Athanor by arbastro
download
Library

Xanthine

Athanor · official

C5H4N4O2 · 152.11 g/mol

IUPAC name: 3,7-dihydropurine-2,6-dione

Also called 3,7-dihydropurine-2,6-dione, caffeine core

RingsNucleic acid parts
Open in Athanor
The structure of Xanthine
Drawn from its SMILES with RDKit
Harmful or irritantWarningMay cause an allergic skin reaction · Causes serious eye irritation

Names and identifiers

IUPAC name
3,7-dihydropurine-2,6-dione
Synonyms
3,7-dihydropurine-2,6-dione, caffeine core, 2,6-Dihydroxypurine
+ 36 more

2,6-dioxopurine, Xanthin, Isoxanthine, Xanthic oxide, 1H-Purine-2,6-diol, Pseudoxanthine, 9H-Purine-2,6-diol, 3,7-Dihydro-1H-purine-2,6-dione, 1H-Purine-2,6-dione, 3,7-dihydro-, Purine-2,6-diol, 2,6(1,3)-Purinedion, 3,9-dihydro-1H-purine-2,6-dione, 2,6-Dioxo-1,2,3,6-tetrahydropurine, 1H-Purine-2,6-dione, 3,9-dihydro-, 9H-Purine-2,6-(1H,3H)-dione, Purine-2,6(1H,3H)-dione, 9H-Purine-2,6(1H,3H)-dione, 1AVZ07U9S7, DTXSID4035120, NSC-14664, 2,3,6,7-tetrahydro-1H-purine-2,6-dione, RefChem:902259, DTXCID2015120, CHEBI:15318, 200-718-6, 1H-Purine-2,6(3H,7H)-dione, XAN, USAF CB-17, 9H-xanthine, Purine-2(3H),6(1H)-dione, Purine-2,6-(1H,3H)-dione, MFCD00078453, NSC 14664, EPA Pesticide Chemical Code 116900, AI3-52268, CHEMBL1424

Molecular formula
C5H4N4O2
Empirical formula
C5H4N4O2
Molecular weight
152.11 g/mol
Exact mass
152.03343
CAS number
69-89-6
PubChem CID
1188
Canonical SMILES
C1=NC2=C(N1)C(=O)NC(=O)N2
Isomeric SMILES
C1=NC2=C(N1)C(=O)NC(=O)N2
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)
InChIKey
LRFVTYWOQMYALW-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
11
Rings
2
Aromatic rings
2
Fraction sp³ carbons (Fsp3)
0
H-bond donors
3
H-bond acceptors
3
Rotatable bonds
0
TPSA (Ų)
94.4 computed here · PubChem 86.9
Formal charge
0
XLogP3
-0.7 PubChem
Complexity
217 PubChem
Stereocenters
None
Double-bond geometry
None specified
Point group
Cs of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C39.48%
  • H2.65%
  • N36.83%
  • O21.04%

Isotope pattern

100%152.0337.0%153.036154.037

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
-1.06 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-0.72 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.86 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 152.11
  • log P ≤ 5 (Crippen): -1.06
  • H-bond donors ≤ 5: 3
  • H-bond acceptors ≤ 10: 3

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Warning

Most widely reported: 82 company reports to ECHA. Source [1].

  • Harmful or irritant
  • H317May cause an allergic skin reaction (85.4% of reports)
  • H319Causes serious eye irritation (95.1% of reports)

Precautionary statements: P261, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, P501

View all classifications (2)
  • [1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 3.7% (3 of 82) of reports.
  • [1] European Chemicals Agency (ECHA) · 82 reports · WarningH317, H319

Safety data sheets on the supplier’s page: 001Chemical, Yuhao Chemical, INTERBIOSCREEN.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  2. [2]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
  3. [3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  5. [5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  6. [6]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  7. [7]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  8. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  9. ·Literature on PubChem

Data last updated 2026-10-14.