CHEBI:144833 - L-β-ethynylserine

ChEBI IDCHEBI:144833
ChEBI NameL-β-ethynylserine
Stars
ASCII NameL-beta-ethynylserine
DefinitionA non-proteinogenic L-α-amino acid that is L-propargylglycine which is carrying a hydroxy group at the 3R position.
Last Modified16 September 2019
SubmitterAdnan
DownloadsMolfile
FormulaC5H7NO3
Net Charge0
Average Mass129.115
Monoisotopic Mass129.04259
SMILESC#C[C@@H](O)[C@H](N)C(=O)O
InChIInChI=1S/C5H7NO3/c1-2-3(7)4(6)5(8)9/h1,3-4,7H,6H2,(H,8,9)/t3-,4+/m1/s1
InChIKeyRBWXRFBKVDBXEG-DMTCNVIQSA-N
Species of MetaboliteComponentSourceComments
Streptomyces cattleya (ncbitaxon:29303) - PubMed (3082841)
Sclerotium rolfsii (ncbitaxon:39291) - Article (Potgieter, H.C., Vermeulen, N.M.J., Potgieter, D.J.J. and Strauss, H.F. (1977) A toxic amino acid, 2(S)3(R)-2-amino-3-hydroxypent-4-ynoic acid from the fungus Sclerotiua rolfsii. Phytochemistry, 16, 1757-1759.)
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:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
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.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
L-β-ethynylserine (CHEBI:144833) has functional parent L-propargylglycine (CHEBI:43797)
L-β-ethynylserine (CHEBI:144833) has role antibacterial agent (CHEBI:33282)
L-β-ethynylserine (CHEBI:144833) has role antimetabolite (CHEBI:35221)
L-β-ethynylserine (CHEBI:144833) has role bacterial metabolite (CHEBI:76969)
L-β-ethynylserine (CHEBI:144833) has role fungal metabolite (CHEBI:76946)
L-β-ethynylserine (CHEBI:144833) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-β-ethynylserine (CHEBI:144833) is a terminal acetylenic compound (CHEBI:73477)
L-β-ethynylserine (CHEBI:144833) is tautomer of L-β-ethynylserine zwitterion (CHEBI:144729)
Incoming Relation(s)
L-β-ethynylserine zwitterion (CHEBI:144729) is tautomer of L-β-ethynylserine (CHEBI:144833)
IUPAC Name 
2-amino-2,4,5-trideoxy-D-threo-pent-4-ynonic acid
Synonyms  Source
(2S,3R)-2-amino-3-hydroxypent-4-ynoic acidChEBI
(2S,3R)-2-amino-3-hydroxy-4-pentynoic acidChEBI
β-ethynylserineChemIDplus
2-amino-2,4,5-trideoxy-D-threo-pent-4-ynonic acidChEBI
L-β-ethynylserineChEBI
Registry NumbersSources
CAS:65207-64-9ChemIDplus
CAS:64918-85-0ChemIDplus
Citations