Available from stock

Demethoxycurcumin

SKU: D0929

Category: Phytochemicals

Synonyms: DMC , (E,E)-1-(4-Hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione , Desmethoxycurcumin , Monodemethoxycurcumin; 22608-11-3
CAS-Number: C₂₀H₁₈O₅
Molecular Formula: 338.35
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: Yellow to orange powder
Identity: 1H-NMR

Properties

Solvents: DMSO (10 mg/ml), DMF (10 mg/ml)
Melting Point: 178-180° C (dec.)

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: +4°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Hazard statements: H400
Precautionary statements: P273
GHS Symbol: GHS09
Signal word: Warning
RIDADR: UN3077
Transportation: Packing Group III

Description: Demethoxycurcumin (DMC) is a natural demethoxy derivative of curcumin with anti-inflammatory and anti-cancer properties. DMC suppresses cell proliferation, migration and invasion in cancer cells. It down-regulates the transcriptional coactivator p300, suppressing the Wnt/β-catenin pathway, and inhibits lipopolysaccharide induction of iNOS by blocking NF-kB activation. It also has been shown to inhibit energy metabolic and oncogenic signaling pathways through AMPK activation. In addition it is a potent inhibitor of P-Type ATPases. Shown to have neuroprotective properties. It also has anti-plasmodial activity.
Smiles: OC1=CC=C(/C=C/C(CC(/C=C/C2=CC=C(O)C(OC)=C2)=O)=O)C=C1
InChi Key: HJTVQHVGMGKONQ-LUZURFALSA-N
References: (1) S.K. Sandur, et al., Carcinogenesis 28, 1765 (2007) , (2) L.Y. Guo, et al., Arch. Pharm. Res. 31, 490 (2008) , (3) M.J. Ryu, et al., BBRC 377, 1304 (2008) , (4) L. Zhang, et al., Int. Immunopharmacol. 10, 331 (2010) , (5) Y.L. Liu, et al., Mol. Med. Rep. 4, 675 (2011) , (6) X. Ni, et al., Oncol. Rep. 28, 85 (2012) , (7) O.B. Villaflores, et al., Taiwan. J. Obstet. Gynecol. 51, 554 (2012) , (8) J.M. Shieh, et al., J. Agric. Food Chem. 61, 6366 (2013) , (9) R. Munigunti, et al., Nat. Prod. Res. 28, 359 (2014) , (10) T.T. Dao, et al., PLoS One 11, e0163260 (2016) , (11) M. Ramkumar, et al., BMC Complement Altern. Med. 17, 217 (2017) , (12) C.C. Lin, et al., Anticancer Res. 38, 2761 (2018) , (13) M. Hatamipour, et al., J. Cell Physiol. 233, 9247 (2018) , (14) M. Hatamipour, et al., J. Cell Physiol. 234, 19320 (2019)
InChi: 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+

Demethoxycurcumin (DMC) is a natural demethoxy derivative of curcumin with anti-inflammatory and anti-cancer properties. DMC suppresses cell proliferation, migration and invasion in cancer cells. It down-regulates the transcriptional coactivator p300, suppressing the Wnt/β-catenin pathway, and inhibits lipopolysaccharide induction of iNOS by blocking NF-kB activation. It also has been shown to inhibit energy metabolic and oncogenic signaling pathways through AMPK activation. In addition it is a potent inhibitor of P-Type ATPases. Shown to have neuroprotective properties. It also has anti-plasmodial activity.

SKU: D0929 Category: Phytochemicals

Additional information

Additional information

Synonyms	DMC, (E,E)-1-(4-Hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione, Desmethoxycurcumin, Monodemethoxycurcumin
Purity	≥98% (HPLC)
Appearance	Yellow to orange powder
CAS-Number	22608-11-3
Molecular Formula	C20H18O5
Molecular Weight	338.35
Identity	1H-NMR
Solvents	DMSO (10 mg/ml), DMF (10 mg/ml)
Melting Point	178-180° C (dec.)
Smiles	OC1=CC=C(/C=C/C(CC(/C=C/C2=CC=C(O)C(OC)=C2)=O)=O)C=C1
InChi Key	HJTVQHVGMGKONQ-LUZURFALSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Hazard statements	H400
Precautionary statements	P273
GHS Symbol	GHS09
Signal word	Warning
RIDADR	UN3077
Transportation	Packing Group III
References	(1) S.K. Sandur, et al., Carcinogenesis 28, 1765 (2007), (2) L.Y. Guo, et al., Arch. Pharm. Res. 31, 490 (2008), (3) M.J. Ryu, et al., BBRC 377, 1304 (2008), (4) L. Zhang, et al., Int. Immunopharmacol. 10, 331 (2010), (5) Y.L. Liu, et al., Mol. Med. Rep. 4, 675 (2011), (6) X. Ni, et al., Oncol. Rep. 28, 85 (2012), (7) O.B. Villaflores, et al., Taiwan. J. Obstet. Gynecol. 51, 554 (2012), (8) J.M. Shieh, et al., J. Agric. Food Chem. 61, 6366 (2013), (9) R. Munigunti, et al., Nat. Prod. Res. 28, 359 (2014), (10) T.T. Dao, et al., PLoS One 11, e0163260 (2016), (11) M. Ramkumar, et al., BMC Complement Altern. Med. 17, 217 (2017), (12) C.C. Lin, et al., Anticancer Res. 38, 2761 (2018), (13) M. Hatamipour, et al., J. Cell Physiol. 233, 9247 (2018), (14) M. Hatamipour, et al., J. Cell Physiol. 234, 19320 (2019)
InChi	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+
Quantity	5 mg, 25 mg, Bulk