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Details

Stereochemistry ACHIRAL
Molecular Formula C5H4N4O2
Molecular Weight 152.1109
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of XANTHINE

SMILES

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

InChI

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

HIDE SMILES / InChI

Molecular Formula C5H4N4O2
Molecular Weight 152.1109
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Xanthine stone in the urinary bladder of a male child.
1999
Pharmacotherapeutical reduction of post-hypoxic-ischemic brain injury in the newborn.
2001
Free radicals and brain damage in the newborn.
2001
Reactive oxygen species (ROS)-generating oxidases in the normal rabbit cornea and their involvement in the corneal damage evoked by UVB rays.
2001 Apr
Photoreactivation of alloxanthine-inhibited xanthine oxidase.
2001 Apr
Effect of reactive oxygen species on fetal lung maturation.
2001 Apr
Xanthine oxidase in eutopic and ectopic endometrium in endometriosis and adenomyosis.
2001 Apr
The chemical work of Alexander and Jane Marcet.
2001 Apr
Insight into the chemistry of flavin reduction and oxidation in Escherichia coli dihydroorotate dehydrogenase obtained by rapid reaction studies.
2001 Apr 10
Synthesis and structure-activity relationships of 1-phenylpyrazoles as xanthine oxidase inhibitors.
2001 Apr 9
Intralobular heterogeneity of oxidative stress and cell death in ischemia-reperfused rat liver.
2001 Feb
Determination of urinary methylated purine pattern by high-performance liquid chromatography.
2001 Feb 10
Effects of food intake and oxidative stress on intestinal lesions caused by meloxicam and piroxicam in rats.
2001 Feb 23
Production of free radicals measured by spin trapping during operations for stenosis of the carotid artery.
2001 Jan
Induction of cell death in arabidopsis by superoxide in combination with salicylic acid or with protein synthesis inhibitors.
2001 Jan 1
Reactive oxygen and nitrogen metabolites modulate fibronectin-induced fibroblast migration in vitro.
2001 Jan 1
The effects of delta sleep-inducing peptide on the intensity of lipid peroxidation and xanthine oxidase activity in rat tissues during cold stress.
2001 Jan-Feb
Enhanced sensitivity of Cypridina luciferin analogue (CLA) chemiluminescence for the detection of *O2(-) with non-ionic detergents.
2001 Jan-Feb
The release of the substrate for xanthine oxidase in hypertensive patients was suppressed by angiotensin converting enzyme inhibitors and alpha1-blockers.
2001 Mar
Inhibition of xanthine and monoamine oxidases by stilbenoids from Veratrum taliense.
2001 Mar
Experimental and theoretical microdialysis studies of in situ metabolism.
2001 Mar
Effects of reactive oxygen species on proliferation of Chinese hamster lung fibroblast (V79) cells.
2001 Mar 15
Electron spin resonance characterization of the NAD(P)H oxidase in vascular smooth muscle cells.
2001 Mar 15
7-Methylxanthine methyltransferase of coffee plants. Gene isolation and enzymatic properties.
2001 Mar 16
Redox-sensitive regulation of lox-1 gene expression in vascular endothelium.
2001 Mar 2
ESR studies on reaction of saccharide with the free radicals generated from the xanthine oxidase/hypoxanthine system containing iron.
2001 Mar 9
Xanthine oxidase inhibitory activity of selected Australian native plants.
2001 May
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:48:43 GMT 2025
Edited
by admin
on Mon Mar 31 17:48:43 GMT 2025
Record UNII
1AVZ07U9S7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
XANTHINE
INCI   MI   WHO-DD  
INCI  
Official Name English
NSC-14664
Preferred Name English
9H-PURINE-2,6(1H,3H)-DIONE
Systematic Name English
XANTHIC OXIDE
Common Name English
3,9-DIHYDRO-1H-PURINE-2,6-DIONE
Systematic Name English
1H,3H,9H-XANTHINE
Common Name English
1H-PURINE-2,6-DIOL
Systematic Name English
3,9-DIHYDROPURINE-2,6-DIONE
Systematic Name English
Xanthine [WHO-DD]
Common Name English
1H-PURINE-2,6-DIONE, 3,7-DIHYDRO-
Systematic Name English
2,6-DIOXO-1,2,3,6-TETRAHYDROPURINE
Systematic Name English
2,6-DIOXOPURINE
Systematic Name English
XANTHINE [MI]
Common Name English
1H,3H,7H-XANTHINE
Common Name English
PURINE-2,6(1H,3H)-DIONE
Systematic Name English
1H-PURINE-2,6-DIONE, 3,9-DIHYDRO-
Systematic Name English
Classification Tree Code System Code
LOINC 41227-0
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
LOINC 75144-6
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
LOINC 38371-1
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
LOINC 75129-7
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
LOINC 3131-0
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
LOINC 3132-8
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
LOINC 41230-4
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
EPA PESTICIDE CODE 116900
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
LOINC 72897-2
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
LOINC 41228-8
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
LOINC 58036-5
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
Code System Code Type Description
MESH
D019820
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
EVMPD
SUB15733MIG
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
PUBCHEM
1188
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
FDA UNII
1AVZ07U9S7
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
RXCUI
1311085
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY RxNorm
SMS_ID
100000076747
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
WIKIPEDIA
XANTHINE
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
DAILYMED
1AVZ07U9S7
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
NSC
14664
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
CHEBI
48517
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
EPA CompTox
DTXSID4035120
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
CAS
69-89-6
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-718-6
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
CHEBI
17712
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
DRUG BANK
DB02134
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
MERCK INDEX
m11527
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY Merck Index
CHEBI
15318
Created by admin on Mon Mar 31 17:48:43 GMT 2025 , Edited by admin on Mon Mar 31 17:48:43 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
METABOLITE -> PARENT
PARENT -> METABOLITE
MINOR
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ACTIVE MOIETY