol possesses both neuroprotective and neurotrophic effects, that might be beneficial for controlling AD.

Description

Isorosmanol is an abietane-type diterpene isolated from the leaves of sage, with antioxidant, neuroprotective and neurotrophic effects. Isorosmanol inhibits AChE activity and melanin synthesis.

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