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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-04-12 20:59:06 UTC

Update Date

2023-02-21 17:17:13 UTC

HMDB ID

HMDB0006039

Secondary Accession Numbers

HMDB06039

Metabolite Identification

Common Name

8-Chloroxanthine

Description

8-Chloroxanthine is a derivative of xanthine, found occasionally in human urine. 8-Chloroxanthine originates from the metabolism of methylxanthines (caffeine, theophylline and theobromine. Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. Caffeine is metabolized via successive pathways mainly catalyzed by CYP1A2, xanthine oxidase or N-acetyltransferase-2 to give 14 different metabolites. CYP1A2 activity shows an inter-individual variability among the population. CYP1A2, an isoform of the CYP1A cytochrome P450 super-family, is involved in the metabolism of many drugs and plays a potentially important role in the induction of chemical carcinogenesis. (PMID: 11712316 , 15833286 , 3506820 , 15013152 ).

Structure

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

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0      36.594  -8.532   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0      31.364  -5.452   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      28.697 -10.072   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      34.155  -7.293   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      31.364 -10.072   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      30.030  -7.762   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      34.155  -9.771   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      32.698  -7.762   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.698  -9.302   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.364  -6.992   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.030  -9.302   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.054  -8.532   0.000  0.00  0.00           C+0
CONECT    1   12                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4    8   12                                                       
CONECT    5    9   11                                                       
CONECT    6   10   11                                                       
CONECT    7    9   12                                                       
CONECT    8    4    9   10                                                  
CONECT    9    5    7    8                                                  
CONECT   10    2    6    8                                                  
CONECT   11    3    5    6                                                  
CONECT   12    1    4    7                                                  
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Hydroxy-7,9-dihydro-8H-purin-8-one	HMDB
8-chloro-3, 7-dihydro-1H-Purine-2,6-dione	HMDB
8-chloro-9H-Purine-2,6-diol	HMDB
8-chloro-Xanthine	HMDB

Chemical Formula

C₅H₃ClN₄O₂

Average Molecular Weight

186.556

Monoisotopic Molecular Weight

185.994453067

IUPAC Name

8-chloro-2,3,6,7-tetrahydro-1H-purine-2,6-dione

Traditional Name

8-chloroxanthine

CAS Registry Number

13548-68-0

SMILES

ClC1=NC2=C(N1)C(=O)NC(=O)N2

InChI Identifier

InChI=1S/C5H3ClN4O2/c6-4-7-1-2(8-4)9-5(12)10-3(1)11/h(H3,7,8,9,10,11,12)

InChI Key

OZPCWWUKRLUQSS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Xanthines

Alternative Parents

Substituents

Xanthine
6-oxopurine
Purinone
Alkaloid or derivatives
Pyrimidone
Aryl chloride
Aryl halide
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Lactam
Urea
Azacycle
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0006039)

Source

Endogenous

Endogenous (HMDB: HMDB0006039)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

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	0.17 mg/mL at 20 °C	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.64 g/L	ALOGPS
logP	0.35	ALOGPS
logP	0.71	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	5.28	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.88 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	41.95 m³·mol⁻¹	ChemAxon
Polarizability	15.17 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
DeepCCS	[M+H]+	137.764	30932474
DeepCCS	[M-H]-	135.354	30932474
DeepCCS	[M-2H]-	170.874	30932474
DeepCCS	[M+Na]+	146.363	30932474
AllCCS	[M+H]+	137.5	32859911
AllCCS	[M+H-H2O]+	133.1	32859911
AllCCS	[M+NH4]+	141.6	32859911
AllCCS	[M+Na]+	142.7	32859911
AllCCS	[M-H]-	131.2	32859911
AllCCS	[M+Na-2H]-	131.8	32859911
AllCCS	[M+HCOO]-	132.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Chloroxanthine	ClC1=NC2=C(N1)C(=O)NC(=O)N2	2741.2	Standard polar	33892256
8-Chloroxanthine	ClC1=NC2=C(N1)C(=O)NC(=O)N2	1888.4	Standard non polar	33892256
8-Chloroxanthine	ClC1=NC2=C(N1)C(=O)NC(=O)N2	2374.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Chloroxanthine,1TMS,isomer #1	C[Si](C)(C)N1C(Cl)=NC2=C1C(=O)[NH]C(=O)[NH]2	2047.0	Semi standard non polar	33892256
8-Chloroxanthine,1TMS,isomer #1	C[Si](C)(C)N1C(Cl)=NC2=C1C(=O)[NH]C(=O)[NH]2	2017.2	Standard non polar	33892256
8-Chloroxanthine,1TMS,isomer #1	C[Si](C)(C)N1C(Cl)=NC2=C1C(=O)[NH]C(=O)[NH]2	2786.0	Standard polar	33892256
8-Chloroxanthine,1TMS,isomer #2	C[Si](C)(C)N1C(=O)[NH]C2=C([NH]C(Cl)=N2)C1=O	1989.8	Semi standard non polar	33892256
8-Chloroxanthine,1TMS,isomer #2	C[Si](C)(C)N1C(=O)[NH]C2=C([NH]C(Cl)=N2)C1=O	2112.5	Standard non polar	33892256
8-Chloroxanthine,1TMS,isomer #2	C[Si](C)(C)N1C(=O)[NH]C2=C([NH]C(Cl)=N2)C1=O	2815.3	Standard polar	33892256
8-Chloroxanthine,1TMS,isomer #3	C[Si](C)(C)N1C(=O)[NH]C(=O)C2=C1N=C(Cl)[NH]2	1994.7	Semi standard non polar	33892256
8-Chloroxanthine,1TMS,isomer #3	C[Si](C)(C)N1C(=O)[NH]C(=O)C2=C1N=C(Cl)[NH]2	2063.7	Standard non polar	33892256
8-Chloroxanthine,1TMS,isomer #3	C[Si](C)(C)N1C(=O)[NH]C(=O)C2=C1N=C(Cl)[NH]2	2837.7	Standard polar	33892256
8-Chloroxanthine,2TMS,isomer #1	C[Si](C)(C)N1C(Cl)=NC2=C1C(=O)[NH]C(=O)N2[Si](C)(C)C	2047.9	Semi standard non polar	33892256
8-Chloroxanthine,2TMS,isomer #1	C[Si](C)(C)N1C(Cl)=NC2=C1C(=O)[NH]C(=O)N2[Si](C)(C)C	2113.6	Standard non polar	33892256
8-Chloroxanthine,2TMS,isomer #1	C[Si](C)(C)N1C(Cl)=NC2=C1C(=O)[NH]C(=O)N2[Si](C)(C)C	2380.1	Standard polar	33892256
8-Chloroxanthine,2TMS,isomer #2	C[Si](C)(C)N1C(=O)[NH]C2=C(C1=O)N([Si](C)(C)C)C(Cl)=N2	2096.8	Semi standard non polar	33892256
8-Chloroxanthine,2TMS,isomer #2	C[Si](C)(C)N1C(=O)[NH]C2=C(C1=O)N([Si](C)(C)C)C(Cl)=N2	2144.8	Standard non polar	33892256
8-Chloroxanthine,2TMS,isomer #2	C[Si](C)(C)N1C(=O)[NH]C2=C(C1=O)N([Si](C)(C)C)C(Cl)=N2	2366.7	Standard polar	33892256
8-Chloroxanthine,2TMS,isomer #3	C[Si](C)(C)N1C(=O)C2=C(N=C(Cl)[NH]2)N([Si](C)(C)C)C1=O	2038.6	Semi standard non polar	33892256
8-Chloroxanthine,2TMS,isomer #3	C[Si](C)(C)N1C(=O)C2=C(N=C(Cl)[NH]2)N([Si](C)(C)C)C1=O	2173.1	Standard non polar	33892256
8-Chloroxanthine,2TMS,isomer #3	C[Si](C)(C)N1C(=O)C2=C(N=C(Cl)[NH]2)N([Si](C)(C)C)C1=O	2372.3	Standard polar	33892256
8-Chloroxanthine,3TMS,isomer #1	C[Si](C)(C)N1C(=O)C2=C(N=C(Cl)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O	2127.8	Semi standard non polar	33892256
8-Chloroxanthine,3TMS,isomer #1	C[Si](C)(C)N1C(=O)C2=C(N=C(Cl)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O	2139.6	Standard non polar	33892256
8-Chloroxanthine,3TMS,isomer #1	C[Si](C)(C)N1C(=O)C2=C(N=C(Cl)N2[Si](C)(C)C)N([Si](C)(C)C)C1=O	2190.8	Standard polar	33892256
8-Chloroxanthine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(Cl)=NC2=C1C(=O)[NH]C(=O)[NH]2	2238.5	Semi standard non polar	33892256
8-Chloroxanthine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(Cl)=NC2=C1C(=O)[NH]C(=O)[NH]2	2269.5	Standard non polar	33892256
8-Chloroxanthine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(Cl)=NC2=C1C(=O)[NH]C(=O)[NH]2	2794.0	Standard polar	33892256
8-Chloroxanthine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C2=C([NH]C(Cl)=N2)C1=O	2175.9	Semi standard non polar	33892256
8-Chloroxanthine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C2=C([NH]C(Cl)=N2)C1=O	2329.3	Standard non polar	33892256
8-Chloroxanthine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C2=C([NH]C(Cl)=N2)C1=O	2809.9	Standard polar	33892256
8-Chloroxanthine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C(=O)C2=C1N=C(Cl)[NH]2	2180.6	Semi standard non polar	33892256
8-Chloroxanthine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C(=O)C2=C1N=C(Cl)[NH]2	2292.2	Standard non polar	33892256
8-Chloroxanthine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C(=O)C2=C1N=C(Cl)[NH]2	2819.9	Standard polar	33892256
8-Chloroxanthine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(Cl)=NC2=C1C(=O)[NH]C(=O)N2[Si](C)(C)C(C)(C)C	2450.7	Semi standard non polar	33892256
8-Chloroxanthine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(Cl)=NC2=C1C(=O)[NH]C(=O)N2[Si](C)(C)C(C)(C)C	2538.5	Standard non polar	33892256
8-Chloroxanthine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(Cl)=NC2=C1C(=O)[NH]C(=O)N2[Si](C)(C)C(C)(C)C	2490.9	Standard polar	33892256
8-Chloroxanthine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C2=C(C1=O)N([Si](C)(C)C(C)(C)C)C(Cl)=N2	2486.3	Semi standard non polar	33892256
8-Chloroxanthine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C2=C(C1=O)N([Si](C)(C)C(C)(C)C)C(Cl)=N2	2573.6	Standard non polar	33892256
8-Chloroxanthine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)[NH]C2=C(C1=O)N([Si](C)(C)C(C)(C)C)C(Cl)=N2	2489.6	Standard polar	33892256
8-Chloroxanthine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)C2=C(N=C(Cl)[NH]2)N([Si](C)(C)C(C)(C)C)C1=O	2388.4	Semi standard non polar	33892256
8-Chloroxanthine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)C2=C(N=C(Cl)[NH]2)N([Si](C)(C)C(C)(C)C)C1=O	2558.6	Standard non polar	33892256
8-Chloroxanthine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)C2=C(N=C(Cl)[NH]2)N([Si](C)(C)C(C)(C)C)C1=O	2493.0	Standard polar	33892256
8-Chloroxanthine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C2=C(N=C(Cl)N2[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C1=O	2727.9	Semi standard non polar	33892256
8-Chloroxanthine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C2=C(N=C(Cl)N2[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C1=O	2787.1	Standard non polar	33892256
8-Chloroxanthine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C2=C(N=C(Cl)N2[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C1=O	2514.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Chloroxanthine GC-MS (Non-derivatized) - 70eV, Positive	splash10-03y0-1900000000-17cacb12b2a02542993c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Chloroxanthine 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloroxanthine 10V, Positive-QTOF	splash10-000i-0900000000-328b540ae0ce13d3cf97	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloroxanthine 20V, Positive-QTOF	splash10-000l-0900000000-cbd2837bf99daaa07037	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloroxanthine 40V, Positive-QTOF	splash10-05mo-8900000000-21cdab55b94df6db945e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloroxanthine 10V, Negative-QTOF	splash10-001i-0900000000-845a916f990368686252	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloroxanthine 20V, Negative-QTOF	splash10-0006-9400000000-70808ccea687d51625e7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloroxanthine 40V, Negative-QTOF	splash10-0006-9100000000-fe68b8167bc2a234b67c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloroxanthine 10V, Positive-QTOF	splash10-000i-0900000000-66d01670831f1da9ad0f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloroxanthine 20V, Positive-QTOF	splash10-000i-0900000000-356ab4444bf97b111168	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloroxanthine 40V, Positive-QTOF	splash10-00ko-7900000000-124b2f0d4c558b5147bc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloroxanthine 10V, Negative-QTOF	splash10-001i-0900000000-70ed9aed39a2fdeafe72	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloroxanthine 20V, Negative-QTOF	splash10-001i-4900000000-cf6e656896a3558da8a9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Chloroxanthine 40V, Negative-QTOF	splash10-0006-9100000000-15a9044318b70008180d	2021-09-24	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

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB023815

KNApSAcK ID

Not Available

Chemspider ID

24315

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

26103

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Robins, Roland K. Potential purine antagonists. XV. Preparation of some 6,8-disubstituted purines. Journal of the American Chemical Society (1958), 80 6671-9.

Material Safety Data Sheet (MSDS)

Not Available

General References

Morris GS, Simmonds HA, Davies PM: Use of biological fluids for the rapid diagnosis of potentially lethal inherited disorders of human purine and pyrimidine metabolism. Biomed Chromatogr. 1986 Jun;1(3):109-18. [PubMed:3506820 ]
Safranow K, Machoy Z: Simultaneous determination of 16 purine derivatives in urinary calculi by gradient reversed-phase high-performance liquid chromatography with UV detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 May 25;819(2):229-35. [PubMed:15833286 ]
Safranow K: [Identification and quantitation of purine derivatives in urinary calculi as markers of abnormal purine metabolism by using high-performance liquid chromatography (HPLC)]. Ann Acad Med Stetin. 2000;46:35-49. [PubMed:11712316 ]
Caubet MS, Comte B, Brazier JL: Determination of urinary 13C-caffeine metabolites by liquid chromatography-mass spectrometry: the use of metabolic ratios to assess CYP1A2 activity. J Pharm Biomed Anal. 2004 Feb 4;34(2):379-89. [PubMed:15013152 ]

Showing metabocard for 8-Chloroxanthine (HMDB0006039)

MOL for HMDB0006039 (8-Chloroxanthine)

3D MOL for HMDB0006039 (8-Chloroxanthine)

3D SDF for HMDB0006039 (8-Chloroxanthine)

3D-SDF for HMDB0006039 (8-Chloroxanthine)

PDB for HMDB0006039 (8-Chloroxanthine)

3D PDB for HMDB0006039 (8-Chloroxanthine)

SMILES for HMDB0006039 (8-Chloroxanthine)

INCHI for HMDB0006039 (8-Chloroxanthine)

Structure for HMDB0006039 (8-Chloroxanthine)

3D Structure for HMDB0006039 (8-Chloroxanthine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra