Back to Compounds

Showing Compound N-Acetyl-L-tyrosine (FDB022288)

Record Information
Version1.0
Creation date2011-09-21 00:11:34 UTC
Update date2015-10-09 22:30:38 UTC
Primary IDFDB022288
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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 has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make N-acetyl-L-tyrosine a potential biomarker for the consumption of these foods. 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 aromatic l-amino acid decarboxylase deficiency and tyrosinemia I. Based on a literature review a significant number of articles have been published on N-Acetyl-L-tyrosine.
CAS Number537-55-3
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
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
L-N-acetyl-Tyrosinehmdb
N-acetyl-4-hydroxyphenylalaninehmdb
N-Acetyl-L-tyrosinehmdb
Predicted Properties
PropertyValueSource
Water Solubility2.51 g/LALOGPS
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 RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H13NO4
IUPAC name(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid
InChI IdentifierInChI=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
Isomeric SMILESCC(=O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O
Average Molecular Weight223.2252
Monoisotopic Molecular Weight223.084457909
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 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
Physiological effect

Health effect:

Disposition

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSN-Acetyl-L-tyrosine, 3 TMS, GC-MS Spectrumsplash10-02t9-1790000000-9484167b29dc57768b67Spectrum
GC-MSN-Acetyl-L-tyrosine, 2 TMS, GC-MS Spectrumsplash10-004i-1921000000-91d4d68bb345a8a8a747Spectrum
GC-MSN-Acetyl-L-tyrosine, non-derivatized, GC-MS Spectrumsplash10-02t9-1790000000-9484167b29dc57768b67Spectrum
GC-MSN-Acetyl-L-tyrosine, non-derivatized, GC-MS Spectrumsplash10-004i-1921000000-91d4d68bb345a8a8a747Spectrum
Predicted GC-MSN-Acetyl-L-tyrosine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-052f-9810000000-1b2e358b53063de15d83Spectrum
Predicted GC-MSN-Acetyl-L-tyrosine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0uml-9574000000-9aeba0b3dc5069db4126Spectrum
Predicted GC-MSN-Acetyl-L-tyrosine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-tyrosine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-tyrosine, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-tyrosine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-tyrosine, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-tyrosine, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-tyrosine, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-tyrosine, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-tyrosine, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-tyrosine, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-tyrosine, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-tyrosine, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN-Acetyl-L-tyrosine, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0059-0900000000-1a298550f3c63022066c2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-000i-1900000000-489314daf5773f9fa91e2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0006-9300000000-3a02844e3f23883a28182012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-c90d231f8d22d9f26ddc2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-ccea38bdb004d86be2632021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000l-2900000000-318d79dc731f181122e32021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0006-9500000000-5884fdc72472285276512021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00kr-5900000000-9612848117c7c187b9992021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-0072-8940000000-b6f543bf9466f5d0a83f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0006-9300000000-b45eebbf975e26ab166b2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-00dr-1940000000-33b69b7977f9d9af10502021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0a4i-9600000000-a990ee67ce972fd9112e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0a59-6900000000-faa99ebaf3b7d23052372021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9300000000-0995fa9131d49c7c95682021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-00ko-6900000000-2dc778488fd30e78d38a2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0089-2940000000-9ba200b376edff6968102021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-28b05f6697d1910b23f92021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-9bcdc6b13b9c4ec889282021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-7301664a6d8d33145cdf2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05gi-0960000000-521b33c688de6d5af3c62017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0540-0910000000-11b06e8237181862ad092017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-4900000000-0ed4f6b83b0e699609da2017-07-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-1690000000-1c3495d31ad780bf247c2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05ir-4920000000-04fd94657e89950888ef2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9400000000-a5cd6e5756fee449095e2017-07-26View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
ChemSpider ID61606
ChEMBL IDCHEMBL65543
KEGG Compound IDC01657
Pubchem Compound ID68310
Pubchem Substance IDNot Available
ChEBI ID28828
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00866
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET ID3NF
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Glycine N-acyltransferaseGLYATQ6IB77
Glycine N-acyltransferase-like protein 1GLYATL1Q969I3
Glycine N-acyltransferase-like protein 2GLYATL2Q8WU03
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference