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Merck
CN

D7692

Diethylumbelliferyl phosphate

≥98% (HPLC), cholesterol esterase inhibitor, oil

Synonym(s):

DEUP, UBP

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About This Item

Empirical Formula (Hill Notation):
C14H17O6P
CAS Number:
Molecular Weight:
312.25
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
oil
Quality level:
Technical Service
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Product Name

Diethylumbelliferyl phosphate, ≥98% (HPLC), oil

Quality Level

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

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges



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Articles

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

胆固醇酯化可改善运输。胆固醇酯可更轻松地封装在脂蛋白内部-增加了在血液中可轻松运输的胆固醇数量。


J G Delamatre et al.
Journal of cellular physiology, 157(1), 164-168 (1993-10-01)
Diethylumbelliferyl phosphate (UBP) has been shown to inhibit the neutral cholesteryl ester hydrolase activity responsible for hydrolysis of cellular lipid droplet cholesteryl ester (Harrison et al., 1990). The potential for (UBP) to inhibit uptake and hydrolysis of high density lipoprotein
P M Gocze et al.
Cytometry, 17(2), 151-158 (1994-10-01)
Neutral lipids accumulate in cellular lipid droplets. These droplets vary remarkably in number and amount between cells. In the present studies, the variability in lipid content was quantified by comparing the coefficient of variation of fluorescence histograms of nile red
Stephen A Brose et al.
Rapid communications in mass spectrometry : RCM, 26(20), 2472-2476 (2012-09-15)
Fatty acids (FA) labeled with (18) O at the carboxyl group, including oxidized species (FA(18) O), are a useful, low-cost, and easy to prepare tool for quantitative and qualitative mass spectrometry (MS) analysis in biological systems. In addition, they are



Global Trade Item Number

SKUGTIN
D7692-5MG04061833588758
D7692-25MG04061833057506