93979

Sigma-Aldrich

Umbelliferone

suitable for fluorescence indicator, ≥98.0% (HPLC)

Synonym(s):
7-Hydroxy-2H-1-benzopyran-2-one, 7-Hydroxycoumarin
Empirical Formula (Hill Notation):
C9H6O3
CAS Number:
Molecular Weight:
162.14
Beilstein/REAXYS Number:
127683
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

≥98.0% (HPLC)

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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Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
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...

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