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3-hydroxymorindone

CAS# 80368-74-7

3-hydroxymorindone

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Quality Control of 3-hydroxymorindone

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Chemical structure

3-hydroxymorindone

3D structure

Chemical Properties of 3-hydroxymorindone

Cas No. 80368-74-7 SDF Download SDF
PubChem ID 86012754 Appearance Powder
Formula C15H10O6 M.Wt 286.24
Type of Compound Anthraquinones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1,3,5,6-tetrahydroxy-2-methylanthracene-9,10-dione
SMILES CC1=C(C=C2C(=C1O)C(=O)C3=C(C2=O)C(=C(C=C3)O)O)O
Standard InChIKey JCZGUFVZKUDRMM-UHFFFAOYSA-N
Standard InChI InChI=1S/C15H10O6/c1-5-9(17)4-7-11(12(5)18)13(19)6-2-3-8(16)15(21)10(6)14(7)20/h2-4,16-18,21H,1H3
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 3-hydroxymorindone

The herbs of Morinda citrifolia

Biological Activity of 3-hydroxymorindone

DescriptionMethyltanshinonate shows antiplasmodial and antitrypanosomal activities. It may have antioxidative activity.
In vitro

Antiplasmodial and antitrypanosomal activity of tanshinone-type diterpenoids from Salvia miltiorrhiza.[Reference: WebLink]

Planta Medica, 2011, 77(14):1594-1596.

In a medium throughput screen of 880 plant and fungal extracts for antiprotozoal activity, a dichloromethane extract of Salvia miltiorrhiza roots was active against both Trypanosoma brucei rhodesiense and Plasmodium falciparum.
METHODS AND RESULTS:
With HPLC-based activity profiling in combination with on- and off-line spectroscopic methods (PDA, -MS (n), HR-MS, microprobe NMR), the active compounds were identified as tanshinone-type diterpenoids. Subsequent isolation and structure elucidation yielded the known substances miltirone (1), tanshinone II a (2), 1,2 dihydrotanshinquinone (3), methylenetanshinquinone (4), 1-oxomiltirone (5), 11-hydroxymiltiodiol (6), tanshinone I (7), Methyltanshinonate (8), and cryptotanshinone (9). The IC₅₀s of the compounds were determined against the two parasites and rat myoblast (L6) cells.
CONCLUSIONS:
They ranged from 4.1 µM to over 30 µM against P. falciparum K1 strain with selectivity indices (SI) from 0.3 to 1.9. IC₅₀s against T. brucei rhodesiense STIB 900 were from 0.5 µM (1, 4) to over 30 µM, and 4 showed the greatest selective activity with an SI of 24.

Protocol of 3-hydroxymorindone

Structure Identification
Phytochemistry Letters, 2016:S1874390016303500.

Determination of phenolic compounds and diterpenes in roots of Salvia miltiorrhiza and Salvia przewalskii by two LC–MS tools: Multi-stage and high resolution tandem mass spectrometry with assessment of antioxidant capacity.[Reference: WebLink]


METHODS AND RESULTS:
Comparative phytochemical analyses of hydroalcoholic (50% EtOH) extracts from roots of S. miltiorrhiza (SM) and S. przewalskii (SP) were performed using two complementary LC–MS systems: the first system HPLC-DAD-MSn an ion trap mass spectrometer and the second system consisted high resolution MS/MS Orbitrap mass spectrometer. The individual compounds were identified using a previously published approach via comparison of the exact molecular masses, mass spectra and retention times to those of standard compounds, online available databases and literature data. Moreover, the determination of antioxidative activities of extracts by DPPH and FRAP methods was carried out. Analysis allowed to identify 39 chemical compounds in extracts from both species. Extract from root of SP differs from SM in the presence of several metabolites such as: przewalskinic acid and their derivatives, przewaquinone C, przewaquinonate A, glycosides of rosmarinic acid, Methyltanshinonate, whereas tanshinones, salvianolic acids and lithospermic acids occurred in both species.
CONCLUSIONS:
Moreover, it was shown that hydroalcoholic extract from roots of SM exerted stronger antioxidant properties in a FRAP test (max. 323.92 μM Fe2+/L) and in DPPH test (max. 78.64 nM TE) in comparison with SP extract.

3-hydroxymorindone Dilution Calculator

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3-hydroxymorindone Molarity Calculator

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Preparing Stock Solutions of 3-hydroxymorindone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.4936 mL 17.4679 mL 34.9357 mL 69.8714 mL 87.3393 mL
5 mM 0.6987 mL 3.4936 mL 6.9871 mL 13.9743 mL 17.4679 mL
10 mM 0.3494 mL 1.7468 mL 3.4936 mL 6.9871 mL 8.7339 mL
50 mM 0.0699 mL 0.3494 mL 0.6987 mL 1.3974 mL 1.7468 mL
100 mM 0.0349 mL 0.1747 mL 0.3494 mL 0.6987 mL 0.8734 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 3-hydroxymorindone

[Anthraquinones from the roots of Knoxia valerianoides].[Pubmed:22308688]

Zhongguo Zhong Yao Za Zhi. 2011 Nov;36(21):2980-6.

OBJECTIVE: To investigate the chemical constituents of the roots of Knoxia valerianoides and their biological activities. METHOD: The anthraquinones were isolated by using a combination of various chromatographic techniques including column chromatography over silica gel, Sephadex LH-20, and reversed-phase HPLC. Structures of the isolates were identified by their physical-chemical properties and spectroscopic analysis including 2D NMR and MS. Antioxidant, anti-HIV, neuroprotective, and cytotoxic activities were screened by using cell-based models. RESULT: Twenty-two constituents were isolated from an ethanolic extract of the roots of K. valerianoides. Their structures were identified as nordamnacanthal (1), ibericin (2), rubiadin (3), damnacanthol (4), 2-ethoxymethylknoxiavaledin (5), 3-hydroxymorindone (6), knoxiadin (7), 2-formyl knoxiavaledin (8), lucidin (9), xanthopurpurin (10), 1, 3-dihydroxy-2-methoxy-9, 10- anthraquinone (11), lucidin(-methyl ether (12), digiferruginol (13), 3-hydroxy-2-methyl-9,10-anthraquinone (14), rubiadin-1-methyl ether (15), 6-methoxylucidin (-ethyl ether (16), 1,3,6-trihydroxy-2-methyl-9,10-anthraquinone (17), 1,3-dihydroxy-2-hydroxy methyl-6-methoxy-9,10-anthraquinone (18), 1,3,6-trihydroxy-2-methoxymethyl-9,10- anthraquinone (19), 3,6-dihydroxy-2- hydroxymethyl-9,10-anthraquinone (20), and 1,6-dihydroxy-2-methyl-9,10-anthra quinone (21). In the in vitro assays, at a concentration of 1 x 10(-5) mol x L(-1), no compounds were active against human cancer cell lines (HCT-8, Bel7402, BGC-823, A549, and A2780), deserum and glutamate induced PC12-syn cell damage, LPS induced NO production in macrophage, Fe2+-cystine induced rat liver microsomal lipid peroxidation, HIV-1 replication, and protein tyrosine phosphatase 1B (PTP1B). CONCLUSION: Compounds 9-21 were obtained from the roots of K. valerianoides for the first time.

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