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Merck

93979

Umbelliferone

suitable for fluorescence indicator, ≥98.0% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C9H6O3
CAS Number:
93-35-6
Molecular Weight:
162.14
UNSPSC Code:
12171500
NACRES:
NA.32
PubChem Substance ID:
57653583
EC Number:
202-240-3
Beilstein/REAXYS Number:
127683
MDL number:
MFCD00006878
Assay:
≥98.0% (HPLC)
Form:
crystals

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SMILES string

Oc1ccc2C=CC(=O)Oc2c1

InChI key

ORHBXUUXSCNDEV-UHFFFAOYSA-N

InChI

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

assay

≥98.0% (HPLC)

form

crystals

mp

230 °C (dec.) (lit.), 230-234 °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

Quality Level

100

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Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5153
BCCL7215
BCCJ0548
BCCH6868
BCCG7078

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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
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
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
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
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