All Photos(2)

E114

Sigma-Aldrich

EHNA hydrochloride

≥98% (HPLC)

Synonym(s):
erythro-9-Amino-β-hexyl-­α-methyl-9H-purine-9-ethanol hydrochloride, erythro-9-(2-Hydroxy-3-nonyl)­adenine hydrochloride
Empirical Formula (Hill Notation):
C14H23N5O · HCl
CAS Number:
Molecular Weight:
313.83
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

solubility

DMSO: >10 mg/mL
H2O: >10 mg/mL

SMILES string

Cl[H].CCCCCC[C@H]([C@H](C)O)n1cnc2c(N)ncnc12

InChI

1S/C14H23N5O.ClH/c1-3-4-5-6-7-11(10(2)20)19-9-18-12-13(15)16-8-17-14(12)19;/h8-11,20H,3-7H2,1-2H3,(H2,15,16,17);1H/t10-,11+;/m0./s1

InChI key

VVDXNJRUNJMYOZ-VZXYPILPSA-N

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General description

EHNA is an adenosine deaminase inhibitor. It possesses antitumor action.

Application

EHNA hydrochloride has been used to treat microexplant culture to examine the direction and the motor responsible for the movement of autophagosomes in axons. It has also been used in nucleoside supplementation to inhibit the breakdown of deoxyadenosine by the enzyme adenosine deaminase.

Packaging

25, 100 mg in glass bottle

Biochem/physiol Actions

Adenosine deaminase inhibitor.

Features and Benefits

This compound is featured on the Phosphodiesterases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Dynein-and activity-dependent retrograde transport of autophagosomes in neuronal axons
Katsumata K, et al.
Autophagy, 6(3), 378-385 (2010)
Sarah M Bowers et al.
Pediatric rheumatology online journal, 18(1), 54-54 (2020-07-12)
Human adenosine deaminase 2 (ADA2) is an extracellular enzyme that negatively regulates adenosine-mediated cell signaling by converting adenosine to inosine. Altered ADA2 enzyme activity has been associated with some viral infections and rheumatic diseases. The potential utility of ADA2 as
Enzyme inhibitors. 26. Bridging hydrophobic and hydrophilic regions on adenosine deaminase with some 9-(2-hydroxy-3-alkyl)adenines.
H J Schaeffer et al.
Journal of medicinal chemistry, 17(1), 6-8 (1974-01-01)
Adenosine deaminase inhibitor EHNA exhibits a potent anticancer effect against malignant pleural mesothelioma
Nakajima Y, et al.
Cellular Physiology and Biochemistry, 35(1), 51-60 (2015)
Kai Zhang et al.
Analytical chemistry, 82(8), 3207-3211 (2010-03-30)
A novel strategy for the fabrication of electrochemical aptasensor is proposed in this work, and the strategy has been employed to develop an aptasensor for the assay of adenosine deaminase activity. While a well-designed oligonucleotide containing three functional regions (an

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