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Curcumin-d6

CAT: 0804-HY-N0005S-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0005S-02Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Curcumin-d6 (Diferuloylmethane-d6) is deuterium labeled Curcumin. Curcumin (Diferuloylmethane), a natural phenolic compound, is a p300/CREB-binding protein-specific inhibitor of acetyltransferase, represses the acetylation of histone/nonhistone proteins and histone acetyltransferase-dependent chromatin transcription. Curcumin is a photosensitizer against microorganisms. Curcumin shows inhibitory effects on NF-κB and MAPKs, and has diverse pharmacologic effects including anti-inflammatory, antioxidant, antiproliferative and antiangiogenic activities. Curcumin induces stabilization of Nrf2 protein through Keap1 cysteine modification.
CAS Number
1246833-26-0
Product Name Alternative
Diferuloylmethane-d6; Natural Yellow 3-d6; Turmeric yellow-d6
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Autophagy; Epigenetic Reader Domain; Ferroptosis; Histone Acetyltransferase; Influenza Virus; Isotope-Labeled Compounds; Keap1-Nrf2; Mitophagy
Type
Isotope-Labeled Compounds
Related Pathways
Anti-infection; Apoptosis; Autophagy; Epigenetics; NF-κB; Others
Applications
Cancer-programmed cell death
Field of Research
Cancer; Infection; Metabolic Disease; Inflammation/Immunology
Purity
99.78
Solubility
DMSO : 100 mg/mL (ultrasonic; warming)
Smiles
O=C(CC(/C=C/C1=CC=C(O)C(OC([2H])([2H])[2H])=C1)=O)/C=C/C2=CC=C(O)C(OC([2H])([2H])[2H])=C2
Molecular Formula
C21H14D6O6
Molecular Weight
374.42
Precautions
H302, H315, H319, H335
References & Citations
[1]Gao S, et al. Curcumin attenuates arsenic-induced hepatic injuries and oxidative stress in experimental mice through activation of Nrf2 pathway, promotion of arsenic methylation and urinary excretion. Food Chem Toxicol. 2013 Jul 18. pii: S0278-6915 (13) 004.|[2]Nasiri M, et al. Curcumin and Silibinin Inhibit Telomerase Expression in T47D Human Breast Cancer Cells. Asian Pac J Cancer Prev. 2013;14 (6) :3449-53.|[3]Jiang H, et al. Antidepressant-like effects of curcumin in chronic mild stress of rats: Involvement of its anti-inflammatory action. Prog Neuropsychopharmacol Biol Psychiatry. 2013 Jul 20. pii: S0278-5846 (13) 00150-4.|[4]Guo H, et al. Curcumin induces cell cycle arrest and apoptosis of prostate cancer cells by regulating the expression of IkappaBalpha, c-Jun and androgen receptor. Pharmazie. 2013 Jun;68 (6) :431-4.|[5]Zhu X, et al. Curcumin alleviates neuropathic pain by inhibiting p300/CBP histone acetyltransferase activity-regulated expression of BDNF and cox-2 in a rat model. PLoS One. 2014 Mar 6;9 (3) :e91303.|[6]Lucas D. Dias, et al. Curcumin as a photosensitizer: From molecular structure to recent advances in antimicrobial photodynamic therapy. Journal of Photochemistry and Photobiology C: Photochemistry Reviews. Volume 45, December 2020, 100384.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported
Isoform
CBP/p300

Chemical Information

(1E,6E)-1,7-Bis(4-hydroxy-3-((~2~H_3_)methyloxy)phenyl)hepta-1,6-diene-3,5-dione
CAS Number1246833-26-0
PubChem CID53464495
IUPAC Name(1E,6E)-1,7-bis[4-hydroxy-3-(trideuteriomethoxy)phenyl]hepta-1,6-diene-3,5-dione
Molecular FormulaC21H20O6
Molecular Weight374.4
XLogP3.2
Topological Polar Surface Area93.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Heavy Atom Count27
Formal Charge0
Complexity507
SMILES
[2H]C(OC1=C(C=CC(=C1)/C=C/C(=O)CC(=O)/C=C/C2=CC(=C(C=C2)O)OC([2H])([2H])[2H])O)([2H])[2H]
InChI
InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+/i1D3,2D3
InChIKey
VFLDPWHFBUODDF-BQWNYRPNSA-N
Chemical Structure
2D Structure
2D structure of (1E,6E)-1,7-Bis(4-hydroxy-3-((~2~H_3_)methyloxy)phenyl)hepta-1,6-diene-3,5-dione
CAS: 1246833-26-0
CID: 53464495
Formula: C21H20O6
MW: 374.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight374.4
XLogP33.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass374.16364883
Monoisotopic Mass374.16364883
Topological Polar Surface Area93.1 Ų
Heavy Atom Count27
Formal Charge0
Complexity507
Isotope Atom Count6
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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