CHEBI:27596 - Nπ-methyl-L-histidine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name Nπ-methyl-L-histidine
ChEBI ID CHEBI:27596
ChEBI ASCII Name N(pros)-methyl-L-histidine
Definition A L-histidine derivative that is L-histidine substituted by a methyl group at position 3 on the imidazole ring.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7067, CHEBI:21445, CHEBI:19854
Supplier Information
Download Molfile XML SDF
Formula C7H11N3O2
Net Charge 0
Average Mass 169.18126
Monoisotopic Mass 169.08513
InChI InChI=1S/C7H11N3O2/c1-10-4-9-3-5(10)2-6(8)7(11)12/h3-4,6H,2,8H2,1H3,(H,11,12)/t6-/m0/s1
InChIKey JDHILDINMRGULE-LURJTMIESA-N
SMILES Cn1cncc1C[C@H](N)C(O)=O
Metabolite of Species Details
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
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): Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing Nπ-methyl-L-histidine (CHEBI:27596) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
Nπ-methyl-L-histidine (CHEBI:27596) has role human metabolite (CHEBI:77746)
Nπ-methyl-L-histidine (CHEBI:27596) is a L-histidine derivative (CHEBI:84076)
Nπ-methyl-L-histidine (CHEBI:27596) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
Nπ-methyl-L-histidine (CHEBI:27596) is tautomer of Nπ-methyl-L-histidine zwitterion (CHEBI:143076)
Incoming Nπ-methyl-L-histidine residue (CHEBI:43903) is substituent group from Nπ-methyl-L-histidine (CHEBI:27596)
Nπ-methyl-L-histidine zwitterion (CHEBI:143076) is tautomer of Nπ-methyl-L-histidine (CHEBI:27596)
IUPAC Name
Nπ-methyl-L-histidine
Synonyms Sources
(2S)-2-amino-3-(1-methyl-1H-imidazol-5-yl)propanoic acid IUPAC
1-Methylhistidine
Note: (2014-08-28) A misnomer.
 KEGG COMPOUND
3-Methyl-L-histidine HMDB
3-methylhistidine ChemIDplus
3-Methylhistidine KEGG COMPOUND
N(pai)-Methyl-L-histidine KEGG COMPOUND
N-pros-Methyl-L-histidine KEGG COMPOUND
Tau-methylhistidine HMDB
Manual Xrefs Databases
C01152 KEGG COMPOUND
HMDB0000479 HMDB
MHS PDBeChem
View more database links
Registry Numbers Types Sources
1568650 Gmelin Registry Number Gmelin
368-16-1 CAS Registry Number ChemIDplus
83651 Reaxys Registry Number Reaxys
83651 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
22612948 PubMed citation Europe PMC
24009031 PubMed citation Europe PMC
24681531 PubMed citation Europe PMC
Last Modified
21 January 2016