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3-Acetoxy-11-ursen-28,13-olide
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Product Name 3-Acetoxy-11-ursen-28,13-olide
Price:
CAS No.: 35959-08-1
Catalog No.: CFN98487
Molecular Formula: C32H48O4
Molecular Weight: 496.7 g/mol
Purity: >=98%
Type of Compound: Triterpenoids
Physical Desc.: Cryst.
Source: The leaves of Eucalyptus viminalis
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS    SDF    Manual
Similar structural: Comparison (Web)  (SDF)
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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
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Biological Activity
Description: 3β-Acetoxy-urs-11-en-28,13-olide exhibits significant protein tyrosine phosphatase 1B (PTP1B) inhibitory activity, it is a mixed-type PTP1B inhibitor. It exhibits weak-moderate antiproliferative activity against the A2780 human ovarian cancer cell line.
Targets: PTP1B
In vitro:
Phytochem. Lett.,2011,4(4):421-5.
Ovarian antiproliferative activity directed isolation of triterpenoids from fruits of Eucalyptus camaldulensis Dehnh.[Reference: WebLink]

METHODS AND RESULTS:
Bioassay-guided fractionation of a methanol extract of the fruits of Eucalyptus camaldulensis Dehnh. with moderate antiproliferative activity afforded the new triterpene, 3β-acetoxy-urs-11,13(18)-dien-28-oic acid (1) along with the known triterpenoids 3β-hydroxy-urs-11-en-28,13β-olide (2), 3β-acetoxy-urs-11-en-28,13β-olide (3-Acetoxy-11-ursen-28,13-olide ,3), 3-acetylbetulinic acid (4), oleanolic acid (5), ursolic acid (6), β-amyrin acetate (7), β-sitosterol (8) and sitosterol 3-O-β-D-glucopyranoside (9). Their structures were established on the basis of analysis of their 1H and 13C NMR, APT, gHSQC, gHMBC, UV, IR and mass spectral data.
CONCLUSIONS:
The tested triterpenoids (1–7) exhibited weak-moderate antiproliferative activity against the A2780 human ovarian cancer cell line.
3-Acetoxy-11-ursen-28,13-olide Description
Source: The leaves of Eucalyptus viminalis
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.

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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

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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0133 mL 10.0664 mL 20.1329 mL 40.2658 mL 50.3322 mL
5 mM 0.4027 mL 2.0133 mL 4.0266 mL 8.0532 mL 10.0664 mL
10 mM 0.2013 mL 1.0066 mL 2.0133 mL 4.0266 mL 5.0332 mL
50 mM 0.0403 mL 0.2013 mL 0.4027 mL 0.8053 mL 1.0066 mL
100 mM 0.0201 mL 0.1007 mL 0.2013 mL 0.4027 mL 0.5033 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
Kinase Assay:
J Nat Med. 2014 Apr;68(2):427-31
Protein tyrosine phosphatase 1B inhibitory activities of ursane- and lupane-type triterpenes from Sorbus pohuashanensis.[Pubmed: 24096553 ]
Protein tyrosine phosphatase 1B (PTP1B) is a non-transmembrane protein tyrosine phosphatase, and has received much attention as a molecular target for the treatment of insulin resistance diseases because of its critical roles in negatively regulating insulin- and leptin-signaling cascades.
METHODS AND RESULTS:
Six ursane-type triterpenes, 3β-acetoxy-urs-12-ene-28-oic acid (1), pomolic acid-3β-acetate (2), pomolic acid (3), ursolaldehyde (4), euscaphic acid (5) and 3β-acetoxy-urs-11-en-28,13-olide (3-Acetoxy-11-ursen-28,13-olide ,6), and a lupane-type triterpene, betulinic acid (7), from the fruits of Sorbus pohuashanensis, exhibited significant PTP1B inhibitory activity, with IC50 values ranging from 3.5 to 54.8 μM.
CONCLUSIONS:
Kinetics analyses revealed that compounds 2, 3, and 7 are non-competitive PTP1B inhibitors, and compounds 1 and 6 are mixed-type PTP1B inhibitors.
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