THEOBROMINE (CED0004107)

Record Information
Version1.0
Creation Date2016-05-19 02:28:39 UTC
Update Date2026-05-14 17:00:13 UTC
Accession NumberCHEM007655
Identification
Common NameTHEOBROMINE
ClassSmall Molecule
Description
THEOBROMINE (C7H8N4O2) is an organic compound with an average molecular weight of 180.16 g/mol. THEOBROMINE belongs to the purines and purine derivatives, a subclass of imidazopyrimidines within the organic compounds. It acts as a biological antioxidant (PMC7570315) and a biological diuretic (PMC11591253). In industrial applications, it is utilized as a deodorizer, a softener and conditioner, and a flavouring and nutrient. The compound is recorded as being found in or released from 43 sources across several sectors. These include electrical and electronic equipment, such as cell phones, capacitors, batteries, printed circuit boards, and wires and cables. It is present in food, food processing and cookware, including food packaging, brew kettles, food preservation, the preparation of malt, and fermentation processes for beer. Other sources include household cleaning and consumer products, such as cigar cigarettes, pipe accessories, non electric simulated smoking devices, other smoking requisites, and perfumes within detergents and soaps. Additionally, it is found in synthetic textiles, carpets and rugs, indoor air, and medical devices. Recorded exposure routes include oral, inhalation, and touch. At the molecular level, THEOBROMINE interacts with four recorded protein targets. It functions as an antagonist or inhibitor of the 3',5'-cyclic-AMP phosphodiesterase 4B (PDE4B), 5'-nucleotidase (NT5E), adenosine receptor A1 (ADORA1), and adenosine receptor A2a (ADORA2A).
Contaminant Type
  • PFAS
  • Phytotoxin
Chemical Structure
Synonyms
ValueSource
3,7-Dihydro-3,7-dimethyl-1H-purine-2,6-dioneChEBI
3,7-Dimethylpurine-2,6-dioneChEBI
3,7-DimethylxanthineChEBI
TheobrominChEBI
TeobrominHMDB
2,6-Dihydroxy-3,7-dimethyl-purineHMDB
3,7-Dimethyl-xanthineHMDB
DiurobromineHMDB
Chemical FormulaC7H8N4O2
Average Molecular Mass180.164 g/mol
Monoisotopic Mass180.065 g/mol
CAS Registry Number83-67-0
IUPAC Name3,7-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
Traditional Nametheobromine
SMILESCN1C=NC2=C1C(=O)NC(=O)N2C
InChI IdentifierInChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)9-7(13)11(5)2/h3H,1-2H3,(H,9,12,13)
InChI KeyYAPQBXQYLJRXSA-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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct ParentXanthines
Alternative Parents
Substituents
  • Xanthine
  • 6-oxopurine
  • Purinone
  • Alkaloid or derivatives
  • Pyrimidone
  • N-substituted imidazole
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Vinylogous amide
  • Lactam
  • Urea
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility7.76 g/LALOGPS
logP-0.78ALOGPS
logP-0.77ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)9.28ChemAxon
pKa (Strongest Basic)-0.91ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area67.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity44.93 m³·mol⁻¹ChemAxon
Polarizability16.85 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 Spectrumsplash10-0079-7980000000-efb14ee11aad17b6b4d2Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-001i-6900000000-7d44855bbf11e559d96eNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0079-7980000000-efb14ee11aad17b6b4d2Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0zgr-0900000000-87a73eda89d8ce593ee8Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-8d639c53ad9b2b8f508eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9300000000-0d20b5fe9b93b113a29eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014l-9000000000-55968ca3e94ce5a05cfeNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-6900000000-7d44855bbf11e559d96eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-1900000000-1932568f11357ae32f55Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-2900000000-3918185c5a4afb18f11aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0910-5900000000-b590772083f824ea0fc6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9400000000-c06ac99fd6e0c84d9653Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9100000000-3802e577174b5a4accedNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-02a9-2900000400-2ae0058f4f5f9fc23c01Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004j-7900000000-54365e34320abc3c8f2eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-1900000000-599d34de0bc963388dc0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-2900000000-8a0fd0cd87c35684d19fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0910-5900000000-b590772083f824ea0fc6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9400000000-c06ac99fd6e0c84d9653Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9100000000-3802e577174b5a4accedNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-b1202b5f491f2aaaf542Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01qi-0900000000-d58a783853c528b7d126Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01b9-8900000000-d9e4a4411ab0ed3620a0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9200000000-3e4c74d70eb361d592a2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9000000000-b8b687b3b9ae3c76bc63Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-9969958696e82ec648a8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01p9-0900000000-9b6882138a54379ed1f8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-1900000000-7a6ca221466a7b3d83d5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-79f9d425a871d43d6a4dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01p9-0900000000-9b6882138a54379ed1f8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-9969958696e82ec648a8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01b9-8900000000-d9e4a4411ab0ed3620a0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-1fe6ec053299c2d6d64fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-1adda7ca8bd3c953ebe8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-9158b77ab08af4619b42Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0089-0900000000-ed50fa40aa0fd0f47e17Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-021c4eaf9dbfdcd0ae04Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9400000000-31e702057a30ac03a708Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-2900000000-f5c6910a8f8d7cd84390Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-02if-9800000000-0ad60dee3b79413d3a64Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0900000000-a2c48fe096ec7dff7d25Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-02ti-5900000000-3ce7e0d86ee2ec3a5ff3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0900000000-3b9f1ada8afbc5d88b04Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01ba-9400000000-7542761a9e1be22b5a2fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03k9-3900000000-d92933760a99bb137029Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0019-1900000000-a487358cc99f8cc12d59Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03k9-0900000000-16cf3dd87b4f70e7c40dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-3900000000-b6ace89c097357ad0a44Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0900000000-70993ae839e5031625b0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01t9-0900000000-f14972a98124b738af12Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9400000000-06aa7407592414a84d26Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-015c-9100000000-79d27986247804639be9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-02ti-5900000000-573e11992f43014f9315Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01q0-4900000000-b1e4bccbef0f07626a42Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014l-9100000000-7afbdb94759c624ffe19Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9500000000-bef1ff3b95033f7f2c94Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-a087c3b72248f0737d21Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-3dd649aec4ab9e218fa4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0900000000-5c04242c1c924ca91909Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9000000000-b21c1027cb1b2a80b828Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-02ac-7900000000-e8da7d670ad13a32d06fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00kf-9000000000-fc6d3193f3af10737c9fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-86669f2ed2baf5da29f3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01b9-8900000000-e6625c04f61eafb520cfNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9200000000-3e4c74d70eb361d592a2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01qi-0900000000-d58a783853c528b7d126Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9000000000-b8b687b3b9ae3c76bc63Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-9200000000-2987c20e441b5a054f67Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-b1202b5f491f2aaaf542Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0900000000-3f82b9da0450b7ae12aeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0900000000-235bf01d7d7435b9fe54Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0kai-9200000000-cb89e2e8ee405aba807dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0900000000-fa072bef954a047da7f7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004r-0900000000-22f6a3f6049c3a993878Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052f-9300000000-afa55dfa675c3caec4f0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0900000000-f81609005282501540b0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0900000000-92cc61ddca3bf84b3b42Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000x-9000000000-1374eecfde0a550c99ddNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0900000000-b663baff564f9325cf76Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-056u-5900000000-01e2f3867fda0a6ca856Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9100000000-533c8730a3b932c5b1b1Not AvailableView Spectrum
MSMS Spectrumsplash10-001i-9700000000-770b2dc556ada7d97caeNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, DMSO, experimental)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
788.0Log mg/kg[440:1400]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
nephrolithiasisis_treatment_forNot AvailablePMC11591253
Exposure Sources
Source IDSourceSectorReference
7PesticidesAgriculture & land managementNot Available
10InsecticidesAgriculture & land managementNot Available
19Indoor airAir, dust & atmospheric transportNot Available
120Wires and cablesElectrical & Electronic EquipmentNot Available
121Printed circuit boardsElectrical & Electronic EquipmentNot Available
125BatteriesElectrical & Electronic EquipmentNot Available
130SemiconductorsElectrical & Electronic EquipmentNot Available
138LubricantsEnergy, oil & gasNot Available
147Food packagingFood, food processing & cookwareNot Available
174LubricantsIndustrial manufacturing & chemical processingNot Available
233BrushesPersonal care & cosmeticsNot Available
234Medical devicesHealthcare, pharmaceuticals & veterinary productsNot Available
451Carpets and RugsTextiles, leather & furnishingsNot Available
454Synthetic textilesTextiles, leather & furnishingsNot Available
490Personal care & cosmeticsNot Available
492Cell phonesElectrical & Electronic EquipmentNot Available
493CapacitorsElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
512ContactsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
520Emergency Protective DevicesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
542Brew KettlesFood, food processing & cookwareNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
550Preparation Of WortFood, food processing & cookwareNot Available
553Treatment Of HopsFood, food processing & cookwareNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
562Pipe AccessoriesHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
566Tobacco PipesHousehold cleaning & consumer productsNot Available
567Tobacco Product CasesHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
597ChemosterilantsAgriculture & land managementNot Available
598Fertiliser DistributorsAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
604Pest AttractantsAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
658Touch FastenersTextiles, leather & furnishingsNot Available
661UmbrellasTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Endochitinase B1 structureClick to view 3D structureEndochitinase B1Q873X9Neosartorya fumigataPredicted (SEA)0.233548
Adenosine receptor A2a structureClick to view 3D structureAdenosine receptor A2aP29274HumansPredicted (SEA)110.546
Guanine deaminase structureClick to view 3D structureGuanine deaminaseQ9Y2T3HumansPredicted (SEA)0.0778492
Adenosine receptor A1 structureClick to view 3D structureAdenosine receptor A1P30542HumansPredicted (SEA)167.532
Acetylcholinesterase structureClick to view 3D structureAcetylcholinesteraseP22303HumansPredicted (SEA)395.63
Click to view 3D structureAdenosine receptor A1P47745Cavia porcellusPredicted (SEA)51.0691
Adenosine receptor A3 structureClick to view 3D structureAdenosine receptor A3P0DMS8HumansPredicted (SEA)353.202
Amine oxidase [flavin-containing] B structureClick to view 3D structureAmine oxidase [flavin-containing] BP27338HumansPredicted (SEA)769.54
Click to view 3D structureAdenosine receptor A2bP29276Rattus norvegicusPredicted (SEA)39.0025
Amine oxidase [flavin-containing] A structureClick to view 3D structureAmine oxidase [flavin-containing] AP21397HumansPredicted (SEA)625.752
Click to view 3D structureDNA damage-inducible transcript 3 proteinP35639Mus musculusPredicted (SEA)732.717
X-box-binding protein 1 structureClick to view 3D structureX-box-binding protein 1P17861HumansPredicted (SEA)733.106
Click to view 3D structureDipeptidyl peptidase 4P81425Bos taurusPredicted (SEA)4.67095
Proto-oncogene tyrosine-protein kinase Src structureClick to view 3D structureProto-oncogene tyrosine-protein kinase SrcP12931HumansPredicted (SEA)3664.52
Click to view 3D structureNucleotide-binding oligomerization domain-containing protein 2Q9HC29HumansPredicted (SEA)319.104
Click to view 3D structureAdenosine receptor A1P28190Bos taurusPredicted (SEA)225.763
Tyrosine-protein kinase ABL1 structureClick to view 3D structureTyrosine-protein kinase ABL1P00519HumansPredicted (SEA)3768.37
Click to view 3D structureAdenosine receptor A3P28647Rattus norvegicusPredicted (SEA)211.438
Tyrosine-protein kinase Lck structureClick to view 3D structureTyrosine-protein kinase LckP06239HumansPredicted (SEA)4447.92
CCR4-NOT transcription complex subunit 7 structureClick to view 3D structureCCR4-NOT transcription complex subunit 7Q9UIV1HumansPredicted (SEA)30.7504
NAD-dependent protein deacetylase sirtuin-3, mitochondrial structureClick to view 3D structureNAD-dependent protein deacetylase sirtuin-3, mitochondrialQ9NTG7HumansPredicted (SEA)83.7658
Adenosine receptor A2b structureClick to view 3D structureAdenosine receptor A2bP29275HumansPredicted (SEA)47.5659
Click to view 3D structureAdenosine receptor A2aP46616Cavia porcellusPredicted (SEA)17.5161
Click to view 3D structureAdenosine receptor A1P25099Rattus norvegicusPredicted (SEA)72.1662
Click to view 3D structureAdenosine receptor A2aP30543Rattus norvegicusPredicted (SEA)69.208
Concentrations
Not Available
External Links
DrugBank IDDB01412
HMDB IDHMDB0002825
FooDB IDFDB000455
Phenol Explorer IDNot Available
KNApSAcK IDC00001509
BiGG IDNot Available
BioCyc ID3-7-DIMETHYLXANTHINE
METLIN ID1456
PDB IDNot Available
Wikipedia LinkTheobromine
Chemspider ID5236
ChEBI ID28946
PubChem Compound ID5429
Kegg Compound IDC07480
YMDB IDNot Available
ECMDB IDM2MDB005811
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10456233
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11600064
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=16979558
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=18632476
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=18964243
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=19018565
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=21839757
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=21871761
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=22751681
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=22770225
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=22824731
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=22866022
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=23094271
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=23236361
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=28166217
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=9468592
17. Yoon, Hye-Sung; Hwang, In-Gyun; Bang, Won-Gi. Production of theobromine from caffeine by Pseudomonas sp. Chayon Chawon Nonjip (1995), 35(1), 33-39.
18. Tserng KY, King KC, Takieddine FN: Theophylline metabolism in premature infants. Clin Pharmacol Ther. 1981 May;29(5):594-600.
19. Gonzalez-Jimenez J, Frutos G, Cayre I: Fluorescence quenching of human serum albumin by xanthines. Biochem Pharmacol. 1992 Aug 18;44(4):824-6.
20. Holstege A, Kurz M, Weinbeck M, Gerok W: Excretion of caffeine and its primary degradation products into bile. J Hepatol. 1993 Jan;17(1):67-73.
21. Sommer KR, Hill RM, Horning MG: Identification and quantification of drugs in human amniotic fluid. Res Commun Chem Pathol Pharmacol. 1975 Nov;12(3):583-95.
22. Skopinska-Rozewska E, Janik P, Przybyszewska M, Sommer E, Bialas-Chromiec B: Inhibitory effect of theobromine on induction of angiogenesis and VEGF mRNA expression in v-raf transfectants of human urothelial cells HCV-29. Int J Mol Med. 1998 Dec;2(6):649-52.
23. Delahunty T, Schoendorfer D: Caffeine demethylation monitoring using a transdermal sweat patch. J Anal Toxicol. 1998 Nov-Dec;22(7):596-600.
24. Resman BH, Blumenthal P, Jusko WJ: Breast milk distribution of theobromine from chocolate. J Pediatr. 1977 Sep;91(3):477-80.
25. Scott NR, Chakraborty J, Marks V: Determination of caffeine, theophylline and theobromine in serum and saliva using high-performance liquid chromatography. Ann Clin Biochem. 1984 Mar;21 ( Pt 2):120-4.
26. Emara S: Simultaneous determination of caffeine, theophylline and theobromine in human plasma by on-line solid-phase extraction coupled to reversed-phase chromatography. Biomed Chromatogr. 2004 Oct;18(8):479-85.
27. Gennaro MC, Abrigo C, Biglino P: Quantification of theophylline in human plasma by reversed-phase ion-interaction high-performance liquid chromatography and comparison with the TDx fluorescence polarization immunoassay procedure. Analyst. 1992 Jul;117(7):1071-4.
28. Desiraju RK, Sugita ET, Mayock RL: Determination of theophylline and its metabolites by liquid chromatography. J Chromatogr Sci. 1977 Dec;15(12):563-8.
29. Blanchard J, Weber CW, Shearer LE: Methylxanthine levels in breast milk of lactating women of different ethnic and socioeconomic classes. Biopharm Drug Dispos. 1992 Apr;13(3):187-96.
30. Tarka SM Jr, Arnaud MJ, Dvorchik BH, Vesell ES: Theobromine kinetics and metabolic disposition. Clin Pharmacol Ther. 1983 Oct;34(4):546-55.
31. Sachse C, Ruschen S, Dettling M, Schley J, Bauer S, Muller-Oerlinghausen B, Roots I, Brockmoller J: Flavin monooxygenase 3 (FMO3) polymorphism in a white population: allele frequencies, mutation linkage, and functional effects on clozapine and caffeine metabolism. Clin Pharmacol Ther. 1999 Oct;66(4):431-8.
32. Slattery ML, West DW: Smoking, alcohol, coffee, tea, caffeine, and theobromine: risk of prostate cancer in Utah (United States). Cancer Causes Control. 1993 Nov;4(6):559-63.
33. Usmani OS, Belvisi MG, Patel HJ, Crispino N, Birrell MA, Korbonits M, Korbonits D, Barnes PJ: Theobromine inhibits sensory nerve activation and cough. FASEB J. 2005 Feb;19(2):231-3. Epub 2004 Nov 17.
34. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043.