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.

SKU: U0001 Category: Fluorescent Detection

Additional information

Additional 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