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Record Information
Version1.0
Created at2020-04-17 18:39:18 UTC
Updated at2020-12-07 19:11:00 UTC
CannabisDB IDCDB004812
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameL-Tyrosine
Description
Structure
Thumb
Synonyms
Chemical FormulaC9H11NO3
Average Molecular Weight181.19
Monoisotopic Molecular Weight181.0739
IUPAC Name(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid
Traditional NameL-tyrosine
CAS Registry Number140-43-2
SMILES
N[C@@H](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)/t8-/m0/s1
InChI KeyOUYCCCASQSFEME-QMMMGPOBSA-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
  • Alpha-amino acid
  • Amphetamine or derivatives
  • L-alpha-amino acid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Industrial application:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point343 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.48 mg/mLNot Available
logP-2.26HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
logP-2.4ALOGPS
logP-1.5ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)2ChemAxon
pKa (Strongest Basic)9.19ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.1 m³·mol⁻¹ChemAxon
Polarizability18.01 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
MS/MS
NMR
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
TyrosinaseTYR11q14-q21P14679 details
Tyrosine 3-monooxygenaseTH11p15.5P07101 details
Thyroid peroxidaseTPO2p25P07202 details
Tyrosine aminotransferaseTAT16q22.1P17735 details
Aromatic-L-amino-acid decarboxylaseDDC7p12.2P20711 details
Phenylalanine-4-hydroxylasePAH12q22-q24.2P00439 details
Aspartate aminotransferase, cytoplasmicGOT110q24.1-q25.1P17174 details
Aspartate aminotransferase, mitochondrialGOT216q21P00505 details
Tyrosine--tRNA ligase, cytoplasmicYARS1p35.1P54577 details
Tyrosine--tRNA ligase, mitochondrialYARS212p11.21Q9Y2Z4 details
Basic fibroblast growth factor receptor 1FGFR18p12P11362 details
Epidermal growth factor receptorEGFR7p12P00533 details
L-amino-acid oxidaseIL4I119q13.3-q13.4Q96RQ9 details
Iodotyrosine dehalogenase 1IYD6q25.1Q6PHW0 details
Tubulin--tyrosine ligaseTTL2q13Q8NG68 details
Transporters
Protein NameGene NameLocusUniprot IDDetails
Monocarboxylate transporter 8SLC16A2P36021 details
Monocarboxylate transporter 10SLC16A106q21-q22Q8TF71 details
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Tyrosine 3-monooxygenaseTH11p15.5P07101 details
Thyroid peroxidaseTPO2p25P07202 details
Phenylalanine-4-hydroxylasePAH12q22-q24.2P00439 details
Receptors
Protein NameGene NameLocusUniprot IDDetails
Tyrosine 3-monooxygenaseTH11p15.5P07101 details
Tyrosine--tRNA ligase, cytoplasmicYARS1p35.1P54577 details
Basic fibroblast growth factor receptor 1FGFR18p12P11362 details
Epidermal growth factor receptorEGFR7p12P00533 details
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0000158
DrugBank IDDB00135
Phenol Explorer Compound IDNot Available
FoodDB IDFDB000446
KNApSAcK IDC00001397
Chemspider ID5833
KEGG Compound IDC00082
BioCyc IDTYR
BiGG ID33785
Wikipedia LinkTyrosine
METLIN ID34
PubChem Compound6057
PDB IDNot Available
ChEBI ID17895
References
General References
  1. Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
  2. Radhakrishnan DM, Goyal V: Parkinson's disease: A review. Neurol India. 2018 Mar-Apr;66(Supplement):S26-S35. doi: 10.4103/0028-3886.226451. [PubMed:29503325 ]
  3. Kohrle J: Thyroid Hormones and Derivatives: Endogenous Thyroid Hormones and Their Targets. Methods Mol Biol. 2018;1801:85-104. doi: 10.1007/978-1-4939-7902-8_9. [PubMed:29892819 ]
  4. Hubbard SR, Till JH: Protein tyrosine kinase structure and function. Annu Rev Biochem. 2000;69:373-98. doi: 10.1146/annurev.biochem.69.1.373. [PubMed:10966463 ]
  5. Aliu E, Kanungo S, Arnold GL: Amino acid disorders. Ann Transl Med. 2018 Dec;6(24):471. doi: 10.21037/atm.2018.12.12. [PubMed:30740402 ]
  6. Yanaka M, Okumura J: Influence of ascorbic acid on the adverse effect of feeding a diet containing excess tyrosine to chicks. Br Poult Sci. 1982 May;23(3):239-45. doi: 10.1080/00071688208447952. [PubMed:7104784 ]

Only showing the first 10 proteins. There are 24 proteins in total.

Enzymes

General function:
Involved in oxidoreductase activity
Specific function:
This is a copper-containing oxidase that functions in the formation of pigments such as melanins and other polyphenolic compounds. Catalyzes the rate-limiting conversions of tyrosine to DOPA, DOPA to DOPA-quinone and possibly 5,6-dihydroxyindole to indole-5,6 quinone.
Gene Name:
TYR
Uniprot ID:
P14679
Molecular weight:
60392.69
General function:
Involved in monooxygenase activity
Specific function:
Plays an important role in the physiology of adrenergic neurons.
Gene Name:
TH
Uniprot ID:
P07101
Molecular weight:
55611.26
General function:
Involved in calcium ion binding
Specific function:
Iodination and coupling of the hormonogenic tyrosines in thyroglobulin to yield the thyroid hormones T(3) and T(4).
Gene Name:
TPO
Uniprot ID:
P07202
Molecular weight:
102961.63
General function:
Involved in 1-aminocyclopropane-1-carboxylate synthase activity
Specific function:
Transaminase involved in tyrosine breakdown. Converts tyrosine to p-hydroxyphenylpyruvate. Can catalyze the reverse reaction, using glutamic acid, with 2-oxoglutarate as cosubstrate (in vitro). Has much lower affinity and transaminase activity towards phenylalanine.
Gene Name:
TAT
Uniprot ID:
P17735
Molecular weight:
50398.895
General function:
Involved in carboxy-lyase activity
Specific function:
Catalyzes the decarboxylation of L-3,4-dihydroxyphenylalanine (DOPA) to dopamine, L-5-hydroxytryptophan to serotonin and L-tryptophan to tryptamine.
Gene Name:
DDC
Uniprot ID:
P20711
Molecular weight:
53893.755
General function:
Involved in amino acid binding
Specific function:
Not Available
Gene Name:
PAH
Uniprot ID:
P00439
Molecular weight:
51861.565
General function:
Involved in transferase activity, transferring nitrogenous groups
Specific function:
Plays a key role in amino acid metabolism (By similarity).
Gene Name:
GOT1
Uniprot ID:
P17174
Molecular weight:
46247.14
General function:
Involved in transferase activity, transferring nitrogenous groups
Specific function:
Catalyzes the irreversible transamination of the L-tryptophan metabolite L-kynurenine to form kynurenic acid (KA). Plays a key role in amino acid metabolism. Important for metabolite exchange between mitochondria and cytosol. Facilitates cellular uptake of long-chain free fatty acids.
Gene Name:
GOT2
Uniprot ID:
P00505
Molecular weight:
47517.285
General function:
Involved in nucleotide binding
Specific function:
Catalyzes the attachment of tyrosine to tRNA(Tyr) in a two-step reaction: tyrosine is first activated by ATP to form Tyr-AMP and then transferred to the acceptor end of tRNA(Tyr) (By similarity).
Gene Name:
YARS
Uniprot ID:
P54577
Molecular weight:
59143.025
General function:
Involved in nucleotide binding
Specific function:
Catalyzes the attachment of tyrosine to tRNA(Tyr) in a two-step reaction: tyrosine is first activated by ATP to form Tyr-AMP and then transferred to the acceptor end of tRNA(Tyr) (By similarity).
Gene Name:
YARS2
Uniprot ID:
Q9Y2Z4
Molecular weight:
53198.56

Transporters

General function:
Involved in transmembrane transport
Specific function:
Very active and specific thyroid hormone transporter. Stimulates cellular uptake of thyroxine (T4), triiodothyronine (T3), reverse triiodothyronine (rT3) and diidothyronine. Does not transport Leu, Phe, Trp or Tyr
Gene Name:
SLC16A2
Uniprot ID:
P36021
Molecular weight:
59510.9
General function:
Involved in transmembrane transport
Specific function:
Sodium-independent transporter that mediates the update of aromatic acid. Can function as a net efflux pathway for aromatic amino acids in the basosolateral epithelial cells
Gene Name:
SLC16A10
Uniprot ID:
Q8TF71
Molecular weight:
55492.1

Only showing the first 10 proteins. There are 24 proteins in total.