CHEBI:144833 - L-β-ethynylserine

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ChEBI Name L-β-ethynylserine
ChEBI ID CHEBI:144833
ChEBI ASCII Name L-beta-ethynylserine
Definition A non-proteinogenic L-α-amino acid that is L-propargylglycine which is carrying a hydroxy group at the 3R position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C5H7NO3
Net Charge 0
Average Mass 129.115
Monoisotopic Mass 129.04259
InChI InChI=1S/C5H7NO3/c1-2-3(7)4(6)5(8)9/h1,3-4,7H,6H2,(H,8,9)/t3-,4+/m1/s1
InChIKey RBWXRFBKVDBXEG-DMTCNVIQSA-N
SMILES [C@@H]([C@@H](C(O)=O)N)(O)C#C
Metabolite of Species Details
Streptomyces cattleya (NCBI:txid29303) See: PubMed
Sclerotium rolfsii (NCBI:txid39291) See: 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 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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
(2S,3R)-2-amino-3-hydroxy-4-pentynoic acid ChEBI
(2S,3R)-2-amino-3-hydroxypent-4-ynoic acid ChEBI
2-amino-2,4,5-trideoxy-D-threo-pent-4-ynonic acid ChEBI
β-ethynylserine ChemIDplus
L-β-ethynylserine ChEBI
Registry Numbers Types Sources
64918-85-0 CAS Registry Number ChemIDplus
65207-64-9 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
3082841 PubMed citation Europe PMC
Last Modified
16 September 2019