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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:15:11 UTC

HMDB ID

HMDB0000802

Secondary Accession Numbers

HMDB00802

Metabolite Identification

Common Name

Pterin

Description

Pterin, also known as 4-oxopterin or pteridoxamine, belongs to the class of organic compounds known as pterins and derivatives. These are polycyclic aromatic compounds containing a pterin moiety, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one. Pterin exists in all living organisms, ranging from bacteria to humans. In humans, pterin is involved in the caffeine metabolism pathway. Pterin is found, on average, in the highest concentration within soy beans (Glycine max). Pterin has also 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 pterin a potential biomarker for the consumption of these foods. Pterin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Pterin.

Structure

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

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Pyridinoline.mol                                  
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  N   UNK     0      -0.667  -2.310   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -2.001  -1.540   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -3.334  -2.310   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      -2.001   0.000   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -0.667   0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.667   2.310   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.001   0.770   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.334   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.334  -1.540   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.001  -2.310   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       0.667  -1.540   0.000  0.00  0.00           C+0
CONECT    1    2   12                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7    1                                                  
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Amino-4-hydroxypteridine	ChEBI
2-Amino-4-oxopteridine	Kegg
2-Amino-1H-pteridin-4-one	HMDB
2-Amino-3H-pteridin-4-one	HMDB
2-Amino-4(1H)-pteridinone	HMDB
2-Amino-4(3H)-pteridinone	HMDB
2-Amino-4-pteridinol	HMDB
2-Amino-4-pteridone	HMDB
2-Amino-quinonoid dihydropterin	HMDB
2-Aminopteridin-4-one	HMDB
4-oxo-2-Aminopteridine	HMDB
4-Oxopterin	HMDB
Pteridoxamine	HMDB
Pterine	HMDB
2-Amino-4-hydroxyaminopteridine	HMDB
AHAPT	HMDB

Chemical Formula

C₆H₅N₅O

Average Molecular Weight

163.1368

Monoisotopic Molecular Weight

163.049409807

IUPAC Name

2-amino-3,4-dihydropteridin-4-one

Traditional Name

2-amino-4-oxopteridine

CAS Registry Number

2236-60-4

SMILES

NC1=NC2=NC=CN=C2C(=O)N1

InChI Identifier

InChI=1S/C6H5N5O/c7-6-10-4-3(5(12)11-6)8-1-2-9-4/h1-2H,(H3,7,9,10,11,12)

InChI Key

HNXQXTQTPAJEJL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterins and derivatives. These are polycyclic aromatic compounds containing a pterin moiety, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Pterins and derivatives

Alternative Parents

Substituents

Pterin
Aminopyrimidine
Pyrimidone
Pyrazine
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Azacycle
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pterin (CHEBI:44992 )
a pterin (2-AMINO-4-HYDROXYPTERIDINE )

Ontology

Not Available

Fibroblast (HMDB: HMDB0000802)

Fibroblasts (HMDB: HMDB0000802)

Tissue

Epithelium

Epidermis (HMDB: HMDB0000802)

Organ

Liver (HMDB: HMDB0000802)

Excreta

Biofluid or Excreta

Feces (PMID: 25037050)

Cellular substructure

Cytoplasm (HMDB: HMDB0000802)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000802)

Source

Endogenous

Endogenous (HMDB: HMDB0000802)

Plant

Glycine Max (HMDB: HMDB0000802)

Exogenous

Food

Food (HMDB: HMDB0000802)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Soy

Soy bean (FooDB: FOOD00085)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.18 mg/mL	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	129.2	http://allccs.zhulab.cn/database/detail?ID=AllCCS00002132
[M+H]+	Not Available	128.9	http://allccs.zhulab.cn/database/detail?ID=AllCCS00002132

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.49 g/L	ALOGPS
logP	-0.86	ALOGPS
logP	-0.96	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	10	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.26 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	41.82 m³·mol⁻¹	ChemAxon
Polarizability	14.46 Å³	ChemAxon
Number of Rings	2	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]+	135.255	31661259
DarkChem	[M-H]-	134.127	31661259
AllCCS	[M+H]+	135.159	32859911
AllCCS	[M-H]-	130.634	32859911
DeepCCS	[M+H]+	130.81	30932474
DeepCCS	[M-H]-	127.427	30932474
DeepCCS	[M-2H]-	164.603	30932474
DeepCCS	[M+Na]+	139.795	30932474
AllCCS	[M+H]+	135.2	32859911
AllCCS	[M+H-H2O]+	130.6	32859911
AllCCS	[M+NH4]+	139.4	32859911
AllCCS	[M+Na]+	140.6	32859911
AllCCS	[M-H]-	130.6	32859911
AllCCS	[M+Na-2H]-	131.3	32859911
AllCCS	[M+HCOO]-	132.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pterin	NC1=NC2=NC=CN=C2C(=O)N1	2546.6	Standard polar	33892256
Pterin	NC1=NC2=NC=CN=C2C(=O)N1	1892.5	Standard non polar	33892256
Pterin	NC1=NC2=NC=CN=C2C(=O)N1	2129.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pterin,1TMS,isomer #1	C[Si](C)(C)NC1=NC2=NC=CN=C2C(=O)[NH]1	2061.7	Semi standard non polar	33892256
Pterin,1TMS,isomer #1	C[Si](C)(C)NC1=NC2=NC=CN=C2C(=O)[NH]1	2104.0	Standard non polar	33892256
Pterin,1TMS,isomer #1	C[Si](C)(C)NC1=NC2=NC=CN=C2C(=O)[NH]1	3211.3	Standard polar	33892256
Pterin,1TMS,isomer #2	C[Si](C)(C)N1C(N)=NC2=NC=CN=C2C1=O	1977.5	Semi standard non polar	33892256
Pterin,1TMS,isomer #2	C[Si](C)(C)N1C(N)=NC2=NC=CN=C2C1=O	2010.8	Standard non polar	33892256
Pterin,1TMS,isomer #2	C[Si](C)(C)N1C(N)=NC2=NC=CN=C2C1=O	3225.0	Standard polar	33892256
Pterin,2TMS,isomer #1	C[Si](C)(C)N(C1=NC2=NC=CN=C2C(=O)[NH]1)[Si](C)(C)C	1885.1	Semi standard non polar	33892256
Pterin,2TMS,isomer #1	C[Si](C)(C)N(C1=NC2=NC=CN=C2C(=O)[NH]1)[Si](C)(C)C	2069.8	Standard non polar	33892256
Pterin,2TMS,isomer #1	C[Si](C)(C)N(C1=NC2=NC=CN=C2C(=O)[NH]1)[Si](C)(C)C	3005.6	Standard polar	33892256
Pterin,2TMS,isomer #2	C[Si](C)(C)NC1=NC2=NC=CN=C2C(=O)N1[Si](C)(C)C	1956.5	Semi standard non polar	33892256
Pterin,2TMS,isomer #2	C[Si](C)(C)NC1=NC2=NC=CN=C2C(=O)N1[Si](C)(C)C	2086.3	Standard non polar	33892256
Pterin,2TMS,isomer #2	C[Si](C)(C)NC1=NC2=NC=CN=C2C(=O)N1[Si](C)(C)C	2970.4	Standard polar	33892256
Pterin,3TMS,isomer #1	C[Si](C)(C)N(C1=NC2=NC=CN=C2C(=O)N1[Si](C)(C)C)[Si](C)(C)C	1979.1	Semi standard non polar	33892256
Pterin,3TMS,isomer #1	C[Si](C)(C)N(C1=NC2=NC=CN=C2C(=O)N1[Si](C)(C)C)[Si](C)(C)C	2127.7	Standard non polar	33892256
Pterin,3TMS,isomer #1	C[Si](C)(C)N(C1=NC2=NC=CN=C2C(=O)N1[Si](C)(C)C)[Si](C)(C)C	2721.5	Standard polar	33892256
Pterin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC2=NC=CN=C2C(=O)[NH]1	2257.9	Semi standard non polar	33892256
Pterin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC2=NC=CN=C2C(=O)[NH]1	2222.2	Standard non polar	33892256
Pterin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC2=NC=CN=C2C(=O)[NH]1	3285.9	Standard polar	33892256
Pterin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(N)=NC2=NC=CN=C2C1=O	2193.7	Semi standard non polar	33892256
Pterin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(N)=NC2=NC=CN=C2C1=O	2190.9	Standard non polar	33892256
Pterin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(N)=NC2=NC=CN=C2C1=O	3238.7	Standard polar	33892256
Pterin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=NC=CN=C2C(=O)[NH]1)[Si](C)(C)C(C)(C)C	2303.9	Semi standard non polar	33892256
Pterin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=NC=CN=C2C(=O)[NH]1)[Si](C)(C)C(C)(C)C	2431.7	Standard non polar	33892256
Pterin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=NC=CN=C2C(=O)[NH]1)[Si](C)(C)C(C)(C)C	3038.9	Standard polar	33892256
Pterin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=NC=CN=C2C(=O)N1[Si](C)(C)C(C)(C)C	2329.6	Semi standard non polar	33892256
Pterin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=NC=CN=C2C(=O)N1[Si](C)(C)C(C)(C)C	2428.0	Standard non polar	33892256
Pterin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC2=NC=CN=C2C(=O)N1[Si](C)(C)C(C)(C)C	3028.5	Standard polar	33892256
Pterin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=NC=CN=C2C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2517.6	Semi standard non polar	33892256
Pterin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=NC=CN=C2C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2736.4	Standard non polar	33892256
Pterin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NC2=NC=CN=C2C(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2893.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pterin GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-3900000000-e0c5aa11edc5408b2afd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pterin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pterin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pterin Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-03di-0900000000-815f9d4247cb9067f9fb	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pterin Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-014l-5900000000-6bd37ba7d9f26d33ffd5	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pterin Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-014l-9100000000-b809a46cbde852be02de	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pterin , positive-QTOF	splash10-03di-0900000000-71eab96d7f1dfed51963	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pterin 10V, Positive-QTOF	splash10-03di-1900000000-36d14ee4f35692f07bee	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pterin 35V, Positive-QTOF	splash10-03di-0900000000-7d6238777a46df27af01	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pterin 40V, Positive-QTOF	splash10-066u-9000000000-289c0930b78dd1447e10	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pterin 20V, Positive-QTOF	splash10-066r-4900000000-8c47f8f3ca753ec1cf6f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pterin 40V, Negative-QTOF	splash10-0aor-9300000000-938f26c8bed8f1edc185	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pterin 20V, Negative-QTOF	splash10-014i-3900000000-ca751d8c09c98e0c9d3d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pterin 35V, Negative-QTOF	splash10-03di-0900000000-a67b522aa27e6f75f46e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pterin 10V, Negative-QTOF	splash10-03di-0900000000-ad3fade684bdebfb41e3	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterin 10V, Positive-QTOF	splash10-03di-0900000000-f1eb4d0b367f209bc766	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterin 20V, Positive-QTOF	splash10-03di-0900000000-a250d1c9d32e286b29f6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterin 40V, Positive-QTOF	splash10-0007-9300000000-190579d7d5ba6d0c14c5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterin 10V, Negative-QTOF	splash10-03di-0900000000-4005b83e558e2b0c5772	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterin 20V, Negative-QTOF	splash10-03di-0900000000-a4698cb941c94fd08799	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterin 40V, Negative-QTOF	splash10-00kf-9000000000-8ed28777d0de229aa6a3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterin 10V, Negative-QTOF	splash10-03di-0900000000-99937f8026369fb0e183	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterin 20V, Negative-QTOF	splash10-03xr-2900000000-41450f7664125a38cc97	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterin 40V, Negative-QTOF	splash10-00kf-9000000000-5a06c4c35a067e936a16	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterin 10V, Positive-QTOF	splash10-03di-0900000000-0dba7b98ddf974fcc10c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterin 20V, Positive-QTOF	splash10-03di-0900000000-ba39f053d7d33e17ee00	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pterin 40V, Positive-QTOF	splash10-0006-9100000000-7334fbd934d9e46491f7	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, 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

Cytoplasm

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Epidermis
Fibroblasts
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	25037050	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

2-AMINO-4-HYDROXYPTERIDINE

BiGG ID

Not Available

Wikipedia Link

Pterin

METLIN ID

5766

PubChem Compound

73000

PDB ID

Not Available

ChEBI ID

18265

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1279311

References

Synthesis Reference

Taylor, Edward C.; Kobylecki, Ryszard. Pteridines. 43. A facile synthesis of 6-chloropterin and 2,4-diamino-6-chloropteridine. Journal of Organic Chemistry (1978), 43(4), 680-3.

Material Safety Data Sheet (MSDS)

Not Available

General References

Bonafe L, Thony B, Penzien JM, Czarnecki B, Blau N: Mutations in the sepiapterin reductase gene cause a novel tetrahydrobiopterin-dependent monoamine-neurotransmitter deficiency without hyperphenylalaninemia. Am J Hum Genet. 2001 Aug;69(2):269-77. Epub 2001 Jul 6. [PubMed:11443547 ]
Dhondt JL, Cotton RG, Danks DM: Liver enzyme activities in hyperphenylalaninaemia due to a defective synthesis of tetrahydrobiopterin. J Inherit Metab Dis. 1985;8(2):47-8. [PubMed:3939528 ]
Kaufman S, Kapatos G, Rizzo WB, Schulman JD, Tamarkin L, Van Loon GR: Tetrahydropterin therapy for hyperphenylalaninemia caused by defective synthesis of tetrahydrobiopterin. Ann Neurol. 1983 Sep;14(3):308-15. [PubMed:6139056 ]
Katoh S, Sueoka T, Matsuura S, Sugimoto T: Biopterin and neopterin in human saliva. Life Sci. 1989;45(26):2561-8. [PubMed:2615555 ]
Dhondt JL, Tilmont P, Ringel J, Farriaux JP: Pterins analysis in amniotic fluid for the prenatal diagnosis of GTP cyclohydrolase deficiency. J Inherit Metab Dis. 1990;13(6):879-82. [PubMed:2079836 ]
Bonafe L, Thony B, Leimbacher W, Kierat L, Blau N: Diagnosis of dopa-responsive dystonia and other tetrahydrobiopterin disorders by the study of biopterin metabolism in fibroblasts. Clin Chem. 2001 Mar;47(3):477-85. [PubMed:11238300 ]
Krumdieck CL, Fukushima K, Fukushima T, Shiota T, Butterworth CE Jr: A long-term study of the excretion of folate and pterins in a human subject after ingestion of 14C folic acid, with observations on the effect of diphenylhydantoin administration. Am J Clin Nutr. 1978 Jan;31(1):88-93. [PubMed:413430 ]
Han F, Huynh BH, Shi H, Lin B, Ma Y: Pteridine analysis in urine by capillary electrophoresis using laser-induced fluorescence detection. Anal Chem. 1999 Apr 1;71(7):1265-9. [PubMed:10204031 ]
Yamamoto T, Moriwaki Y, Takahashi S, Tsutsumi Z, Yamakita J, Nasako Y, Hiroishi K, Higashino K: Determination of human plasma xanthine oxidase activity by high-performance liquid chromatography. J Chromatogr B Biomed Appl. 1996 Jun 7;681(2):395-400. [PubMed:8811453 ]
Beckman JS, Parks DA, Pearson JD, Marshall PA, Freeman BA: A sensitive fluorometric assay for measuring xanthine dehydrogenase and oxidase in tissues. Free Radic Biol Med. 1989;6(6):607-15. [PubMed:2753392 ]
Gordon JH, Perry KO: Pre- and postsynaptic neurochemical alterations following estrogen-induced striatal dopamine hypo- and hypersensitivity. Brain Res Bull. 1983 Apr;10(4):425-8. [PubMed:6134572 ]
Stupperich E: Recent advances in elucidation of biological corrinoid functions. FEMS Microbiol Rev. 1993 Nov;12(4):349-65. [PubMed:8268006 ]
Niederwieser A, Blau N, Wang M, Joller P, Atares M, Cardesa-Garcia J: GTP cyclohydrolase I deficiency, a new enzyme defect causing hyperphenylalaninemia with neopterin, biopterin, dopamine, and serotonin deficiencies and muscular hypotonia. Eur J Pediatr. 1984 Feb;141(4):208-14. [PubMed:6734669 ]
Blau N, Kierat L, Matasovic A, Leimbacher W, Heizmann CW, Guardamagna O, Ponzone A: Antenatal diagnosis of tetrahydrobiopterin deficiency by quantification of pterins in amniotic fluid and enzyme activity in fetal and extrafetal tissue. Clin Chim Acta. 1994 May;226(2):159-69. [PubMed:7923811 ]
Rokos H, Beazley WD, Schallreuter KU: Oxidative stress in vitiligo: photo-oxidation of pterins produces H(2)O(2) and pterin-6-carboxylic acid. Biochem Biophys Res Commun. 2002 Apr 12;292(4):805-11. [PubMed:11944885 ]

Enzymes

Enzyme Details

1. Methionine synthase

General function:: Involved in cobalamin binding
Specific function:: Catalyzes the transfer of a methyl group from methyl-cobalamin to homocysteine, yielding enzyme-bound cob(I)alamin and methionine. Subsequently, remethylates the cofactor using methyltetrahydrofolate (By similarity).
Gene Name:: MTR
Uniprot ID:: Q99707
Molecular weight:: 140525.91

Showing metabocard for Pterin (HMDB0000802)

MOL for HMDB0000802 (Pterin)

3D MOL for HMDB0000802 (Pterin)

3D SDF for HMDB0000802 (Pterin)

3D-SDF for HMDB0000802 (Pterin)

PDB for HMDB0000802 (Pterin)

3D PDB for HMDB0000802 (Pterin)

SMILES for HMDB0000802 (Pterin)

INCHI for HMDB0000802 (Pterin)

Structure for HMDB0000802 (Pterin)

3D Structure for HMDB0000802 (Pterin)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes