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CHEBI:27592 - ectoine

ChEBI IDCHEBI:27592
ChEBI Nameectoine
Stars
DefinitionA carboxamidine heterocycle obtained by formal condensation of (2S)-2,4-diaminobutanoic acid with acetic acid.
Secondary ChEBI IDsCHEBI:4756, CHEBI:23898, CHEBI:49406
Last Modified28 July 2014
DownloadsMolfile
FormulaC6H10N2O2
Net Charge0
Average Mass142.158
Monoisotopic Mass142.07423
SMILESCC1=N[C@H](C(=O)O)CCN1
InChIInChI=1S/C6H10N2O2/c1-4-7-3-2-5(8-4)6(9)10/h5H,2-3H2,1H3,(H,7,8)(H,9,10)/t5-/m0/s1
InChIKeyWQXNXVUDBPYKBA-YFKPBYRVSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
osmolyte  A solute used by a cell under water stress to maintain cell volume.
ChEBI Ontology
Outgoing Relation(s)
ectoine (CHEBI:27592) has role osmolyte (CHEBI:25728)
ectoine (CHEBI:27592) is a 1,4,5,6-tetrahydropyrimidines (CHEBI:78715)
ectoine (CHEBI:27592) is a carboxamidine (CHEBI:35359)
ectoine (CHEBI:27592) is a monocarboxylic acid (CHEBI:25384)
ectoine (CHEBI:27592) is conjugate acid of ectoinate (CHEBI:63475)
ectoine (CHEBI:27592) is tautomer of ectoine zwitterion (CHEBI:58515)
Incoming Relation(s)
ectoinate (CHEBI:63475) is conjugate base of ectoine (CHEBI:27592)
ectoine zwitterion (CHEBI:58515) is tautomer of ectoine (CHEBI:27592)
IUPAC Name 
(4S)-2-methyl-1,4,5,6-tetrahydropyrimidine-4-carboxylic acid
Synonyms  Source
EctoineKEGG COMPOUND
(+)-1,4,5,6-tetrahydro-2-methyl-4-pyrimidinecarboxylic acidChemIDplus
L-ectoineChEBI
L-EctoineKEGG COMPOUND
Manual XrefsDatabases
C06231KEGG COMPOUND
4CSPDBeChem
EctoineWikipedia
ECTOINEMetaCyc
Registry NumbersSources
Reaxys:7288977Reaxys
CAS:96702-03-3ChemIDplus
CAS:96702-03-3KEGG COMPOUND