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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
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239802
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
458-37-7C₂₁H₂₀O₆

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239802-100MG
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      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
      Catalogue 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,.
      		•