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CHEBI:64139 - (2R,3S)-EHNA hydrochloride

ChEBI IDCHEBI:64139
ChEBI Name(2R,3S)-EHNA hydrochloride
Stars
ASCII Name(2R,3S)-EHNA hydrochloride
DefinitionA hydrochloride salt obtained by reaction of (2R,3S)-EHNA with one equivalent of hydrochloric acid. Selective inhibitor of cGMP-stimulated phosphodiesterase (PDE2) (IC50 = 0.8 - 4 mM). Also a potent inhibitor of adenosine deaminase.
Last Modified9 March 2012
SubmitterSteve
DownloadsMolfile
FormulaC14H23N5O.HCl
Net Charge0
Average Mass313.833
Monoisotopic Mass313.16694
SMILESCCCCCC[C@@H]([C@@H](C)O)n1cnc2c(N)ncnc21.Cl
InChIInChI=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+;/m1./s1
InChIKeyVVDXNJRUNJMYOZ-DHXVBOOMSA-N
Roles Classification
Biological Roles:
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor  An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of a phosphoric diester hydrolase (EC 3.1.4.*).
EC 3.5.4.4 (adenosine deaminase) inhibitor  An EC 3.5.4.* (non-peptide cyclic amidine C-N hydrolase) inhibitor that interferes with the action of adenosine deaminase (EC 3.5.4.4).
ChEBI Ontology
Outgoing Relation(s)
(2R,3S)-EHNA hydrochloride (CHEBI:64139) has part (2R,3S)-EHNA(1+) (CHEBI:64140)
(2R,3S)-EHNA hydrochloride (CHEBI:64139) has role EC 3.1.4.* (phosphoric diester hydrolase) inhibitor (CHEBI:50218)
(2R,3S)-EHNA hydrochloride (CHEBI:64139) has role EC 3.5.4.4 (adenosine deaminase) inhibitor (CHEBI:50445)
(2R,3S)-EHNA hydrochloride (CHEBI:64139) is a hydrochloride (CHEBI:36807)
IUPAC Name 
(2R,3S)-3-(6-amino-9H-purin-9-yl)nonan-2-ol hydrochloride
Synonyms  Source
(2R,3S)-EHNA.HClChEBI
(2R,3S)-3-(adenin-9-yl)-2-nonanol hydrochlorideChEBI
erythro-9-(2-hydroxy-3-nonyl)adenine hydrochlorideChEBI
(2R,3S)-9-(2-hydroxy-3-nonyl)adenine hydrochlorideChEBI
(R,S)-6-amino-β-hexyl-α-methyl-9H-purine-9-ethanol hydrochlorideChEBI
Registry NumbersSources
Reaxys:4729841Reaxys