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Bisdemethoxycurcumin

CAT: 0013-GTR19159816-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19159816-02Size:500 mg
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Description
Bisdemethoxycurcumin (BDMC) is a natural demethoxy derivative of curcumin. It is a potent activator of macrophage phagocytosis, interacting with 1α, 25-dihydroxy vitamin D3 to stimulate amyloid-β clearance by macrophages (optimal stimulation at 100 nM BDMC) [1]. More stable than curcumin in physiological media, BDMC suppresses proliferation of cancer cells. It down-regulates the transcriptional coactivator p300, suppressing the Wnt/β-catenin pathway, and inhibits LPS induction of iNOS expression.
CAS Number
24939-16-0
Product Name Alternative
Curcumin III, Bisdemethoxycurcumin
Purity
>98% (HPLC)
Solubility
In Vitro: DMSO : 66.67 mg/mL (216.23 mM)
Smiles
Oc2ccc (/C=C/C (=O) CC (=O) /C=C/c1ccc (O) cc1) cc2
Molecular Formula
C19H16O4
Molecular Weight
308.33
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(1E,6E) -1,7-Bis (4-hydroxyphenyl) hepta-1,6-diene-3,5-dione

Chemical Information

Bisdemethoxycurcumin

Bisdemethoxycurcumin is a beta-diketone that is methane in which two of the hydrogens are substituted by 4-hydroxycinnamoyl groups. It has a role as a metabolite and an EC 3.2.1.1 (alpha-amylase) inhibitor. It is a polyphenol, an enone, a beta-diketone and a diarylheptanoid. It is functionally related to a 4-coumaric acid.

CAS Number24939-16-0
PubChem CID5315472
IUPAC Name(1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
Molecular FormulaC19H16O4
Molecular Weight308.3
XLogP3.3
Topological Polar Surface Area74.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Heavy Atom Count23
Formal Charge0
Complexity408
SMILES
C1=CC(=CC=C1/C=C/C(=O)CC(=O)/C=C/C2=CC=C(C=C2)O)O
InChI
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+
InChIKey
PREBVFJICNPEKM-YDWXAUTNSA-N
Chemical Structure
2D Structure
2D structure of Bisdemethoxycurcumin
CAS: 24939-16-0
CID: 5315472
Formula: C19H16O4
MW: 308.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight308.3
XLogP33.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Exact Mass308.10485899
Monoisotopic Mass308.10485899
Topological Polar Surface Area74.6 Ų
Heavy Atom Count23
Formal Charge0
Complexity408
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
ZAA93916-01Bisdemethoxycurcumin
A14544-5Bisdemethoxycurcumin 5mg
S3938-01Bisdemethoxycurcumin (BDMC)

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