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    4-O-Caffeoylquinic acid

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      4-O-Caffeoylquinic acid

      SKU
      C0702

      Category: Phytochemicals

      Synonyms
      4-O-(3,4-Dihydroxycinnamoyl)-D-quinic acid , Cryptochlorogenic acid
      905-99-7
      CAS-Number
      C16H18O9
      Molecular Formula
      354.31
      Molecular Weight

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

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (HPLC)
      Appearance
      White to off-white powder
      Identity
      1H-NMR

      Properties

      Solvents
      DMSO (50 mg/ml), DMF (50 mg/ml), ethanol (20 mg/ml)
      Optical Activity
      [α]/D -76.0±5.0°, c = 0.5 in H2O
      Shipping
      AMBIENT
      Short Term Storage
      RT
      Long Term Storage
      +4°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at +4°C.
      Transportation
      Not dangerous goods
      Description
      Cryptochlorogenic acid (isomer of chlorogenic acid) is a phenolic acid found in various plant species, displaying diverse biological activities. It inhibits rat lens aldose reductase (RLAR) in vitro. Cryptochlorogenic acid has antibiotic/antibacterial activity inhibiting the growth of S. aureus. It is an antioxidant and free radical scavenger in a cell-free assay. Cryptochlorogenic acid is allergenic, inducing degranulation of RBL-2H3 mast cells in vitro and increasing plasma serotonin and β-hexosaminidase levels in guinea pigs in vivo. Can be used as a reference compound for the quantification in high performance liquid chromatography-diode array detector (HPLC-DAD).
      Smiles
      O[C@H]1[C@H](OC(/C=C/C2=CC(O)=C(O)C=C2)=O)[C@H](O)C[C@@](O)(C(O)=O)C1
      InChi Key
      GYFFKZTYYAFCTR-PCNKEKKESA-N
      References
      (1) H.A. Jung, et al., Food Chem. Toxicol. 49, 376 (2011) , (2) J. Wang, et al., Molecules 19, 21226 (2014) , (3) H. Xu, et al., Food Sci. Biotech. 23, 2013 (2014) , (4) F. Wang, et al., J. Ethnopharmacol. 170, 1 (2015) , (5) L. Liang, et al., Comb. Chem. High Throughput Screen. 21, 292 (2018)

      Cryptochlorogenic acid (isomer of chlorogenic acid) is a phenolic acid found in various plant species, displaying diverse biological activities. It inhibits rat lens aldose reductase (RLAR) in vitro. Cryptochlorogenic acid has antibiotic/antibacterial activity inhibiting the growth of S. aureus. It is an antioxidant and free radical scavenger in a cell-free assay. Cryptochlorogenic acid is allergenic, inducing degranulation of RBL-2H3 mast cells in vitro and increasing plasma serotonin and β-hexosaminidase levels in guinea pigs in vivo. Can be used as a reference compound for the quantification in high performance liquid chromatography-diode array detector (HPLC-DAD).

      Artikelnummer: C0702 Kategorie: Phytochemicals
      • Zusätzliche Informationen

      Zusätzliche Informationen

      Synonyms

      4-O-(3,4-Dihydroxycinnamoyl)-D-quinic acid, Cryptochlorogenic acid

      Purity

      ≥98% (HPLC)

      Appearance

      White to off-white powder

      CAS-Number

      905-99-7

      Molecular Formula

      C16H18O9

      Molecular Weight

      354.31

      Identity

      1H-NMR

      Solvents

      DMSO (50 mg/ml), DMF (50 mg/ml), ethanol (20 mg/ml)

      Optical Activity

      [α]/D -76.0±5.0°, c = 0.5 in H2O

      Smiles

      O[C@H]1[C@H](OC(/C=C/C2=CC(O)=C(O)C=C2)=O)[C@H](O)C[C@@](O)(C(O)=O)C1

      InChi Key

      GYFFKZTYYAFCTR-PCNKEKKESA-N

      Shipping

      AMBIENT

      Short Term Storage

      RT

      Long Term Storage

      +4°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at +4°C.

      Transportation

      Not dangerous goods

      References

      (1) H.A. Jung, et al., Food Chem. Toxicol. 49, 376 (2011), (2) J. Wang, et al., Molecules 19, 21226 (2014), (3) H. Xu, et al., Food Sci. Biotech. 23, 2013 (2014), (4) F. Wang, et al., J. Ethnopharmacol. 170, 1 (2015), (5) L. Liang, et al., Comb. Chem. High Throughput Screen. 21, 292 (2018)

      Quantity

      10 mg, 50 mg, Bulk

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