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CHEBI:72341 - O-(2-aminoethyl)-L-serine

ChEBI IDCHEBI:72341
ChEBI NameO-(2-aminoethyl)-L-serine
Stars
ASCII NameO-(2-aminoethyl)-L-serine
DefinitionAn L-α-amino acid that is L-serine in which the hydroxy group at position 3 is converted to the corresponding 2-aminoethyl ether. An antimetabolic antibiotic obtained from Streptomyces reseoviridofuscus.
Last Modified18 December 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC5H12N2O3
Net Charge0
Average Mass148.162
Monoisotopic Mass148.08479
SMILESNCCOC[C@H](N)C(=O)O
InChIInChI=1S/C5H12N2O3/c6-1-2-10-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1
InChIKeySLTGLTLBIVDQKE-BYPYZUCNSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antimetabolite  A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
O-(2-aminoethyl)-L-serine (CHEBI:72341) has role antimetabolite (CHEBI:35221)
O-(2-aminoethyl)-L-serine (CHEBI:72341) has role antimicrobial agent (CHEBI:33281)
O-(2-aminoethyl)-L-serine (CHEBI:72341) has role antineoplastic agent (CHEBI:35610)
O-(2-aminoethyl)-L-serine (CHEBI:72341) has role metabolite (CHEBI:25212)
O-(2-aminoethyl)-L-serine (CHEBI:72341) is a L-serine derivative (CHEBI:84135)
O-(2-aminoethyl)-L-serine (CHEBI:72341) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
O-(2-aminoethyl)-L-serine (CHEBI:72341) is conjugate base of (2S)-2-ammonio-3-(2-ammonioethoxy)propanoate (CHEBI:156137)
Incoming Relation(s)
(2S)-2-ammonio-3-(2-ammonioethoxy)propanoate (CHEBI:156137) is conjugate acid of O-(2-aminoethyl)-L-serine (CHEBI:72341)
IUPAC Name 
O-(2-aminoethyl)-L-serine
Synonyms  Source
(L)-3-(2-Aminoethoxy)alanineChemIDplus
L-4-oxalysineChemIDplus
L-3-(2-aminoethoxy)alanineChEBI
(S)-2-amino-3-(2-aminoethoxy)propanoic acidChEBI
(S)-2-amino-3-(2-aminoethoxy)propionic acidChEBI
Manual XrefsDatabases
OLZPDBeChem
Registry NumbersSources
Reaxys:4243647Reaxys
CAS:15219-97-3ChemIDplus
Citations