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    Umbelliferone

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      Umbelliferone

      SKU
      U0001

      Category: Fluorescent Detection

      Synonyms
      7-Hydroxycoumarin , 7-Hydroxy-2H-1-benzopyran-2-one , NSC 19790
      93-35-6
      CAS-Number
      C9H6O3
      Molecular Formula
      162.14
      Molecular Weight

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (NMR)
      Identity
      1H-NMR
      Appearance
      Beige solid

      Properties

      Fluorescence
      ex 325 nm; em 452 nm in 0.1 M citrate pH 3.0
      Density
      1.4 g/cm3
      Refractive Index
      n20D 1.64
      Boiling Point
      382.1° C at 760 mmHg (Predicted)
      Melting Point
      230 °C (dec.)(lit.)
      Solvents
      DMSO (10 mg/ml), ethanol (5 mg/ml), methanol (5 mg/ml), dioxane
      Use / Stability
      Stable for at least 2 years after receipt when stored at +4°C.
      Handling Advice
      Protect from light and moisture.
      Long Term Storage
      +4°C
      Short Term Storage
      +4°C
      Shipping
      AMBIENT
      Transportation
      Not dangerous goods
      Description
      Umbelliferone is a naturally occurring derivative and metabolite of coumarin that has diverse biological activities including antitumor, antioxidant, antihyperglycemic, anti-inflammatory, neuroprotective and antidepressant-like properties. It inhibits the growth of a variety of human cell lines. It increases the production of reactive oxygen species (ROS), depolarizes the mitochondrial membrane, and halts the cell cycle at the G0/G1 phase in KB human oral carcinoma cells. Umbelliferone has been used as a ratiometric pH indicator. Spectral Data: Em=460nm / Ex=330(ph<6)/370nm(pH>8). Umbelliferone can also be used as building block to synthesize fluorescent probes or biochemically active APIs.
      Smiles
      O=C1OC2=CC(O)=CC=C2C=C1
      References
      (1) D.W. Fink & W.R. Koehler, Anal. Chem. 42, 990 (1970) , (2) M.E. Marshall, et al., J. Cancer Res. Clin. Oncol. 120, S3 (1994) , (3) B. Ramesh & K.V. Pugalendi, J. Med. Food 9, 562 (2006) , (4) K.S. Lee, et al., Org. Lett. 10, 49 (2008) , (5) K. Iliopoulos, et al., JACS 132, 14343 (2010) , (6) S.R. Subramaniam & E.M. Ellis, J. Neurosci. Res. 91, 453 (2013) , (7) A. Rauf, et al., Nat. Prod. Res. 28, 1371 (2014) , (8) T. Qin, et al., Behav. Brain Res. 317, 147 (2017) , (9) A. Vijayalakshmi & G. Sindhu, Biomed. Pharmacother. 92, 661 (2017) , (10) X. Wang, et al., Acta Pharm. 69, 111 (2019)
      InChi Key
      ORHBXUUXSCNDEV-UHFFFAOYSA-N

      Umbelliferone is a naturally occurring derivative and metabolite of coumarin that has diverse biological activities including antitumor, antioxidant, antihyperglycemic, anti-inflammatory, neuroprotective and antidepressant-like properties. It inhibits the growth of a variety of human cell lines. It increases the production of reactive oxygen species (ROS), depolarizes the mitochondrial membrane, and halts the cell cycle at the G0/G1 phase in KB human oral carcinoma cells. Umbelliferone has been used as a ratiometric pH indicator. Spectral Data: Em=460nm / Ex=330(ph<6)/370nm(pH>8). Umbelliferone can also be used as building block to synthesize fluorescent probes or biochemically active APIs.

      Artikelnummer: U0001 Kategorie: Fluorescent Detection
      • Zusätzliche Information

      Zusätzliche Information

      Synonyms

      7-Hydroxycoumarin, 7-Hydroxy-2H-1-benzopyran-2-one, NSC 19790

      Purity

      ≥98% (NMR)

      Appearance

      Beige solid

      CAS-Number

      93-35-6

      Molecular Formula

      C9H6O3

      Molecular Weight

      162.14

      Identity

      1H-NMR

      Solvents

      DMSO (10 mg/ml), ethanol (5 mg/ml), methanol (5 mg/ml), dioxane

      Melting Point

      230 °C (dec.)(lit.)

      Boiling Point

      382.1° C at 760 mmHg (Predicted)

      Refractive Index

      n20D 1.64

      Density

      1.4 g/cm3

      Fluorescence

      ex 325 nm; em 452 nm in 0.1 M citrate pH 3.0

      Smiles

      O=C1OC2=CC(O)=CC=C2C=C1

      InChi Key

      ORHBXUUXSCNDEV-UHFFFAOYSA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      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) D.W. Fink & W.R. Koehler, Anal. Chem. 42, 990 (1970), (2) M.E. Marshall, et al., J. Cancer Res. Clin. Oncol. 120, S3 (1994), (3) B. Ramesh & K.V. Pugalendi, J. Med. Food 9, 562 (2006), (4) K.S. Lee, et al., Org. Lett. 10, 49 (2008), (5) K. Iliopoulos, et al., JACS 132, 14343 (2010), (6) S.R. Subramaniam & E.M. Ellis, J. Neurosci. Res. 91, 453 (2013), (7) A. Rauf, et al., Nat. Prod. Res. 28, 1371 (2014), (8) T. Qin, et al., Behav. Brain Res. 317, 147 (2017), (9) A. Vijayalakshmi & G. Sindhu, Biomed. Pharmacother. 92, 661 (2017), (10) X. Wang, et al., Acta Pharm. 69, 111 (2019)

      Quantity

      25 g, 100 g, Bulk

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