Showing metabocard for N-Acetyl-L-tyrosine (BMDB0000866)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:37:44 UTC
Update Date2020-04-22 15:05:40 UTC
BMDB IDBMDB0000866
Secondary Accession Numbers
  • BMDB00866
Metabolite Identification
Common NameN-Acetyl-L-tyrosine
DescriptionN-Acetyl-L-tyrosine 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. N-Acetyl-L-tyrosine, with regard to humans, has been found to be associated with several diseases such as preterm birth, autosomal dominant polycystic kidney disease, and colorectal cancer; N-acetyl-L-tyrosine has also been linked to several inborn metabolic disorders including tyrosinemia I and aromatic l-amino acid decarboxylase deficiency. Based on a literature review a significant number of articles have been published on N-Acetyl-L-tyrosine.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
N-Acetyl-4-hydroxyphenylalanineChEBI
N-AcetyltyrosineChEBI
(2S)-2-Acetylamino-3-(4-hydroxyphenyl)propanoateHMDB
(2S)-2-Acetylamino-3-(4-hydroxyphenyl)propanoic acidHMDB
L-N-Acetyl-tyrosineHMDB
L-N-AcetyltyrosineHMDB
N-Acetyl-tyrosineHMDB
N-Acetyltyrosine, (DL)-isomerHMDB
Acetyl-L-tyrosineHMDB
N-Acetyltyrosine, (D)-isomerHMDB
Chemical FormulaC11H13NO4
Average Molecular Weight223.2252
Monoisotopic Molecular Weight223.084457909
IUPAC Name(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid
Traditional Nameacetyl-L-tyrosine
CAS Registry Number537-55-3
SMILES
CC(=O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O
InChI Identifier
InChI=1S/C11H13NO4/c1-7(13)12-10(11(15)16)6-8-2-4-9(14)5-3-8/h2-5,10,14H,6H2,1H3,(H,12,13)(H,15,16)/t10-/m0/s1
InChI KeyCAHKINHBCWCHCF-JTQLQIEISA-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
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-l-alpha-amino acid
  • 3-phenylpropanoic-acid
  • Amphetamine or derivatives
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Acetamide
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point149 - 152 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility297 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.03ALOGPS
logP0.59ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)3.67ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.63 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity56.54 m³·mol⁻¹ChemAxon
Polarizability22.25 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-02t9-1790000000-9484167b29dc57768b67View in MoNA
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-004i-1921000000-91d4d68bb345a8a8a747View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-02t9-1790000000-9484167b29dc57768b67View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-004i-1921000000-91d4d68bb345a8a8a747View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-9810000000-1b2e358b53063de15d83View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0uml-9574000000-9aeba0b3dc5069db4126View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_2_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_2_3) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0059-0900000000-1a298550f3c63022066cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-000i-1900000000-489314daf5773f9fa91eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0006-9300000000-3a02844e3f23883a2818View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-c90d231f8d22d9f26ddcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-ccea38bdb004d86be263View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000l-2900000000-318d79dc731f181122e3View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0006-9500000000-5884fdc7247228527651View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00kr-5900000000-9612848117c7c187b999View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-0072-8940000000-b6f543bf9466f5d0a83fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0006-9300000000-b45eebbf975e26ab166bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-00dr-1940000000-33b69b7977f9d9af1050View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0a4i-9600000000-a990ee67ce972fd9112eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0a59-6900000000-faa99ebaf3b7d2305237View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9300000000-0995fa9131d49c7c9568View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-00ko-6900000000-2dc778488fd30e78d38aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0089-2940000000-9ba200b376edff696810View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-28b05f6697d1910b23f9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-9bcdc6b13b9c4ec88928View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-7301664a6d8d33145cdfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05gi-0960000000-521b33c688de6d5af3c6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0540-0910000000-11b06e8237181862ad09View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-4900000000-0ed4f6b83b0e699609daView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-1690000000-1c3495d31ad780bf247cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05ir-4920000000-04fd94657e89950888efView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9400000000-a5cd6e5756fee449095eView in MoNA
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000866
DrugBank IDDB11102
Phenol Explorer Compound IDNot Available
FooDB IDFDB022288
KNApSAcK IDNot Available
Chemspider ID61606
KEGG Compound IDC01657
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkN-Acetyl-L-tyrosine
METLIN IDNot Available
PubChem Compound68310
PDB IDNot Available
ChEBI ID21563
References
Synthesis ReferenceLiu, Aifu. Preparation of N-acetyl-L-tyrosine. Faming Zhuanli Shenqing Gongkai Shuomingshu (2005), 5 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available