Page last updated: 2024-11-06

3-methylhistidine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

3-methylhistidine is a histidine derivative that is produced as a by-product of muscle protein breakdown. It is excreted in urine and its levels can be used as a marker of muscle protein breakdown. 3-methylhistidine is synthesized by the enzyme histidine decarboxylase, which is found in muscle tissue. 3-methylhistidine has been shown to have a number of effects, including stimulating the growth of muscle cells, reducing inflammation, and protecting against oxidative stress. It is also being studied for its potential to treat a number of diseases, including cancer, diabetes, and Alzheimer's disease.'

3-methylhistidine: marker for myofibrillar-protein breakdown; RN given refers to (L)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

3-methylhistidine : A methylhistidine in which the methyl group is located at N-3. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

N(pros)-methyl-L-histidine : A L-histidine derivative that is L-histidine substituted by a methyl group at position 3 on the imidazole ring. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID64969
CHEBI ID27596
SCHEMBL ID28560
MeSH IDM0090803

Synonyms (44)

Synonym
n-pros-methyl-l-histidine
C01152
368-16-1
3-methylhistidine
n(pi)-methyl-l-histidine
3-methyl-l-histidine
n(pai)-methyl-l-histidine
n(pros)-methyl-l-histidine
CHEBI:27596
tau-methylhistidine
(2s)-2-amino-3-(1-methyl-1h-imidazol-5-yl)propanoic acid
(2s)-2-amino-3-(3-methylimidazol-4-yl)propanoic acid
pi-methyl-l-histidine
(2s)-2-azaniumyl-3-(3-methylimidazol-4-yl)propanoate
AKOS006274125
einecs 206-704-6
meh8o8y0h0 ,
l-histidine, 3-methyl-
unii-meh8o8y0h0
SCHEMBL28560
(s)-2-amino-3-(1-methyl-1h-imidazol-5-yl)propanoic acid
histidine, 3-methyl-, l-
l-3-methylhistidine
JDHILDINMRGULE-LURJTMIESA-N
1-methylhistidine #
3-n-methyl-l-histidine
CS-W017723
FD21706
mfcd00083658
h-his(3-me)-oh
n3-methyl-l-histidine
(2s)-2-amino-3-(1-methyl-1h-imidazol-5-yl)propanoate
tau-methyl-l-histidine
HY-W017007
DTXSID90920521
AS-49168
pros-methylhistidine
3-methyl histidine
Q18416004
np-methyl-l-histidine
A1-44857
PD099650
histidine, 3-methyl-l-
EN300-1300916

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"After trauma or surgery, researchers have suggested that medium-chain triglycerides have metabolic advantages, although they are toxic in large doses."( Structured versus long-chain triglycerides: a safety, tolerance, and efficacy randomized study in colorectal surgical patients.
Bellantone, R; Bossola, M; Carriero, C; Crucitti, F; Crucitti, P; Doglietto, GB; Malerba, M; Nucera, P; Pacelli, F; Ratto, C,
)
0.13
"No adverse effect that required the interruption of the treatment was observed."( Structured versus long-chain triglycerides: a safety, tolerance, and efficacy randomized study in colorectal surgical patients.
Bellantone, R; Bossola, M; Carriero, C; Crucitti, F; Crucitti, P; Doglietto, GB; Malerba, M; Nucera, P; Pacelli, F; Ratto, C,
)
0.13

Compound-Compound Interactions

ExcerptReferenceRelevance
"The purpose of this study was to assess the effect of oral glutamine supplementation combined with resistance training in young adults."( Effect of glutamine supplementation combined with resistance training in young adults.
Burke, DG; Candow, DG; Chilibeck, PD; Davison, KS; Smith-Palmer, T, 2001
)
0.31

Bioavailability

ExcerptReferenceRelevance
" Serum androstenedione and bioavailability of testosterone were lower in OC-users."( Effect of administration of oral contraceptives on the synthesis and breakdown of myofibrillar proteins in young women.
Doessing, S; Hansen, M; Holm, L; Kjaer, M; Langberg, H; Miller, BF; Petersen, SG; Skovgaard, D; Trappe, T, 2011
)
0.37

Dosage Studied

ExcerptRelevanceReference
" Increasing insulin dosage counteracted these effects, but could not restore positive accretion rates."( Interactive effects of insulin and corticosterone on myofibrillar protein turnover in rats as determined by N tau-methylhistidine excretion.
Jones, LM; Murray, AJ; Tomas, FM, 1984
)
0.27
"The optimal dosage of ornithine alpha-ketoglutarate (OKG) for repleting tissue glutamine (Gln) concentrations and maintaining N homeostasis after injury is unknown."( Dose dependency of the effect of ornithine alpha-ketoglutarate on tissue glutamine concentrations and hypercatabolic response in endotoxaemic rats.
Coudray-Lucas, C; Cynober, L; Jardel, A; Pernet, P; Schneid, C, 2004
)
0.32
" Selectivity of these potential biomarkers was tested by dosing rats with the cardiotoxicant isoproterenol (0."( Identification of 1- and 3-methylhistidine as biomarkers of skeletal muscle toxicity by nuclear magnetic resonance-based metabolic profiling.
Aranibar, N; Dai, J; Janovitz, EB; Lehman-McKeeman, L; Lowe-Krentz, L; Rathmacher, J; Reily, M; Robertson, D; Stryker, S; Vassallo, JD; Zhang, Y, 2011
)
0.67
" The objective was to evaluate the effect of postoperative tight glycemic control and clinically dosed insulin on skeletal muscle degradation in children after cardiac surgery with cardiopulmonary bypass."( Tight Glycemic Control With Insulin Does Not Affect Skeletal Muscle Degradation During the Early Postoperative Period Following Pediatric Cardiac Surgery.
Agus, MS; Alexander, JL; Asaro, LA; Duggan, C; Fisher, JG; Gaies, M; Jaksic, T; Khan, FA; Modi, BP; Sparks, EA; Wypij, D; Yu, YM, 2015
)
0.42
" Supplemental RDP (casein plus NPN) was ruminally dosed twice daily, and RUP supply (casein) was continuously infused abomasally."( Effects of varying ruminally undegradable protein supplementation on forage digestion, nitrogen metabolism, and urea kinetics in Nellore cattle fed low-quality tropical forage.
Batista, ED; Detmann, E; Paulino, MF; Prates, LL; RennĂ³, LN; Titgemeyer, EC; Valadares Filho, SC; Valadares, RF, 2016
)
0.43
" A calibration curve was built based on dose-response association using NutriTech data."( Estimation of Chicken Intake by Adults Using Metabolomics-Derived Markers.
Brennan, L; Flynn, A; Frost, G; Gibbons, H; Gibney, MJ; McNulty, BA; Nugent, AP; Rundle, M; Walton, J; Yin, X, 2017
)
0.46
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Saccharomyces cerevisiae metaboliteAny fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (3)

ClassDescription
L-histidine derivativeA proteinogenic amino acid derivative resulting from the formal reaction of L-histidine at the amino group, carboxy group, or the imidazolyl moiety, or from the replacement of any hydrogen of L-histidine by a heteroatom.
non-proteinogenic L-alpha-amino acidAny L-alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids.
zwitterionA neutral compound having formal unit electrical charges of opposite sign on non-adjacent atoms. Sometimes referred to as inner salts, dipolar ions (a misnomer).
L-histidine derivativeA proteinogenic amino acid derivative resulting from the formal reaction of L-histidine at the amino group, carboxy group, or the imidazolyl moiety, or from the replacement of any hydrogen of L-histidine by a heteroatom.
non-proteinogenic L-alpha-amino acidAny L-alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (7)

PathwayProteinsCompounds
Histidine Metabolism1735
beta-Alanine Metabolism927
GABA-Transaminase Deficiency927
Histidinemia1735
Ureidopropionase Deficiency927
Carnosinuria, Carnosinemia927
Methylhistidine Metabolism14

Research

Studies (553)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990267 (48.28)18.7374
1990's151 (27.31)18.2507
2000's72 (13.02)29.6817
2010's55 (9.95)24.3611
2020's8 (1.45)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 38.82

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index38.82 (24.57)
Research Supply Index6.54 (2.92)
Research Growth Index4.28 (4.65)
Search Engine Demand Index59.23 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (38.82)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials94 (15.69%)5.53%
Reviews14 (2.34%)6.00%
Case Studies1 (0.17%)4.05%
Observational1 (0.17%)0.25%
Other489 (81.64%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]