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

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ChEBI Name O-(2-aminoethyl)-L-serine
ChEBI ID CHEBI:72341
ChEBI ASCII Name O-(2-aminoethyl)-L-serine
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C5H12N2O3
Net Charge 0
Average Mass 148.16040
Monoisotopic Mass 148.08479
InChI InChI=1S/C5H12N2O3/c6-1-2-10-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1
InChIKey SLTGLTLBIVDQKE-BYPYZUCNSA-N
SMILES NCCOC[C@H](N)C(O)=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 (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 Sources
(L)-3-(2-Aminoethoxy)alanine ChemIDplus
(S)-2-amino-3-(2-aminoethoxy)propanoic acid ChEBI
(S)-2-amino-3-(2-aminoethoxy)propionic acid ChEBI
L-3-(2-aminoethoxy)alanine ChEBI
L-4-oxalysine ChemIDplus
Manual Xref Database
OLZ PDBeChem
View more database links
Registry Numbers Types Sources
15219-97-3 CAS Registry Number ChemIDplus
4243647 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1479355 PubMed citation Europe PMC
1807083 PubMed citation Europe PMC
4876092 PubMed citation Europe PMC
6815904 PubMed citation Europe PMC
9698211 PubMed citation Europe PMC
Last Modified
18 December 2014