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93979

Sigma-Aldrich

Umbelliferone

suitable for fluorescence indicator, ≥98.0% (HPLC)

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Synonym(s):
7-Hydroxy-2H-1-benzopyran-2-one, 7-Hydroxycoumarin
Empirical Formula (Hill Notation):
C9H6O3
CAS Number:
93-35-6
Molecular Weight:
162.14
Beilstein:
127683
EC Number:
202-240-3
MDL number:
MFCD00006878
UNSPSC Code:
12171500
PubChem Substance ID:
57653583
NACRES:
NA.32

Quality Level

100

Assay

≥98.0% (HPLC)

form

crystals

mp

230 °C (dec.) (lit.)
230-233 °C

solubility

dioxane: soluble
ethanol: soluble

fluorescence

λex 325 nm; λem 452 nm in 0.1 M citrate pH 3.0

suitability

suitable for fluorescence indicator

SMILES string

Oc1ccc2C=CC(=O)Oc2c1

InChI

1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H

InChI key

ORHBXUUXSCNDEV-UHFFFAOYSA-N

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Kalyan K Sadhu et al.
Organic & biomolecular chemistry, 11(4), 563-568 (2012-10-13)
The design and synthesis of molecular probes competent for pH signaling within or beyond a certain range is a complicated matter. Herein a new mechanism for ''OFF-ON-OFF'' absorbance and fluorescence intensities vs. pH behaviour is described. The probe design is
Hiromu Kashida et al.
Bioorganic & medicinal chemistry, 20(14), 4310-4315 (2012-06-19)
In this study, we synthesized a simple but efficient quencher-free molecular beacon tethering 7-hydroxycoumarin on D-threoninol based on its pK(a) change. The pK(a) of 7-hydroxycoumarin in a single strand was determined as 8.8, whereas that intercalated in the duplex was
Seitaro Matsumoto et al.
Phytochemistry, 74, 49-57 (2011-12-16)
Ortho-hydroxylation of cinnamates is a key step in coumarin biosynthesis in plants. Ortho-hydroxylated cinnamates undergo trans/cis isomerization of the side-chain and then lactonization to form coumarins. Sweet potato [Ipomoea batatas (L.) Lam.] accumulates umbelliferone and scopoletin after biotic and abiotic
Ye V Liu et al.
Vaccine, 33(18), 2152-2158 (2015-03-17)
In March 2013, diagnosis of the first reported case of human infection with a novel avian-origin influenza A(H7N9) virus occurred in eastern China. Most human cases have resulted in severe respiratory illness and, in some instances, death. Currently there are
Stefan Starcević et al.
Journal of medicinal chemistry, 54(1), 248-261 (2010-12-09)
17β-Hydroxysteroid dehydrogenase type 1 (17β-HSD1) is an enzyme that catalyzes NADPH-dependent reduction of the weak estrogen, estrone, into the most potent estrogen, estradiol, which exerts proliferative effects via the estrogen receptors. Overexpression of 17β-HSD1 in estrogen-responsive tissues is related to
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