Millipore Sigma Vibrant Logo
Attention: We have moved. EMD Millipore products are no longer available for purchase on emdmillipore.com.Learn More

239802 Curcumin, Curcuma longa L. - CAS 458-37-7 - Calbiochem

A cell-permeable and irreversible antitumor and anti-inflammatory agent that acts as an inhibitor of 5-lipoxygenase (IC₅₀ = 8 µM) and cyclooxygenase (IC₅₀ = 52 µM).

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Histone Acetyltransferase Inhibitor I, HAT Inhibitor I, p300/CBP Inhibitor I, NOD2 Signaling Inhibitor I, Nucleotide-binding Oligomerization Domain 2 Signaling Inhibitor I

Primary Target: 5-lipoxygenase
View Products on Sigmaaldrich.com
239802
Purchase on Sigma-Aldrich

Overview

Replacement Information

Key Specifications Table

CAS #Empirical Formula
458-37-7C₂₁H₂₀O₆

Products

Catalog NumberPackaging Qty/Pack
239802-100MG Plastic ampoule 100 mg
Description
OverviewA cell-permeable and irreversible antitumor and anti-inflammatory agent that acts as an inhibitor of 5-lipoxygenase (IC50 = 8 µM) and cyclooxygenase (IC50 = 52 µM). Confers significant protection against neurotoxic and genotoxic agents. Also inhibits the induction of nitric oxide synthase in activated macrophages (IC50 = 6 µM). Recently shown to inhibit the EGF receptor intrinsic kinase activity in the human epidermoid carcinoma A431 cells in a dose- and time-dependent manner. Also shown to be a p300/CREB-binding protein-specific inhibitor of histone acetyltransferase, inhibiting the acetylation of histones H3 and H4 with an IC50 of ~25 µM. Does not affect p300/CREB binding protein-associated factor (PCAF).
Catalogue Number239802
Brand Family Calbiochem®
Synonyms1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Histone Acetyltransferase Inhibitor I, HAT Inhibitor I, p300/CBP Inhibitor I, NOD2 Signaling Inhibitor I, Nucleotide-binding Oligomerization Domain 2 Signaling Inhibitor I
References
ReferencesHung, S., et al. 2008. Mol. Pharmacol. 74, 274.
Cui, L., et al. 2007. Antimicrob. Agents Chemother. 51, 488.
Salvioli, S., et al. 2007. eCAM 4, 181.
Balasubramanyam, K. et al. 2004. J. Biol. Chem. 279, 51163.
Brouet, I., and Okshima, H. 1995. Biochem. Biophys. Res. Commun. 206, 533.
Korutla, L., and Kumar, R. 1994. Biochim. Biophys. Acta 1224, 597.
Flynn, D.L., et al. 1986. Prostagland. Leuk. Med. 22, 357.
Product Information
CAS number458-37-7
ATP CompetitiveN
FormOrange-yellow solid
Hill FormulaC₂₁H₂₀O₆
Chemical formulaC₂₁H₂₀O₆
ReversibleN
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Primary Target5-lipoxygenase
Primary Target IC<sub>50</sub>8 µM, 52 µM, against 5-lipoxygenase, Cyclooxygenase, respectively; 6 µM inhibiting the induction of nitric oxide synthase in activated macrophages
Purity≥80% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
RTECSMI5230000
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Standard Handling
Storage +15°C to +30°C
Protect from Light Protect from light
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalog Number GTIN
239802-100MG 04055977199581

Documentation

Curcumin, Curcuma longa L. - CAS 458-37-7 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

Curcumin, Curcuma longa L. - CAS 458-37-7 - Calbiochem Certificates of Analysis

TitleLot Number
239802

References

Reference overview
Hung, S., et al. 2008. Mol. Pharmacol. 74, 274.
Cui, L., et al. 2007. Antimicrob. Agents Chemother. 51, 488.
Salvioli, S., et al. 2007. eCAM 4, 181.
Balasubramanyam, K. et al. 2004. J. Biol. Chem. 279, 51163.
Brouet, I., and Okshima, H. 1995. Biochem. Biophys. Res. Commun. 206, 533.
Korutla, L., and Kumar, R. 1994. Biochim. Biophys. Acta 1224, 597.
Flynn, D.L., et al. 1986. Prostagland. Leuk. Med. 22, 357.

Citations

Title
  • Yuseok Moon, Wayne C. Glasgow and Thomas E. Eling. (2005) Curcumin suppresses interleukin 1β-mediated microsomal prostaglandin E synthase 1 (mPGES-1) by altering early growth response gene EGR-1 and other signaling pathways. Journal of Pharmacology and Experimental Therapeutics in press,.
    		•
    Data Sheet

    Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

    Revision28-April-2008 JSW
    Synonyms1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Histone Acetyltransferase Inhibitor I, HAT Inhibitor I, p300/CBP Inhibitor I, NOD2 Signaling Inhibitor I, Nucleotide-binding Oligomerization Domain 2 Signaling Inhibitor I
    DescriptionA cell permeable antitumor and anti-inflammatory agent that acts as an inhibitor of 5-lipoxygenase (IC50 = 8 µM) and cyclooxygenase (IC50 = 52 µM). Confers significant protection against neurotoxic and genotoxic agents. Also inhibits the induction of nitric oxide synthase in activated macrophages (IC50 = 6 µM). Recently shown to inhibit the EGF receptor intrinsic kinase activity in the human epidermoid carcinoma A431 cells in a dose- and time-dependent manner. Also shown to be a p300/CREB-binding protein-specific inhibitor of histone acetyltransferase, inhibiting the acetylation of histones H3 and H4 with an
    IC50 of ~25 µM. Does not affect p300/CREB binding protein-associated factor (PCAF).
    FormOrange-yellow solid
    CAS number458-37-7
    RTECSMI5230000
    Chemical formulaC₂₁H₂₀O₆
    Structure formulaStructure formula
    Purity≥80% by HPLC
    SolubilityAcetic acid (10 mg/ml) or DMSO (5 mg/ml)
    Storage Protect from light
    +15°C to +30°C
    Do Not Freeze Ok to freeze
    Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
    Toxicity Standard Handling
    Merck USA index14, 2673
    ReferencesHung, S., et al. 2008. Mol. Pharmacol. 74, 274.
    Cui, L., et al. 2007. Antimicrob. Agents Chemother. 51, 488.
    Salvioli, S., et al. 2007. eCAM 4, 181.
    Balasubramanyam, K. et al. 2004. J. Biol. Chem. 279, 51163.
    Brouet, I., and Okshima, H. 1995. Biochem. Biophys. Res. Commun. 206, 533.
    Korutla, L., and Kumar, R. 1994. Biochim. Biophys. Acta 1224, 597.
    Flynn, D.L., et al. 1986. Prostagland. Leuk. Med. 22, 357.
    Citation
  • Yuseok Moon, Wayne C. Glasgow and Thomas E. Eling. (2005) Curcumin suppresses interleukin 1β-mediated microsomal prostaglandin E synthase 1 (mPGES-1) by altering early growth response gene EGR-1 and other signaling pathways. Journal of Pharmacology and Experimental Therapeutics in press,.
    		•