CHEBI:29474 - (S)-3,5-dihydroxyphenylglycine

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ChEBI Name (S)-3,5-dihydroxyphenylglycine
ChEBI ID CHEBI:29474
ChEBI ASCII Name (S)-3,5-dihydroxyphenylglycine
Definition A glycine derivative that is L-α-phenylglycine substituted at positions 3 and 5 on the phenyl ring by hydroxy groups.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C8H9NO4
Net Charge 0
Average Mass 183.163
Monoisotopic Mass 183.05316
InChI InChI=1S/C8H9NO4/c9-7(8(12)13)4-1-5(10)3-6(11)2-4/h1-3,7,10-11H,9H2,(H,12,13)/t7-/m0/s1
InChIKey HOOWCUZPEFNHDT-ZETCQYMHSA-N
SMILES C(=O)([C@@H](N)C=1C=C(C=C(C1)O)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 )
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ChEBI Ontology
Outgoing (S)-3,5-dihydroxyphenylglycine (CHEBI:29474) has functional parent L-α-phenylglycine (CHEBI:439819)
(S)-3,5-dihydroxyphenylglycine (CHEBI:29474) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
(S)-3,5-dihydroxyphenylglycine (CHEBI:29474) is a resorcinols (CHEBI:33572)
(S)-3,5-dihydroxyphenylglycine (CHEBI:29474) is tautomer of (S)-3,5-dihydroxyphenylglycine zwitterion (CHEBI:75204)
Incoming (S)-3,5-dihydroxyphenylglycine zwitterion (CHEBI:75204) is tautomer of (S)-3,5-dihydroxyphenylglycine (CHEBI:29474)
IUPAC Name
(2S)-amino(3,5-dihydroxyphenyl)acetic acid
Synonym Source
L-3,5-Dihydroxyphenylglycine KEGG COMPOUND
Manual Xrefs Databases
3FG PDBeChem
C12026 KEGG COMPOUND
DB04228 DrugBank
View more database links
Registry Numbers Types Sources
146255-66-5 CAS Registry Number KEGG COMPOUND
8411397 Reaxys Registry Number Reaxys
Last Modified
25 November 2019
General Comment
2013-08-30 For details see: Sandercock, A.M., Charles, E.H., Scaife, W., Kirkpatrick, P.N., O'Brien, S.W., Papageorgiou, E.A., Spencer, J.B. and Williams, D.H. Biosynthesis of the di-meta-hydroxyphenylglycine constituent of the vancomycin-group antibiotic chloroeremomycin. Chem. Comm. (2001) 1252-1253.