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Key Documents

SML1180

Sigma-Aldrich

WWL229

≥98% (HPLC)

Synonym(s):

2-(3-Methoxypropyl)-1-piperidinecarboxylic acid 4-nitrophenyl ester, 4-Nitrophenyl 2-(3-methoxypropyl)piperidine-1-carboxylate

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About This Item

Empirical Formula (Hill Notation):
C16H22N2O5
CAS Number:
Molecular Weight:
322.36
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

oil

color

colorless to light yellow

storage temp.

2-8°C

SMILES string

O=C(OC1=CC=C([N+]([O-])=O)C=C1)N2C(CCCOC)CCCC2

InChI

1S/C16H22N2O5/c1-22-12-4-6-13-5-2-3-11-17(13)16(19)23-15-9-7-14(8-10-15)18(20)21/h7-10,13H,2-6,11-12H2,1H3

InChI key

XVBRVSAGMWRVCK-UHFFFAOYSA-N

Biochem/physiol Actions

WWL229 is a highly selective inhibitor of mouse Carboxylesterase 3 (Ces3) and human CES1 (orthologue of mCes3), serine hydrolases involved in lipolysis in addition to their activities as liver detoxification enzymes. WWL229 inhibits mCes3 with an IC50 of 10 μM, but not Ces1f, ABHD6 or other tested serine hydrolases. In a recent study, hCES1 activity was found to be increased two-fold in obese individuals and patients with type 2 diabetes compared to lean subjects, and is thought to generate surplus fatty acids that can deposit ectopically in tissues. WWL229 inhibits adipocyte basal lipolysis and promotes differentiation and lipid storage in adipocytes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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