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Uncinatone
Uncinatone
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name Uncinatone
Price:
CAS No.: 99624-92-7
Catalog No.: CFN97587
Molecular Formula: C20H22O4
Molecular Weight: 326.39 g/mol
Purity: >=98%
Type of Compound: Diterpenoids
Physical Desc.: Orange powder
Source: The roots of Clerodendrum bungei Steud.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS    SDF
Similar structural: Comparison (Web)  (SDF)
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According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
Size /Price /Stock 10 mM * 1 mL in DMSO / Inquiry
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries
Biological Activity
Description: Uncinatone exhibits moderate cytotoxicity, inhibits cell proliferation, and induces cell-cycle G(2)/M phase arrest, it demonstrates cytotoxic activities against the HL-60 tumour cell line (IC50 < 20 uM). Uncinatone shows inhibitory activity against complement system with 50% inhibitory concentrations (IC(50)) values of 87 uM. Uncinatone also exhibits inhibition of lipopolysaccharide-induced nitric oxide production in RAW 264.7 macrophages with IC50 values of 12.50 uM.
Targets: NO
In vitro:
Phytother Res. 2010 Nov;24(11):1720-3.
Anti-complement activity of isolated compounds from the roots of Clerodendrum bungei Steud.[Pubmed: 20648692]
To determine the anti-complement activity of natural diterpenes, chromatographic separation of the acetone-soluble fraction from the roots of Clerodendrum bungei (Verbenaceae) led to the isolation of five diterpenoids.
METHODS AND RESULTS:
An acetone-soluble extract of the roots of C. bungei exhibited significant anti-complement activity on the classical pathway complement system, which was expressed as total hemolytic activity. Five compounds isolated from the roots of C. bungei, namely 12-O-β-d-glucopyranosyl-3,11,16-trihydroxyabieta-8,11,13-triene (1), 3,12-O-β-d-diglucopyranosyl-11,16-dihydroxyabieta-8,11,13-triene (2), ajugaside A (3), Uncinatone (4) and 19-hydroxyteuvincenone F (5). Compounds 1, 2, 3, 4 and 5 showed inhibitory activity against complement system with 50% inhibitory concentrations (IC(50)) values of 24 µm, 138 µm, 116 µm, 87 µm and 232 µm.
CONCLUSIONS:
Among the compounds tested, 1 showed the most potent anti-complement activity (IC(50), 24 µm).
Nat Prod Res. 2016 Feb 2:1-6.
A new bioactive diterpenoid from pestalotiopsis adusta, an endophytic fungus from clerodendrum canescens.[Pubmed: 26831947]

METHODS AND RESULTS:
Bioassay-guided fractionation of the culture extract of Pestalotiopsis adusta, an endophytic fungus isolated from the medicinal plant Clerodendrum canescens, led to the isolation of one new, (10S)-12,16-epoxy-17(15→16)-abeo-3,5,8,12,15-abietapentaen-2,7,11,14-tetraone (1), and four known diterpenoids, teuvincenone F (2), Uncinatone (3), coleon U (4), coleon U-12-methyl ether (5). These structures were identified by using spectroscopic methods, including UV, MS, 1D and 2D NMR experiments.
CONCLUSIONS:
This is the first report of these compounds being isolated from a Pestalotiopsis species. The cytotoxic activities of the compounds were evaluated, and compounds 1 and 3 demonstrated cytotoxic activities against the HL-60 tumour cell line (IC50 < 20 μM).
Uncinatone Description
Source: The roots of Clerodendrum bungei Steud.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

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IF=14.548(2019)

PMID: 29149595

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doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

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IF=12.804(2019)

PMID: 30417089
Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0638 mL 15.3191 mL 30.6382 mL 61.2764 mL 76.5955 mL
5 mM 0.6128 mL 3.0638 mL 6.1276 mL 12.2553 mL 15.3191 mL
10 mM 0.3064 mL 1.5319 mL 3.0638 mL 6.1276 mL 7.6595 mL
50 mM 0.0613 mL 0.3064 mL 0.6128 mL 1.2255 mL 1.5319 mL
100 mM 0.0306 mL 0.1532 mL 0.3064 mL 0.6128 mL 0.766 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Structure Identification:
Nat Prod Res. 2015 Jul;29(13):1228-34.
A new triterpenoid bearing octacosanoate from the stems and roots of Clerodendrum philippinum var. simplex (Verbenaceae).[Pubmed: 25801582]

METHODS AND RESULTS:
A new triterpenoid bearing octacosanoate, named taraxer-3β-yl octacosanoate (1), together with 13 known compounds (2-14), was isolated from the ethanol extract of the stems and roots of Clerodendrum philippinum var. simplex. The structure of taraxer-3β-yl octacosanoate (1) was elucidated by extensive spectroscopic analysis.
CONCLUSIONS:
Uncinatone (8) and clerodenone A (10) exhibited inhibition of lipopolysaccharide-induced nitric oxide production in RAW 264.7 macrophages with IC₅₀ values of 12.50 and 3.18 μM, respectively.
J Nat Prod. 2008 May;71(5):755-9.
Abietane diterpenoids from Clerodendrum bungei.[Pubmed: 18348535 ]

METHODS AND RESULTS:
Five new naturally occurring abietane diterpenoids (1-5) along with three known diterpenoids (6-8) were isolated from an acetone-soluble extract of the roots of Clerodendrum bungei. The structures of the new compounds were elucidated on the basis of spectroscopic analysis and chemical methods. In addition, all compounds were evaluated for cytotoxic activity against the cultured B16 (murine melanoma), HGC-27 (human gastric), and HEK-293 (human epithelial kidney) cell lines.
CONCLUSIONS:
Uncinatone (7) exhibited moderate cytotoxicity, inhibited cell proliferation, and induced cell-cycle G(2)/M phase arrest.
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