Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2207)
Drug Name
L-tyrosine
Synonyms
Beta-(p-Hydroxyphenyl)alanine; Free-Form L-Tyrosine; L-(-)-Tyrosine; L-Tyrosin; L-Tyrosine (9CI); L-Tyrosine (JAN); L-Tyrosine hydrochloride; L-Tyrosine, homopolymer; L-Tyrosine, monomer; L-p-Tyrosine; P-Tyrosine; Rxosine; TYR NH3+ COOH; Tirosina; Tirosina [Spanish]; Tyrosine; Tyrosine (USP/INN); Tyrosine (VAN); Tyrosine Power; Tyrosine [USAN:INN]; Tyrosine, L-(8CI); Tyrosinum; Tyrosinum [Latin]; (-)-alpha-Amino-p-hydroxyhydrocinnamic acid; (S)-2-Amino-3-(4-hydroxyphenyl)propionic acid; (S)-2-Amino-3-(p-hydroxyphenyl)propionic acid; (S)-3-(p-Hydroxyphenyl)alanine; (S)-Tyrosine; (S)-alpha-Amino-4-hydroxybenzenepropanoic acid; 2-Amino-3-(p-hydroxyphenyl)propionic acid; 3-(4-Hydroxyphenyl)-L-alanine; 3-(p-Hydroxyphenyl)alanine; 4-Hydroxy-L-phenylalanine; 4ts1; Alpha-Amino-beta-(4-hydroxyphenyl)propionic acid; DD69927C-C6A8-4BC6-8E9A-0AB423B176E7; DTY; H-Tyr-OH; L-2-Amino-3-p-hydroxyphenylpropanoic acid; Melanin synthesized from Tyr substrate catalyzed by tyrosinase for 6 hrs; Melanin synthesized from Tyr substrate catalyzed by tyrosinase for 6 hrs, oxidized with hydrogen peroxide; Melanin synthesized from Tyr substrate catalyzed by tyrosinase for 6 hrs, oxidized with hydrogen peroxide, <3 kd fraction; Melanin synthesized from Tyr substrate catalyzed by tyrosinase, brominated with N-bromosuccinimide; Melanin synthesized from Tyr substrate catalyzed by tyrosinase, sulfonated using sulfur trioxide/DMF complex for 1.5-7 hours; Tyr
Indication Phenylketonuria [ICD11: 5C50] Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 181.19 Topological Polar Surface Area 83.6
Heavy Atom Count 13 Rotatable Bond Count 3
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
6057
PubChem SID
3382 ; 585619 ; 585656 ; 608132 ; 817482 ; 817486 ; 817487 ; 817488 ; 817489 ; 823160 ; 828554 ; 832231 ; 841729 ; 854649 ; 3134840 ; 7847090 ; 7887220 ; 7890924 ; 8026808 ; 8028352 ; 8028353 ; 8144790 ; 8153780 ; 10529154 ; 11528398 ; 14710671 ; 15147336 ; 15195185 ; 24697644 ; 24697646 ; 24889931 ; 24900164 ; 24900206 ; 24900543 ; 24901863 ; 25622129 ; 26702499 ; 26711663 ; 26711664 ; 26711665 ; 26718889 ; 26719042 ; 29215265 ; 29215266 ; 29225067 ; 46394031 ; 46394400 ; 46504669 ; 46507885 ; 48416689
ChEBI ID
ChEBI:17895
CAS Number
60-18-4
TTD Drug ID
D01CRB
Formula
C9H11NO3
Canonical SMILES
C1=CC(=CC=C1CC(C(=O)O)N)O
InChI
1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1
InChIKey
OUYCCCASQSFEME-QMMMGPOBSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
(4-Hydroxyphenyl) acetic acid DM001229
127
Unclear 1 [4]
CO2 DM000908
280
Unclear 1 [4]
Levodopa DM002603
6047
Oxidation - Hydrolyzationn 1 [4]
p-hydroxyphenylpyruvate DM005497
979
Unclear 1 [4]
Tyramine DM005495
5160
Unclear 1 [2] , [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005860 L-tyrosine Tyramine Unclear tdc [2], [4]
MR005861 L-tyrosine Carbon dioxide Unclear tdc [4]
MR005862 L-tyrosine DOPA Oxidation - Hydrolyzationn Unclear [4]
MR005863 L-tyrosine p-hydroxyphenylpyruvate Unclear Unclear [4]
MR005864 L-tyrosine p-hydroxyphenylacetate Unclear Unclear [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Tyrosine decarboxylase (tdc) DME1553 Lactobacillus brevis
TYRDC_LACBR
4.1.1.25
[2]
Unclear metabolic mechanism (DME-unclear) DME1251 Bacteroides fragilis Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1254 Bacteroides thetaiotaomicron Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1259 Intestinibacter bartlettii Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1267 Anaerobutyricum hallii Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1366 Bacteroides eggerthii Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1376 Bacteroides ovatus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1445 Parabacteroides distasonis Not Available Not Available [3]
⏷ Show the Full List of 8  DME(s)
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Tyrosine decarboxylase (tdc) DME1553 Km = 590 microM
TYRDC_LACBR
[2]
References
1 Pharmacologic inhibition of L-tyrosine degradation ameliorates cerebral dopamine deficiency in murine phenylketonuria (PKU). J Inherit Metab Dis. 2014 Sep;37(5):735-43.
2 Tyrosine decarboxylase from Lactobacillus brevis: soluble expression and characterization. Protein Expr Purif. 2014 Feb;94:33-9.
3 Major phenylpropanoid-derived metabolites in the human gut can arise from microbial fermentation of protein. Mol Nutr Food Res. 2013 Mar;57(3):523-35.
4 Potent inhibitory effects of tyrosine metabolites on dihydropteridine reductase from human and sheep liver

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