| Size | Price | Stock | Qty |
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| 50mg |
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| 100mg |
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| 250mg |
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| 500mg |
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| Other Sizes |
| ln Vitro |
(E/Z)-Demethoxycurcumin exhibited concentration-dependent anticoagulant activity in vitro. In human plasma, it prolonged the prothrombin time (PT) and activated partial thromboplastin time (APTT). At a concentration of 100 μg/mL, PT was extended by 32% and APTT by 41% compared to the control group. At 200 μg/mL, PT and APTT were prolonged by 58% and 65% respectively, showing significant dose-related anticoagulative effects [1]
The compound inhibited thrombin-induced fibrin formation. In a fibrin clotting assay, (E/Z)-Demethoxycurcumin (50-200 μg/mL) suppressed fibrin clot formation in a concentration-dependent manner, with 50% inhibition at 125 μg/mL [1] |
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| Enzyme Assay |
Prothrombin time (PT) assay: Human plasma was mixed with (E/Z)-Demethoxycurcumin (25-200 μg/mL) and incubated at 37°C for 3 minutes. Thromboplastin-calcium reagent was added, and the time required for clot formation was recorded using a coagulometer. The assay was repeated three times, and the mean PT values were calculated to assess extrinsic pathway inhibition [1]
Activated partial thromboplastin time (APTT) assay: Human plasma was incubated with (E/Z)-Demethoxycurcumin (25-200 μg/mL) and APTT reagent at 37°C for 5 minutes. Calcium chloride solution was added, and the clotting time was measured. This assay evaluated the inhibition of the intrinsic coagulation pathway [1] Thrombin-induced fibrin clotting assay: Fibrinogen solution was mixed with (E/Z)-Demethoxycurcumin (50-200 μg/mL) and thrombin. The mixture was incubated at 37°C, and the time to form a visible fibrin clot was recorded. Inhibition rate was calculated by comparing with the clotting time of the vehicle control [1] |
| ADME/Pharmacokinetics |
Metabolism / Metabolites
The known metabolites of demethoxycurcumin include demethoxycurcumin O-glucuronide. |
| References | |
| Additional Infomation |
Demethoxycurcumin is a β-diketone, a compound in which one methoxy group of curcumin is replaced by a hydrogen atom. It is found in Curcuma zedoaria and Etlingera elatior. It has metabolite, antitumor and anti-inflammatory activity. It is a polyphenol, β-diketone, enone and diarylheptane compound.
Demethoxycurcumin has been reported to be found in Curcuma xanthorrhiza, Curcuma kwangsiensis and other organisms with relevant data. (E/Z)-Demethoxycurcumin is a natural active ingredient isolated from Curcuma e Rhizoma, a traditional Chinese medicine used to treat "Oketsu" [1]. It is considered to be one of the main anticoagulant components in turmeric. Its mechanism of action is to target the coagulation cascade (including intrinsic and extrinsic pathways) and inhibit thrombin-mediated fibrin formation [1]. |
| Molecular Formula |
C20H18O5
|
|---|---|
| Molecular Weight |
338.35392
|
| Exact Mass |
338.115
|
| CAS # |
24939-17-1
|
| Related CAS # |
Demethoxycurcumin;22608-11-3
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| PubChem CID |
5469424
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| Appearance |
Yellow to orange solid powder
|
| Density |
1.3±0.1 g/cm3
|
| Boiling Point |
571.4±50.0 °C at 760 mmHg
|
| Melting Point |
168 °C
|
| Flash Point |
205.5±23.6 °C
|
| Vapour Pressure |
0.0±1.6 mmHg at 25°C
|
| Index of Refraction |
1.660
|
| LogP |
3.15
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
7
|
| Heavy Atom Count |
25
|
| Complexity |
502
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
COC1=C(C=CC(=C1)/C=C/C(=O)CC(=O)/C=C/C2=CC=C(C=C2)O)O
|
| InChi Key |
HJTVQHVGMGKONQ-LUZURFALSA-N
|
| InChi Code |
InChI=1S/C20H18O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-12,21,24H,13H2,1H3/b9-4+,10-5+
|
| Chemical Name |
(1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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|---|---|
| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.9555 mL | 14.7776 mL | 29.5552 mL | |
| 5 mM | 0.5911 mL | 2.9555 mL | 5.9110 mL | |
| 10 mM | 0.2956 mL | 1.4778 mL | 2.9555 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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