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28605

Sigma-Aldrich

3-Cyanoumbelliferone

BioReagent, suitable for fluorescence, ≥98.0% (TLC)

Sinónimos:

3-Cyano-7-hydroxycoumarin

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About This Item

Fórmula empírica (notación de Hill):
C10H5NO3
Número de CAS:
19088-73-4
Peso molecular:
187.15
Beilstein/REAXYS Number:
153271
MDL number:
MFCD00037480
UNSPSC Code:
12352108
PubChem Substance ID:
57648313
NACRES:
NA.32

product line

BioReagent

Quality Level

100

assay

≥98.0% (TLC)

form

powder

mp

≥250 °C (lit.)

solubility

DMF: soluble
alcohols: soluble

fluorescence

λex 408 nm; λem 450 nm in methanol

suitability

suitable for fluorescence

SMILES string

Oc1ccc2C=C(C#N)C(=O)Oc2c1

InChI

1S/C10H5NO3/c11-5-7-3-6-1-2-8(12)4-9(6)14-10(7)13/h1-4,12H

InChI key

IJQYTHQDUDCJEQ-UHFFFAOYSA-N

Gene Information

human ... MIF(4282)

Application

3-Cyano-7-hydroxycoumarin is closely related to 3-cyano-7-ethoxycoumarin which is used as a fluorometric substrate and inhibitor for cytochrome P-450 enzymes and cytochrome P-450-dependent mixed function oxidases. 3-Cyano-7-hydroxycoumarin may be useful to study the kinetics and substrate specificity of cytochrome P-450s.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCD8354
BCCC4530
1416841V
BCBM5012V
1369184V

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Corinna Krempl et al.
Insect biochemistry and molecular biology, 78, 69-77 (2016-10-18)
Gossypol is a polyphenolic secondary metabolite produced by cotton plants, which is toxic to many organisms. Gossypol's aldehyde groups are especially reactive, forming Schiff bases with amino acids of proteins and cross-linking them, inhibiting enzyme activities and contributing to toxicity.
Samuel Koenig et al.
Aquatic toxicology (Amsterdam, Netherlands), 108, 11-17 (2011-11-19)
Variations in cytochrome P450 enzyme (CYPs) distribution and function between animal groups could result in differential metabolism and elimination kinetics for certain contaminants. Although a number of studies have suggested that differences in polychlorobiphenyl (PCB) accumulation profiles between crustacea and
Joonyoung F Joung et al.
Physical chemistry chemical physics : PCCP, 19(37), 25509-25517 (2017-09-14)
Proton dissociation (PD) reactions of weak acids and proton transfer (PT) processes in aqueous solutions are strongly influenced by ions. However, a detailed molecular picture that describes how ions affect the rates of PD and PT processes is still missing.
Jay J Agarwal et al.
PloS one, 8(5), e63028-e63028 (2013-05-15)
TRAM-34, a clotrimazole analog characterized as a potent and selective inhibitor of intermediate-conductance, calcium-activated K(+) (IKCa) channels, has been used extensively in vitro and in vivo to study the biological roles of these channels. The major advantage of TRAM-34 over
Pui-Ying Lam et al.
Chembiochem : a European journal of chemical biology, 21(13), 1905-1910 (2020-02-01)
Doxorubicin is a highly effective chemotherapy agent used to treat many common malignancies. However, its use is limited by cardiotoxicity, and cumulative doses exponentially increase the risk of heart failure. To identify novel heart failure treatment targets, a zebrafish model
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