Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:27596 -
N
π
-methyl-
L
-histidine
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
N
π
-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
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
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 (Br
o
nsted acid).
(via
organic amino compound
)
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted 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
N
π
-methyl-
L
-histidine (
CHEBI:27596
)
has role
Saccharomyces cerevisiae
metabolite (
CHEBI:75772
)
N
π
-methyl-
L
-histidine (
CHEBI:27596
)
has role
human metabolite (
CHEBI:77746
)
N
π
-methyl-
L
-histidine (
CHEBI:27596
)
is a
L
-histidine derivative (
CHEBI:84076
)
N
π
-methyl-
L
-histidine (
CHEBI:27596
)
is a
non-proteinogenic
L
-α-amino acid (
CHEBI:83822
)
N
π
-methyl-
L
-histidine (
CHEBI:27596
)
is tautomer of
N
π
-methyl-
L
-histidine zwitterion (
CHEBI:143076
)
Incoming
N
π
-methyl-
L
-histidine residue (
CHEBI:43903
)
is substituent group from
N
π
-methyl-
L
-histidine (
CHEBI:27596
)
N
π
-methyl-
L
-histidine zwitterion (
CHEBI:143076
)
is tautomer of
N
π
-methyl-
L
-histidine (
CHEBI:27596
)
IUPAC Name
N
π
-methyl-
L
-histidine
Synonyms
Sources
(2
S
)-2-amino-3-(1-methyl-1
H
-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
Types
Sources
22612948
PubMed citation
Europe PMC
24009031
PubMed citation
Europe PMC
24681531
PubMed citation
Europe PMC
Last Modified
21 January 2016