Adenine (CED0000623)

Record Information
Version1.0
Creation Date2014-08-29 06:12:57 UTC
Update Date2026-05-14 16:24:27 UTC
SynCED IDCED0000623
Secondary Accession Numbers
  • CHEM003239
  • T3D4279
Identification
Common NameAdenine
ClassSmall Molecule
Description
Adenine belongs to the purines and purine derivatives, a subclass of imidazopyrimidines within the organic compounds. It is an endogenous solid with the formula C5H5N5 and an average molecular weight of 135.13 g/mol. Biologically, it serves as a metabolite, a human metabolite, and a ligand (PMC6882738 ). It is detected in the prostate and all other tissues. There are 14 recorded protein targets for adenine, including Acetyl-CoA carboxylase 2 (ACACB), Low molecular weight phosphotyrosine protein phosphatase (ACP1), Adenine phosphoribosyltransferase (APRT), and S-methyl-5'-thioadenosine phosphorylase (MTAP). Industrially, adenine is used as a softener and conditioner (PMC6882738 ). It has been found in or released from 34 recorded sources across multiple sectors, including drinking water and water supply; air, dust and atmospheric transport (specifically indoor air); textiles, leather and furnishings (such as carpets, rugs, and synthetic textiles); household cleaning and consumer products (including soap detergents, bleaching agents, and perfumes within detergents and soaps); food, food processing and cookware (including food packaging, food preservation, preparation of vinegar, preparation of malt, and fermentation processes for beer); and electrical and electronic equipment (including batteries, capacitors, wires and cables, printed circuit boards, and cell phones). Recorded exposure routes for the compound include touch, oral, and inhalation.
Contaminant Type
  • Amine
  • Animal Toxin
  • Dietary Supplement
  • Drug
  • Food Toxin
  • Human Neurotoxin
  • Metabolite
  • Micronutrient
  • Natural Compound
  • Nutraceutical
  • Organic Compound
  • PFAS
  • Supplement
Chemical Structure
Synonyms
ValueSource
6-AminopurineChEBI
AChEBI
AdeChEBI
AdeninChEBI
LeuconKegg
1,6-Dihydro-6-iminopurineHMDB
1H-Purin-6-amineHMDB
1H-Purine-6-amineHMDB
3,6-Dihydro-6-iminopurineHMDB
6-Amino-1H-purineHMDB
6-Amino-3H-purineHMDB
6-Amino-7H-purineHMDB
6-Amino-9H-purineHMDB
6-Amino-purineHMDB
9H-Purin-6-amineHMDB
9H-Purin-6-yl-aminHMDB
9H-Purin-6-ylamineHMDB
9H-Purine-6-amineHMDB
AdeninimineHMDB
Vitamin b4HMDB
Vitamin b 4HMDB
4, Vitamin bHMDB
b 4, VitaminHMDB
Chemical FormulaC5H5N5
Average Molecular Mass135.127 g/mol
Monoisotopic Mass135.054 g/mol
CAS Registry Number73-24-5
IUPAC Name7H-purin-6-amine
Traditional Namevitamin B4
SMILESNC1=C2NC=NC2=NC=N1
InChI IdentifierInChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)
InChI KeyGFFGJBXGBJISGV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct Parent6-aminopurines
Alternative Parents
Substituents
  • 6-aminopurine
  • Aminopyrimidine
  • Imidolactam
  • Pyrimidine
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organonitrogen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginEndogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Lysosome
  • Nucleus
Biofluid LocationsNot Available
Tissue Locations
  • All Tissues
  • Prostate
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point360 dec°C
Boiling PointNot Available
Solubility1030 mg/L (at 25°C)
Predicted Properties
PropertyValueSource
Water Solubility11.5 g/LALOGPS
logP-0.38ALOGPS
logP-0.57ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)10.29ChemAxon
pKa (Strongest Basic)3.64ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.48 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity38.22 m³·mol⁻¹ChemAxon
Polarizability12.29 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-03di-3490000000-7efe9518c90307a43707Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-03di-2690000000-6dc072eb8483a2c38e18Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-00di-9350000000-220125189c286547e86cNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-03di-4690000000-2d327a6944df53411886Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0006-3920000000-f488e8aa64272a07b3d9Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-000i-0329000000-0b012fa483ce8764d2afNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-03di-3490000000-7efe9518c90307a43707Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-03di-2690000000-6dc072eb8483a2c38e18Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-00di-9350000000-220125189c286547e86cNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-03di-4690000000-2d327a6944df53411886Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0006-3920000000-f488e8aa64272a07b3d9Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-000i-0329000000-0b012fa483ce8764d2afNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-03di-2690000000-534edabc8ab24e32f3f5Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0a5i-9700000000-e85c2b0bb19cf3401e5aNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-95d4894082ada0b24773Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-5900000000-66b1c086d7a666b2d02bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9200000000-4202a1aec437f3fd1275Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-c1766360e5f779d277abNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-68585e8dac03a15d5210Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-3db475b164c0f884b93dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-2900000000-7e2deed118def434e8dbNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0900000000-b24b09629456779d96e6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-b2cc6b5ce2fe2affe47dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-f45a65a00be3c0c36350Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-80808f34c7497219d349Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a5c-6900000000-f6c0abd6d3fca61bd7f7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0900000000-b24b09629456779d96e6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-80808f34c7497219d349Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a5c-6900000000-f6c0abd6d3fca61bd7f7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-cbe0a995dab473351f43Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-bfc42d662f222a7c16c7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-3db475b164c0f884b93dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-2900000000-7e2deed118def434e8dbNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-b2cc6b5ce2fe2affe47dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-f45a65a00be3c0c36350Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-4e2e55783de4dffa779cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-2900000000-5d3c3f7eae0530449640Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-2900000000-8f32c78a7ad999ed5b59Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-1900000000-df22c4a5f012f7d3914dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-3900000000-417e15f416b540425eccNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-12e93313926a2101dcf1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-aea585c8fc7f724a3bc6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-85c2a0ba04fda0bdc7c4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-6be09c23029257292e1aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00kr-0900000000-571da212b666397543d8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014r-1900000000-e1eec402696987d15991Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-3900000000-bf0285e7aab4ab522ed0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014l-9800000000-ed049e063ce3e87a0feeNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014l-9300000000-977749d6f2a9be053e41Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-e3a7c00866297f9ae2f6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9000000000-693fd974145cfcef734eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-2ae60bff51be3b0f74e8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-76add7d53e7aad5d2c3aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-d6c4dab73fc569f2baa9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-cc7f5485743f65658bb1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00kr-0900000000-26d3cd0998cde624afb0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-1900000000-95cae12913f0507dd9c7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-2900000000-e6272f676a9d06da1397Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014l-8900000000-43e469fd6d4fc9d5d3aeNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014l-9400000000-4ad9fd29953be2a398b9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-f0c3d42f28ff4440c36cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-e2c5e6873a4e7c0af421Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a59-4900000000-099ee82fc2f658e1cd04Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-c100f5ac716c497996beNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-379c5c6ea7b1135677c6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9000000000-346f2325bf2e66e7a339Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-87f60041335919c4a0deNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014l-9000000000-a71034da1c65738b37bdNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9000000000-082e35854f33b70a0b29Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a5c-6900000000-f6c0abd6d3fca61bd7f7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-090d369100e8edeb5145Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-a56b3bd296195086b5d0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-a76f7f2350e82c676371Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-053r-0900000000-4213d2fff3cdad674b8eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a59-0900000000-d0f2f3ccc46d430b6c3cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0900000000-bf20f302482d1cc4a27dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014r-0900000000-a5d66e0d7445d12d3341Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-970ccb93a506d18f508dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-1900000000-df22c4a5f012f7d3914dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-2900000000-8f32c78a7ad999ed5b59Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-3900000000-95ea93bb46eed4c4351aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00kr-1900000000-c5d4f489f993e74d71e7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014l-9100000000-f0afd835d0940a586533Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014r-1900000000-17c4ac7b704e0853b005Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-3900000000-417e15f416b540425eccNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-12e93313926a2101dcf1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-5a6ecf56ce51dbb2dbc5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014l-9100000000-8ff96a307d2734fbd6d7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-56a0846e70f3f69cf601Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-2900000000-5d3c3f7eae0530449640Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014l-9300000000-4b71a91c2aa11b5ef902Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-f45a65a00be3c0c36350Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-cd38fa67b1f8bc413698Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014l-9800000000-ac682196cb5e068dd224Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-a339bd082bbb2d6c2874Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00kr-0900000000-ca2270971c9df1af178aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-65f42b8ffaa5eb98ebe0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00kr-0900000000-435793322c48a11b1c25Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-fa87ba9e3fc2e008ddeeNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9000000000-77a4693aa2597c7b49d3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-946e8a8886885808da31Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-51ec14ff6231e303152eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a59-3900000000-f4155217d6bcdbbcc17fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014r-1900000000-88c9b769625560fe2bdfNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-93f221fe4e4df1594ddcNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-066u-9400000000-ada6d909e20e2184a05bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014r-1900000000-3692e26c2a753401022fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-856ee05b3bc039563468Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0900000000-f2335984e7dd7e129a8cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0900000000-ee084d257bf2325fb370Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-067i-9700000000-5a42850e3f5331952458Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0900000000-05fa9674ab4d9e5e174eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0900000000-dc404aa4196bbf0ae9cdNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05o0-8900000000-b56d110371cd80ac76e0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0900000000-f69382028826abe57580Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-053r-0900000000-55a28c5aed57ac8019b4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05mo-9300000000-a38aacbd904a3901d01aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0900000000-c1ee2199364d0258bae1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-1900000000-9dfa4abdcfb77e1f4117Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05mo-9300000000-59f0208035a2d9b2d5aaNot AvailableView Spectrum
MSMS Spectrumsplash10-000i-6900000000-39944576233751576a91Not AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
241.0 Log mg/kg [140:430]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityAdenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose, and it forms adenosine triphosphate (ATP), a nucleotide, when three phosphate groups are added to adenosine. Adenosine triphosphate is used in cellular metabolism as one of the basic methods of transferring chemical energy between reactions. In older literature, adenine was sometimes called Vitamin B4Not Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Health Effects
Health EffectRelationshipDirectionDescriptionReference
hypertensionAssociated With?Not AvailableA disorder characterized by a pathological increase in blood pressure; a repeatedly elevation in the blood pressure exceeding 140 over 90 mm Hg. (NCI CTCAE)PMC11195684
inflammationAssociated With?Not AvailableNot AvailablePMC7177716
diseaseAssociated With?Not AvailableNot AvailablePMC8531310
essential hypertensionDecreased in Blood IndecreaseA hypertension with no known cause. It is the most common type of hypertension. (DO)PMC12709170
renal fibrosisAssociated With?increaseNot AvailablePMC7784643
DNA DamageAssociated With?Not AvailableNot AvailablePMC8258418
Exposure Sources
Source IDSourceSectorReference
CEDs000007Pesticides?Pesticides are synthetic chemicals designed to prevent, destroy, or control pests that threaten crops and agricultural productivity.Agriculture & land managementNot Available
CEDs000010Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.Agriculture & land managementPubChem
CEDs000019Indoor air?Indoor air can be a significant reservoir for synthetic chemical contaminants, which often originate from various sources within enclosed environments.Air, dust & atmospheric transportNot Available
CEDs000115Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.Drinking water & water supplyNot Available
CEDs000120Wires and cables?Wires and cables are integral components in the transmission of electrical power and signals.Electrical & Electronic EquipmentNot Available
CEDs000121Printed circuit boards?Printed circuit boards (PCBs) are essential components in the manufacturing of electronic devices, serving as the backbone for electrical connections and circuit pathways.Electrical & Electronic EquipmentNot Available
CEDs000125Batteries?Batteries are devices that store and release electrical energy through electrochemical reactions.Electrical & Electronic EquipmentNot Available
CEDs000130Semiconductors?Semiconductors are materials that possess electrical conductivity between that of conductors and insulators, making them essential for various electronic applications, including transistors, diodes, and integrated circuits.Electrical & Electronic EquipmentNot Available
CEDs000138Lubricants?Lubricants are synthetic or petroleum-derived substances used to reduce friction between surfaces in machinery and equipment, enhancing operational efficiency and longevity.Energy, oil & gasNot Available
CEDs000147Food packaging?Food packaging often utilizes synthetic chemicals, such as plastics and coatings, to enhance durability, moisture resistance, and shelf life.Food, food processing & cookwareNot Available
CEDs000174Lubricants?Lubricants are synthetic or petroleum-based substances used to reduce friction and wear between moving parts in machinery and equipment.Industrial manufacturing & chemical processingNot Available
CEDs000234Medical devices?Medical devices often incorporate synthetic chemicals in their manufacturing processes, which can contribute to contamination in healthcare settings.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000451Carpets and Rugs?Carpets and rugs are commonly manufactured using synthetic fibers such as nylon, polyester, and polypropylene, which can be derived from petrochemical sources.Textiles, leather & furnishingsNot Available
CEDs000454Synthetic textiles?Synthetic textiles are materials derived from man-made fibers, such as polyester, nylon, and acrylic, which are produced through chemical processes involving petrochemicals.Textiles, leather & furnishingsNot Available
CEDs000490Personal care & cosmeticsNot Available
CEDs000492Cell phones?Cell phones contain a variety of synthetic chemicals and materials, including plastics, metals, and glass, which can contribute to environmental contamination.Electrical & Electronic EquipmentNot Available
CEDs000493Capacitors?Capacitors are electronic components that store and release electrical energy, often using dielectric materials that can include synthetic chemicals.Electrical & Electronic EquipmentNot Available
CEDs000505Amplifiers?Amplifiers, commonly used in various electronic devices to enhance signal strength, can be a source of synthetic chemical contamination due to the materials and processes involved in their production and disposal.Electrical & Electronic EquipmentPubChem
CEDs000510Communication Cables Or Conductors?Communication cables or conductors are essential components in the transmission of data and signals in various applications, including telecommunications and networking.Electrical & Electronic EquipmentPubChem
CEDs000511Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.Electrical & Electronic EquipmentPubChem
CEDs000518Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.Electrical & Electronic EquipmentPubChem
CEDs000519Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.Electrical & Electronic EquipmentPubChem
CEDs000524Hybrid Capacitors?Hybrid capacitors are energy storage devices that combine the properties of electrolytic and supercapacitors, utilizing a combination of electrochemical principles to achieve higher energy density and power density.Electrical & Electronic EquipmentPubChem
CEDs000525Line Transmission Systems?Line Transmission Systems, commonly used for the distribution of electrical energy, can be a source of synthetic chemical contamination through the insulation materials and coatings utilized in their construction.Electrical & Electronic EquipmentPubChem
CEDs000530Radio Transmission Systems?Radio transmission systems utilize a variety of synthetic chemicals in their manufacturing and maintenance processes.Electrical & Electronic EquipmentPubChem
CEDs000537Television Systems?Television systems can be a source of synthetic chemical contamination due to the various materials and components used in their manufacture and operation.Electrical & Electronic EquipmentPubChem
CEDs000544Fermentation Processes For Beer?Fermentation processes for beer involve the conversion of sugars into alcohol and carbon dioxide by yeast.Food, food processing & cookwarePubChem
CEDs000545Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.Food, food processing & cookwarePubChem
CEDs000547Preparation Of Malt?Malt preparation involves the germination and drying of cereal grains, primarily barley, to produce malt for brewing and food products.Food, food processing & cookwarePubChem
CEDs000548Preparation Of Vinegar?Vinegar is produced through the fermentation of ethanol by acetic acid bacteria, resulting in a solution that typically contains 4-8% acetic acid.Food, food processing & cookwarePubChem
CEDs000549Preparation Of Wine Or Sparkling Wine?The preparation of wine or sparkling wine involves various stages, including fermentation, aging, and bottling, which can introduce potential sources of synthetic chemical contamination.Food, food processing & cookwarePubChem
CEDs000550Preparation Of Wort?The preparation of wort involves the extraction of sugars from malted grains, a crucial step in the brewing process.Food, food processing & cookwarePubChem
CEDs000555Bleaching Agents?Bleaching agents are chemical substances used to whiten or lighten materials, often employed in various cleaning products for their stain removal and disinfecting properties.Household cleaning & consumer productsPubChem
CEDs000561Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.Household cleaning & consumer productsPubChem
CEDs000563Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.Household cleaning & consumer productsPubChem
CEDs000569Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.Household cleaning & consumer productsPubChem
CEDs000580Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.Industrial manufacturing & chemical processingPubChem
CEDs000600Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.Agriculture & land managementPubChem
CEDs000603Nematocides?Nematocides are synthetic chemicals specifically designed to control nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.Agriculture & land managementPubChem
CEDs000604Pest Attractants?Pest attractants are synthetic chemicals designed to lure specific pests for monitoring or control purposes.Agriculture & land managementPubChem
CEDs000606Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.Agriculture & land managementPubChem
CEDs000610Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.Personal care & cosmeticsPubChem
CEDs000611Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000615Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.Personal care & cosmeticsPubChem
CEDs000618Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.Personal care & cosmeticsPubChem
CEDs000630Toys?Toys, particularly those made from synthetic materials such as plastics, can be a source of chemical contamination due to the presence of various additives and compounds used in their production.Recreation & sports surfacesPubChem
CEDs000632Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.Textiles, leather & furnishingsPubChem
CEDs000642Footwear?Footwear production often involves the use of various synthetic chemicals, such as adhesives, dyes, and treatments, which can contribute to environmental contamination.Textiles, leather & furnishingsPubChem
CEDs000678Nitrogenous Fertilisers?Nitrogenous fertilizers are synthetic chemical compounds primarily used to enhance plant growth by supplying essential nitrogen, a crucial nutrient for photosynthesis and protein synthesis.Agriculture & land managementPubChem
CEDs000679Phosphatic Fertilisers?Phosphatic fertilizers are synthetic chemical products primarily composed of phosphorus, which is essential for plant growth.Agriculture & land managementPubChem
CEDs000685Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.Building & ConstructionPubChem
CEDs000688Glass Coatings?Glass coatings are synthetic chemical formulations applied to glass surfaces to enhance properties such as durability, UV resistance, and aesthetic appeal.Building & ConstructionPubChem
CEDs000696Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.Industrial manufacturing & chemical processingPubChem
CEDs000699Mining Or Quarrying?Mining and quarrying operations can lead to synthetic chemical contamination through the release of various pollutants associated with the extraction and processing of minerals.Mining & metal processingPubChem
CEDs000714Embossing Machines?Embossing machines are industrial devices used to create raised patterns or designs on materials, including paper and fiber products.Paper, pulp & fiber productsPubChem
CEDs000738Cooling Circuit Water?Cooling circuit water is utilized in various industrial processes to absorb and dissipate heat generated during operations.Industrial manufacturing & chemical processingPubChem
CEDs000739Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.Paper, pulp & fiber productsPubChem
CEDs000740Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.Paper, pulp & fiber productsPubChem
CEDs000743Sludge Treatment?Sludge treatment involves the processing of waste materials generated from wastewater treatment plants, which often contain a variety of organic and inorganic substances.Wastewater, sanitation & biosolidsPubChem
CEDs000744Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.Wastewater, sanitation & biosolidsPubChem
CEDs01182Coffee BeansFood, food processing & cookwarePMC12270584
CEDs01406White WineFood, food processing & cookwarePMC9322305
CEDs02255WaterAquatic systems & sedimentsPMC7855516 , PMC9487986
CEDs02264SedimentAquatic systems & sedimentsPMC12293957
Pathways
43 pathwaysPathway Source: PathBank
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Leucine-rich repeat serine/threonine-protein kinase 2 structureClick to view 3D structureLeucine-rich repeat serine/threonine-protein kinase 2Q5S007HumansPredicted (SEA)
Prediction Confidence Score
0.32
Applicability Domain
0.516
Statistical Significance
0.0357
Supporting Reference Compounds
336
E-value
278.233
Aurora kinase A structureClick to view 3D structureAurora kinase AO14965HumansPredicted (SEA)
Prediction Confidence Score
0.285
Applicability Domain
0.516
Statistical Significance
0.1562
Supporting Reference Compounds
996
E-value
1216.39
Ribosomal protein S6 kinase alpha-3 structureClick to view 3D structureRibosomal protein S6 kinase alpha-3P51812HumansPredicted (SEA)
Prediction Confidence Score
0.279
Applicability Domain
0.516
Statistical Significance
0.1462
Supporting Reference Compounds
733
E-value
1138.08
Protein-tyrosine kinase 2-beta structureClick to view 3D structureProtein-tyrosine kinase 2-betaQ14289HumansPredicted (SEA)
Prediction Confidence Score
0.276
Applicability Domain
0.516
Statistical Significance
0.1064
Supporting Reference Compounds
414
E-value
828.549
MAP/microtubule affinity-regulating kinase 3 structureClick to view 3D structureMAP/microtubule affinity-regulating kinase 3P27448HumansPredicted (SEA)
Prediction Confidence Score
0.271
Applicability Domain
0.516
Statistical Significance
0.1624
Supporting Reference Compounds
627
E-value
1264.12
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)
Prediction Confidence Score
0.267
Applicability Domain
0.375
Statistical Significance
0.3893
Supporting Reference Compounds
1538
E-value
3030.67
3-phosphoinositide-dependent protein kinase 1 structureClick to view 3D structure3-phosphoinositide-dependent protein kinase 1O15530HumansPredicted (SEA)
Prediction Confidence Score
0.266
Applicability Domain
0.516
Statistical Significance
0.1719
Supporting Reference Compounds
591
E-value
1337.92
Serine/threonine-protein kinase Chk2 structureClick to view 3D structureSerine/threonine-protein kinase Chk2O96017HumansPredicted (SEA)
Prediction Confidence Score
0.264
Applicability Domain
0.516
Statistical Significance
0.1694
Supporting Reference Compounds
537
E-value
1318.61
Serine/threonine-protein kinase MARK2 structureClick to view 3D structureSerine/threonine-protein kinase MARK2Q7KZI7HumansPredicted (SEA)
Prediction Confidence Score
0.264
Applicability Domain
0.516
Statistical Significance
0.1685
Supporting Reference Compounds
512
E-value
1311.6
S-methyl-5'-thioadenosine phosphorylase structureClick to view 3D structureS-methyl-5'-thioadenosine phosphorylaseQ13126HumansPredicted (SEA)
Prediction Confidence Score
0.263
Applicability Domain
0.275 Low confidence
Statistical Significance
1.40e-04
Supporting Reference Compounds
5
E-value
1.08989
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase structureClick to view 3D structure5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseA0A0H2UPP7Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4)Predicted (SEA)
Prediction Confidence Score
0.262
Applicability Domain
0.264 Low confidence
Statistical Significance
1.40e-04
Supporting Reference Compounds
2
E-value
1.08989
Dual specificity tyrosine-phosphorylation-regulated kinase 1A structureClick to view 3D structureDual specificity tyrosine-phosphorylation-regulated kinase 1AQ13627HumansPredicted (SEA)
Prediction Confidence Score
0.255
Applicability Domain
0.313
Statistical Significance
0.3111
Supporting Reference Compounds
906
E-value
2421.58
Dual specificity protein kinase CLK4 structureClick to view 3D structureDual specificity protein kinase CLK4Q9HAZ1HumansPredicted (SEA)
Prediction Confidence Score
0.252
Applicability Domain
0.286 Low confidence
Statistical Significance
0.2974
Supporting Reference Compounds
742
E-value
2315.24
Vascular endothelial growth factor receptor 2 structureClick to view 3D structureVascular endothelial growth factor receptor 2P35968HumansPredicted (SEA)
Prediction Confidence Score
0.25
Applicability Domain
0.279 Low confidence
Statistical Significance
0.4393
Supporting Reference Compounds
1660
E-value
3419.84
Click to view 3D structureXanthine dehydrogenase/oxidaseQ00519Mus musculusPredicted (SEA)
Prediction Confidence Score
0.25
Applicability Domain
0.25 Low confidence
Statistical Significance
2.60e-04
Supporting Reference Compounds
1
E-value
2.02408
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase structureClick to view 3D structure5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseQ9KPI8Vibrio cholerae serotype O1 (strain ATCC 39315 / El Tor Inaba N16961)Predicted (SEA)
Prediction Confidence Score
0.249
Applicability Domain
0.275 Low confidence
Statistical Significance
1.80e-04
Supporting Reference Compounds
4
E-value
1.40129
Cyclin-dependent kinase 5 structureClick to view 3D structureCyclin-dependent kinase 5Q00535HumansPredicted (SEA)
Prediction Confidence Score
0.249
Applicability Domain
0.286 Low confidence
Statistical Significance
0.3287
Supporting Reference Compounds
779
E-value
2559.29
Casein kinase I isoform alpha structureClick to view 3D structureCasein kinase I isoform alphaP48729HumansPredicted (SEA)
Prediction Confidence Score
0.245
Applicability Domain
0.286 Low confidence
Statistical Significance
0.34
Supporting Reference Compounds
674
E-value
2646.72
Tyrosine-protein kinase ABL1 structureClick to view 3D structureTyrosine-protein kinase ABL1P00519HumansPredicted (SEA)
Prediction Confidence Score
0.242
Applicability Domain
0.268 Low confidence
Statistical Significance
0.4166
Supporting Reference Compounds
927
E-value
3243.2
LIM domain kinase 1 structureClick to view 3D structureLIM domain kinase 1P53667HumansPredicted (SEA)
Prediction Confidence Score
0.242
Applicability Domain
0.286 Low confidence
Statistical Significance
0.3389
Supporting Reference Compounds
565
E-value
2638.62
Cyclin-dependent kinase 9 structureClick to view 3D structureCyclin-dependent kinase 9P50750HumansPredicted (SEA)
Prediction Confidence Score
0.24
Applicability Domain
0.286 Low confidence
Statistical Significance
0.2937
Supporting Reference Compounds
426
E-value
2286.35
Tyrosine-protein kinase ZAP-70 structureClick to view 3D structureTyrosine-protein kinase ZAP-70P43403HumansPredicted (SEA)
Prediction Confidence Score
0.239
Applicability Domain
0.516
Statistical Significance
0.1658
Supporting Reference Compounds
199
E-value
1290.43
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform structureClick to view 3D structurePhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoformP48736HumansPredicted (SEA)
Prediction Confidence Score
0.233
Applicability Domain
0.25 Low confidence
Statistical Significance
0.2891
Supporting Reference Compounds
450
E-value
2250.39
DNA-dependent protein kinase catalytic subunit structureClick to view 3D structureDNA-dependent protein kinase catalytic subunitP78527HumansPredicted (SEA)
Prediction Confidence Score
0.232
Applicability Domain
0.25 Low confidence
Statistical Significance
0.1278
Supporting Reference Compounds
219
E-value
994.757
Activin receptor type-1 structureClick to view 3D structureActivin receptor type-1Q04771HumansPredicted (SEA)
Prediction Confidence Score
0.232
Applicability Domain
0.268 Low confidence
Statistical Significance
0.3428
Supporting Reference Compounds
346
E-value
2668.36
Xanthine dehydrogenase structureClick to view 3D structureXanthine dehydrogenaseO54050Rhodobacter capsulatusKnownNot Available
Purine nucleoside phosphorylase structureClick to view 3D structurePurine nucleoside phosphorylaseP00491HumansKnownNot Available
Adenine phosphoribosyltransferase structureClick to view 3D structureAdenine phosphoribosyltransferaseP07741HumansKnownNot Available
Mitogen-activated protein kinase 14 structureClick to view 3D structureMitogen-activated protein kinase 14Q16539HumansKnownNot Available
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform structureClick to view 3D structurePhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoformP42336HumansKnownNot Available
Acetyl-CoA carboxylase 2 structureClick to view 3D structureAcetyl-CoA carboxylase 2O00763HumansKnownNot Available
Adenine phosphoribosyltransferase structureClick to view 3D structureAdenine phosphoribosyltransferaseP07741HumansKnownNot Available
Low molecular weight phosphotyrosine protein phosphatase structureClick to view 3D structureLow molecular weight phosphotyrosine protein phosphataseP24666HumansKnownNot Available
S-methyl-5'-thioadenosine phosphorylase structureClick to view 3D structureS-methyl-5'-thioadenosine phosphorylaseQ13126HumansKnownNot Available
Cyclin-dependent kinase 1 structureClick to view 3D structureCyclin-dependent kinase 1P06493HumansKnownNot Available
Heat shock protein HSP 90-beta structureClick to view 3D structureHeat shock protein HSP 90-betaP08238HumansKnownNot Available
SRSF protein kinase 2 structureClick to view 3D structureSRSF protein kinase 2P78362HumansKnownNot Available
Xanthine dehydrogenase/oxidase structureClick to view 3D structureXanthine dehydrogenase/oxidaseP47989HumansKnownNot Available
Peroxisomal trans-2-enoyl-CoA reductase structureClick to view 3D structurePeroxisomal trans-2-enoyl-CoA reductaseQ9BY49HumansKnownNot Available
Concentrations
Not Available
External Links
DrugBank IDDB00173
HMDB IDHMDB0000034
FooDB IDFDB012266
Phenol Explorer IDNot Available
KNApSAcK IDC00001490
BiGG ID34039
BioCyc IDADENINE
METLIN ID85
PDB IDNot Available
Wikipedia LinkAdenine
Chemspider ID185
ChEBI ID16708
PubChem Compound ID190
Kegg Compound IDC00147
YMDB IDYMDB00887
ECMDB IDECMDB00034
References
Synthesis Reference

Eiichi Yonemitsu, Tomiya Isshiki, Yasuhiko Kijima, “Process for preparing adenine.” U.S. Patent US4059582, issued March, 1964.

MSDSLink
General References
  1. Rolfes RJ: Regulation of purine nucleotide biosynthesis: in yeast and beyond. Biochem Soc Trans. 2006 Nov;34(Pt 5):786-90. [PubMed: 17052198]
  2. Simoni RE, Gomes LN, Scalco FB, Oliveira CP, Aquino Neto FR, de Oliveira ML: Uric acid changes in urine and plasma: an effective tool in screening for purine inborn errors of metabolism and other pathological conditions. J Inherit Metab Dis. 2007 Jun;30(3):295-309. Epub 2007 May 19. [PubMed: 17520339]
  3. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed: 19212411]
  4. Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed: 12829005]
  5. Di Pietro V, Perruzza I, Amorini AM, Balducci A, Ceccarelli L, Lazzarino G, Barsotti P, Giardina B, Tavazzi B: Clinical, biochemical and molecular diagnosis of a compound homozygote for the 254 bp deletion-8 bp insertion of the APRT gene suffering from severe renal failure. Clin Biochem. 2007 Jan;40(1-2):73-80. Epub 2006 Oct 19. [PubMed: 17126311]
  6. Eells JT, Spector R: Purine and pyrimidine base and nucleoside concentrations in human cerebrospinal fluid and plasma. Neurochem Res. 1983 Nov;8(11):1451-7. [PubMed: 6656991]
  7. Moriyama H, Iizuka T, Nagai M, Hoshi K: Adenine, an inhibitor of platelet aggregation, from the leaves of Cassia alata. Biol Pharm Bull. 2003 Sep;26(9):1361-4. [PubMed: 12951489]
  8. Liu Y, Xu G, Xu C, Garcia L, Lin CC, Yeh LT: Ultra sensitive method for the determination of 9-(2-phosphonylmethoxyethyl)adenine in human serum by liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2004 Apr 25;803(2):293-8. [PubMed: 15063338]
  9. Terry KL, De Vivo I, Titus-Ernstoff L, Shih MC, Cramer DW: Androgen receptor cytosine, adenine, guanine repeats, and haplotypes in relation to ovarian cancer risk. Cancer Res. 2005 Jul 1;65(13):5974-81. [PubMed: 15994977]
  10. Steiner MC, Evans R, Deacon SJ, Singh SJ, Patel P, Fox J, Greenhaff PL, Morgan MD: Adenine nucleotide loss in the skeletal muscles during exercise in chronic obstructive pulmonary disease. Thorax. 2005 Nov;60(11):932-6. Epub 2005 Jul 29. [PubMed: 16055624]
  11. Whitehead JW, Lee GP, Gharagozloo P, Hofer P, Gehrig A, Wintergerst P, Smyth D, McCoull W, Hachicha M, Patel A, Kyle DJ: 8-Substituted analogues of 3-(3-cyclopentyloxy-4-methoxy-benzyl)-8-isopropyl-adenine: highly potent and selective PDE4 inhibitors. J Med Chem. 2005 Feb 24;48(4):1237-43. [PubMed: 15715490]
  12. Reimers HJ, Packham MA, Mustard JF: Labeling of the releasable adenine nucleotides of washed human platelets. Blood. 1977 Jan;49(1):89-99. [PubMed: 401462]
  13. Hartmann S, Okun JG, Schmidt C, Langhans CD, Garbade SF, Burgard P, Haas D, Sass JO, Nyhan WL, Hoffmann GF: Comprehensive detection of disorders of purine and pyrimidine metabolism by HPLC with electrospray ionization tandem mass spectrometry. Clin Chem. 2006 Jun;52(6):1127-37. Epub 2006 Apr 13. [PubMed: 16613999]
  14. Ruiz-Stewart I, Kazerounian S, Pitari GM, Schulz S, Waldman SA: Soluble guanylate cyclase is allosterically inhibited by direct interaction with 2-substituted adenine nucleotides. Eur J Biochem. 2002 Apr;269(8):2186-93. [PubMed: 11985597]