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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2021-09-11 07:54:43 UTC
Update Date2022-07-19 01:40:49 UTC
HMDB IDHMDB0250803
Secondary Accession NumbersNone
Metabolite Identification
Common NameD-Tyrosine
DescriptionL-Tyrosine, also known as Tyr or tirosina, belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. In humans, L-tyrosine is involved in the thyroid hormone synthesis pathway. L-Tyrosine is an odorless tasting compound. L-Tyrosine is found, on average, in the highest concentration within a few different foods, such as casein, milk (cow), and other soy product and in a lower concentration in winter squashes (Cucurbita maxima), nachos, and icing. L-Tyrosine has also been detected, but not quantified in, several different foods, such as sesbania flowers (Sesbania bispinosa), rabbiteye blueberries (Vaccinium virgatum), annual wild rice (Zizania aquatica), plantains (Musa × paradisiaca), and juniperus communis (Juniperus communis). This could make L-tyrosine a potential biomarker for the consumption of these foods. L-Tyrosine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on L-Tyrosine. This compound has been identified in human blood as reported by (PMID: 31557052 ). D-tyrosine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically D-Tyrosine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
2-Amino-3-(4-hydroxyphenyl)propanoic acidChEBI
2-Amino-3-(p-hydroxyphenyl)propionic acidChEBI
3-(p-Hydroxyphenyl)alanineChEBI
TirosinaChEBI
TyrChEBI
TyrosinChEBI
YChEBI
2-Amino-3-(4-hydroxyphenyl)propanoateGenerator
2-Amino-3-(p-hydroxyphenyl)propionateGenerator
Chemical FormulaC9H11NO3
Average Molecular Weight181.1885
Monoisotopic Molecular Weight181.073893223
IUPAC Name2-amino-3-(4-hydroxyphenyl)propanoic acid
Traditional Nametyrosin
CAS Registry NumberNot Available
SMILES
NC(CC1=CC=C(O)C=C1)C(O)=O
InChI Identifier
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)
InChI KeyOUYCCCASQSFEME-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentTyrosine and derivatives
Alternative Parents
Substituents
  • Tyrosine or derivatives
  • Phenylalanine or derivatives
  • 3-phenylpropanoic-acid
  • Amphetamine or derivatives
  • Alpha-amino acid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified108(80-350) uMAdult (>18 years old)BothSepsis details
Associated Disorders and Diseases
Disease References
Sepsis
  1. Ferrario M, Cambiaghi A, Brunelli L, Giordano S, Caironi P, Guatteri L, Raimondi F, Gattinoni L, Latini R, Masson S, Ristagno G, Pastorelli R: Mortality prediction in patients with severe septic shock: a pilot study using a target metabolomics approach. Sci Rep. 2016 Feb 5;6:20391. doi: 10.1038/srep20391. [PubMed:26847922 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000446
KNApSAcK IDC00001397
Chemspider ID1121
KEGG Compound IDC01536
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTyrosine
METLIN IDNot Available
PubChem Compound1153
PDB IDNot Available
ChEBI ID18186
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1242071
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]