Page last updated: 2024-12-04

3-methoxytyrosine

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Description

3-O-methyldopa : A L-tyrosine derivative that is the 3-methoxy derivative of L-dopa. [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 CID1670
CHEBI ID172453
SCHEMBL ID180103
MeSH IDM0052237
PubMed CID9307
CHEMBL ID1314652
CHEBI ID82913
SCHEMBL ID180104
MeSH IDM0052237

Synonyms (89)

Synonym
AC-12961
2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoic acid
CHEBI:172453
nsc-122476
nsc122476
7636-26-2
MAYBRIDGE1_006810
3-methoxy-dl-tyrosine
M-3582
l-3-methoxytyrosine
AKOS000190387
3-methoxytyrosine
HMS560N12
4214-13-5
FT-0660539
3-methoxy-tyrosine
so86t1ob2p ,
nsc 122476
unii-so86t1ob2p
tyrosine, 3-methoxy-
dl-3-methoxytyrosine
3-methoxy-d,l-tyrosine
3-(4-hydroxy-3-methoxyphenyl)alanine
4-hydroxy-3-methoxyphenylalanine
dl-3-methoxy-4-hydroxyphenylalanine
FT-0616002
FT-0689432
alanine, 3-(4-hydroxy-3-methoxyphenyl)-
dl-3-o-methyldopa
(2rs)-2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoic acid
levodopa impurity c [ep impurity]
3-methoxy-4-hydroxyphenylalanine
3-o-methyldopa, dl-
SCHEMBL180103
AKOS016842492
4-hydroxy-3-methoxyphenylalanine #
mfcd00063077
(dl)-3-o-methyldopa (3-methoxy-dl-tyrosine)
l-3-methoxy tyrosine
(2rs)-2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoic acid (3-methoxy-dl-tyrosine; (dl)-3-o-methyldopa)
DTXSID50864098
1-boc-3-([2-(2-bromo-phenyl)-ethylamino]-methyl)-pyrrolidine
AS-41988
Q23570653
2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoic acid hcl
A865493
l-3-(4-hydroxy-3-methoxy-d3-phenyl)alanine
rac 3-o-methyl dopa
EN300-305030
PD043826
CS-0062297
3-o-methyl-dl-dopa
HY-113468
300-48-1
3-methoxy-l-tyrosine
3-methoxy-l-tyrosine monohydrate, powder
NCGC00163350-01
3-o-methyldopa
(2s)-2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoic acid ,
3ym ,
AKOS012010388
CHEMBL1314652
chebi:82913 ,
v3o7j20dwn ,
unii-v3o7j20dwn
l-tyrosine, 3-methoxy-
3-o-methyldopa, l-
AM20041134
SCHEMBL180104
l-3-mto
om-dopa
3-(4-hydroxy-3-methoxyphenyl)-l-alanine
3-o-methyldopa [mi]
(-)-3-o-methyldopa
l-3-(4-hydroxy-3-methoxyphenyl)-alanine
PFDUUKDQEHURQC-ZETCQYMHSA-N
3-o-methyl-l-dopa
(2s)-2-amino-3-(4-hydroxy-3-methoxy-phenyl)propionic acid
AS-57781
HY-113468A
CS-0131977
3-o-methyl-a-methyldopa
3-o-methyl dopa
Q15410220
D95468
(s)-2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoic acid
DTXSID401315157
EN300-321078
PD053041

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" High concentrations of levodopa are toxic in vitro."( Catechol-O-methyltransferase decreases levodopa toxicity in vitro.
Galili-Mosberg, R; Melamed, E; Offen, D; Panet, H,
)
0.13
"Long-term treatment of L-dopa for Parkinson's disease (PD) patients induces adverse effects, including dyskinesia, on-off and wearing-off symptoms."( The role of 3-O-methyldopa in the side effects of L-dopa.
Charlton, C; Chen, H; King, J; Lee, ES, 2008
)
0.35

Pharmacokinetics

ExcerptReferenceRelevance
" administration of L-dopa, but had no effect on the half-life (t1/2) for its distribution or elimination."( Peripheral pharmacokinetic handling and metabolism of L-dopa in the rat: the effect of route of administration and carbidopa pretreatment.
Jenner, P; Marsden, CD; Rose, S, 1991
)
0.28
" For comparison, the pharmacokinetic parameters of both compounds were simultaneously determined in plasma using blood collection."( In vivo pharmacokinetics of levodopa and 3-O-methyldopa in muscle. A microdialysis study.
Deleu, D; Ebinger, G; Michotte, Y; Sarre, S, 1991
)
0.28
"Seventeen patients with advanced Parkinson's disease who had fluctuations in motor performance while taking standard Sinemet (STD) 25/100 underwent daylong pharmacokinetic and clinical observation studies while taking both STD and Sinemet CR, a new controlled-release formulation containing 50 mg carbidopa and 200 mg levodopa."( A pharmacokinetic and pharmacodynamic comparison of Sinemet CR (50/200) and standard Sinemet (25/100).
Cedarbaum, JM; Kutt, H; McDowell, FH, 1989
)
0.28
" These observations were consistent with the pharmacokinetic characteristics of the formulation."( Pharmacokinetics and bioavailability of Sinemet CR: a summary of human studies.
August, TF; Bush, DF; Lasseter, KC; Musson, DG; Schwartz, S; Smith, ME; Titus, DC; Yeh, KC, 1989
)
0.28
" With pharmacokinetic studies correlated to clinical ratings, plasma levodopa was less variable during Sinemet CR treatment, and clinical responses showed greater uniformity."( Controlled-release carbidopa/levodopa (Sinemet 50/200 CR4): clinical and pharmacokinetic studies.
Berchou, RC; Galloway, MP; Kareti, D; Kesaree, N; LeWitt, PA; Nelson, MV; Schlick, P, 1989
)
0.28
" The pharmacokinetic variables were then compared in both tissues with noncompartmental modeling."( Simultaneous in vivo microdialysis in plasma and skeletal muscle: a study of the pharmacokinetic properties of levodopa by noncompartmental analysis.
Deleu, D; Ebinger, G; Michotte, Y; Sarre, S, 1994
)
0.29
" Plasma concentrations of levodopa; its metabolites 3-O-methyldopa (3-OMD), 3,4-dihydroxyphenylacetic acid (DOPAC), and homovanillic acid (HVA); as well as carbidopa and entacapone were determined for pharmacokinetic calculations."( The effect of catechol-O-methyl transferase inhibition by entacapone on the pharmacokinetics and metabolism of levodopa in healthy volunteers.
Gordin, A; Harjola, VP; Karlsson, M; Keränen, T; Korpela, K; Pentikäinen, PJ; Rita, H; Seppälä, L; Wikberg, T, 1993
)
0.29
" Entacapone increased statistically significantly the mean area under the plasma concentration-time curve (AUC) of levodopa by 29% after a single dose and by 21% after 4 weeks' administration, without affecting other pharmacokinetic parameters of levodopa."( Effect of one month's treatment with peripherally acting catechol-O-methyltransferase inhibitor, entacapone, on pharmacokinetics and motor response to levodopa in advanced parkinsonian patients.
Rinne, UK; Ruottinen, HM, 1996
)
0.29
"A multiple-dose study was performed to assess the pharmacokinetic profile of a new levodopa/benserazide dual-release formulation (DRF) in comparison with a conventional slow-release formulation (SRF)."( Comparative single- and multiple-dose pharmacokinetics of levodopa and 3-O-methyldopa following a new dual-release and a conventional slow-release formulation of levodopa and benserazide in healthy subjects.
Crevoisier, C; Dingemanse, J; Gasser, UE; Lankhaar, G; Ouwerkerk, M, 1998
)
0.3
" This clinical and pharmacokinetic study was repeated after 6 weeks of tolcapone therapy (200 mg three times daily)."( Pharmacokinetics and pharmacodynamics of L-Dopa after acute and 6-week tolcapone administration in patients with Parkinson's disease.
Bellini, G; Bonuccelli, U; Del Dotto, P; Dell'Agnello, G; Gambaccini, G; Napolitano, A; Petrozzi, L,
)
0.13
" The advantage of the Dixon equation over the sigmoid equation is that the Dixon equation can take 3OMD into consideration for pharmacodynamic modelling."( Pharmacodynamic modelling of levodopa, 3-O-methyldopa and their effects: an application of the Dixon equation.
Furlanut, M; Wu, G, 1999
)
0.3
" Plasma concentrations of levodopa and 3-O-methyldopa were determined by high-performance liquid chromatography for pharmacokinetic evaluation."( Effects of food on the pharmacokinetics of levodopa in a dual-release formulation.
Calvi-Gries, F; Crevoisier, C; Nilsen, T; Zerr, P, 2003
)
0.32
"0] kg/m2) completed the 4 treatment periods and had data available for pharmacokinetic and pharmacodynamic analyses."( Pharmacokinetic-pharmacodynamic interaction between nebicapone and controlled-release levodopa/benserazide: a single-center, Phase I, double-blind, randomized, placebo-controlled, four-way crossover study in healthy subjects.
Almeida, L; Costa, R; Falcão, A; Fernandes-Lopes, C; Loureiro, AI; Machado, R; Nunes, T; Rocha, JF; Soares-da-Silva, P; Torrão, L; Vaz-da-Silva, M; Wright, L, 2009
)
0.35
"The aims of the present study were to investigate the pharmacokinetic and pharmacodynamic (pk/pd) relationship of levodopa (l-dopa) in patients with advanced Parkinson disease (PD) and also to evaluate the effect of tolcapone on the pk/pd analysis of l-dopa in 1 patient with severe dyskinesias and fluctuations."( Pharmacokinetic-pharmacodynamic modeling of levodopa in patients with advanced Parkinson disease.
Adamiak, U; Bialecka, M; Gawronska-Szklarz, B; Kaldonska, M; Klodowska-Duda, G; Safranow, K; Wyska, E, 2010
)
0.36
" This was the first study designed to characterize the full pharmacokinetic profiles of levodopa, carbidopa, and levodopa metabolite, 3-O-methyldopa (3-OMD) with 16-h LCIG infusion."( Pharmacokinetics of levodopa, carbidopa, and 3-O-methyldopa following 16-hour jejunal infusion of levodopa-carbidopa intestinal gel in advanced Parkinson's disease patients.
Chatamra, K; Dutta, S; Johansson, A; Locke, C; Nyholm, D; Odin, P; Othman, AA, 2013
)
0.39
" Changes of small magnitude but with possible clinical impact were found according to tmax and Cmax that tended to be lower in HP- patients and AUC0-t that was larger in the HP+ group."( Pharmacokinetics of levodopa in patients with Parkinson disease and motor fluctuations depending on the presence of Helicobacter pylori infection.
Adamiak-Giera, U; Białecka, M; Gawrońska-Szklarz, B; Madaliński, MH; Narożańska, E; Robowski, P; Schinwelski, M; Sołtan, W; Sławek, J,
)
0.13

Compound-Compound Interactions

ExcerptReferenceRelevance
"A short-term, randomized, partly blinded, crossover, investigator-initiated clinical trial was performed, with levodopa/carbidopa intestinal gel combined with oral entacapone and tolcapone on two different days in 10 patients."( Levodopa infusion combined with entacapone or tolcapone in Parkinson disease: a pilot trial.
Askmark, H; Johansson, A; Lennernäs, H; Nyholm, D, 2012
)
0.38

Bioavailability

ExcerptReferenceRelevance
" enhanced bioavailability and prolonged plasma half-life of L-DOPA, pronounced DOPA sparing effect and blockade of 3-OMD formation."( Ro 40-7592: inhibition of COMT in rat brain and extracerebral tissues.
Colzi, A; Da Prada, M; Zürcher, G, 1990
)
0.28
" The methods have been utilized to evaluate the pharmacokinetics and bioavailability of oral dosage forms containing levodopa and carbidopa."( Simultaneous high-performance liquid chromatographic analysis of carbidopa, levodopa and 3-O-methyldopa in plasma and carbidopa, levodopa and dopamine in urine using electrochemical detection.
August, TF; Bayne, WF; Eisenhandler, R; Musson, DG; Titus, DC; Yeh, KC, 1990
)
0.28
" Total daily levodopa intake was greater with Sinemet CR, although the bioavailability of levodopa and carbidopa from the two preparations was equivalent."( A pharmacokinetic and pharmacodynamic comparison of Sinemet CR (50/200) and standard Sinemet (25/100).
Cedarbaum, JM; Kutt, H; McDowell, FH, 1989
)
0.28
" Results indicate a levodopa bioavailability of 71% for Sinemet CR, in contrast to a bioavailability of 99% for Sinemet for these subjects."( Pharmacokinetics and bioavailability of Sinemet CR: a summary of human studies.
August, TF; Bush, DF; Lasseter, KC; Musson, DG; Schwartz, S; Smith, ME; Titus, DC; Yeh, KC, 1989
)
0.28
" Levodopa bioavailability and clearance were similar between formulations."( Controlled-release carbidopa/levodopa (Sinemet 50/200 CR4): clinical and pharmacokinetic studies.
Berchou, RC; Galloway, MP; Kareti, D; Kesaree, N; LeWitt, PA; Nelson, MV; Schlick, P, 1989
)
0.28
"5-fold increase in daily carbidopa intake on the bioavailability of levodopa was studied in six patients with Parkinson's disease on a low chronic regimen of carbidopa-levodopa (Sinemet) at the fixed ratio of 1:10."( Increased dosage of carbidopa in parkinsonian patients on low carbidopa-levodopa regimen. Effect on levodopa bioavailability.
Baruzzi, A; Contin, M; Martinelli, P; Procaccianti, G; Riva, R, 1989
)
0.28
"4 times larger bioavailability (AUC) on plasma L-dopa concentrations than those of L-dopa itself."( A new potential prodrug to improve the duration of L-dopa: L-3-(3-hydroxy-4-pivaloyloxyphenyl)alanine.
Hisaka, A; Ihara, M; Sawasaki, Y; Takehana, H; Tomimoto, K; Tsuchiya, Y; Yano, M, 1989
)
0.28
" In comparison with standard Madopar the rate of absorption is reduced, providing lower peak concentrations of L-dopa."( Single-dose pharmacokinetics of Madopar HBS in patients and effect of food and antacid on the absorption of Madopar HBS in volunteers.
Allen, JG; Bird, H; Malcolm, SL; Marion, MH; Marsden, CD; O'Leary, CG; Quinn, NP, 1987
)
0.27
" There was a significantly higher extent and slower rate of absorption when levodopa was administered ip in a large volume of vehicle."( Pharmacokinetics of levodopa and carbidopa in rats following different routes of administration.
Bredberg, E; Lennernäs, H; Paalzow, L, 1994
)
0.29
" Peripheral COMT inhibition with entacapone increased significantly the bioavailability of levodopa and prolonged its antiparkinsonian effect after a single dose and after repeated dosing for 4 weeks."( Effect of one month's treatment with peripherally acting catechol-O-methyltransferase inhibitor, entacapone, on pharmacokinetics and motor response to levodopa in advanced parkinsonian patients.
Rinne, UK; Ruottinen, HM, 1996
)
0.29
"The effects of tolcapone, a catechol-O-methyltransferase inhibitor, on the bioavailability and efficacy of levodopa were evaluated in 12 patients with Parkinson's disease (PD), 8 of whom showed signs of daily motor fluctuations (wearing-off phenomenon)."( Effects of tolcapone, a catechol-O-methyltransferase inhibitor, on motor symptoms and pharmacokinetics of levodopa in patients with Parkinson's disease.
Hattori, Y; Kanazawa, I; Kowa, H; Kuno, S; Mizuno, Y; Narabayashi, H; Tohgi, H; Tsukamoto, Y; Yamamoto, M; Yanagisawa, N; Yokochi, M, 1997
)
0.3
" The bioavailability was significantly increased by 40% (AUC0-infinity=6."( Comparative single- and multiple-dose pharmacokinetics of levodopa and 3-O-methyldopa following a new dual-release and a conventional slow-release formulation of levodopa and benserazide in healthy subjects.
Crevoisier, C; Dingemanse, J; Gasser, UE; Lankhaar, G; Ouwerkerk, M, 1998
)
0.3
" In conclusion, the novel COMT inhibitor BIA 3-202 was well tolerated and significantly increased the bioavailability of levodopa and reduced the formation of 3-OMD when administered with standard release levodopa/benserazide."( Pharmacokinetic-pharmacodynamic interaction between BIA 3-202, a novel COMT inhibitor, and levodopa/benserazide.
Almeida, L; Falcão, A; Loureiro, A; Machado, R; Maia, J; Silveira, P; Soares-da-Silva, P; Torrão, L; Vaz-da-Silva, M; Wright, L, 2003
)
0.32
" Long-term levodopa administration results in an increased levodopa plasma bioavailability in PD patients."( Chronic levodopa intake increases levodopa plasma bioavailability in patients with Parkinson's disease.
Muhlack, S; Müller, T; Przuntek, H; Twiehaus, S; Welnic, J; Woitalla, D, 2004
)
0.32
" Levodopa bioavailability was higher on day 2 due to the COMT inhibition."( Inhibition of catechol-O-methyltransferase modifies acute homocysteine rise during repeated levodopa application in patients with Parkinson's disease.
Muhlack, S; Müller, T; Woitalla, D, 2011
)
0.37
" The stronger in vivo effect of (+)-catechin on L-DOPA methylation compared to the other dietary compounds is due to its better bioavailability in vivo."( Beneficial effects of natural phenolics on levodopa methylation and oxidative neurodegeneration.
Fukui, M; Kang, KS; Wen, Y; Yamabe, N; Zhu, BT, 2013
)
0.39
"Orally LD-treated patients with Parkinson disease had a lower LD dose compared with the ones on an LD infusion, but LD, 3-OMD, and homocysteine bioavailability was not different."( Methyl group-donating vitamins elevate 3-O-methyldopa in patients with Parkinson disease.
Jugel, C; Klostermann, F; Muhlack, S; Müller, T,
)
0.13

Dosage Studied

ExcerptRelevanceReference
" The methods have been utilized to evaluate the pharmacokinetics and bioavailability of oral dosage forms containing levodopa and carbidopa."( Simultaneous high-performance liquid chromatographic analysis of carbidopa, levodopa and 3-O-methyldopa in plasma and carbidopa, levodopa and dopamine in urine using electrochemical detection.
August, TF; Bayne, WF; Eisenhandler, R; Musson, DG; Titus, DC; Yeh, KC, 1990
)
0.28
" These patients required a higher total daily dosage of Sinemet CR than of Sinemet for control of parkinsonian symptoms, but less frequent dosing was required during chronic therapy."( Pharmacokinetics and bioavailability of Sinemet CR: a summary of human studies.
August, TF; Bush, DF; Lasseter, KC; Musson, DG; Schwartz, S; Smith, ME; Titus, DC; Yeh, KC, 1989
)
0.28
" In 19 parkinsonians with prominent dose-by-dose fluctuations, double-blind crossover trials comparing 8-week regimens of standard carbidopa/levodopa (25/100) to Sinemet CR (50/200) showed comparable clinical outcomes, with mean daily dosing for optimal control reduced from 10."( Controlled-release carbidopa/levodopa (Sinemet 50/200 CR4): clinical and pharmacokinetic studies.
Berchou, RC; Galloway, MP; Kareti, D; Kesaree, N; LeWitt, PA; Nelson, MV; Schlick, P, 1989
)
0.28
" Although the bioavailability after oral dosing is reduced as compared with standard Madopar (60-70%), this difference seems to be due to incomplete absorption rather than altered disposition of the drug."( Single-dose pharmacokinetics of Madopar HBS in patients and effect of food and antacid on the absorption of Madopar HBS in volunteers.
Allen, JG; Bird, H; Malcolm, SL; Marion, MH; Marsden, CD; O'Leary, CG; Quinn, NP, 1987
)
0.27
"Plasma 3-O-methyldopa (3OMD) concentrations in parkinsonian patients treated with levodopa on a long-term basis reflect daily levodopa dosage and do not vary markedly during the day."( 3-O-methyldopa and the response to levodopa in Parkinson's disease.
Gancher, ST; Merrick, D; Nutt, JG; Woodward, WR, 1987
)
0.27
"We characterized the clinical dose-response curves for relief of parkinsonism and production of dyskinesias as a function of plasma levodopa and 3-O-methyldopa levels in six patients with advanced Parkinson's disease (PD) and fluctuating responses to oral levodopa/carbidopa."( Suppression of dyskinesias in advanced Parkinson's disease. I. Continuous intravenous levodopa shifts dose response for production of dyskinesias but not for relief of parkinsonism in patients with advanced Parkinson's disease.
Bennett, JP; Schuh, LA, 1993
)
0.29
" The AUC of 3-O-methyldopa decreased by 45% and AUC of homovanillic acid by 21% after 4 weeks' dosing with entacapone."( Effect of one month's treatment with peripherally acting catechol-O-methyltransferase inhibitor, entacapone, on pharmacokinetics and motor response to levodopa in advanced parkinsonian patients.
Rinne, UK; Ruottinen, HM, 1996
)
0.29
" Plasma levels of levodopa, 3-O-methyldopa (3-OMD) and 3,4-dihydroxyphenylacetic acid (DOPAC) were determined before benserazide treatment and during all benserazide dosing regimens, as existing endogenously and after administration of 250 mg levodopa."( Pharmacodynamics of benserazide assessed by its effects on endogenous and exogenous levodopa pharmacokinetics.
Crevoisier, C; Dingemanse, J; Kleinbloesem, CH; Wood, ND; Zürcher, G, 1997
)
0.3
" Not optimum treated hospitalised patients with Parkinson's disease received the same LD dosage on the first day only with carbidopa (CD) and on the second day with CD and EN (t."( Pharmacokinetic behaviour of levodopa and 3-O-methyldopa after repeat administration of levodopa/carbidopa with and without entacapone in patients with Parkinson's disease.
Bremen, D; Erdmann, C; Goetze, O; Muhlack, S; Müller, T; Przuntek, H; Woitalla, D, 2006
)
0.33
" We compared the motor response after once dosing of 200 mg retarded release LD (levodopa)/CD (carbidopa) and of 150 mg LD/CD/EN (entacapone) by rating of motor symptoms, by measurement of LD- and 3-O-methyldopa (3-OMD) plasma concentrations and by the outcomes of a line tracing task."( Comparison of 200 mg retarded release levodopa/carbidopa - with 150 mg levodopa/carbidopa/entacapone application: pharmacokinetics and efficacy in patients with Parkinson's disease.
Ander, L; Kolf, K; Muhlack, S; Müller, T; Woitalla, D, 2007
)
0.34
"We determined LD, 3-OMD, and homocysteine plasma concentrations in relation to daily LD dosage administered orally or as duodenal infusion with and without vitamins."( Methyl group-donating vitamins elevate 3-O-methyldopa in patients with Parkinson disease.
Jugel, C; Klostermann, F; Muhlack, S; Müller, T,
)
0.13
" The same 3-OMD and homocysteine accumulation despite the applied higher LD dosage during the infusion indicates a limited methylation capacity."( Methyl group-donating vitamins elevate 3-O-methyldopa in patients with Parkinson disease.
Jugel, C; Klostermann, F; Muhlack, S; Müller, T,
)
0.13
" Low levodopa dosing and antioxidants in the rotigotine patch matrix prevented cysteinyl-glycine fall."( Levodopa, placebo and rotigotine change biomarker levels for oxidative stress.
Herrman, L; Kinkel, M; Muhlack, S; Müller, T, 2017
)
0.46
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
[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 (5)

ClassDescription
tyrosine derivativeAn amino acid derivative resulting from reaction of tyrosine at the amino group or the carboxy group, any substitution of phenyl hydrogens, or from the replacement of any hydrogen of tyrosine by a heteroatom. The definition normally excludes peptides containing tyrosine residues.
L-tyrosine derivativeA proteinogenic amino acid derivative resulting from reaction of L-tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of L-tyrosine by a heteroatom.
monomethoxybenzeneCompounds containing a benzene skeleton substituted with one methoxy group.
non-proteinogenic L-alpha-amino acidAny L-alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids.
aromatic L-alpha-amino acid zwitterionAn L-alpha-amino acid zwitterion resulting from a transfer of a proton from the carboxy to the amino group of any aromatic L-alpha-amino acid; major species at pH 7.3.
[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 (2)

PathwayProteinsCompounds
Biosynthesis and regeneration of tetrahydrobiopterin and catabolism of phenylalanine1519
Neurotransmitter disorders819

Protein Targets (5)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
phosphopantetheinyl transferaseBacillus subtilisPotency63.09570.141337.9142100.0000AID1490
Microtubule-associated protein tauHomo sapiens (human)Potency22.38720.180013.557439.8107AID1460; AID1468
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency19.95260.011212.4002100.0000AID1030
euchromatic histone-lysine N-methyltransferase 2Homo sapiens (human)Potency6.30960.035520.977089.1251AID504332
vitamin D3 receptor isoform VDRAHomo sapiens (human)Potency56.23410.354828.065989.1251AID504847
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (10)

Assay IDTitleYearJournalArticle
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1751483Antibiofilm activity against Staphylococcus aureus assessed as biofilm formation at 100 uM measured by crystal violet staining based microplate reader assay2021Bioorganic & medicinal chemistry letters, 09-15, Volume: 48Discovery of non-proteinogenic amino acids inhibiting biofilm formation by S. aureus and methicillin-resistant S. aureus.
AID1751482Antibacterial activity in Staphylococcus aureus assessed as bacterial growth rate at 100 uM measured by UV absorbance based analysis2021Bioorganic & medicinal chemistry letters, 09-15, Volume: 48Discovery of non-proteinogenic amino acids inhibiting biofilm formation by S. aureus and methicillin-resistant S. aureus.
AID681113TP_TRANSPORTER: inhibition of L-tryptophan uptake in Xenopus laevis oocytes2001The Journal of biological chemistry, May-18, Volume: 276, Issue:20
Expression cloning of a Na+-independent aromatic amino acid transporter with structural similarity to H+/monocarboxylate transporters.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (177)

TimeframeStudies, This Drug (%)All Drugs %
pre-199032 (18.08)18.7374
1990's74 (41.81)18.2507
2000's35 (19.77)29.6817
2010's22 (12.43)24.3611
2020's14 (7.91)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 29.51

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index29.51 (24.57)
Research Supply Index5.40 (2.92)
Research Growth Index4.64 (4.65)
Search Engine Demand Index25.55 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (29.51)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials34 (18.28%)5.53%
Trials0 (0.00%)5.53%
Reviews2 (1.08%)6.00%
Reviews0 (0.00%)6.00%
Case Studies7 (3.76%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other143 (76.88%)84.16%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]