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Chemical Structure| 22608-11-3 Chemical Structure| 22608-11-3

Structure of Demethoxycurcumin
CAS No.: 22608-11-3

Chemical Structure| 22608-11-3

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Monodemethoxycurcumin is a major active curcuminoid and possess anti-inflammatory properties and also exert cytotoxic effects in human cancer cells via induction of apoptosis.

Synonyms: Curcumin II; Desmethoxycurcumin; DMC

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Product Details of Demethoxycurcumin

CAS No. :22608-11-3
Formula : C20H18O5
M.W : 338.35
SMILES Code : O=C(CC(/C=C/C1=CC=C(O)C=C1)=O)/C=C/C2=CC=C(O)C(OC)=C2
Synonyms :
Curcumin II; Desmethoxycurcumin; DMC
MDL No. :MFCD03427310

Safety of Demethoxycurcumin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
BEAS-2B cells 1-4 μg/mL 48 h To study the effect of demethoxycurcumin on normal bronchial epithelial cells BEAS-2B, results showed no effect on cell growth. Int J Nanomedicine. 2015 Aug 5;10:5059-80
H460 cells 2-6 μg/mL 24-48 h To study the inhibitory effect of demethoxycurcumin on H460 cells, results showed H460 cells were more susceptible to apoptosis than A549 cells. Int J Nanomedicine. 2015 Aug 5;10:5059-80
A549 cells 2-6 μg/mL 24-48 h To study the inhibitory effect of demethoxycurcumin on A549 cells, results showed cell cycle arrest at G2/M phase and induction of apoptosis. Int J Nanomedicine. 2015 Aug 5;10:5059-80
SH-SY5Y cells 1 µM 24 h Evaluate the protective effect of demethoxycurcumin against Aβ42-induced neurotoxicity, results showed demethoxycurcumin protected 50-60% of cells from Aβ42-induced cell death Antioxidants (Basel). 2021 Oct 11;10(10):1592
N2a cells 1 µM 24 h Evaluate the protective effect of demethoxycurcumin against Aβ42-induced neurotoxicity, results showed demethoxycurcumin protected 50-60% of cells from Aβ42-induced cell death Antioxidants (Basel). 2021 Oct 11;10(10):1592
HeLa cells 10 µM 24 h Evaluate the effect of demethoxycurcumin on histone H3 citrullination in various cancer cells Philos Trans R Soc Lond B Biol Sci. 2023 Nov 20;378(1890):20220248
A375 cells 10 µM 24 h Evaluate the effect of demethoxycurcumin on histone H3 citrullination in various cancer cells Philos Trans R Soc Lond B Biol Sci. 2023 Nov 20;378(1890):20220248
SK-OV-3 cells 10 µM 24 h Evaluate the effect of demethoxycurcumin on histone H3 citrullination in various cancer cells Philos Trans R Soc Lond B Biol Sci. 2023 Nov 20;378(1890):20220248
A549 cells 10 µM 24 h Evaluate the effect of demethoxycurcumin on endogenous histone H3 citrullination Philos Trans R Soc Lond B Biol Sci. 2023 Nov 20;378(1890):20220248
HEK293T cells 10 µM 24 h Evaluate the effect of demethoxycurcumin on histone H3 citrullination in PAD2-overexpressing cells Philos Trans R Soc Lond B Biol Sci. 2023 Nov 20;378(1890):20220248

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Nude mice GBM 8401/luc2 cell xenograft tumor model Oral gavage 30 mg/kg and 60 mg/kg Once daily for 21 days DMC significantly inhibited tumor volume and weight growth, with 60 mg/kg showing higher efficacy than 30 mg/kg, without affecting body weight or causing liver toxicity Int J Mol Sci. 2021 May 23;22(11):5503

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT01982734 Pharmacokinetics of New Curcum... More >>in Formulations Safety of New Curcumin Formulations Less << Early Phase 1 Completed - Germany ... More >> University of Hohenheim Stuttgart, Baden-Württemberg, Germany, 70599 Less <<
NCT01330810 Comparative Multidose Pharmaco... More >>kinetics Less << Phase 1 Completed - United States, North Carolina ... More >> UNC Department of Family Medicine Chapel Hill, North Carolina, United States, 27599 Less <<
NCT03621865 Healthy Not Applicable Completed - France ... More >> Biofortis Mérieux NutriSciences Saint-Herblain, France, 44800 Less <<
NCT01925287 Pharmacokinetics of Novel Curc... More >>umin Formulations Safety of Novel Curcumin Formulations Less << Early Phase 1 Completed - Germany ... More >> University of Hohenheim Stuttgart, Germany, 70599 Less <<
NCT03530436 Safety After Oral Intake ... More >> Pharmacokinetics After Oral Intake Less << Not Applicable Completed - Germany ... More >> University of Hohenheim Stuttgart, Baden-Württemberg, Germany, 70599 Less <<
NCT02645656 Oral Submucous Fibrosis Phase 2 Unknown February 2016 India ... More >> SVS Institute of Dental Sciences, Mahabubnagar Hyderabad, Andhra Pradesh, India, 509002 Less <<
NCT02556632 - Completed - -
NCT02556632 Breast Carcinoma ... More >> Pain Radiation-Induced Dermatitis Stage 0 Breast Cancer Less << Phase 2 Completed - United States, Delaware ... More >> Delaware/Christiana Care NCORP Newark, Delaware, United States, 19713 United States, Illinois Heartland NCORP Decatur, Illinois, United States, 62526 United States, Minnesota Metro-Minnesota NCORP Minneapolis, Minnesota, United States, 55426 United States, New York University of Rochester Rochester, New York, United States, 14642 United States, Ohio Columbus NCORP Columbus, Ohio, United States, 43215 Dayton Oncology Research Program Dayton, Ohio, United States, 45420 Less <<

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.96mL

0.59mL

0.30mL

14.78mL

2.96mL

1.48mL

29.56mL

5.91mL

2.96mL

References

 

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