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93979

Sigma-Aldrich

Umbelliferone

suitable for fluorescence indicator, ≥98.0% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C9H6O3
Número de CAS:
93-35-6
Peso molecular:
162.14
Beilstein/REAXYS Number:
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.)
230-234 °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

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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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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
Adriana Chilin et al.
Journal of medicinal chemistry, 51(4), 752-759 (2008-02-07)
Casein kinase 2 (CK2) is an ubiquitous, essential, and highly pleiotropic protein kinase whose abnormally high constitutive activity is suspected to underlie its pathogenic potential in neoplasia and other diseases. Recently, using different virtual screening approaches, we have identified several
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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