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Merck
CN

90594

Bisdemethoxycurcumin

analytical standard

Synonym(s):

(E,E)-1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione, Bisdesmethoxycurcumin, Curcumin III, Didemethoxycurcumin

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About This Item

Empirical Formula (Hill Notation):
C19H16O4
CAS Number:
33171-05-0
Molecular Weight:
308.33
Beilstein:
3149384
MDL number:
MFCD03419284
UNSPSC Code:
85151701
PubChem Substance ID:
329769933
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

Assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

SMILES string

Oc1ccc(cc1)\C=C\C(=O)CC(=O)\C=C\c2ccc(O)cc2

InChI

1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+

InChI key

PREBVFJICNPEKM-YDWXAUTNSA-N

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5382V
BCCL6329
BCCH5959
BCCG7456
BCCF8041

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James R Fuchs et al.
Bioorganic & medicinal chemistry letters, 19(7), 2065-2069 (2009-03-03)
Two series of curcumin analogues, a total of twenty-four compounds, were synthesized and evaluated. The most potent compound, compound 23, showed potent growth inhibitory activities on both prostate and breast cancer lines with IC(50) values in sub-micromolar range, fifty times
Xu Qiu et al.
Bioorganic & medicinal chemistry, 16(17), 8035-8041 (2008-08-06)
Series of curcumin derivatives were synthesized; the inhibitory activities on thioredoxin reductase (TrxR) of all analogues were evaluated by DTNB assay in vitro. It is found that most of the analogues can inhibit TrxR in the low micromolar range; Structure-activity
P V Leyon et al.
Journal of experimental & clinical cancer research : CR, 22(1), 77-83 (2003-05-03)
In this study, some of the synthetic curcuminoid derivatives are analyzed for their anti-angiogenic activity. Intraperitoneal administration of the compounds tetrahydrocurcumin (THC), salicyl curcumin (SC) and curcuminIII (C-III) reduced the number of tumour directed capillaries induced by injecting B16F-10 melanoma
Jung Eun Kim et al.
Phytotherapy research : PTR, 17(5), 481-484 (2003-05-16)
Peroxynitrite is a cytotoxic intermediate produced by the reaction between the superoxide anion (O(2)) and nitric oxide (NO). The aim of this study was to investigate the scavenging effects of Curcuma longa L. on authentic peroxynitrite, and further studies are
Zhongfa Liu et al.
Bioorganic & medicinal chemistry letters, 19(3), 706-709 (2008-12-30)
Molecular docking of the interaction of curcumin and DNMT1 suggested that curcumin covalently blocks the catalytic thiolate of C1226 of DNMT1 to exert its inhibitory effect. This was validated by showing that curcumin inhibits the activity of M. SssI with
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