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SML2932

Sigma-Aldrich

Dexamethasone palmitate

≥98% (HPLC)

Synonym(s):

(11β,16α)-9-Fluoro-11,17-dihydroxy-16-methyl-21-[(1-oxohexadecyl)oxy]pregna-1,4-diene-3,20-dione, Dexamethasone 21-palmitate

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About This Item

Empirical Formula (Hill Notation):
C38H59FO6
CAS Number:
14899-36-6
Molecular Weight:
630.87
MDL number:
MFCD01698988
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C1C=C[C@]2(C)[C@@]3(F)[C@@H](O)C[C@@]([C@](C(COC(CCCCCCCCCCCCCCC)=O)=O)(O)[C@H](C)C4)(C)[C@]4([H])[C@]3([H])CCC2=C1

InChI

1S/C38H59FO6/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-34(43)45-26-33(42)38(44)27(2)23-31-30-20-19-28-24-29(40)21-22-35(28,3)37(30,39)32(41)25-36(31,38)4/h21-22,24,27,30-32,41,44H,5-20,23,25-26H2,1-4H3/t27-,30+,31+,32+,35+,36+,37+,38+/m1/s1

InChI key

WDPYZTKOEFDTCU-WDJQFAPHSA-N

Biochem/physiol Actions

Dexamethasone Palmitate is a lipophilic prodrug of a potent corticosteroid dexamethasone that is quickly taking up by macrophages via phagocytosis. Dexamethasone Palmitate inhibits function and migration of leukocytes and tissue macrophages.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Satoshi Nishiwaki et al.
PloS one, 9(5), e96252-e96252 (2014-05-09)
Macrophage infiltration of skin GVHD lesions correlates directly with disease severity, but the mechanisms underlying this relationship remain unclear and GVHD with many macrophages is a therapeutic challenge. Here, we characterize the macrophages involved in GVHD and report that dexamethasone
Mathilde Lorscheider et al.
Journal of controlled release : official journal of the Controlled Release Society, 296, 179-189 (2019-01-20)
Rheumatoid arthritis (RA) is a prevalent autoimmune disease characterized by joint inflammation, bone and cartilage erosion. The use of glucocorticoids in the treatment of RA is hampered by significant side effects induced by their unfavorable pharmacokinetics. Delivering glucocorticoids by means
Mathilde Lorscheider et al.
Molecular pharmaceutics, 16(7), 2999-3010 (2019-05-24)
The encapsulation of glucocorticoids, such as dexamethasone, in nanoparticles (NPs) faces two main issues: a low drug loading and the destabilization of the nanoparticle suspension due to drug crystallization. Here, we successfully formulated a prodrug of dexamethasone, dexamethasone palmitate (DXP)

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