Metabolite Xanthine

Name

Xanthine

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 152.1109
Monoisotopic: 152.033425392

Chemical Formula

C₅H₄N₄O₂

InChI Key

LRFVTYWOQMYALW-UHFFFAOYSA-N

InChI

InChI=1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)

IUPAC Name

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

SMILES

O=C1NC2=C(NC=N2)C(=O)N1

Reactions

Didanosine

Xanthine
Adenosine

Inosine
- Inosine
  
  Hypoxanthine
  - Hypoxanthine
    
    Xanthine
    - Xanthine
      
      Uric acid
Nelarabine

6-O-methylguanine
- 6-O-methylguanine
  
  Guanine
  - Guanine
    
    Xanthine
    - Xanthine
      
      Uric acid
      - Uric acid
        
        Allantoin
Nelarabine

9-β-D-arabinofuranosylguanine
- 9-β-D-arabinofuranosylguanine
  
  ara-GMP
  - ara-GMP
    
    ara-GTP
- 9-β-D-arabinofuranosylguanine
  
  Guanine
  - Guanine
    
    Xanthine
    - Xanthine
      
      Uric acid
      - Uric acid
        
        Allantoin

Spectra

Spectrum	Spectrum Type	Splash Key
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)	GC-MS	splash10-0f6t-0924000000-9b80e0a2a60c73ca0180
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0kai-7900000000-2dc30b0fc4cff2239dbe
GC-MS Spectrum - GC-EI-TOF	GC-MS	splash10-0f6t-0924000000-9b80e0a2a60c73ca0180
GC-MS Spectrum - GC-EI-TOF	GC-MS	splash10-0f6t-0924000000-30dc5892eecde860846a
Mass Spectrum (Electron Ionization)	MS	splash10-0udi-7900000000-2d5ab5d5db8ff4981467
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	LC-MS/MS	splash10-0udi-0900000000-a70539989d121bfacee0
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	LC-MS/MS	splash10-0a4i-6900000000-b047b06406308dbaeda8
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	LC-MS/MS	splash10-0a4i-9300000000-ed480ed920c3e9b576ec
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	LC-MS/MS	splash10-0zfr-0900000000-efb049914c9bce596267
LC-MS/MS Spectrum - LC-ESI-QTOF , negative	LC-MS/MS	splash10-0zfr-0900000000-efb049914c9bce596267
MS/MS Spectrum - , negative	LC-MS/MS	splash10-0udi-0900000000-5fee91293851bb02193e
LC-MS/MS Spectrum - LC-ESI-IT , positive	LC-MS/MS	splash10-000i-0900000000-4568a814903ff411923a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-0900000000-05c870c00cd24706ea38
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0w2i-0900000000-71ddbfb82053fc2b2921
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-0900000000-cf9c92a903ac3bcea6a4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-1000-9700000000-0e5760f5b0cc760a2c17
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0zfu-5900000000-be9d95837bf4c81834d7
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0006-9000000000-652d5b66e22c25ca3490
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-0900000000-f08567ad948469a5a5da
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0udi-0900000000-861debae7596feb7999a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0w29-0900000000-4e1c48ad6e24a3d9226d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-052f-9700000000-ec1f7e019a3ed93be0ff
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-014i-9100000000-e28b587f9e9ad168f29d
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0006-9000000000-7c146e82a6827c7126fc
1H NMR Spectrum	1D NMR	Not Applicable
13C NMR Spectrum	1D NMR	Not Applicable
1H NMR Spectrum	1D NMR	Not Applicable
13C NMR Spectrum	1D NMR	Not Applicable
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable
[1H,1H] 2D NMR Spectrum	2D NMR	Not Applicable
[1H,13C] 2D NMR Spectrum	2D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	127.7571877	predicted	DarkChem Lite v0.1.0
[M-H]-	127.7886877	predicted	DarkChem Lite v0.1.0
[M-H]-	127.5472877	predicted	DarkChem Lite v0.1.0
[M-H]-	127.6981877	predicted	DarkChem Lite v0.1.0
[M-H]-	127.23582	predicted	DeepCCS 1.0 (2019)
[M-H]-	127.7571877	predicted	DarkChem Lite v0.1.0
[M-H]-	127.7886877	predicted	DarkChem Lite v0.1.0
[M-H]-	127.5472877	predicted	DarkChem Lite v0.1.0
[M-H]-	127.6981877	predicted	DarkChem Lite v0.1.0
[M-H]-	127.23582	predicted	DeepCCS 1.0 (2019)
[M+H]+	128.7946877	predicted	DarkChem Lite v0.1.0
[M+H]+	128.6732877	predicted	DarkChem Lite v0.1.0
[M+H]+	128.5774877	predicted	DarkChem Lite v0.1.0
[M+H]+	128.6456877	predicted	DarkChem Lite v0.1.0
[M+H]+	130.59776	predicted	DeepCCS 1.0 (2019)
[M+H]+	128.7946877	predicted	DarkChem Lite v0.1.0
[M+H]+	128.6732877	predicted	DarkChem Lite v0.1.0
[M+H]+	128.5774877	predicted	DarkChem Lite v0.1.0
[M+H]+	128.6456877	predicted	DarkChem Lite v0.1.0
[M+H]+	130.59776	predicted	DeepCCS 1.0 (2019)
[M+Na]+	128.2540877	predicted	DarkChem Lite v0.1.0
[M+Na]+	128.4062877	predicted	DarkChem Lite v0.1.0
[M+Na]+	128.1514877	predicted	DarkChem Lite v0.1.0
[M+Na]+	128.1232877	predicted	DarkChem Lite v0.1.0
[M+Na]+	139.62263	predicted	DeepCCS 1.0 (2019)
[M+Na]+	128.2540877	predicted	DarkChem Lite v0.1.0
[M+Na]+	128.4062877	predicted	DarkChem Lite v0.1.0
[M+Na]+	128.1514877	predicted	DarkChem Lite v0.1.0
[M+Na]+	128.1232877	predicted	DarkChem Lite v0.1.0
[M+Na]+	139.62263	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0000292
KEGG Compound: C00385
ChemSpider: 1151
BindingDB: 82009
ChEBI: 17712
ChEMBL: CHEMBL1424
ZINC: ZINC000013517187
PDBe Ligand: XAN
Wikipedia: Xanthine

Predicted Properties

Property	Value	Source
Water Solubility	4.91 mg/mL	ALOGPS
logP	-0.65	ALOGPS
logP	-0.21	Chemaxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	7.95	Chemaxon
pKa (Strongest Basic)	-0.7	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	3	Chemaxon
Hydrogen Donor Count	3	Chemaxon
Polar Surface Area	86.88 Å²	Chemaxon
Rotatable Bond Count	0	Chemaxon
Refractivity	36.92 m³·mol^-1	Chemaxon
Polarizability	12.7 Å³	Chemaxon
Number of Rings	2	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Xanthine

Structure for Xanthine

Collision Cross Sections (CCS)