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Chemical Structure
Chemical Structure
Chemical Structure

Curcumin (high purity) [458-37-7]

Research Use Only
AG-CN2-0059
AdipoGen Life Sciences
CAS Number458-37-7
Product group Chemicals
Estimated Purity>98%
Molecular Weight368.4
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Curcumin (high purity)
  • Delivery Days Customer
    10
  • CAS Number
    458-37-7
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Hazard Information
    Warning
  • Molecular Formula
    C21H20O6
  • Molecular Weight
    368.4
  • Scientific Description
    Chemical. CAS: 458-37-7. Formula: C21H20O6. MW: 368.4. Synthetic. Originally isolated from turmeric (Curcuma longa). Anti-cancer compound. Interferes with multiple cell signaling pathways, including cell cycle (cyclin D1 and cyclin E), apoptosis (activation of caspases and down-regulation of anti-apoptotic gene products), proliferation (HER-2, EGFR and AP-1), survival (PI3K/AKT pathway), invasion (MMP-9 and adhesion molecules), angiogenesis (VEGF), metastasis (CXCR-4) and inflammation (NF-kappaB, TNF, IL-6, IL-1, COX-2 and 5-LOX). Anti-angiogenic. Anti-metastatic. Anti-invasive. Chemopreventive. Sonic hedgehog (Shh) signaling pathway modulator. Downregulates Shh and Gli1. Antioxidant. Anti-inflammatory. Potent inhibitor of NF-kappaB, cyclooxygenase-2 (COX-2), lipooxygenase (LOX), and inducible nitric oxide synthase (iNOS; NOSII). Downregulates the expression of various proinflammatory cytokines including TNF, IL-1, IL-2, IL-6, IL-8, IL-12 and chemokines. Potent immunomodulator. Modulates several key transcription factors. Down-regulate transcription factors NF-kappaB, AP-1 and Egr-1. Down-regulates the expression of COX-2, LOX, NOS, MMP-9, uPA, TNF, chemokines, cell surface adhesion molecules and cyclin D1. Down-regulate growth factor receptors (such as EGFR and HER2) and inhibits the activity of c-Jun N-terminal kinase, protein tyrosine kinases and protein serine/threonine kinases. Neuroprotective. Anti-amyloid activity. Cardioprotective. p300/CBP-HAT inhibitor. Regulates lipid metabolism and downregulates obesity. Activates peroxisome proliferator-activated receptor-gamma (PPARgamma) and Nrf2 cell-signaling pathways. Antiviral, antibacterial, antifungal. Epigenetic agent. Interacts with histone deacetylases (HDACs), histone acetyltransferases (HATs), DNA methyltransferase I and microRNAs. Inducer of autophagy in lung adenocarcinoma cells. - Curcumin is the major yellow pigment in turmeric and curry and has antioxidant, anti-inflammatory, neuroprotective, cardioprotective, antidiabetic, antiviral, antibacterial, antifungal, chemopreventive and antitumor activities. It interferes with multiple cell signaling pathways, including cell cycle (cyclin D1 and cyclin E), apoptosis (activation of caspases and down-regulation of anti-apoptotic gene products), proliferation (HER-2, EGFR and AP-1), survival (PI3K/AKT pathway), invasion (MMP-9 and adhesion molecules), angiogenesis (VEGF), metastasis (CXCR-4), tumorigenesis and development (Shh, Gli), metabolism (PPARgamma, Nrf2), epigenetics (HDACs, HATs, DNA methyltransferase I and microRNAs) and inflammation (NLRP3, TLR4, NF-kappaB, TNF, IL-6, IL-1, COX-2 and 5-LOX). Anti-angiogenic. Anti-metastatic. Anti-invasive. Chemopreventive. Sonic hedgehog (Shh) signaling pathway modulator. Downregulates Shh and Gli1. Anti-inflammatory. Potent inhibitor of NF-kappaB, cyclooxygenase-2 (COX-2), lipooxygenase (LOX), and inducible nitric oxide synthase (iNOS; NOSII). Downregulates the expression of various proinflammatory cytokines including TNF, IL-1, IL-2, IL-6, IL-8, IL-12 and chemokines. Inhibits TLR4 and NLRP3 signaling. Modulates several key transcription factors. Down-regulate transcription factors NF-kappaB, AP-1 and Egr-1. Down-regulates the expression of COX-2, LOX, NOS, MMP-9, uPA, TNF, chemokines, cell surface adhesion molecules and cyclin D1. Down-regulate growth factor receptors (such as EGFR and HER2) and inhibits the activity of c-Jun N-terminal kinase, protein tyrosine kinases and protein serine/threonine kinases. Neuroprotective. Anti-amyloid activity. Cardioprotective. p300/CBP-HAT inhibitor. Regulates lipid metabolism and downregulates obesity. Activates peroxisome proliferator-activated receptor-gamma (PPARgamma) and Nrf2 cell-signaling pathways. Epigenetic agent. Interacts with histone deacetylases (HDACs), histone acetyltransferases (HATs), DNA methyltransferase I and microRNAs. Proteasome modulator/inhibitor.
  • SMILES
    COC1=CC(\C=C\C(=O)CC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=CC=C1O
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • Anticancer potential of curcumin: preclinical and clinical studies: B.B. Aggarwal, et al.; Anticancer Res. 23, 363 (2003) (Review)
  • Curcumin: the story so far: R.A. Sharma, et al.; Eur. J. Cancer 41, 1955 (2005) (Review)
  • Curcumin, an atoxic antioxidant and natural NFkappaB, cyclooxygenase-2, lipooxygenase, and inducible nitric oxide synthase inhibitor: a shield against acute and chronic diseases: S. Bengmark; JPEN J. Parenter. Enteral. Nutr. 30, 45 (2006) (Review)
  • Multiple biological activities of curcumin: a short review: R.K. Maheshwari, et al.; Life Sci. 78, 2081 (2006) (Review)
  • "Spicing up" of the immune system by curcumin: G.C. Jagetia & B.B. Aggarwal; J. Clin. Immunol. 27, 19 (2007) (Review)
  • Curcumin: the Indian solid gold: B.B. Aggarwal, et al.; Adv. Exp. Med. Biol. 595, 1 (2007) (Review)
  • Antioxidant and anti-inflammatory properties of curcumin: V.P. Menon & A.R. Sudheer; Adv. Exp. Med. Biol. 595, 105 (2007) (Review)
  • Modulation of transcription factors by curcumin: S. Shishodia, et al.; Adv. Exp. Med. Biol. 595, 127 (2007) (Review)
  • Antitumor, anti-invasion, and antimetastatic effects of curcumin: G. Kuttan, et al.; Adv. Exp. Med. Biol. 595, 173 (2007) (Review)
  • Curcumin as an inhibitor of angiogenesis: S.S. Bhandarkar & J.L. Arbiser; Adv. Exp. Med. Biol. 595, 185 (2007) (Review)