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D7692

Sigma-Aldrich

Diethylumbelliferyl phosphate

≥98% (HPLC), oil

Synonym(s):

DEUP, UBP

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About This Item

Empirical Formula (Hill Notation):
C14H17O6P
CAS Number:
897-83-6
Molecular Weight:
312.25
UNSPSC Code:
12352200
PubChem Substance ID:
24894155
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

oil

color

colorless to yellow

solubility

DMSO: >5 mg/mL

storage temp.

−20°C

SMILES string

CCOP(=O)(OCC)Oc1ccc2C(C)=CC(=O)Oc2c1

InChI

1S/C14H17O6P/c1-4-17-21(16,18-5-2)20-11-6-7-12-10(3)8-14(15)19-13(12)9-11/h6-9H,4-5H2,1-3H3

InChI key

GHGRYKAFUNNHBG-UHFFFAOYSA-N

Application

Diethylumbelliferyl phosphate has been used as a lipase inhibitor to treat wild-type myeloblasts for in vitro neutrophil differentiation assays.

Biochem/physiol Actions

Diethylumbelliferyl phosphate (DEUP), an organophosphate does not block protein kinase activity A in vitro.
Diethylumbelliferyl phosphate is a selective, potent cholesterol esterase inhibitor. It blocks steroidogenesis primarily by preventing cholesterol transport into the mitochondria of steroidogenic cells. Inhibitors of cholesterol esterase are anticipated to limit the absorption of dietary cholesterol. IC50 = 11.6 μM.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Brent D Fulton et al.
The American journal of managed care, 23(10), 596-603 (2017-11-01)
In 2011, the California Right Care Initiative implemented a countywide physician organization learning collaborative called University of Best Practices (UBP) in San Diego County for major healthcare systems and physician organizations to share best practices in managing cardiovascular and cerebrovascular
Y S Choi et al.
European journal of biochemistry, 234(2), 680-685 (1995-12-01)
Diethylumbelliferyl phosphate (DEUP) is an organophosphate cholesteryl ester hydrolase inhibitor that blocks steroidogenesis mainly by preventing cholesterol transport into the mitochondria of steroidogenic cells. In the present study, we show that DEUP blocks the cAMP-stimulated mitochondrial accumulation of the 30-kDa
Satoru Yoshikawa et al.
American journal of physiology. Renal physiology, 313(5), F1089-F1096 (2017-08-05)
Multiple vaginal parities have been reported to be an important risk factor for stress urinary incontinence (SUI). Simulated birth trauma with single vaginal distention (VD) has been used to induce the SUI condition in animals; however, the effect of multiple
Autophagy-dependent generation of free fatty acids is critical for normal neutrophil differentiation
Riffelmacher T, et al.
Immunity, 47(3), 466-480 (2017)
Momoko Yamagata et al.
Experimental brain research, 236(5), 1501-1517 (2018-03-23)
We explored the relations between indices of mechanical stability of vertical posture and synergy indices under unexpected perturbations. The main hypotheses predicted higher posture-stabilizing synergy indices and higher mechanical indices of center of pressure stability during perturbations perceived by subjects
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Articles

Cholesterol Esterification

Cholesterol esterification enhances transport efficiency in lipoproteins for increased blood stream transport.

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