A histamine metabolite
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Parent Compound(s)
33828Histamine
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N-acetyl Histamine

Item No. 25118

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[2-(1H-imidazol-5-yl)ethyl]-acetamide
CAS Number
673-49-4
Synonyms
  • Nω-Acetylhistamine
  • NSC 66356
Molecular Formula
C7H11N3O
Formula Weight
153.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 5 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O=C(C)NCCC1=CNC=N1
InChi Code
InChI=1S/C7H11N3O/c1-6(11)9-3-2-7-4-8-5-10-7/h4-5H,2-3H2,1H3,(H,8,10)(H,9,11)
InChi Key
XJWPISBUKWZALE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

    $36

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    500 mg

    $70

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    Product Description

    N-acetyl Histamine is a histamine metabolite that is formed via acetyl-CoA-dependent N-acetylation of histamine by AANATL7 in D. melanogaster, polyamine N-acetyltransferase in F. hepatica, and the arylalkylamine N-acetyltransferases aaNAT2 and aaNAT5b in A. aegypti.1 It selectively inhibits sweet-almond β-glucosidase over yeast α-glucosidase in vitro (Kis = 0.035 and 20 mM, respectively).2 It also inhibits human glutaminyl cyclase (IC50 = 17 μM).3 N-acetyl Histamine has no effect on eosinophil activity and has been used as a negative control for histamine mediation of anaphylaxis.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dempsey, D.R., Jeffries, K.A., Handa, S., et al. Mechanistic and structural analysis of a Drosophila melanogaster enzyme, arylalkylamine N-acetyltransferase Like 7, an enzyme that catalyzes the formation of N-acetylarylalkylamides and N-acetylhistamine. Biochemistry 54(16), 2644-2658 (2015).

    2. Field, R.A., Haines, A.H., Chrystal, E.J.T., et al. Histidines, histamines and imidazoles as glycosidase inhibitors. Biochem J. 274(Pt 3), 885-889 (1991).

    3. Schilling, S., Niestroj, A.J., Rahfeld, J.-U., et al. Identification of human glutaminyl cyclase as a metalloenzyme. Potent inhibition by imidazole derivatives and heterocyclic chelators. The Journal of Biological Chemisty 278(50), 49773-49779 (2003).

    4. Turnbull, L.W., and Kay, A.B. Eosinophils and mediators of anaphylaxis. Histamine and imidazole acetic acid as chemotactic agents for human eosinophil leucocytes. Immunology 31(5), 797-802 (1976).