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SML3696

Sigma-Aldrich

DHMEQ

new

≥98% (HPLC)

Synonym(s):

2-Hydroxy-N-[2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]benzamide, DHM2EQ, Dehydroxymethylepoxyquinomicin, rel-2-Hydroxy-N-[(1R,2R,6R)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]benzamide

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About This Item

Empirical Formula (Hill Notation):
C13H11NO5
CAS Number:
287194-38-1
Molecular Weight:
261.23
MDL number:
MFCD23135615
UNSPSC Code:
12352200

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O[C@@H]1[C@@]2([H])[C@](C(C=C1NC(C3=C(C=CC=C3)O)=O)=O)([H])O2

Biochem/physiol Actions

Potent, selective, and irreversible inhibitor of NF-κB that covalently binds to a cysteine residue.



DHMEQ is a potent, selective, and irreversible inhibitor of NF-κB that covalently binds to a cysteine residue. It inhibits inflammatory cytokine expression in mice models. DHMEQ is a potent and non/low toxic in vivo anti-inflammatory agent effective in number of animal models.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H317,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

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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Jun Ma et al.
Cells, 10(9) (2021-09-29)
General inflammatory diseases include skin inflammation, rheumatoid arthritis, inflammatory bowel diseases, sepsis, arteriosclerosis, and asthma. Although these diseases have been extensively studied, most of them are still difficult to treat. Meanwhile, NF-κB is a transcription factor promoting the expression of
Reactive oxygen species trigger NF-?B-mediated NLRP3 inflammasome activation involvement in low-dose CdTe QDs exposure-induced hepatotoxicity
Redox Biology, 47, 102157-102157 (2021)
Dehydroxymethylepoxyquinomicin, a novel nuclear factor-?B inhibitor, prevents the development of cyclosporine A nephrotoxicity in a rat model
BMC Pharmacology & Toxicology, 21(1), 60-60 (2020)

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