Liquidambaric acid

Liquidambaric acid
Liquidambaric acid
Liquidambaric acid
Liquidambaric acid
Liquidambaric acid

Liquidambaric acid

Min.Order / FOB Price:Get Latest Price

10 Milligram

Negotiable

  • Min.Order :10 Milligram
  • Purity: ≥98%
  • Payment Terms : T/T

Keywords

Liquidambaric acid 4481-62-3 standard supplier in China

Quick Details

  • Appearance:detailed see specifications
  • Application:analysis,activity test,Botanical Reference Materials,Standard materials
  • PackAge:According to the clients requirement.
  • ProductionCapacity:1|Metric Ton|Day
  • Storage:Store at 2~8°C
  • Transportation:by air or by ocean shipping

Superiority:

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine,Traditional Chinese Medicine), Natural Active Pharmaceutical Ingredients worldwide. From small quantities for R&D or reference standard, to large quantities for customizing or manufacturing, Biopurify emphasizes on consistent and reliable services for his customers. 
With excellent quality products and good service, we have clients from more than dozens countries and regions, and we pride ourselves in providing our customers with a total satisfaction experiences.
We are doing our best to be your reliable partner for high quality Phytochemicals and Reference Standards from china.
 
Our main services:
A. Supply active ingredients and reference standards ofTraditional Chinese Medicine, from mgs to kgs scale.
B. Custom extraction and purification, target Herb Active Ingredients
C. Custom synthesis and semi-synthesis for Natural Active Ingredients
D. CR, CM and PD services from lab scale, pilot scale to commercial scale(GMP is also available)
E.Traditional Chinese Medicine compounds library
 

1.Provide traditional Chinese medicine reference materials and natural active ingredients;
2.More than 2200 compounds are available for selection, continuously building high-quality natural product libraries for drug research and development;
3.Provide various screening libraries and more inhibitor products;
4.Provide separation and structural determination of natural products;
5.Laboratory scale pilot to commercial scale collaborative research and process development services.More than 180 experiences in phytochemistry (still increasing)
Each product has passed very strict testing (NMR/MS/HPLC)
Agents from many countries

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.

Details:

Chemical Properties of Betulonic acid

Cas No. 4481-62-3 SDF  
PubChem ID 122844 Appearance White powder
Formula C30H46O3 M.Wt 454.7
Type of Compound Triterpenoids Storage Desiccate at -20°C
Synonyms Betunolic acid; Liquidambaric acid; (+)-Betulonic acid
Solubility DMSO : 6.67 mg/mL (14.67 mM; Need ultrasonic)
H2O : < 0.1 mg/mL (insoluble)
Chemical Name (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid
SMILES CC(=C)C1CCC2(C1C3CCC4C5(CCC(=O)C(C5CCC4(C3(CC2)C)C)(C)C)C)C(=O)O
Standard InChIKey SLJTWDNVZKIDAU-SVAFSPIFSA-N
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 Betulonic acid

1 Eucalyptus sp. 2 Flueggea sp. 3 Liquidambar sp. 4 Platanus sp. 5 Viscum sp. 6 Ziziphus sp.

Biological Activity of Betulonic acid

Description Betulonic acid has anti-cancer , anti-HIV,hepatoprotective and anti-inflammatory activities, it has antiviral activity against herpes simplex virus, it also suppresses ECHO 6 virus reproduction. Betulonic acid derivatives have a promising cytostatic activity in vitro and could be used as potential leads for the development of new type of anti-cancer agents.
Targets HIV | HSV | Immunology & Inflammation related
In vitro

Synthesis of triterpenoid triazine derivatives from allobetulone and betulonic acid with biological activities.[Pubmed: 24844757]

Bioorg Med Chem. 2014 Jul 1;22(13):3292-300.

The synthetic transformation and modification of natural products with the aim to improve the biological properties is an area of current interest. The triterpenoids betulin and betulinic acid are very abundant in nature and now are commercially available.
METHODS AND RESULTS:
In our study, starting from betulin and betulinic acid, we obtained allobetulone and Betulonic acid in a few synthetic steps. The ketone function at the A-ring was used as the starting point for the synthesis of a series of 1,2,4-triazine-fused triterpenoids. The alkylation and Liebeskind-Srogl coupling were used for further substitution of 1,2,4-triazines, and the intramolecular hetero Diels-Alder reaction leads to interesting fused thienopyridine derivatives. All new compounds were tested for their cytostatic activities against murine leukemia L1210, human cervix carcinoma HeLa and human lymphoblast CEM tumor cells.
CONCLUSIONS:
The results show that some triterpenoid triazine Betulonic acid derivatives have a promising cytostatic activity in vitro and could be used as potential leads for the development of new type of anti-cancer agents. Several compounds were also endowed with anti-HCMV activity in the low micromolar range.

Antiviral activity of betulin, betulinic and betulonic acids against some enveloped and non-enveloped viruses.[Pubmed: 12837369]

Fitoterapia. 2003 Jul;74(5):489-92.


METHODS AND RESULTS:
Antiviral properties of betulin, betulinic and Betulonic acids were investigated in cell cultures infected with herpes simplex type I, influenza FPV/Rostock and ECHO 6 viruses.
CONCLUSIONS:
All studied triterpenes were active against herpes simplex virus. Betulin and especially betulinic acid also suppressed ECHO 6 virus reproduction.

In vivo

Efficient synthesis of the first betulonic acid-acetylene hybrids and their hepatoprotective and anti-inflammatory activity.[Pubmed: 19524443 ]

Bioorg Med Chem. 2009 Jul 15;17(14):5164-9.

The Sonogashira reaction can be applied for the preparation of acetylenic derivatives of Betulonic acid where the triterpenoid moiety can serve as either the halo- or the acetylenic component. This reaction opened access to the first derivatives of Betulonic acid containing either the arylethynyl (C[triple bond]C-Ar(Het) or the ethynyl (C[triple bond]CH) moieties. From the fundamental perspective, this work illustrates the possibility of selective Pd-catalyzed cross-coupling at terminal acetylenes in the presence of a terminal alkene.
METHODS AND RESULTS:
Hepatoprotective and anti-inflammatory properties of selected acetylenic derivatives of Betulonic acid were investigated using the CCl4-induced hepatitis and carrageenan-induced edema models, respectively.

Protocol of Betulonic acid

Structure Identification

Phytochemistry. 2007 Mar;68(6):834-9.

Biotransformation of betulinic and betulonic acids by fungi.[Pubmed: 17258248]

Betulinic acid (1), a triterpenoid found in many plant species, has attracted attention due to its important pharmacological properties, such as anti-cancer and anti-HIV activities. The closely related, Betulonic acid (2) also has similar properties. In order to obtain derivatives potentially useful for detailed pharmacological studies, both compounds were submitted to incubations with selected microorganisms.
METHODS AND RESULTS:
In this work, both were individually metabolized by the fungi Arthrobotrys, Chaetophoma and Dematium, isolated from the bark of Platanus orientalis as well as with Colletotrichum, obtained from corn leaves; such fungal transformations are quite rare in the scientific literature. Biotransformations with Arthrobotrys converted Betulonic acid (2) into 3-oxo-7beta-hydroxylup-20(29)-en-28-oic acid (3), 3-oxo-7beta,15alpha-dihydroxylup-20(29)-en-28-oic acid (4) and 3-oxo-7beta,30-dihydroxylup-20(29)-en-28-oic acid (5); Colletotrichum converted betulinic acid (1) into 3-oxo-15alpha-hydroxylup-20(29)-en-28-oic (6) acid whereas Betulonic acid (2) was converted into the same product and 3-oxo-7beta,15alpha-dihydroxylup-20(29)-en-28-oic acid (4); Chaetophoma converted Betulonic acid (2) into 3-oxo-25-hydroxylup-20(29)-en-28-oic acid (7) and both Chaetophoma and Dematium converted betulinic acid (1) into Betulonic acid (2).
CONCLUSIONS:
Those fungi, therefore, are useful for mild, selective oxidations of lupane substrates at positions C-3, C-7, C-15, C-25 and C-30.

Preparing Stock Solutions of Betulonic acid

  1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.1993 mL 10.9963 mL 21.9925 mL 43.985 mL 54.9813 mL
5 mM 0.4399 mL 2.1993 mL 4.3985 mL 8.797 mL 10.9963 mL
10 mM 0.2199 mL 1.0996 mL 2.1993 mL 4.3985 mL 5.4981 mL
50 mM 0.044 mL 0.2199 mL 0.4399 mL 0.8797 mL 1.0996 mL
100 mM 0.022 mL 0.11 mL 0.2199 mL 0.4399 mL 0.5498 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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