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EHNA, Hydrochloride

Name: EHNA, Hydrochloride
Brand: MM

≥97% (HPLC), PDE II-selective phosphodiesterase inhibitor, solid

Synonym(s):

EHNA, Hydrochloride, erythro-9-(2-Hydroxy-3-nonyl)adenine, HCl

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₂₃N₅O · xHCl

CAS Number:

51350-19-7

Molecular Weight:

277.37 (free base basis)

MDL number:

MFCD00151066

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥97% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze, desiccated (hygroscopic)

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Properties

Product Name

EHNA, Hydrochloride, The racemic mixture of a cell-permeable adenine derivative that acts as a PDE II-selective phosphodiesterase inhibitor and adenosine deaminase.

Quality Level

100

assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, desiccated (hygroscopic)

color

white

solubility

water: 25 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

[n]1(c2ncnc(c2nc1)N)[C@H]([C@@H](O)C)CCCCCC

InChI

1S/C14H23N5O/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)/t10-,11-/m0/s1

InChI key

IOSAAWHGJUZBOG-QWRGUYRKSA-N

Description

General description

The racemic mixture of a cell-permeable adenine derivative that acts as a PDE II-selective phosphodiesterase inhibitor (IC50 = 0.8 and 2 µM against human and procine PDE II, respectively) and adenosine deaminase (K_i = 4 nM), while exhibiting little or much reduced potency toward PDE I/II/IV isozymes (IC50 >100 µM) of both human and porcine species. EHNA at 10 µM concentration is also reported to effectively and reversibly block the differentiation and maintain the pluripotency of hES (human embryonic stem) cell line SA121 in feeder-free cultures without exogenously added FGF for up to 30 passages in a manner independent of its known ADA and PDE inhibitory activities.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
PDE 2

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 0.8 and 2 µM against human and procine PDE II, respectively

Target K_i: 4 nM against adenosine deaminase

Other Notes

Burton, P., et al. 2010. Biochem. J.in press.
Lorbar, M., et al. 1999. J. Mol. Cell. Cardiol.31, 401.
Verde, I., et al. 1999. Br. J. Pharmacol.127, 65.
Reynolds, A.J., et al. 1996. Brain Res.798, 67.
Mery, P.F., et al. 1995. Mol. Pharmacol.48, 121.
Podzuweit, T., et al. 1995. Cell. Signal.7, 733.
Bessodes, M., et al. 1982. Biochem. Pharmacol.31, 879.
Bouchard, P., et al. 1981. Proc. Natl. Acad. Sci. USA78, 1033.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c