TYR

TYROSINE

Created: 1999-07-08
Last modified:  2024-09-27

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Chemical Details

Formal Charge0
Atom Count24
Chiral Atom Count1
Bond Count24
Aromatic Bond Count6
2D diagram of TYR

Chemical Component Summary

NameTYROSINE
Systematic Name (OpenEye OEToolkits)(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid
FormulaC9 H11 N O3
Molecular Weight181.189
TypeL-PEPTIDE LINKING

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C(O)C(N)Cc1ccc(O)cc1
SMILESCACTVS3.341N[CH](Cc1ccc(O)cc1)C(O)=O
SMILESOpenEye OEToolkits1.5.0c1cc(ccc1CC(C(=O)O)N)O
Canonical SMILESCACTVS3.341 N[C@@H](Cc1ccc(O)cc1)C(O)=O
Canonical SMILESOpenEye OEToolkits1.5.0 c1cc(ccc1C[C@@H](C(=O)O)N)O
InChIInChI1.03 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
InChIKeyInChI1.03 OUYCCCASQSFEME-QMMMGPOBSA-N

Drug Info: DrugBank

DrugBank IDDB00135 
NameTyrosine
Groups
  • approved
  • investigational
  • nutraceutical
DescriptionTyrosine is a non-essential amino acid. In animals it is synthesized from [phenylalanine]. It is also the precursor of [epinephrine], thyroid hormones, and melanin.
Synonyms
  • 4-hydroxy-L-phenylalanine
  • (S)-Tyrosine
  • (2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid
  • (S)-3-(p-Hydroxyphenyl)alanine
  • (S)-α-amino-4-hydroxybenzenepropanoic acid
Brand Names
  • 2.75% Travas. Amino Acid InJ.W.elecw.25%dex
  • 4.25% Travasol Amino Acid Injection Without Electrolytes In 25% Dextrose
  • Olimel 3.3% E
  • Vamin N
  • Aminosyn 8.5% Injection With Electrolytes
IndicationTyrosine is claimed to act as an effective antidepressant, however results are mixed. Tyrosine has also been claimed to reduce stress and combat narcolepsy and chronic fatigue, however these claims have been refuted by some studies.
Categories
  • Amino Acids
  • Amino Acids, Aromatic
  • Amino Acids, Cyclic
  • Amino Acids, Peptides, and Proteins
  • Dietary Supplements
CAS number60-18-4

Drug Targets

NameTarget SequencePharmacological ActionActions
Tyrosine 3-monooxygenaseMPTPDATTPQAKGFRRAVSELDAKQAEAIMVRGQGAPGPSLTGSPWPGTA...unknownbinder
Tyrosine--tRNA ligase, mitochondrialMAAPILRSFSWGRWSGTLNLSVLLPLGLRKAHSGAQGLLAAQKARGLFKD...unknown
Tyrosine--tRNA ligase, cytoplasmicMGDAPSPEEKLHLITRNLQEVLGEEKLKEILKERELKIYWGTATTGKPHV...unknown
Tyrosine aminotransferaseMDPYMIQMSSKGNLPSILDVHVNVGGRSSVPGKMKGRKARWSVRPSDMAK...unknown
Monocarboxylate transporter 8MALQSQASEEAKGPWQEADQEQQEPVGSPEPESEPEPEPEPEPVPVPPPE...unknowninhibitor
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 6942100, 6057
ChEMBL CHEMBL925
ChEBI CHEBI:58315, CHEBI:17895
CCDC/CSD FAZHET01, SEDDEM, DLTYRS, GUQCEC, RODSUA, LTYRHC10, ILUSUF, FAPLIS