demethoxycurcumin

Modify Date: 2024-01-02 19:36:55

demethoxycurcumin structure	Common Name	demethoxycurcumin
	CAS Number	22608-11-3	Molecular Weight	338.354
	Density	1.3±0.1 g/cm3	Boiling Point	571.4±50.0 °C at 760 mmHg
	Molecular Formula	C₂₀H₁₈O₅	Melting Point	168ºC
	MSDS	Chinese USA	Flash Point	205.5±23.6 °C
	Symbol	GHS09	Signal Word	Warning

Use of demethoxycurcumin

Demethoxycurcumin(Curcumin II) is a major active curcuminoid; possess anti-inflammatory properties; also exert cytotoxic effects in human cancer cells via induction of apoptosis.IC50 value: Target:in vitro: DMC significantly decreased NO secretion by 35-41% in our inflamed cell model. Decrease in NO production by DMC was concomitant with down-regulation of iNOS at mRNA and protein levels compared to proinflammatory cytokine cocktail and LPS-treated controls. Mechanism of action of DMC may be partly due to its potent inhibition of the iNOS pathway [1]. BDMCCN has the strongest inhibitory activity toward BACE-1 with 17 μM IC50, which was 20 and 13 times lower than those of CCN and DMCCN respectively [2]. Genes associated with DNA damage and repair, cell-cycle check point and apoptosis could be altered by DMC; in particular, 144 genes were found up-regulated and 179 genes down-regulated in NCI-H460 cells after exposure to DMC [3]. in vivo: At low doses, both the curcuminoid mixture and curcumin I did not affect brain stimulation reward, whereas, higher doses increased ICSS thresholds. Curcumin II and curcumin III did not affect brain stimulation reward at any doses. Subthreshold doses of the curcuminoid mixture and curcumin I inhibited the reward-facilitating effect of morphine.

Name	demethoxycurcumin
Synonym	More Synonyms

Description	Demethoxycurcumin(Curcumin II) is a major active curcuminoid; possess anti-inflammatory properties; also exert cytotoxic effects in human cancer cells via induction of apoptosis.IC50 value: Target:in vitro: DMC significantly decreased NO secretion by 35-41% in our inflamed cell model. Decrease in NO production by DMC was concomitant with down-regulation of iNOS at mRNA and protein levels compared to proinflammatory cytokine cocktail and LPS-treated controls. Mechanism of action of DMC may be partly due to its potent inhibition of the iNOS pathway [1]. BDMCCN has the strongest inhibitory activity toward BACE-1 with 17 μM IC50, which was 20 and 13 times lower than those of CCN and DMCCN respectively [2]. Genes associated with DNA damage and repair, cell-cycle check point and apoptosis could be altered by DMC; in particular, 144 genes were found up-regulated and 179 genes down-regulated in NCI-H460 cells after exposure to DMC [3]. in vivo: At low doses, both the curcuminoid mixture and curcumin I did not affect brain stimulation reward, whereas, higher doses increased ICSS thresholds. Curcumin II and curcumin III did not affect brain stimulation reward at any doses. Subthreshold doses of the curcuminoid mixture and curcumin I inhibited the reward-facilitating effect of morphine.
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Signaling Pathways >> Autophagy >> Autophagy Natural Products >> Phenols Research Areas >> Inflammation/Immunology
References	[1]. Somchit M, et al. Demethoxycurcumin from Curcuma longa rhizome suppresses iNOS induction in an in vitro inflamed human intestinal mucosa model. Asian Pac J Cancer Prev. 2014;15(4):1807-10. [2]. Wang X, et al. Effects of curcuminoids identified in rhizomes of Curcuma longa on BACE-1 inhibitory and behavioral activity and lifespan of Alzheimer's disease Drosophila models. BMC Complement Altern Med. 2014 Mar 5;14:88. [3]. Ko YC, et al. Demethoxycurcumin Alters Gene Expression Associated with DNA Damage, Cell Cycle and Apoptosis in Human Lung Cancer NCI-H460 Cells In Vitro. In Vivo. 2015 01-02;29(1):83-94. [4]. Katsidoni V, et al. Curcumin, demethoxycurcumin and bisdemethoxycurcumin differentially inhibit morphine's rewarding effect in rats. Psychopharmacology (Berl). 2014 Dec;231(23):4467-78.

Description

Related Catalog

Signaling Pathways >> Apoptosis >> Apoptosis

Signaling Pathways >> Autophagy >> Autophagy

Natural Products >> Phenols

Research Areas >> Inflammation/Immunology

References

[1]. Somchit M, et al. Demethoxycurcumin from Curcuma longa rhizome suppresses iNOS induction in an in vitro inflamed human intestinal mucosa model. Asian Pac J Cancer Prev. 2014;15(4):1807-10.

[2]. Wang X, et al. Effects of curcuminoids identified in rhizomes of Curcuma longa on BACE-1 inhibitory and behavioral activity and lifespan of Alzheimer's disease Drosophila models. BMC Complement Altern Med. 2014 Mar 5;14:88.

[3]. Ko YC, et al. Demethoxycurcumin Alters Gene Expression Associated with DNA Damage, Cell Cycle and Apoptosis in Human Lung Cancer NCI-H460 Cells In Vitro. In Vivo. 2015 01-02;29(1):83-94.

[4]. Katsidoni V, et al. Curcumin, demethoxycurcumin and bisdemethoxycurcumin differentially inhibit morphine's rewarding effect in rats. Psychopharmacology (Berl). 2014 Dec;231(23):4467-78.

Density	1.3±0.1 g/cm3
Boiling Point	571.4±50.0 °C at 760 mmHg
Melting Point	168ºC
Molecular Formula	C₂₀H₁₈O₅
Molecular Weight	338.354
Flash Point	205.5±23.6 °C
Exact Mass	338.115417
PSA	83.83000
LogP	3.15
Appearance of Characters	orange
Vapour Pressure	0.0±1.6 mmHg at 25°C
Index of Refraction	1.660
Storage condition	2-8°C
Water Solubility	DMSO: ≥10mg/mL

Symbol	GHS09
Signal Word	Warning
Hazard Statements	H400
Precautionary Statements	P273
Hazard Codes	N
Risk Phrases	50
Safety Phrases	61
RIDADR	UN 3077 9 / PGIII
HS Code	29145090

di-O-acetylbisd...

CAS#:932744-42-8

di-O-acetyldeme...

CAS#:932744-41-7

bisdemethoxycurcumin

CAS#:22608-12-4

demethoxycurcumin

CAS#:22608-11-3

Literature: US2010/48957 A1, ; Page/Page column 4-5 ;

4-hydroxybenzal...

CAS#:123-08-0

Vanillin

CAS#:121-33-5

2,4-Pentandione

CAS#:123-54-6

~52%

demethoxycurcumin

CAS#:22608-11-3

Literature: Venkateswarlu, Somepalli; Ramachandra, Marellapudi S.; Subbaraju, Gottumukkala V. Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 23 p. 6374 - 6380

4-hydroxybenzal...

CAS#:123-08-0

2,4-Pentandione

CAS#:123-54-6

Curcumin

CAS#:458-37-7

bisdemethoxycurcumin

CAS#:22608-12-4

Detail

Literature: Journal of Natural Products, , vol. 61, # 12 p. 1531 - 1534

Vanillin

CAS#:121-33-5

2,4-Pentandione

CAS#:123-54-6

Curcumin

CAS#:458-37-7

bisdemethoxycurcumin

CAS#:22608-12-4

Detail

Literature: Journal of Natural Products, , vol. 61, # 12 p. 1531 - 1534

4-hydroxybenzal...

CAS#:123-08-0

Vanillin

CAS#:121-33-5

2,4-Pentandione

CAS#:123-54-6

Curcumin

CAS#:458-37-7

Detail

Literature: Journal of Natural Products, , vol. 61, # 12 p. 1531 - 1534

Vanillin

CAS#:121-33-5

demethoxycurcumin

CAS#:22608-11-3

Literature: Molecules, , vol. 16, # 2 p. 1888 - 1900

2,4-Pentandione

CAS#:123-54-6

demethoxycurcumin

CAS#:22608-11-3

Literature: Molecules, , vol. 16, # 2 p. 1888 - 1900

Precursor 3
CAS#:123-08-0 4-hydroxybenzal... CAS#:121-33-5 Vanillin CAS#:123-54-6 2,4-Pentandione
DownStream 2
CAS#:1135-24-6 ferulic acid CAS#:7400-08-0 p-Hydroxy-cinna...

Therapeutic potential of turmeric in Alzheimer's disease: curcumin or curcuminoids?

Phytother Res. 28(4) , 517-25, (2014)

Alzheimer's disease (AD) is the most common form of dementia. There is limited choice in modern therapeutics, and drugs available have limited success with multiple side effects in addition to high co...

Differential cellular uptake and metabolism of curcuminoids in monocytes/macrophages: regulatory effects on lipid accumulation.

Br. J. Nutr. 112(1) , 8-14, (2014)

We have previously shown that curcumin (CUR) may increase lipid accumulation in cultured human acute monocytic leukaemia cell line THP-1 monocytes/macrophages, but that tetrahydrocurcumin (THC), an in...

Demethoxycurcumin-induced DNA Damage Decreases DNA Repair-associated Protein Expression Levels in NCI-H460 Human Lung Cancer Cells.

Anticancer Res. 35 , 2691-8, (2015)

Demethoxycurcumin (DMC) is a key component of Chinese medicine (Turmeric) and has been proven effective in killing various cancer cells. Its role in inducing cytotoxic effects in many cancer cells has...

(1E,6E)-1-(4-Hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione

(1E,6E)-1-(4-Hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione

1,6-Heptadiene-3,5-dione, 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-

Demethoxy Curcumin

1,6-Heptadiene-3,5-dione, 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-, (1E,6E)-

demethoxycurcumin

Shanghai Nianxing Industrial Co., Ltd
China
Product Name: demethoxycurcumin
Price: Click To Check
Purity: 93.5%
Delivery: 10 Day
Contact: Yang
Email: sales@echemcloud.com

Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: demethoxycurcumin
Price: ￥1588.0/10mg
Purity: 98.0%
Delivery: 1 Day
Contact: Liu jia
Email: 2130147988@qq.com

DC Chemicals Limited
China
Product Name: Demethoxycurcumin
Price: $280.0/20mg
Purity: 98.0%
Delivery: 3 Day
Contact: Tony Cao
Email: sales@dcchemicals.com

Get all suppliers and price by the below link:

demethoxycurcumin suppliers

Price: $106/10mM*1mLinDMSO

Reference only. check more demethoxycurcumin price

demethoxycurcumin

Use of demethoxycurcumin

Names

demethoxycurcumin Biological Activity

Chemical & Physical Properties

Safety Information

Synthetic Route

Precursor & DownStream

Articles29

Synonyms