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Key Documents

H9538

Sigma-Aldrich

HNE-DMA

hexane solution, ≥85% (GC)

Synonym(s):

(E)-4-Hydroxynonenal-dimethylacetal, 4-HNE-DMA

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About This Item

Empirical Formula (Hill Notation):
C11H22O3
Molecular Weight:
202.29
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥85% (GC)

form

hexane solution

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCCC(O)\C=C\C(OC)OC

InChI

1S/C11H22O3/c1-4-5-6-7-10(12)8-9-11(13-2)14-3/h8-12H,4-7H2,1-3H3/b9-8+

InChI key

ATGIHMSJAARJTF-CMDGGOBGSA-N

Biochem/physiol Actions

Stable form of HNE; toxic second messenger of free radicals.

Preparation Note

To prepare HNE from HNE-DMA: evaporate the hexane under a gentle stream of nitrogen at room temperature. Working at 4 °C, add 1 ml (5 mg size) or 0.4 ml (2 mg size) of 1 mM cold HCl and stir for 45 minutes, or alternatively, close the vial and shake for 30 minutes. Upon hydrolysis, the initially cloudy solution becomes almost clear. This solution now has a pH of ∼3, contains ∼5 mg (5 mg size) or ∼2 mg (2 mg size) of the aldehyde (HNE), and is stable for at least 24 hours if kept at 4 °C. 6.8 mg HNE-DMA in 1 mL of hexane solution, giving 5 mg of HNE after hydrolysis.It is recommended that the freshly prepared HNE solution be used immediately.

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Inhalation - STOT SE 3

Target Organs

Central nervous system, Nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-14.8 °F - closed cup

Flash Point(C)

-26 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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