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    Ellagic acid

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      Ellagic acid

      SKU
      E0232

      Category: Phytochemicals

      Synonyms
      4,4',5,5',6,6'-Hexahydroxydiphenic acid 2,6,2',6'-dilactone , Alizarin Yellow , Benzoaric acid , Elagostasine , Gallogen , Lagistase , TBBD
      476-66-4
      CAS-Number
      C14H6O8
      Molecular Formula
      302.19
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥95% (HPLC)
      Appearance
      Brown powder
      Identity
      1H-NMR

      Properties

      Solvents
      ethanol (slightly), DMSO (<1 mg/ml)
      Shipping
      AMBIENT
      Short Term Storage
      +4°C
      Long Term Storage
      -20°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Transportation
      Not dangerous goods
      Description
      Ellagic acid is a polyphenolic antioxidant that is abundant in many fruits, vegetables, plant bark and peels. It has antioxidant, anticancer, neuroprotective, antimutagenic, anti-inflammatory and organ-preserving properties. It alters cytochrome P450 activity and improvea metabolism and clearance of xenobiotics, as well as altera immune function. Selective, ATP-competitive inhibitor of casein kinase 2 (CK2). Ellagic acid also blocks methylation of arginine 17 of histone 3 (H3R17) by coactivator-associated arginine methyltransferase 1 (CARM1) without significantly altering histone acetylase or DNA methyltransferase activity. It acts as a scavenger of oxygen species produced by hydrogen peroxide treatment and as a protector of the DNA double helix from alkylating agent injury. Also reported to inhibit topoisomerases I and II and gyrase and glutathione S-transferase.
      Smiles
      OC1=CC2=C3C(OC(C4=C3C(OC2=O)=C(O)C(O)=C4)=O)=C1O
      InChi Key
      AFSDNFLWKVMVRB-UHFFFAOYSA-N
      References
      (1) C.T. Allen, et al., Immunopharmacol. Immunotoxicol. 25, 409 (2003) , (2) G. Cozza, et al., J. Med. Chem. 49, 2363 (2006) , (3) D.H. Han, et al., Anticancer Res. 26, 3601 (2006) , (4) R. Hayeshi, et al., Food Chem. Toxicol. 45, 286 (2007) , (5) D. Heber, Cancer Lett. 269, 262 (2008) , (6) C. Bell & S. Hawthorne, J. Pharm. Pharmacol. 60, 139 (2008) (Review) , (7) B.R. Selvi, et al., J. Biol. Chem. 285, 7143 (2010) , (8) J. Paluszczak, et al., Toxicol. Lett. 192, 119 (2010) , (9) M.A. Lea, et al., Anticancer Res. 30, 311 (2010) , (10) H.M. Zhang, et al., Cancer Biol. Med. 11, 92 (2014) (Review) , (11) W.R. García-Nino & C. Zazueta, Pharmacol. Res. 97, 84 (2015) (Review) , (12) T. Ahmed, et al., Curr. Pharm. Des. 22, 1350 (2016) (Review) , (13) G. Derosa, et al., Adv. Exp. Med. Biol. 928, 4473 (Review) , (14) A. Zeb, Mol. Cell Biochem. 448, 27 (2018) (Review) , (15) C. Ceci, et al., Nutrients 10, E1756 (2018) , (16) S. Alfei, et al., Eur. J. Med. Chem. 183, 111724 (2019) (Review)
      InChi
      InChI=1S/C14H6O8/c15-5-1-3-7-8-4(14(20)22-11(7)9(5)17)2-6(16)10(18)12(8)21-13(3)19/h1-2,15-18H

      Ellagic acid is a polyphenolic antioxidant that is abundant in many fruits, vegetables, plant bark and peels. It has antioxidant, anticancer, neuroprotective, antimutagenic, anti-inflammatory and organ-preserving properties. It alters cytochrome P450 activity and improvea metabolism and clearance of xenobiotics, as well as altera immune function. Selective, ATP-competitive inhibitor of casein kinase 2 (CK2). Ellagic acid also blocks methylation of arginine 17 of histone 3 (H3R17) by coactivator-associated arginine methyltransferase 1 (CARM1) without significantly altering histone acetylase or DNA methyltransferase activity. It acts as a scavenger of oxygen species produced by hydrogen peroxide treatment and as a protector of the DNA double helix from alkylating agent injury. Also reported to inhibit topoisomerases I and II and gyrase and glutathione S-transferase.

      SKU: E0232 Category: Phytochemicals
      • Additional information

      Additional information

      Synonyms

      4,4',5,5',6,6'-Hexahydroxydiphenic acid 2,6,2',6'-dilactone, Alizarin Yellow, Benzoaric acid, Elagostasine, Gallogen, Lagistase, TBBD

      Purity

      ≥95% (HPLC)

      Appearance

      Brown powder

      CAS-Number

      476-66-4

      Molecular Formula

      C14H6O8

      Molecular Weight

      302.19

      Identity

      1H-NMR

      Solvents

      ethanol (slightly), DMSO (<1 mg/ml)

      Smiles

      OC1=CC2=C3C(OC(C4=C3C(OC2=O)=C(O)C(O)=C4)=O)=C1O

      InChi Key

      AFSDNFLWKVMVRB-UHFFFAOYSA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      -20°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at -20°C.

      Transportation

      Not dangerous goods

      References

      (1) C.T. Allen, et al., Immunopharmacol. Immunotoxicol. 25, 409 (2003), (2) G. Cozza, et al., J. Med. Chem. 49, 2363 (2006), (3) D.H. Han, et al., Anticancer Res. 26, 3601 (2006), (4) R. Hayeshi, et al., Food Chem. Toxicol. 45, 286 (2007), (5) D. Heber, Cancer Lett. 269, 262 (2008), (6) C. Bell & S. Hawthorne, J. Pharm. Pharmacol. 60, 139 (2008) (Review), (7) B.R. Selvi, et al., J. Biol. Chem. 285, 7143 (2010), (8) J. Paluszczak, et al., Toxicol. Lett. 192, 119 (2010), (9) M.A. Lea, et al., Anticancer Res. 30, 311 (2010), (10) H.M. Zhang, et al., Cancer Biol. Med. 11, 92 (2014) (Review), (11) W.R. García-Nino & C. Zazueta, Pharmacol. Res. 97, 84 (2015) (Review), (12) T. Ahmed, et al., Curr. Pharm. Des. 22, 1350 (2016) (Review), (13) G. Derosa, et al., Adv. Exp. Med. Biol. 928, 4473 (Review), (14) A. Zeb, Mol. Cell Biochem. 448, 27 (2018) (Review), (15) C. Ceci, et al., Nutrients 10, E1756 (2018), (16) S. Alfei, et al., Eur. J. Med. Chem. 183, 111724 (2019) (Review)

      InChi

      InChI=1S/C14H6O8/c15-5-1-3-7-8-4(14(20)22-11(7)9(5)17)2-6(16)10(18)12(8)21-13(3)19/h1-2,15-18H

      Quantity

      1 g, 5 g, 10 g, Bulk

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