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Octacosanoic Acid

CAS# 506-48-9

Octacosanoic Acid

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Quality Control of Octacosanoic Acid

Number of papers citing our products

Chemical structure

Octacosanoic Acid

3D structure

Chemical Properties of Octacosanoic Acid

Cas No. 506-48-9 SDF Download SDF
PubChem ID 10470 Appearance Powder
Formula C28H56O2 M.Wt 424.74
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name octacosanoic acid
SMILES CCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)O
Standard InChIKey UTOPWMOLSKOLTQ-UHFFFAOYSA-N
Standard InChI InChI=1S/C28H56O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28(29)30/h2-27H2,1H3,(H,29,30)
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 Octacosanoic Acid

The wood of Vitex divaricata

Biological Activity of Octacosanoic Acid

DescriptionOctacosanoic Acid has antiplatelet and antithrombotic effects.Octacosanoic Acid ethylene glycol esters and glycerol esters are used as protective layer on fruit skins and coating on foods.
TargetsBeta Amyloid | Antifection
In vivo

D-003 and warfarin interaction on the bleeding time and venous thrombosis experimentally induced in rats.[Pubmed: 15298777]

J Med Food. 2004 Summer;7(2):260-3.

D-003 is a mixture of higher aliphatic primary acids isolated and purified from sugarcane wax, the main component of which is Octacosanoic Acid. D-003 exhibits a cholesterol-lowering effect as well as antiplatelet and antithrombotic effects in experimental models. Warfarin is a coumarin derivative with anticoagulant activity that acts as a vitamin K antagonist.
METHODS AND RESULTS:
Since in clinical practice warfarin and D-003 could be administered together, the objective of this study was to evaluate the effects of the simultaneous administration of both drugs on the bleeding time and the venous thrombosis experimentally induced in rats. The combined therapy of minimally effective doses of D-003 and warfarin produced an antithrombotic effect significantly higher than those produced by each monotherapy. Likewise, the prolongation of bleeding time induced by warfarin was increased by the simultaneous administration with D-003, showing a synergistic effect between both drugs.

Protocol of Octacosanoic Acid

Kinase Assay

Inhibition of saturated very-long-chain fatty acid biosynthesis by mefluidide and perfluidone, selective inhibitors of 3-ketoacyl-CoA synthases.[Pubmed: 22284369]

Phytochemistry. 2012 Apr;76:162-71.

The trifluoromethanesulphonanilides mefluidide and perfluidone are used in agriculture as plant growth regulators and herbicides. Despite the fact that mefluidide and perfluidone have been investigated experimentally for decades, their mode of action is still unknown.
METHODS AND RESULTS:
In this study, we used a cascade approach of different methods to clarify the mode of action and target site of mefluidide and perfluidone. Physiological profiling using an array of biotests and metabolic profiling in treated plants of Lemna paucicostata suggested a common mode of action in very-long-chain fatty acid (VLCFA) synthesis similar to the known 3-ketoacyl-CoA synthase (KCS) inhibitor metazachlor. Detailed analysis of fatty acid composition in Lemna plants showed a decrease of saturated VLCFAs after treatment with mefluidide and perfluidone. To study compound effects on enzyme level, recombinant KCSs from Arabidopsis thaliana were expressed in Saccharomyces cerevisiae. Enzyme activities of seven KCS proteins from 17 tested were characterized by their fatty acid substrate and product spectrum. For the KCS CER6, the VLCFA product spectrum in vivo, which consists of tetracosanoic acid, hexacosanoic acid and Octacosanoic Acid, is reported here for the first time. Similar to metazachlor, mefluidide and perfluidone were able to inhibit KCS1, CER6 and CER60 enzyme activities in vivo. FAE1 and KCS2 were inhibited by mefluidide only slightly, whereas metazachlor and perfluidone were strong inhibitors of these enzymes with IC(50) values in μM range.
CONCLUSIONS:
This suggests that KCS enzymes in VLCFA synthesis are the primary herbicide target of mefluidide and perfluidone.

Structure Identification
Zhong Yao Cai. 2013 May;36(5):739-43.

Chemical constituents from the aerial part of Echinacea purpurea[Pubmed: 24218964]

To study the chemical constituents of the aerial part of Echinacea purpurea.
METHODS AND RESULTS:
The compounds were separated and purified by repeatedly silica gel, ODS, D101 macroporous resin, MCI, Sephadex LH-20 column chromatography and recrystallization. Their structures were elucidated on the basis of physiochemical properties and spectral analysis. Sixteen compounds were isolated and identified as (2S)-1-O-octacosanoyl glycerol (1), (5R,6S)-6-hydroxy-6-((E)-3-hydroxybut-1-enyl)-1,1, 5-trimethylcyclohexanone (2), (3S, 6E, 10R)-3, 10, 11-trihydroxy-3, 7, 11-trimethyl-dodeca-1, 6-diene (3), negunfurol (4), schensianol A (5), ent-4 (15) -eudesmene-1beta, 6alpha-diol (6), (E) -5-hydroxy-N-isobutylpentadec-2-enamide (7), syringaresinol (8), quercetin (9), ethyl laurate (10), ethyl caffeate (11), ferulic acid (12), alpha-spinasterol (13), stigmasterol (14), beta-daucosterol (15), Octacosanoic Acid (16).
CONCLUSIONS:
Compound 1 - 5 are isolated from the Asteraceae for the first time, compound 6 ,7, 9, 10, 12 are isolated from genus of Echinacea for the first time, compound 15, 16 are isolated from this plant for the first time.

Octacosanoic Acid Dilution Calculator

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Octacosanoic Acid Molarity Calculator

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Preparing Stock Solutions of Octacosanoic Acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3544 mL 11.7719 mL 23.5438 mL 47.0876 mL 58.8595 mL
5 mM 0.4709 mL 2.3544 mL 4.7088 mL 9.4175 mL 11.7719 mL
10 mM 0.2354 mL 1.1772 mL 2.3544 mL 4.7088 mL 5.886 mL
50 mM 0.0471 mL 0.2354 mL 0.4709 mL 0.9418 mL 1.1772 mL
100 mM 0.0235 mL 0.1177 mL 0.2354 mL 0.4709 mL 0.5886 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 Octacosanoic Acid

D-003 and warfarin interaction on the bleeding time and venous thrombosis experimentally induced in rats.[Pubmed:15298777]

J Med Food. 2004 Summer;7(2):260-3.

D-003 is a mixture of higher aliphatic primary acids isolated and purified from sugarcane wax, the main component of which is Octacosanoic Acid. D-003 exhibits a cholesterol-lowering effect as well as antiplatelet and antithrombotic effects in experimental models. Warfarin is a coumarin derivative with anticoagulant activity that acts as a vitamin K antagonist. Since in clinical practice warfarin and D-003 could be administered together, the objective of this study was to evaluate the effects of the simultaneous administration of both drugs on the bleeding time and the venous thrombosis experimentally induced in rats. The combined therapy of minimally effective doses of D-003 and warfarin produced an antithrombotic effect significantly higher than those produced by each monotherapy. Likewise, the prolongation of bleeding time induced by warfarin was increased by the simultaneous administration with D-003, showing a synergistic effect between both drugs.

Inhibition of saturated very-long-chain fatty acid biosynthesis by mefluidide and perfluidone, selective inhibitors of 3-ketoacyl-CoA synthases.[Pubmed:22284369]

Phytochemistry. 2012 Apr;76:162-71.

The trifluoromethanesulphonanilides mefluidide and perfluidone are used in agriculture as plant growth regulators and herbicides. Despite the fact that mefluidide and perfluidone have been investigated experimentally for decades, their mode of action is still unknown. In this study, we used a cascade approach of different methods to clarify the mode of action and target site of mefluidide and perfluidone. Physiological profiling using an array of biotests and metabolic profiling in treated plants of Lemna paucicostata suggested a common mode of action in very-long-chain fatty acid (VLCFA) synthesis similar to the known 3-ketoacyl-CoA synthase (KCS) inhibitor metazachlor. Detailed analysis of fatty acid composition in Lemna plants showed a decrease of saturated VLCFAs after treatment with mefluidide and perfluidone. To study compound effects on enzyme level, recombinant KCSs from Arabidopsis thaliana were expressed in Saccharomyces cerevisiae. Enzyme activities of seven KCS proteins from 17 tested were characterized by their fatty acid substrate and product spectrum. For the KCS CER6, the VLCFA product spectrum in vivo, which consists of tetracosanoic acid, hexacosanoic acid and Octacosanoic Acid, is reported here for the first time. Similar to metazachlor, mefluidide and perfluidone were able to inhibit KCS1, CER6 and CER60 enzyme activities in vivo. FAE1 and KCS2 were inhibited by mefluidide only slightly, whereas metazachlor and perfluidone were strong inhibitors of these enzymes with IC(50) values in muM range. This suggests that KCS enzymes in VLCFA synthesis are the primary herbicide target of mefluidide and perfluidone.

[Chemical constituents from the aerial part of Echinacea purpurea].[Pubmed:24218964]

Zhong Yao Cai. 2013 May;36(5):739-43.

OBJECTIVE: To study the chemical constituents of the aerial part of Echinacea purpurea. METHODS: The compounds were separated and purified by repeatedly silica gel, ODS, D101 macroporous resin, MCI, Sephadex LH-20 column chromatography and recrystallization. Their structures were elucidated on the basis of physiochemical properties and spectral analysis. RESULTS: Sixteen compounds were isolated and identified as (2S)-1-O-octacosanoyl glycerol (1), (5R,6S)-6-hydroxy-6-((E)-3-hydroxybut-1-enyl)-1,1, 5-trimethylcyclohexanone (2), (3S, 6E, 10R)-3, 10, 11-trihydroxy-3, 7, 11-trimethyl-dodeca-1, 6-diene (3), negunfurol (4), schensianol A (5), ent-4 (15) -eudesmene-1beta, 6alpha-diol (6), (E) -5-hydroxy-N-isobutylpentadec-2-enamide (7), syringaresinol (8), quercetin (9), ethyl laurate (10), ethyl caffeate (11), ferulic acid (12), alpha-spinasterol (13), stigmasterol (14), beta-daucosterol (15), Octacosanoic Acid (16). CONCLUSION: Compound 1 - 5 are isolated from the Asteraceae for the first time, compound 6 ,7, 9, 10, 12 are isolated from genus of Echinacea for the first time, compound 15, 16 are isolated from this plant for the first time.

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