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CHEBI:63058 - (2R,3S)-EHNA

ChEBI IDCHEBI:63058
ChEBI Name(2R,3S)-EHNA
Stars
ASCII Name(2R,3S)-EHNA
DefinitionEHNA of absolute configuration 2R,3S. Selective inhibitor of cGMP-stimulated phosphodiesterase (PDE2) (IC50 = 0.8 - 4 mM). Also a potent inhibitor of adenosine deaminase.
Last Modified25 February 2016
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC14H23N5O
Net Charge0
Average Mass277.372
Monoisotopic Mass277.19026
SMILESCCCCCC[C@@H]([C@@H](C)O)n1cnc2c(N)ncnc21
InChIInChI=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+/m1/s1
InChIKeyIOSAAWHGJUZBOG-MNOVXSKESA-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).
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 (CHEBI:63058) has role EC 3.1.4.* (phosphoric diester hydrolase) inhibitor (CHEBI:50218)
(2R,3S)-EHNA (CHEBI:63058) has role EC 3.5.4.4 (adenosine deaminase) inhibitor (CHEBI:50445)
(2R,3S)-EHNA (CHEBI:63058) is a EHNA (CHEBI:63057)
(2R,3S)-EHNA (CHEBI:63058) is conjugate base of (2R,3S)-EHNA(1+) (CHEBI:64140)
(2R,3S)-EHNA (CHEBI:63058) is enantiomer of (2S,3R)-EHNA (CHEBI:63059)
Incoming Relation(s)
(2R,3S)-EHNA(1+) (CHEBI:64140) is conjugate acid of (2R,3S)-EHNA (CHEBI:63058)
(2S,3R)-EHNA (CHEBI:63059) is enantiomer of (2R,3S)-EHNA (CHEBI:63058)
IUPAC Name 
(2R,3S)-3-(6-amino-9H-purin-9-yl)nonan-2-ol
Synonyms  Source
(R,S)-6-amino-β-hexyl-α-methyl-9H-purine-9-ethanolChEBI
(2R,3S)-9-(2-hydroxy-3-nonyl)adenineChEBI
(2R,3S)-3-(adenin-9-yl)-2-nonanolChEBI
Manual XrefsDatabases
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