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

239802
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical FormulaCAS #
      C₂₁H₂₀O₆ 458-37-7

      Pricing & Availability

      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      239802-100MG
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          Plastic ampoule 100 mg
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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
          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

          Documentation

          SDS

          Title

          Safety Data Sheet (SDS) 

          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.

          Brochure

          Title
          Alzheimer's Disease Brochure & Technical Guide
          Nitric Oxide and Oxidative Stress Brochure

          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 +15°C to +30°C
          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.
          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,.