Hmdb loader

Showing metabocard for Isoxanthopterin (HMDB0000704)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:05 UTC
HMDB IDHMDB0000704
Secondary Accession Numbers
  • HMDB00704
Metabolite Identification
Common NameIsoxanthopterin
DescriptionIsoxanthopterin is a pteridine normally present in plasma, urine, and other bodily fluids also vary from normal concentrations in some disease states and also have diagnostic value. Pteridines' urinary concentrations seem to vary independently from each other and from normal values to yield a pattern of excreted pteridines that is diagnostic for different species, tissues, and tumor types. Intravenous or intramuscular administration of isoxanthopterin inhibits the growth rates of animal tumor models. Pteridin derivatives are a family of organic compound with very similar chemical structures which play an important biochemistry role. Pteridines metabolism and its regulation in normal and pathological conditions have not been extensively investigated due to the difficulty of their quantification. A significant decrease of isoxanthopterin has been determined in cancer patients. (PMID 15837549 , 9800651 ). Xanthine dehydrogenase (XDH) is the enzymes responsible for the conversion of xanthine to uric acid. It requires the presence of the molybdenum cofactor for its proper functioning. XDH is reported to have additional functions, i.e., the conversion of pterin to isoxanthopterin, one of the steps the degradation pathway of 5,6,7,8-tetrahydrobiopterin (BH4). Isoxanthopterin is very low in some cases of hereditary xanthinuria (OMIM 278300 ) and molybdenum cofactor deficiency (OMIM 252150 ). (PMID: 8812740 ).
Structure
Data?1676999705
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000704 (Isoxanthopterin)

Isoxanthopterin.mol
  Mrv1652305271900172D          

 13 14  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  3  8  2  0  0  0  0
  8  9  1  0  0  0  0
  6  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  2 13  1  0  0  0  0
M  END
Download

3D MOL for HMDB0000704 (Isoxanthopterin)

HMDB0000704
     RDKit          3D
Isoxanthopterin
 18 19  0  0  0  0  0  0  0  0999 V2000
    3.3540   -0.3770    0.0890 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0295    0.0905   -0.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7509    1.3534   -0.4674 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5094    1.8278   -0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    3.0134   -1.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5488    0.9759   -0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8284    1.3788   -0.5505 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8347    0.5257   -0.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297   -0.7628    0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4925   -1.5592    0.3021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2713   -1.2045    0.2417 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2699   -0.3360    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9889   -0.7413    0.1493 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6472   -1.2526   -0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0109    0.1667    0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8917    0.8113   -0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434   -2.1771    0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1461   -1.7329    0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13  2  1  0
 12  6  2  0
  1 14  1  0
  1 15  1  0
  8 16  1  0
 11 17  1  0
 13 18  1  0
M  END
Download

3D SDF for HMDB0000704 (Isoxanthopterin)

Isoxanthopterin.mol
  Mrv1652305271900172D          

 13 14  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  3  8  2  0  0  0  0
  8  9  1  0  0  0  0
  6  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  2 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000704

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC(=O)C2=C(N1)NC(=O)C=N2

> <INCHI_IDENTIFIER>
InChI=1S/C6H5N5O2/c7-6-10-4-3(5(13)11-6)8-1-2(12)9-4/h1H,(H4,7,9,10,11,12,13)

> <INCHI_KEY>
GLKCOBIIZKYKFN-UHFFFAOYSA-N

> <FORMULA>
C6H5N5O2

> <MOLECULAR_WEIGHT>
179.1362

> <EXACT_MASS>
179.044324429

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
15.29575268682585

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-1,4,7,8-tetrahydropteridine-4,7-dione

> <ALOGPS_LOGP>
-0.96

> <JCHEM_LOGP>
-1.7413570219999999

> <ALOGPS_LOGS>
-1.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.734783756526987

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.36612496484554

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0168120220579113

> <JCHEM_POLAR_SURFACE_AREA>
108.94

> <JCHEM_REFRACTIVITY>
51.84449999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.46e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-1,8-dihydropteridine-4,7-dione

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000704 (Isoxanthopterin)

HMDB0000704
     RDKit          3D
Isoxanthopterin
 18 19  0  0  0  0  0  0  0  0999 V2000
    3.3540   -0.3770    0.0890 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0295    0.0905   -0.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7509    1.3534   -0.4674 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5094    1.8278   -0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    3.0134   -1.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5488    0.9759   -0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8284    1.3788   -0.5505 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8347    0.5257   -0.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297   -0.7628    0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4925   -1.5592    0.3021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2713   -1.2045    0.2417 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2699   -0.3360    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9889   -0.7413    0.1493 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6472   -1.2526   -0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0109    0.1667    0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8917    0.8113   -0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434   -2.1771    0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1461   -1.7329    0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13  2  1  0
 12  6  2  0
  1 14  1  0
  1 15  1  0
  8 16  1  0
 11 17  1  0
 13 18  1  0
M  END
Download

PDB for HMDB0000704 (Isoxanthopterin)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Isoxanthopterin.mol                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       1.334   0.770   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      -1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      -2.667   0.000   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6                                                            
CONECT    8    3    9   10                                                  
CONECT    9    8    6                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    2                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END
Download

3D PDB for HMDB0000704 (Isoxanthopterin)

COMPND    HMDB0000704
HETATM    1  N1  UNL     1       3.354  -0.377   0.089  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.030   0.091  -0.080  1.00  0.00           C  
HETATM    3  N2  UNL     1       1.751   1.353  -0.467  1.00  0.00           N  
HETATM    4  C2  UNL     1       0.509   1.828  -0.637  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.273   3.013  -1.000  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.549   0.976  -0.402  1.00  0.00           C  
HETATM    7  N3  UNL     1      -1.828   1.379  -0.550  1.00  0.00           N  
HETATM    8  C4  UNL     1      -2.835   0.526  -0.314  1.00  0.00           C  
HETATM    9  C5  UNL     1      -2.530  -0.763   0.082  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.492  -1.559   0.302  1.00  0.00           O  
HETATM   11  N4  UNL     1      -1.271  -1.205   0.242  1.00  0.00           N  
HETATM   12  C6  UNL     1      -0.270  -0.336   0.000  1.00  0.00           C  
HETATM   13  N5  UNL     1       0.989  -0.741   0.149  1.00  0.00           N  
HETATM   14  H1  UNL     1       3.647  -1.253  -0.360  1.00  0.00           H  
HETATM   15  H2  UNL     1       4.011   0.167   0.662  1.00  0.00           H  
HETATM   16  H3  UNL     1      -3.892   0.811  -0.422  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.043  -2.177   0.540  1.00  0.00           H  
HETATM   18  H5  UNL     1       1.146  -1.733   0.452  1.00  0.00           H  
CONECT    1    2   14   15
CONECT    2    3    3   13
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   12   12
CONECT    7    8    8
CONECT    8    9   16
CONECT    9   10   10   11
CONECT   11   12   17
CONECT   12   13
CONECT   13   18
END
Download

SMILES for HMDB0000704 (Isoxanthopterin)

NC1=NC(=O)C2=C(N1)NC(=O)C=N2
Download

INCHI for HMDB0000704 (Isoxanthopterin)

InChI=1S/C6H5N5O2/c7-6-10-4-3(5(13)11-6)8-1-2(12)9-4/h1H,(H4,7,9,10,11,12,13)
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-Amino-4,7-dihydroxypteridineChEBI
2-Amino-3H,8H-pteridine-4,7-dioneHMDB
2-Aminopteridine-4,7-diolHMDB
IsoxanthopterinChEBI
Chemical FormulaC6H5N5O2
Average Molecular Weight179.1362
Monoisotopic Molecular Weight179.044324429
IUPAC Name2-amino-1,4,7,8-tetrahydropteridine-4,7-dione
Traditional Name2-amino-1,8-dihydropteridine-4,7-dione
CAS Registry Number529-69-1
SMILES
NC1=NC(=O)C2=C(N1)NC(=O)C=N2
InChI Identifier
InChI=1S/C6H5N5O2/c7-6-10-4-3(5(13)11-6)8-1-2(12)9-4/h1H,(H4,7,9,10,11,12,13)
InChI KeyGLKCOBIIZKYKFN-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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPteridines and derivatives
Sub ClassPterins and derivatives
Direct ParentPterins and derivatives
Alternative Parents
Substituents
  • Pterin
  • Aminopyrimidine
  • Pyrimidone
  • Pyrazine
  • Pyrimidine
  • Vinylogous amide
  • Heteroaromatic compound
  • Lactam
  • Azacycle
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.005 mg/mLNot Available
LogP-3.760 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.46 g/LALOGPS
logP-0.96ALOGPS
logP-1.7ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)8.37ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area108.94 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity51.84 m³·mol⁻¹ChemAxon
Polarizability15.3 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+138.70531661259
DarkChem[M-H]-138.57331661259
AllCCS[M+H]+137.79832859911
AllCCS[M-H]-133.35332859911
DeepCCS[M+H]+137.92530932474
DeepCCS[M-H]-135.52930932474
DeepCCS[M-2H]-170.63830932474
DeepCCS[M+Na]+145.92730932474
AllCCS[M+H]+137.832859911
AllCCS[M+H-H2O]+133.432859911
AllCCS[M+NH4]+141.932859911
AllCCS[M+Na]+143.132859911
AllCCS[M-H]-133.432859911
AllCCS[M+Na-2H]-133.832859911
AllCCS[M+HCOO]-134.332859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.1.63 minutes32390414
Predicted by Siyang on May 30, 20229.4976 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20225.39 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid73.7 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid583.3 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid328.9 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid64.2 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid199.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid50.3 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid281.6 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid336.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)339.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid617.7 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid153.8 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid782.0 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid197.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid211.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate625.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA200.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water214.3 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
IsoxanthopterinNC1=NC(=O)C2=C(N1)NC(=O)C=N22902.3Standard polar33892256
IsoxanthopterinNC1=NC(=O)C2=C(N1)NC(=O)C=N22008.8Standard non polar33892256
IsoxanthopterinNC1=NC(=O)C2=C(N1)NC(=O)C=N22385.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Isoxanthopterin,1TMS,isomer #1C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)[NH]C(=O)C=N22223.7Semi standard non polar33892256
Isoxanthopterin,1TMS,isomer #1C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)[NH]C(=O)C=N22358.4Standard non polar33892256
Isoxanthopterin,1TMS,isomer #1C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)[NH]C(=O)C=N23665.0Standard polar33892256
Isoxanthopterin,1TMS,isomer #2C[Si](C)(C)N1C(N)=NC(=O)C2=C1[NH]C(=O)C=N22161.6Semi standard non polar33892256
Isoxanthopterin,1TMS,isomer #2C[Si](C)(C)N1C(N)=NC(=O)C2=C1[NH]C(=O)C=N22261.1Standard non polar33892256
Isoxanthopterin,1TMS,isomer #2C[Si](C)(C)N1C(N)=NC(=O)C2=C1[NH]C(=O)C=N23551.7Standard polar33892256
Isoxanthopterin,1TMS,isomer #3C[Si](C)(C)N1C(=O)C=NC2=C1[NH]C(N)=NC2=O2176.2Semi standard non polar33892256
Isoxanthopterin,1TMS,isomer #3C[Si](C)(C)N1C(=O)C=NC2=C1[NH]C(N)=NC2=O2290.9Standard non polar33892256
Isoxanthopterin,1TMS,isomer #3C[Si](C)(C)N1C(=O)C=NC2=C1[NH]C(N)=NC2=O3494.1Standard polar33892256
Isoxanthopterin,2TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)[NH]C(=O)C=N2)[Si](C)(C)C2024.1Semi standard non polar33892256
Isoxanthopterin,2TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)[NH]C(=O)C=N2)[Si](C)(C)C2340.0Standard non polar33892256
Isoxanthopterin,2TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)[NH]C(=O)C=N2)[Si](C)(C)C3382.5Standard polar33892256
Isoxanthopterin,2TMS,isomer #2C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C)C(=O)C=N22075.5Semi standard non polar33892256
Isoxanthopterin,2TMS,isomer #2C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C)C(=O)C=N22420.3Standard non polar33892256
Isoxanthopterin,2TMS,isomer #2C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C)C(=O)C=N23296.0Standard polar33892256
Isoxanthopterin,2TMS,isomer #3C[Si](C)(C)NC1=NC(=O)C2=C([NH]C(=O)C=N2)N1[Si](C)(C)C2058.3Semi standard non polar33892256
Isoxanthopterin,2TMS,isomer #3C[Si](C)(C)NC1=NC(=O)C2=C([NH]C(=O)C=N2)N1[Si](C)(C)C2390.1Standard non polar33892256
Isoxanthopterin,2TMS,isomer #3C[Si](C)(C)NC1=NC(=O)C2=C([NH]C(=O)C=N2)N1[Si](C)(C)C3310.0Standard polar33892256
Isoxanthopterin,2TMS,isomer #4C[Si](C)(C)N1C(N)=NC(=O)C2=C1N([Si](C)(C)C)C(=O)C=N22124.7Semi standard non polar33892256
Isoxanthopterin,2TMS,isomer #4C[Si](C)(C)N1C(N)=NC(=O)C2=C1N([Si](C)(C)C)C(=O)C=N22366.8Standard non polar33892256
Isoxanthopterin,2TMS,isomer #4C[Si](C)(C)N1C(N)=NC(=O)C2=C1N([Si](C)(C)C)C(=O)C=N23268.6Standard polar33892256
Isoxanthopterin,3TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N([Si](C)(C)C)C(=O)C=N2)[Si](C)(C)C2086.3Semi standard non polar33892256
Isoxanthopterin,3TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N([Si](C)(C)C)C(=O)C=N2)[Si](C)(C)C2376.7Standard non polar33892256
Isoxanthopterin,3TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N([Si](C)(C)C)C(=O)C=N2)[Si](C)(C)C2900.2Standard polar33892256
Isoxanthopterin,3TMS,isomer #2C[Si](C)(C)N(C1=NC(=O)C2=C([NH]C(=O)C=N2)N1[Si](C)(C)C)[Si](C)(C)C2069.4Semi standard non polar33892256
Isoxanthopterin,3TMS,isomer #2C[Si](C)(C)N(C1=NC(=O)C2=C([NH]C(=O)C=N2)N1[Si](C)(C)C)[Si](C)(C)C2405.5Standard non polar33892256
Isoxanthopterin,3TMS,isomer #2C[Si](C)(C)N(C1=NC(=O)C2=C([NH]C(=O)C=N2)N1[Si](C)(C)C)[Si](C)(C)C2972.1Standard polar33892256
Isoxanthopterin,3TMS,isomer #3C[Si](C)(C)NC1=NC(=O)C2=C(N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)C=N22092.4Semi standard non polar33892256
Isoxanthopterin,3TMS,isomer #3C[Si](C)(C)NC1=NC(=O)C2=C(N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)C=N22437.8Standard non polar33892256
Isoxanthopterin,3TMS,isomer #3C[Si](C)(C)NC1=NC(=O)C2=C(N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)C=N22958.0Standard polar33892256
Isoxanthopterin,4TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C(N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)C=N2)[Si](C)(C)C2207.5Semi standard non polar33892256
Isoxanthopterin,4TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C(N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)C=N2)[Si](C)(C)C2472.1Standard non polar33892256
Isoxanthopterin,4TMS,isomer #1C[Si](C)(C)N(C1=NC(=O)C2=C(N1[Si](C)(C)C)N([Si](C)(C)C)C(=O)C=N2)[Si](C)(C)C2626.2Standard polar33892256
Isoxanthopterin,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)[NH]C(=O)C=N22382.6Semi standard non polar33892256
Isoxanthopterin,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)[NH]C(=O)C=N22513.2Standard non polar33892256
Isoxanthopterin,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)[NH]C(=O)C=N23661.3Standard polar33892256
Isoxanthopterin,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(N)=NC(=O)C2=C1[NH]C(=O)C=N22319.6Semi standard non polar33892256
Isoxanthopterin,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(N)=NC(=O)C2=C1[NH]C(=O)C=N22483.4Standard non polar33892256
Isoxanthopterin,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(N)=NC(=O)C2=C1[NH]C(=O)C=N23524.0Standard polar33892256
Isoxanthopterin,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C(=O)C=NC2=C1[NH]C(N)=NC2=O2366.0Semi standard non polar33892256
Isoxanthopterin,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C(=O)C=NC2=C1[NH]C(N)=NC2=O2521.3Standard non polar33892256
Isoxanthopterin,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C(=O)C=NC2=C1[NH]C(N)=NC2=O3485.5Standard polar33892256
Isoxanthopterin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)[NH]C(=O)C=N2)[Si](C)(C)C(C)(C)C2445.2Semi standard non polar33892256
Isoxanthopterin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)[NH]C(=O)C=N2)[Si](C)(C)C(C)(C)C2730.8Standard non polar33892256
Isoxanthopterin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)[NH]C(=O)C=N2)[Si](C)(C)C(C)(C)C3326.9Standard polar33892256
Isoxanthopterin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C(C)(C)C)C(=O)C=N22497.3Semi standard non polar33892256
Isoxanthopterin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C(C)(C)C)C(=O)C=N22766.9Standard non polar33892256
Isoxanthopterin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C(C)(C)C)C(=O)C=N23260.6Standard polar33892256
Isoxanthopterin,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]C(=O)C=N2)N1[Si](C)(C)C(C)(C)C2455.9Semi standard non polar33892256
Isoxanthopterin,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]C(=O)C=N2)N1[Si](C)(C)C(C)(C)C2772.9Standard non polar33892256
Isoxanthopterin,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C([NH]C(=O)C=N2)N1[Si](C)(C)C(C)(C)C3250.0Standard polar33892256
Isoxanthopterin,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N1C(N)=NC(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)C=N22515.0Semi standard non polar33892256
Isoxanthopterin,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N1C(N)=NC(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)C=N22762.2Standard non polar33892256
Isoxanthopterin,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N1C(N)=NC(=O)C2=C1N([Si](C)(C)C(C)(C)C)C(=O)C=N23231.5Standard polar33892256
Isoxanthopterin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N([Si](C)(C)C(C)(C)C)C(=O)C=N2)[Si](C)(C)C(C)(C)C2639.0Semi standard non polar33892256
Isoxanthopterin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N([Si](C)(C)C(C)(C)C)C(=O)C=N2)[Si](C)(C)C(C)(C)C2963.3Standard non polar33892256
Isoxanthopterin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]1)N([Si](C)(C)C(C)(C)C)C(=O)C=N2)[Si](C)(C)C(C)(C)C3006.4Standard polar33892256
Isoxanthopterin,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]C(=O)C=N2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2626.6Semi standard non polar33892256
Isoxanthopterin,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]C(=O)C=N2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2989.2Standard non polar33892256
Isoxanthopterin,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C([NH]C(=O)C=N2)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3038.0Standard polar33892256
Isoxanthopterin,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)C=N22719.6Semi standard non polar33892256
Isoxanthopterin,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)C=N22999.5Standard non polar33892256
Isoxanthopterin,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(=O)C2=C(N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)C=N23050.3Standard polar33892256
Isoxanthopterin,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)C=N2)[Si](C)(C)C(C)(C)C2898.8Semi standard non polar33892256
Isoxanthopterin,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)C=N2)[Si](C)(C)C(C)(C)C3226.2Standard non polar33892256
Isoxanthopterin,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=NC(=O)C2=C(N1[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)C=N2)[Si](C)(C)C(C)(C)C2931.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Isoxanthopterin GC-EI-TOF (Non-derivatized)splash10-000t-2926000000-3e81d07c48126369454e2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Isoxanthopterin GC-EI-TOF (Non-derivatized)splash10-000t-2926000000-3e81d07c48126369454e2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoxanthopterin GC-MS (Non-derivatized) - 70eV, Positivesplash10-004r-3900000000-6d52e641b19d9e4047cc2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoxanthopterin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Isoxanthopterin 35V, Positive-QTOFsplash10-03ei-0900000000-f5ddc076cf5087744fc42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Isoxanthopterin 35V, Negative-QTOFsplash10-000i-0900000000-9eabc8aa87793cdfe0a32021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoxanthopterin 10V, Positive-QTOFsplash10-001i-0900000000-346d30fbd19239c126682016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoxanthopterin 20V, Positive-QTOFsplash10-001i-0900000000-ae540741799c106adfaa2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoxanthopterin 40V, Positive-QTOFsplash10-02t9-6900000000-ea5575a0190e3edb08e82016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoxanthopterin 10V, Negative-QTOFsplash10-004i-0900000000-d365a350a3179cec642b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoxanthopterin 20V, Negative-QTOFsplash10-004i-0900000000-187538c79b1568c2cd862016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoxanthopterin 40V, Negative-QTOFsplash10-0006-9200000000-7636a27e3e5a1a0909132016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoxanthopterin 10V, Positive-QTOFsplash10-001i-0900000000-4f23160ef2f9d2ffc80d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoxanthopterin 20V, Positive-QTOFsplash10-001i-0900000000-4f23160ef2f9d2ffc80d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoxanthopterin 40V, Positive-QTOFsplash10-03di-8900000000-87dc857ea0e8355ef9f32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoxanthopterin 10V, Negative-QTOFsplash10-004i-0900000000-33a3626771c44086c4302021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoxanthopterin 20V, Negative-QTOFsplash10-004i-0900000000-8f69a9fa967d517f5c272021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoxanthopterin 40V, Negative-QTOFsplash10-014u-9400000000-4cbf501aa1438ddc0d132021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNot Available details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBladder cancer details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB005583
KNApSAcK IDC00051017
Chemspider ID10277
KEGG Compound IDC03975
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5672
PubChem Compound10729
PDB IDNot Available
ChEBI ID16713
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1252971
References
Synthesis ReferenceTaylor, Edward C.; Abdulla, Riaz F.; Tanaka, Kunihiko; Jacobi, Peter A. Pteridines. XXXVI. Syntheses of xanthopterin and isoxanthopterin. Application of N-oxide chemistry to highly functionalized pyrazines and pteridines. Journal of Organic Chemistry (1975), 40(16), 2341-7.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Boltshauser E, Niederwieser A, Kierat L, Haenggeli CA: Pterins in patients with Rett syndrome. Am J Med Genet Suppl. 1986;1:317-21. [PubMed:3087192 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. Lord JL, de Peyster A, Quintana PJ, Metzger RP: Cytotoxicity of xanthopterin and isoxanthopterin in MCF-7 cells. Cancer Lett. 2005 May 10;222(1):119-24. [PubMed:15837549 ]
  6. Espinosa-Mansilla A, Duran-Meras I, Salinas F: Simultaneous determination of pteridines in multicomponent mixtures using derivative spectrophotometry and partial least-squares calibration. J Pharm Biomed Anal. 1998 Sep;17(8):1325-34. [PubMed:9800651 ]
  7. Blau N, de Klerk JB, Thony B, Heizmann CW, Kierat L, Smeitink JA, Duran M: Tetrahydrobiopterin loading test in xanthine dehydrogenase and molybdenum cofactor deficiencies. Biochem Mol Med. 1996 Aug;58(2):199-203. [PubMed:8812740 ]