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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2007-04-12 21:16:46 UTC

Update Date

2023-02-21 17:17:14 UTC

HMDB ID

HMDB0006050

Secondary Accession Numbers

HMDB06050

Metabolite Identification

Common Name

o-Tyrosine

Description

o-Tyrosine is a normal human metabolite. Its presence is possible due to the hydroxylation of l-phenylalanine by hydroxyl radical (*OH), and is proposed as an hydroxy radical biomarker of oxidative damage to proteins. o-Tyrosine might also be included in the diet and absorbed. It has been associated with disease such as Kwashiorkor, a severe form of protein-energy malnutrition. However, many publications mention that the results are inconclusive, and o-tyrosine is not selectively altered by antioxidant intervention, exercise training or age. (PMID:14670743 , 10969271 , 9887186 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      30.061 -11.026   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      35.396  -6.406   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      32.729  -6.406   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      35.396  -9.486   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      32.729  -9.486   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      34.062  -8.716   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.729 -11.026   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      31.395 -11.796   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.062 -11.796   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      34.062  -7.176   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.395 -13.336   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.062 -13.336   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.729 -14.106   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2   10                                                            
CONECT    3   10                                                            
CONECT    4    6                                                            
CONECT    5    6    7                                                       
CONECT    6    4    5   10                                                  
CONECT    7    5    8    9                                                  
CONECT    8    1    7   11                                                  
CONECT    9    7   12                                                       
CONECT   10    2    3    6                                                  
CONECT   11    8   13                                                       
CONECT   12    9   13                                                       
CONECT   13   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Amino-3-(2-hydroxyphenyl)propanoic acid	ChEBI
2-Amino-3-(2-hydroxyphenyl)propanoate	Generator
2-Hydroxy-DL-phenylalanine	HMDB
2-Hydroxy-phenylalanine	HMDB
2-Hydroxyphenylalanine	HMDB
2-Tyrosine	HMDB
3-(O-Hydroxyphenyl)DL-alanine	HMDB
DL- O-Tyrosine	HMDB
DL-3-(O-Hydroxyphenyl)alanine	HMDB
DL-O-Tyrosine	HMDB
Ortho-tyrosine	HMDB
2-Tyrosine, (D)-isomer	HMDB
2-Tyrosine, (DL)-isomer	HMDB
2-Tyrosine, (L)-isomer	HMDB

Chemical Formula

C₉H₁₁NO₃

Average Molecular Weight

181.1885

Monoisotopic Molecular Weight

181.073893223

IUPAC Name

2-amino-3-(2-hydroxyphenyl)propanoic acid

Traditional Name

2-tyrosine

CAS Registry Number

2370-61-8

SMILES

NC(CC1=CC=CC=C1O)C(O)=O

InChI Identifier

InChI=1S/C9H11NO3/c10-7(9(12)13)5-6-3-1-2-4-8(6)11/h1-4,7,11H,5,10H2,(H,12,13)

InChI Key

WRFPVMFCRNYQNR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine 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

Phenylalanine and derivatives

Alternative Parents

Substituents

Phenylalanine or derivatives
3-phenylpropanoic-acid
Amphetamine or derivatives
Alpha-amino acid
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
Phenol
Monocyclic benzene moiety
Benzenoid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

an amino acid derivative (CPD-11757 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	262 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2 mg/mL at 17 °C	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	134.252	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000065
[M+H]+	Not Available	141.898	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000065

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.57 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-1.5	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	2.01	ChemAxon
pKa (Strongest Basic)	8.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.55 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	47.1 m³·mol⁻¹	ChemAxon
Polarizability	17.76 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	139.635	31661259
DarkChem	[M-H]-	135.469	31661259
DeepCCS	[M+H]+	132.115	30932474
DeepCCS	[M-H]-	128.287	30932474
DeepCCS	[M-2H]-	165.524	30932474
DeepCCS	[M+Na]+	141.064	30932474
AllCCS	[M+H]+	140.6	32859911
AllCCS	[M+H-H2O]+	136.3	32859911
AllCCS	[M+NH4]+	144.5	32859911
AllCCS	[M+Na]+	145.6	32859911
AllCCS	[M-H]-	137.8	32859911
AllCCS	[M+Na-2H]-	138.6	32859911
AllCCS	[M+HCOO]-	139.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.45 minutes	32390414
Predicted by Siyang on May 30, 2022	9.5419 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.5 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	341.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
o-Tyrosine	NC(CC1=CC=CC=C1O)C(O)=O	3115.0	Standard polar	33892256
o-Tyrosine	NC(CC1=CC=CC=C1O)C(O)=O	1750.8	Standard non polar	33892256
o-Tyrosine	NC(CC1=CC=CC=C1O)C(O)=O	2033.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
o-Tyrosine,1TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1CC(N)C(=O)O	1790.6	Semi standard non polar	33892256
o-Tyrosine,1TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CC1=CC=CC=C1O	1782.5	Semi standard non polar	33892256
o-Tyrosine,1TMS,isomer #3	C[Si](C)(C)NC(CC1=CC=CC=C1O)C(=O)O	1827.1	Semi standard non polar	33892256
o-Tyrosine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CC1=CC=CC=C1O[Si](C)(C)C	1808.4	Semi standard non polar	33892256
o-Tyrosine,2TMS,isomer #2	C[Si](C)(C)NC(CC1=CC=CC=C1O[Si](C)(C)C)C(=O)O	1866.3	Semi standard non polar	33892256
o-Tyrosine,2TMS,isomer #3	C[Si](C)(C)NC(CC1=CC=CC=C1O)C(=O)O[Si](C)(C)C	1815.2	Semi standard non polar	33892256
o-Tyrosine,2TMS,isomer #4	C[Si](C)(C)N(C(CC1=CC=CC=C1O)C(=O)O)[Si](C)(C)C	1999.8	Semi standard non polar	33892256
o-Tyrosine,3TMS,isomer #1	C[Si](C)(C)NC(CC1=CC=CC=C1O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1846.9	Semi standard non polar	33892256
o-Tyrosine,3TMS,isomer #1	C[Si](C)(C)NC(CC1=CC=CC=C1O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1899.0	Standard non polar	33892256
o-Tyrosine,3TMS,isomer #1	C[Si](C)(C)NC(CC1=CC=CC=C1O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2046.3	Standard polar	33892256
o-Tyrosine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=CC=C1CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2043.0	Semi standard non polar	33892256
o-Tyrosine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=CC=C1CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1963.0	Standard non polar	33892256
o-Tyrosine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=CC=C1CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2202.6	Standard polar	33892256
o-Tyrosine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1O)N([Si](C)(C)C)[Si](C)(C)C	2011.5	Semi standard non polar	33892256
o-Tyrosine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1O)N([Si](C)(C)C)[Si](C)(C)C	2018.3	Standard non polar	33892256
o-Tyrosine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1O)N([Si](C)(C)C)[Si](C)(C)C	2170.9	Standard polar	33892256
o-Tyrosine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2097.4	Semi standard non polar	33892256
o-Tyrosine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2025.9	Standard non polar	33892256
o-Tyrosine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CC=CC=C1O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2026.1	Standard polar	33892256
o-Tyrosine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1CC(N)C(=O)O	2032.5	Semi standard non polar	33892256
o-Tyrosine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC1=CC=CC=C1O	2040.7	Semi standard non polar	33892256
o-Tyrosine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1O)C(=O)O	2079.5	Semi standard non polar	33892256
o-Tyrosine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CC1=CC=CC=C1O[Si](C)(C)C(C)(C)C	2294.0	Semi standard non polar	33892256
o-Tyrosine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1O[Si](C)(C)C(C)(C)C)C(=O)O	2356.6	Semi standard non polar	33892256
o-Tyrosine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1O)C(=O)O[Si](C)(C)C(C)(C)C	2296.0	Semi standard non polar	33892256
o-Tyrosine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(CC1=CC=CC=C1O)C(=O)O)[Si](C)(C)C(C)(C)C	2428.6	Semi standard non polar	33892256
o-Tyrosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2546.9	Semi standard non polar	33892256
o-Tyrosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2513.3	Standard non polar	33892256
o-Tyrosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=CC=CC=C1O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2436.0	Standard polar	33892256
o-Tyrosine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2722.7	Semi standard non polar	33892256
o-Tyrosine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2571.0	Standard non polar	33892256
o-Tyrosine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1CC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2504.9	Standard polar	33892256
o-Tyrosine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2673.8	Semi standard non polar	33892256
o-Tyrosine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2630.2	Standard non polar	33892256
o-Tyrosine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2475.6	Standard polar	33892256
o-Tyrosine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2937.2	Semi standard non polar	33892256
o-Tyrosine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2782.8	Standard non polar	33892256
o-Tyrosine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CC=CC=C1O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2459.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-4900000000-aa81f75d9ed4e977df68	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-5491000000-9a9969815e032107fc44	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tyrosine GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - o-Tyrosine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-001i-0900000000-ebb473b1eb9270c27a26	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - o-Tyrosine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-015i-0900000000-d3b4c59468db65e33b80	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - o-Tyrosine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-00kf-9700000000-cf7cdfd040ca5a451fa2	2012-07-25	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tyrosine 10V, Positive-QTOF	splash10-0019-0900000000-01ee9c831970c7f79ede	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tyrosine 20V, Positive-QTOF	splash10-000i-0900000000-04fdaa25b741b52c551e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tyrosine 40V, Positive-QTOF	splash10-056r-9300000000-639776ec42cd7c70b706	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tyrosine 10V, Negative-QTOF	splash10-001i-1900000000-9911c42139ecbba3b834	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tyrosine 20V, Negative-QTOF	splash10-05fr-7900000000-b4167e456277ba9ec5ba	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tyrosine 40V, Negative-QTOF	splash10-05fu-9200000000-159e5a860c481d106109	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tyrosine 10V, Negative-QTOF	splash10-00lr-0900000000-0789c3bec09b7b71842e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tyrosine 20V, Negative-QTOF	splash10-0aor-2900000000-294b1d1404168e5de571	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tyrosine 40V, Negative-QTOF	splash10-05mo-9800000000-9ac4c7e756ac9d42572d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tyrosine 10V, Positive-QTOF	splash10-00li-0900000000-1d0af1b840230361c6f8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tyrosine 20V, Positive-QTOF	splash10-0aou-2900000000-66a3f07b95f44b6d0341	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tyrosine 40V, Positive-QTOF	splash10-0006-9100000000-06c2ec0981d6e289ea4f	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Normal	26709303	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected but not Quantified	Not Quantified	Not Available	Not Available	Normal	21543078	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023822

KNApSAcK ID

Not Available

Chemspider ID

82607

KEGG Compound ID

Not Available

BioCyc ID

CPD0-923

BiGG ID

Not Available

Wikipedia Link

Tyrosine

METLIN ID

Not Available

PubChem Compound

91482

PDB ID

Not Available

ChEBI ID

91038

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Kokotos, George; Tzougraki, Chrysa. Synthesis and study of substituted coumarins. A facile preparation of D,L-o-tyrosine. Journal of Heterocyclic Chemistry (1986), 23(1), 87-92

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Orhan H, Vermeulen NP, Tump C, Zappey H, Meerman JH: Simultaneous determination of tyrosine, phenylalanine and deoxyguanosine oxidation products by liquid chromatography-tandem mass spectrometry as non-invasive biomarkers for oxidative damage. J Chromatogr B Analyt Technol Biomed Life Sci. 2004 Jan 25;799(2):245-54. [PubMed:14670743 ]
Manary MJ, Leeuwenburgh C, Heinecke JW: Increased oxidative stress in kwashiorkor. J Pediatr. 2000 Sep;137(3):421-4. [PubMed:10969271 ]
Leeuwenburgh C, Hansen PA, Holloszy JO, Heinecke JW: Oxidized amino acids in the urine of aging rats: potential markers for assessing oxidative stress in vivo. Am J Physiol. 1999 Jan;276(1 Pt 2):R128-35. [PubMed:9887186 ]

Showing metabocard for o-Tyrosine (HMDB0006050)

MOL for HMDB0006050 (o-Tyrosine)

3D MOL for HMDB0006050 (o-Tyrosine)

3D SDF for HMDB0006050 (o-Tyrosine)

3D-SDF for HMDB0006050 (o-Tyrosine)

PDB for HMDB0006050 (o-Tyrosine)

3D PDB for HMDB0006050 (o-Tyrosine)

SMILES for HMDB0006050 (o-Tyrosine)

INCHI for HMDB0006050 (o-Tyrosine)

Structure for HMDB0006050 (o-Tyrosine)

3D Structure for HMDB0006050 (o-Tyrosine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra