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.)
Category: Phytochemicals
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.
Synonyms | DMC, (E,E)-1-(4-Hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione, Desmethoxycurcumin, Monodemethoxycurcumin |
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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 |