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:
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.
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.
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
(S)-2-amino-3-(2-aminoethoxy)propanoic acidChEBI
(S)-2-amino-3-(2-aminoethoxy)propionic acidChEBI
(L)-3-(2-Aminoethoxy)alanineChemIDplus
L-3-(2-aminoethoxy)alanineChEBI
L-4-oxalysineChemIDplus
Manual XrefsDatabases
OLZPDBeChem
Registry NumbersSources
Reaxys:4243647Reaxys
CAS:15219-97-3ChemIDplus
Citations