Record Information
Version1.0
Creation date2010-04-08 22:04:34 UTC
Update date2018-01-23 18:44:19 UTC
Primary IDFDB000446
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameL-Tyrosine
DescriptionDietary supplement, nutrient. Flavouring ingredient. L-Tyrosine is found in many foods, some of which are blue crab, sweet rowanberry, lemon sole, and alpine sweetvetch.
CAS Number60-18-4
Structure
Thumb
Synonyms
SynonymSource
(-)-alpha-Amino-p-hydroxyhydrocinnamic acidChEBI
(2S)-2-Amino-3-(4-hydroxyphenyl)propanoic acidChEBI
(S)-(-)-TyrosineChEBI
(S)-2-Amino-3-(p-hydroxyphenyl)propionic acidChEBI
(S)-3-(p-Hydroxyphenyl)alanineChEBI
(S)-alpha-Amino-4-hydroxybenzenepropanoic acidChEBI
(S)-TyrosineChEBI
4-Hydroxy-L-phenylalanineChEBI
L-TyrosinChEBI
TyrChEBI
TYROSINEChEBI
YChEBI
(-)-a-Amino-p-hydroxyhydrocinnamateGenerator
(-)-a-Amino-p-hydroxyhydrocinnamic acidGenerator
(-)-alpha-Amino-p-hydroxyhydrocinnamateGenerator
(-)-Α-amino-p-hydroxyhydrocinnamateGenerator
(-)-Α-amino-p-hydroxyhydrocinnamic acidGenerator
(2S)-2-Amino-3-(4-hydroxyphenyl)propanoateGenerator
(S)-2-Amino-3-(p-hydroxyphenyl)propionateGenerator
(S)-a-Amino-4-hydroxybenzenepropanoateGenerator
(S)-a-Amino-4-hydroxybenzenepropanoic acidGenerator
(S)-alpha-Amino-4-hydroxybenzenepropanoateGenerator
(S)-Α-amino-4-hydroxybenzenepropanoateGenerator
(S)-Α-amino-4-hydroxybenzenepropanoic acidGenerator
(S)-a-Amino-4-hydroxy-benzenepropanoateHMDB
(S)-a-Amino-4-hydroxy-benzenepropanoic acidHMDB
(S)-alpha-Amino-4-hydroxy-benzenepropanoateHMDB
(S)-alpha-Amino-4-hydroxy-benzenepropanoic acidHMDB
2-Amino-3-(4-hydroxyphen yl)-2-amino-3-(4-hydroxyphenyl)-propanoateHMDB
2-Amino-3-(4-hydroxyphen yl)-2-amino-3-(4-hydroxyphenyl)-propanoic acidHMDB
3-(4-Hydroxyphenyl)-L-alanineHMDB
BenzenepropanoateHMDB
Benzenepropanoic acidHMDB
L-p-TyrosineHMDB
p-TyrosineHMDB
L TyrosineHMDB
Tyrosine, L-isomerHMDB
Tyrosine, L isomerHMDB
Para tyrosineHMDB
Para-tyrosineHMDB
(-)-α-amino-p-hydroxyhydrocinnamic acidbiospider
(-)-a-amino-p-hydroxyhydrocinnamatebiospider
(-)-a-amino-p-hydroxyhydrocinnamic acidbiospider
(-)-alpha-amino-p-hydroxyhydrocinnamatebiospider
(-)-alpha-amino-p-hydroxyhydrocinnamic acidbiospider
(-)-α-amino-P-hydroxyhydrocinnamateGenerator
(-)-α-amino-P-hydroxyhydrocinnamic acidGenerator
(2S)-2-amino-3-(4-Hydroxyphenyl)propanoateGenerator
(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acidbiospider
(s)-(-)-tyrosinebiospider
(S)-2-Amino-3-(4-hydroxyphenyl)propionic acidbiospider
(S)-a-amino-4-hydroxy-Benzenepropanoatebiospider
(S)-a-amino-4-hydroxy-Benzenepropanoic acidbiospider
(S)-alpha-amino-4-hydroxy-Benzenepropanoatebiospider
(S)-alpha-amino-4-hydroxy-Benzenepropanoic acidbiospider
(s)-tyrosinebiospider
(S)-α-amino-4-hydroxybenzenepropanoateGenerator
(S)-α-amino-4-hydroxybenzenepropanoic acidGenerator
α-amino-α-amino-p-hydroxyhydrocinnamic acidbiospider
α-Amino-β-(4-hydroxyphenyl)propionic acidbiospider
2-amino-3-(4-Hydroxyphen yl)-2-amino-3-(4-hydroxyphenyl)-propanoateHMDB
2-amino-3-(4-Hydroxyphen yl)-2-amino-3-(4-hydroxyphenyl)-propanoic acidHMDB
2-Amino-3-(4-hydroxyphenyl)propanoic acid-(S)-biospider
2-Amino-3-(4-hydroxyphenyl)propanoic acid, (S)-biospider
alpha-Amino-4-hydroxybenzenepropanoic acid, (S)-biospider
Alpha-amino-p-hydroxyhydrocinnamic acid, (-)-biospider
Benzenepropanoic acid, α-amino-4-hydroxy-, (S)-biospider
Benzenepropanoic acid, alpha-amino-4-hydroxy-, (S)-biospider
FEMA 3736db_source
L-2-Amino-3-p-hydroxyphenylpropanoic acidbiospider
L-p-tyrosinebiospider
L-Phenylalanine-4-hydroxy-biospider
L-Phenylalanine, 4-hydroxy-biospider
L-Tyrosinemanual
L-Tyrosine (9CI)biospider
P-TyrosineHMDB
Propanoic acid, 2-amino-3-(4-hydroxyphenyl)-, (S)-biospider
TYRbiospider
Tyrosine, 9CI, 8CI; L-formdb_source
Tyrosine, L- (8CI)biospider
Predicted Properties
PropertyValueSource
Water Solubility7.67 g/LALOGPS
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H11NO3
IUPAC name(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid
InChI IdentifierInChI=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
Isomeric SMILESNC(CC1=CC=C(O)C=C1)C(O)=O
Average Molecular Weight181.1885
Monoisotopic Molecular Weight181.073893223
Classification
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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 59.66%; H 6.12%; N 7.73%; O 26.49%DFC
Melting PointMp 314-318 dec. approx. (rapid heat)DFC
Boiling PointNot Available
Experimental Water Solubility0.479 mg/mL at 25 oCSEIDELL,A (1941)
Experimental logP-2.26HANSCH,C ET AL. (1995)
Experimental pKapKa3 10.07 (phenolic OH)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D -9.01 (11.6% KOH)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01q0-0900000000-64b5df3e494e5df5c1beView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-c38735d64e2a16bd0c68View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-6900000000-6696908ff67c37922f99View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-941af648c85b3f0f7c66View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01q9-1900000000-b7d3075f2496303aeb37View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fr-9700000000-c242deae91617b5e8735View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0a4i-3900000000-7a26097fda66f2f445b5View in MoNA
ChemSpider ID5833
ChEMBL IDCHEMBL925
KEGG Compound IDC00082
Pubchem Compound ID6057
Pubchem Substance IDNot Available
ChEBI ID17895
Phenol-Explorer IDNot Available
DrugBank IDDB03839
HMDB IDHMDB00158
CRC / DFC (Dictionary of Food Compounds) IDBCN92-M:BCK50-J
EAFUS ID3789
Dr. Duke IDTYROSINE|L-(-)-TYROSINE
BIGG ID33785
KNApSAcK IDC00001397
HET IDTYR
Flavornet IDNot Available
GoodScent IDrw1037771
SuperScent IDNot Available
Wikipedia IDL-Tyrosine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDS
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti depressant52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti encephalopathic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti Parkinsonian48407 A drug used in the treatment of Parkinson's disease.DUKE
anti phenylketonuric52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti ulcer49201 One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.DUKE
cancer preventive35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
monoamine precursorDUKE
Enzymes
NameGene NameUniProt ID
Aromatic-L-amino-acid decarboxylaseDDCP20711
Tyrosine 3-monooxygenaseTHP07101
Tyrosine aminotransferaseTATP17735
Phenylalanine-4-hydroxylasePAHP00439
Aspartate aminotransferase, cytoplasmicGOT1P17174
Aspartate aminotransferase, mitochondrialGOT2P00505
Tyrosine--tRNA ligase, cytoplasmicYARSP54577
Tyrosine--tRNA ligase, mitochondrialYARS2Q9Y2Z4
Basic fibroblast growth factor receptor 1FGFR1P11362
Epidermal growth factor receptorEGFRP00533
Pathways
NameSMPDB LinkKEGG Link
Catecholamine BiosynthesisSMP00012 map00350
Phenylalanine and Tyrosine MetabolismSMP00008 map00360
Transcription/TranslationSMP00019 Not Available
Tyrosine MetabolismSMP00006 map00350
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008).
— U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.