U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C7H11N3O2
Molecular Weight 169.1811
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1-METHYLHISTIDINE

SMILES

CN1C=NC(C[C@H](N)C(O)=O)=C1

InChI

InChIKey=BRMWTNUJHUMWMS-LURJTMIESA-N
InChI=1S/C7H11N3O2/c1-10-3-5(9-4-10)2-6(8)7(11)12/h3-4,6H,2,8H2,1H3,(H,11,12)/t6-/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
ISOLATION OF 3-METHYL HISTIDINE FROM WHALEMEAT EXTRACT AND THE PREPARATION OF SOME DERIVATIVES.
1964 Apr 11
Increased excretion of urea and N tau -methylhistidine by rats and humans after a bout of exercise.
1982 Jan
Protein and amino acid metabolism during early starvation as reflected by excretion of urea and methylhistidines.
1989 Dec
Evaluation of urinary 3-methylhistidine excretion in infection by measurements of 1-methylhistidine and the creatinine ratios.
1989 Jan
Basic amino acid in the pathogenesis of caries.
1991
High-performance liquid chromatography-electrochemical detection of 3-methylhistidine in human urine.
1992 Dec 23
750 MHz 1H and 1H-13C NMR spectroscopy of human blood plasma.
1995 Mar 1
High-performance liquid chromatographic determination of imidazole dipeptides, histidine, 1-methylhistidine and 3-methylhistidine in equine and camel muscle and individual muscle fibres.
1997 Jan 10
Hormonal regulation of protein metabolism in relation to nutrition and disease.
1998 Feb
Urinary 1-methylhistidine is a marker of meat consumption in Black and in White California Seventh-day Adventists.
2000 Oct 15
Effects of the thyroid hormone on differentiation, growth, and proteolysis in cultured muscle cells during serum deprivation.
2002 Aug
Ultraviolet spectrophotometric characterization of copper(II) complexes with imidazole N-methyl derivatives of L-histidine in aqueous solution.
2003 Jan 1
Effects of serum deprivation on myofibrillar proteolysis in chick myotube cultures.
2003 Nov
Triiodothyronine but not thyroxine accelerates myofibrillar proteolysis via ATP production in cultured muscle cells.
2003 Nov
Myofibrillar proteolysis in chick myotubes during oxidative stress.
2004 Feb
Determination of 3-methylhistidine and 1-methylhistidine in untreated urine samples by capillary electrophoresis.
2005 Jul 5
Leucine suppresses myofibrillar proteolysis by down-regulating ubiquitin-proteasome pathway in chick skeletal muscles.
2005 Oct 21
AMPK activation stimulates myofibrillar protein degradation and expression of atrophy-related ubiquitin ligases by increasing FOXO transcription factors in C2C12 myotubes.
2007 Jul
Determination of 1-methylhistidine and 3-methylhistidine by capillary and chip electrophoresis with contactless conductivity detection.
2007 Jul
Effects of orally administered glycine on myofibrillar proteolysis and expression of proteolytic-related genes of skeletal muscle in chicks.
2008 Aug
'Systems toxicology' approach identifies coordinated metabolic responses to copper in a terrestrial non-model invertebrate, the earthworm Lumbricus rubellus.
2008 Jun 3
O2 binding to human serum albumin incorporating iron porphyrin with a covalently linked methyl-L-histidine isomer.
2008 Mar
Application of 1H NMR-based metabonomics in the study of metabolic profiling of human hepatocellular carcinoma and liver cirrhosis.
2009 Apr
[Metabonomic variation of esophageal cancer within different ethnic groups in Xinjiang, China].
2009 Jul
Effects of rapid or slow body mass reduction on body composition in adult rats.
2009 Sep
Effects of feeding hexane-extracts of a shochu distillery by-product on skeletal muscle protein degradation in broiler chicken.
2010
Microwave-accelerated derivatization for capillary electrophoresis with laser-induced fluorescence detection: a case study for determination of histidine, 1- and 3-methylhistidine in human urine.
2010 Jun 30
Characteristic metabolism of free amino acids in cetacean plasma: cluster analysis and comparison with mice.
2010 Nov 2
Patents

Patents

Name Type Language
1-METHYLHISTIDINE
Systematic Name English
1-N-METHYL-L-HISTIDINE
Systematic Name English
NSC-524367
Code English
.TAU.-METHYLHISTIDINE
Common Name English
L-HISTIDINE, 1-METHYL-
Systematic Name English
1-METHYL HISTIDINE
Systematic Name English
HISTIDINE, 1-METHYL-, L-
Systematic Name English
1-METHYL-L-HISTIDINE
Systematic Name English
N1-METHYL-L-HISTIDINE
Systematic Name English
TELE-METHYLHISTIDINE
Common Name English
(S)-2-AMINO-3-(1-METHYL-1H-IMIDAZOL-4-YL)PROPANOIC ACID
Systematic Name English
Classification Tree Code System Code
LOINC 13406-4
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LOINC 25318-7
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LOINC 56666-1
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NCI_THESAURUS C73539
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LOINC 1651-9
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LOINC 26574-4
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Code System Code Type Description
CHEBI
27596
Created by admin on Sat Dec 16 05:23:03 GMT 2023 , Edited by admin on Sat Dec 16 05:23:03 GMT 2023
PRIMARY
NSC
524367
Created by admin on Sat Dec 16 05:23:03 GMT 2023 , Edited by admin on Sat Dec 16 05:23:03 GMT 2023
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CHEBI
50599
Created by admin on Sat Dec 16 05:23:03 GMT 2023 , Edited by admin on Sat Dec 16 05:23:03 GMT 2023
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CHEBI
70958
Created by admin on Sat Dec 16 05:23:03 GMT 2023 , Edited by admin on Sat Dec 16 05:23:03 GMT 2023
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FDA UNII
583O01BJ32
Created by admin on Sat Dec 16 05:23:03 GMT 2023 , Edited by admin on Sat Dec 16 05:23:03 GMT 2023
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NCI_THESAURUS
C118886
Created by admin on Sat Dec 16 05:23:03 GMT 2023 , Edited by admin on Sat Dec 16 05:23:03 GMT 2023
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ECHA (EC/EINECS)
206-368-0
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PUBCHEM
92105
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EPA CompTox
DTXSID50186848
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CAS
332-80-9
Created by admin on Sat Dec 16 05:23:03 GMT 2023 , Edited by admin on Sat Dec 16 05:23:03 GMT 2023
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DRUG BANK
DB04151
Created by admin on Sat Dec 16 05:23:03 GMT 2023 , Edited by admin on Sat Dec 16 05:23:03 GMT 2023
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