Record Information |
---|
Version | 1.0 |
---|
Creation date | 2011-09-21 00:11:34 UTC |
---|
Update date | 2015-10-09 22:30:38 UTC |
---|
Primary ID | FDB022288 |
---|
Secondary Accession Numbers | Not Available |
---|
Chemical Information |
---|
FooDB Name | N-Acetyl-L-tyrosine |
---|
Description | N-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 Number | 537-55-3 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
N-Acetyl-4-hydroxyphenylalanine | ChEBI | N-Acetyltyrosine | ChEBI | (2S)-2-Acetylamino-3-(4-hydroxyphenyl)propanoate | HMDB | (2S)-2-Acetylamino-3-(4-hydroxyphenyl)propanoic acid | HMDB | L-N-Acetyl-tyrosine | HMDB | L-N-Acetyltyrosine | HMDB | N-Acetyl-tyrosine | HMDB | N-Acetyltyrosine, (DL)-isomer | HMDB | Acetyl-L-tyrosine | HMDB | N-Acetyltyrosine, (D)-isomer | HMDB | L-N-acetyl-Tyrosine | hmdb | N-acetyl-4-hydroxyphenylalanine | hmdb | N-Acetyl-L-tyrosine | hmdb |
|
---|
Predicted Properties | |
---|
Chemical Formula | C11H13NO4 |
---|
IUPAC name | (2S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid |
---|
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 Key | CAHKINHBCWCHCF-JTQLQIEISA-N |
---|
Isomeric SMILES | CC(=O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O |
---|
Average Molecular Weight | 223.2252 |
---|
Monoisotopic Molecular Weight | 223.084457909 |
---|
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. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organic acids and derivatives |
---|
Class | Carboxylic acids and derivatives |
---|
Sub Class | Amino acids, peptides, and analogues |
---|
Direct Parent | Tyrosine 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 Framework | Aromatic homomonocyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
|
Physiological effect | Health effect: |
---|
Disposition | Source: Biological location: |
---|
Role | Industrial application: |
---|
Physico-Chemical Properties - Experimental |
---|
Physico-Chemical Properties - Experimental | Property | Value | Reference |
---|
Physical state | Solid | |
---|
Physical Description | Not Available | |
---|
Mass Composition | Not Available | |
---|
Melting Point | Not Available | |
---|
Boiling Point | Not Available | |
---|
Experimental Water Solubility | Not Available | |
---|
Experimental logP | Not Available | |
---|
Experimental pKa | Not Available | |
---|
Isoelectric point | Not Available | |
---|
Charge | Not Available | |
---|
Optical Rotation | Not Available | |
---|
Spectroscopic UV Data | Not Available | |
---|
Density | Not Available | |
---|
Refractive Index | Not Available | |
---|
|
---|
Spectra |
---|
Spectra | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
GC-MS | N-Acetyl-L-tyrosine, 3 TMS, GC-MS Spectrum | splash10-02t9-1790000000-9484167b29dc57768b67 | Spectrum | GC-MS | N-Acetyl-L-tyrosine, 2 TMS, GC-MS Spectrum | splash10-004i-1921000000-91d4d68bb345a8a8a747 | Spectrum | GC-MS | N-Acetyl-L-tyrosine, non-derivatized, GC-MS Spectrum | splash10-02t9-1790000000-9484167b29dc57768b67 | Spectrum | GC-MS | N-Acetyl-L-tyrosine, non-derivatized, GC-MS Spectrum | splash10-004i-1921000000-91d4d68bb345a8a8a747 | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-052f-9810000000-1b2e358b53063de15d83 | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0uml-9574000000-9aeba0b3dc5069db4126 | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | N-Acetyl-L-tyrosine, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
|
---|
MS/MS | Type | Description | Splash Key | View |
---|
MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-0059-0900000000-1a298550f3c63022066c | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-000i-1900000000-489314daf5773f9fa91e | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-0006-9300000000-3a02844e3f23883a2818 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-000i-1900000000-c90d231f8d22d9f26ddc | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0900000000-ccea38bdb004d86be263 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-000l-2900000000-318d79dc731f181122e3 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Positive | splash10-0006-9500000000-5884fdc7247228527651 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-00kr-5900000000-9612848117c7c187b999 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 0V, Positive | splash10-0072-8940000000-b6f543bf9466f5d0a83f | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Positive | splash10-0006-9300000000-b45eebbf975e26ab166b | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 0V, Positive | splash10-00dr-1940000000-33b69b7977f9d9af1050 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Negative | splash10-0a4i-9600000000-a990ee67ce972fd9112e | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-0a59-6900000000-faa99ebaf3b7d2305237 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Negative | splash10-0a4l-9300000000-0995fa9131d49c7c9568 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Positive | splash10-00ko-6900000000-2dc778488fd30e78d38a | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-0089-2940000000-9ba200b376edff696810 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9100000000-28b05f6697d1910b23f9 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-0006-9200000000-9bcdc6b13b9c4ec88928 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-000i-0900000000-7301664a6d8d33145cdf | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-05gi-0960000000-521b33c688de6d5af3c6 | 2017-07-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0540-0910000000-11b06e8237181862ad09 | 2017-07-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4i-4900000000-0ed4f6b83b0e699609da | 2017-07-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-1690000000-1c3495d31ad780bf247c | 2017-07-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-05ir-4920000000-04fd94657e89950888ef | 2017-07-26 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-052f-9400000000-a5cd6e5756fee449095e | 2017-07-26 | View Spectrum |
|
---|
NMR | Type | Description | | View |
---|
1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
|
---|
External Links |
---|
ChemSpider ID | 61606 |
---|
ChEMBL ID | CHEMBL65543 |
---|
KEGG Compound ID | C01657 |
---|
Pubchem Compound ID | 68310 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | 28828 |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | Not Available |
---|
HMDB ID | HMDB00866 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
---|
EAFUS ID | Not Available |
---|
Dr. Duke ID | Not Available |
---|
BIGG ID | Not Available |
---|
KNApSAcK ID | Not Available |
---|
HET ID | 3NF |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | Not Available |
---|
GoodScent ID | Not Available |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | Not Available |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
Food | Content Range | Average | Reference |
---|
Food | | | Reference |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Not Available |
---|
Enzymes | Name | Gene Name | UniProt ID |
---|
Glycine N-acyltransferase | GLYAT | Q6IB77 | Glycine N-acyltransferase-like protein 1 | GLYATL1 | Q969I3 | Glycine N-acyltransferase-like protein 2 | GLYATL2 | Q8WU03 |
|
---|
Pathways | Not Available |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Not Available |
---|
Files |
---|
MSDS | show |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not Available |
---|
Content Reference | |
---|