Compound

Caffeine

2D Structure
CID 2519
Target ACHE , ADORA1 , ADORA2A , ADORA2B , Adora3 , AR , CYP1A2 , CYP2C19 , CYP2C9 , CYP2D6 , CYP3A4 , ESR1 , ESRRA , GLI3 , NFE2L2 , NR1I2 , Rorc , RYR1 , RYR2 , RYR3 , TMIGD3 , TSHR
IUPAC Name 1,3,7-trimethylpurine-2,6-dione
InChI InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
InChI Key RYYVLZVUVIJVGH-UHFFFAOYSA-N
Canonical SMILES CN1C=NC2=C1C(=O)N(C(=O)N2C)C
Isomeric SMILES CN1C=NC2=C1C(=O)N(C(=O)N2C)C
Molecular Formula C8H10N4O2
Molecular Weight 194.19
synonyms ['caffeine', '58-08-2', 'Guaranine', '1,3,7-Trimethylxanthine', 'Methyltheobromine', 'Theine', 'Thein', 'Cafeina', 'Koffein', 'Mateina', 'Alert-pep', 'Caffein', 'Cafipel', 'Coffeine', "Refresh'n", 'Stim', 'Anhydrous caffeine', 'Cafamil', 'Cafecon', 'Caffine', 'Nodaca', 'No-Doz', 'Eldiatric C', 'Hycomine', 'Organex', '7-Methyltheophylline', 'Nix Nap', 'Methyltheobromide', 'Coffeinum', 'Coffein', 'Caffeine, synthetic', '3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dione', 'Tirend', '1,3,7-Trimethyl-2,6-dioxopurine', '1,3,7-Trimethylpurine-2,6-dione', 'Theophylline, 7-methyl', 'Tri-Aqua', 'Kofein', 'Miudol', 'Caffeine, anhydrous', 'Theobromine, 1-methyl-', '1-methyltheobromine', 'Caffeine (natural)', 'Xanthine, 1,3,7-trimethyl', 'Methylxanthine theophylline', 'caffenium', 'teina', 'Caffeina', 'NCI-C02733', '1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dione', 'CAFFEINE ANHYDROUS', 'FEMA No. 2224', 'cafeine', 'Caffeinum', 'HSDB 36', 'BRN 0017705', 'NSC 5036', 'CCRIS 1314', '1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione', 'AI3-20154', 'NSC-5036', 'EINECS 200-362-1', 'UNII-3G6A5W338E', 'Caffeine melting point standard', 'DTXSID0020232', 'CHEBI:27732', '3G6A5W338E', 'Caffeine [USP:BAN:JAN]', 'DTXCID40232', 'ESGIC COMPONENT CAFFEINE', 'TRIAD COMPONENT CAFFEINE', 'DIMENHYDRINATE IMPURITY C', 'FEMCET COMPONENT CAFFEINE', 'TREZIX COMPONENT CAFFEINE', 'ANOQUAN COMPONENT CAFFEINE', 'NSC5036', 'CAFERGOT COMPONENT CAFFEINE', 'EC 200-362-1', 'EXCEDRIN COMPONENT CAFFEINE', 'FIORICET COMPONENT CAFFEINE', 'FIORINAL COMPONENT CAFFEINE', 'MIGERGOT COMPONENT CAFFEINE', 'NORGESIC COMPONENT CAFFEINE', 'WIGRAINE COMPONENT CAFFEINE', 'DHC PLUS COMPONENT CAFFEINE', 'INVAGESIC COMPONENT CAFFEINE', 'LANORINAL COMPONENT CAFFEINE', '5-26-13-00558 (Beilstein Handbook Reference)', 'ORPHENGESIC COMPONENT CAFFEINE', 'SYNALGOS-DC COMPONENT CAFFEINE', '1,3,7-trimethyl-2,6-dioxo-1,2,3,6-tetrahydropurine', 'MEDIGESIC PLUS COMPONENT CAFFEINE', 'SYNALGOS-DC-A COMPONENT CAFFEINE', 'DARVON COMPOUND COMPONENT CAFFEINE', 'INVAGESIC FORTE COMPONENT CAFFEINE', 'CAFFEINE (IARC)', 'CAFFEINE [IARC]', 'CAFFEINE (II)', 'CAFFEINE [II]', 'ORPHENGESIC FORTE COMPONENT CAFFEINE', 'CAFFEINE (MART.)', 'CAFFEINE [MART.]', 'CAFFEINE (USP-RS)', 'CAFFEINE [USP-RS]', 'Caffeine (USP:BAN:JAN)', '3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion', 'CAFFEINE (EP MONOGRAPH)', 'CAFFEINE [EP MONOGRAPH]', 'CAFFEINE (USP MONOGRAPH)', 'CAFFEINE [USP MONOGRAPH]', 'THEOPHYLLINE IMPURITY A (EP IMPURITY)', 'THEOPHYLLINE IMPURITY A [EP IMPURITY]', 'DIMENHYDRINATE IMPURITY C (EP IMPURITY)', 'DIMENHYDRINATE IMPURITY C [EP IMPURITY]', 'PENTOXIFYLLINE IMPURITY F (EP IMPURITY)', 'PENTOXIFYLLINE IMPURITY F [EP IMPURITY]', 'DiurexUltimate', 'DiurexUltra', 'Respia', 'Awake', 'NoSnooze', 'Allertness Aid', 'Uplift Chewable', 'Alertness Aid', 'Conrx Alert', 'Sprayable Energy', 'Stay Awake', 'Alert Aid', 'Methyltheophylline', 'NoSnoozeCircle K', 'careone stay awake', 'Caffeine 200mg', 'Diurex Water Pills', 'Topcare Stay Awake', 'Caffeine1508', 'NoDoz Alertness Aid', 'AwakeMaximum Strength', 'Sohmed Alertness Aid', '357 Super Magnum', 'Diurex Water PillsXPL', 'Alertness Aid Stay Awake', 'Caffeine 200 mg Tablets', 'Jet Alert Double Strength', 'Stay AwakeMaximum Strength', 'Jet Alert Regular Strength', 'Caffeine Tablets, 200 mg', 'Caffeine tablet, film-coated', 'CAFFEINE COMPONENT OF ESGIC', 'CAFFEINE COMPONENT OF TRIAD', 'Topcare Stay AwakeMaximum Strength', 'CAFFEINE COMPONENT OF FEMCET', 'NoDoz Alertness AidMaximum Strength', 'CAFFEINE COMPONENT OF ANOQUAN', 'Carolina Cannabis Uplifting Chewables', 'Valumeds Maximum Strength Stay Awake', 'CAFFEINE COMPONENT OF CAFERGOT', 'CAFFEINE COMPONENT OF DHC PLUS', 'CAFFEINE COMPONENT OF EXCEDRIN', 'CAFFEINE COMPONENT OF FIORICET', 'CAFFEINE COMPONENT OF FIORINAL', 'CAFFEINE COMPONENT OF MIGERGOT', 'CAFFEINE COMPONENT OF NORGESIC', 'CAFFEINE COMPONENT OF WIGRAINE', 'CAFFEINE COMPONENT OF INVAGESIC', 'CAFFEINE COMPONENT OF LANORINAL', 'CAFFEINE COMPONENT OF ORPHENGESIC', 'USEPA/OPP Pesticide Code: 000660', 'CAFFEINE COMPONENT OF SYNALGOS-DC', 'CAFFEINE COMPONENT OF SYNALGOS-DC-A', 'CAFFEINE COMPONENT OF MEDIGESIC PLUS', 'CAFFEINE COMPONENT OF DARVON COMPOUND', 'CAFFEINE COMPONENT OF INVAGESIC FORTE', 'CAFFEINE COMPONENT OF ORPHENGESIC FORTE', '200-362-1', 'alert', 'Caffedrine', 'Vivarin', 'Dexitac', 'Durvitan', 'Phensal', 'Quick-Pep', 'Synalgos', 'DHCplus', '1H-Purine-2,6-dione, 3,7-dihydro-1,3,7-trimethyl-', 'Propoxyphene Compound 65', 'Kofein [Czech]', 'Coffein [German]', 'Koffein [German]', 'Caffeina [Italian]', 'Theophylline Me', 'Theobromine Me', '1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione', 'SK-65 Compound', 'Lanorinal', 'Anacin', 'Anacin Maximum Strength', 'P-A-C Analgesic Tablets', 'A.S.A. and Codeine Compound', 'MFCD00005758', 'CHEMBL113', 'CFF', 'Caffeine-13C', 'Caffeine-13C3', 'SK 65 Compound', 'Caffeine [BAN:JAN]', 'Propoxyphene Compound-65', 'CAS-58-08-2', 'Caffeine (USP)', 'SMR000326667', 'Darvon compound-65', 'SR-01000075187', 'Anhydrous caffeine (TN)', 'Monomethyl derivative of Theophylline', 'Anhydrous caffeine (JP15)', 'metilteobromina', 'Kafeina', 'trimetilksantina', '1gfz', 'Caffeine, BioXtra', 'TNP00310', 'Monohydrate Caffeine', 'Respia (TN)', '1-methyl-Theobromine', '7-methyl Theophylline', 'Cafergot (Salt/Mix)', '1,7-Trimethylxanthine', 'Spectrum_001301', '1l5q', '1l7x', '2a3b', '3g6m', '3,7-dihydro-1,3,7-trimethyl-1H-purine', 'CAFFEINE [FHFI]', 'CAFFEINE [HSDB]', 'CAFFEINE [FCC]', 'Xanthine,3,7-trimethyl', 'CAFFEINE [MI]', '1 3 7-trimetilksantina', 'CAFFEINE [VANDF]', 'CAFFEINUM [HPUS]', '1,3,7-Trimethylxantine', 'Spectrum2_001261', 'Spectrum3_000321', 'Spectrum4_001782', 'Spectrum5_000423', 'Lopac-C-0750', '1 3 7-Trimethylxanthine', 'bmse000206', 'CAFFEINE [WHO-DD]', 'CAFFEINE [WHO-IP]', 'MolMap_000054', 'Probes1_000150', 'Probes2_000128', 'C 0750', 'SCHEMBL5671', 'Anhydrous caffeine (JP18)', 'NCIOpen2_008255', 'BIDD:PXR0172', 'Lopac0_000228', 'BSPBio_001921', 'GTPL407', 'KBioGR_002325', 'KBioSS_001781', '1,3,7-trimethyl-1,3,7-trihydropurine-2,6-dione', 'MLS001055341', 'MLS001056714', 'MLS001066409', 'BIDD:ER0554', 'BIDD:GT0632', 'Caffeine, 1mg/ml in methanol', 'DivK1c_000730', 'SPECTRUM1500155', 'CU-01000012617-3', 'SPBio_001222', 'CAFFEINE [ORANGE BOOK]', '829 - Tea quality parameters', 'MEGxp0_001350', 'ANHYDROUS CAFFEINE [JAN]', 'component of Dilone (Salt/Mix)', '1,7-Trimethyl-2,6-dioxopurine', 'ACon1_000085', 'BDBM10849', 'HMS502E12', 'KBio1_000730', 'KBio2_001781', 'KBio2_004349', 'KBio2_006917', 'KBio3_001141', 'Caffeine 1.0 mg/ml in Methanol', 'CAFFEINE(3-METHYL-13C)', 'COFFEINUM [WHO-IP LATIN]', 'Caffeine, powder, ReagentPlus(R)', 'component of Percodan (Salt/Mix)', 'NINDS_000730', 'Bio1_000473', 'Bio1_000962', 'Bio1_001451', 'HMS1920I09', 'HMS2091O11', 'HMS2232M13', 'HMS3260N17', 'HMS3372J18', 'HMS3435F10', 'HMS3715D13', 'Pharmakon1600-01500155', 'NoDoz Caplets and Chewable Tablets', 'Caffeine 10 microg/mL in Methanol', 'CAFFEINE ANHYDROUS [WHO-IP]', 'CIA28298', 'CS-M0795', 'DDA07266', 'XCA23885', 'Tox21_201685', 'Tox21_300010', 'Tox21_500228', 'caffeine (1,3,7-trimethylxanthine)', 'Caffeine 100 microg/mL in Methanol', 'CCG-38825', 'HB2846', 'NSC755917', 'PDSP1_001016', 'PDSP1_001235', 'PDSP2_001000', 'PDSP2_001219', 'STK177283', 'Propoxyphene Compound 65 (Salt/Mix)', 'AKOS000121334', '5-26-13-00558 (Beilstein)', 'Bayer Select Headache Pain (Salt/Mix)', 'Caffeine, anhydrous, 99%, FCC, FG', 'DB00201', 'FT05891', 'LP00228', 'NSC-755917', 'SDCCGMLS-0064595.P001', 'SDCCGMLS-0064595.P002', 'SDCCGSBI-0050216.P005', 'IDI1_000730', '3,3,7-trimethyl-1H-purine-2,6-dione', 'NCGC00015208-01', 'NCGC00015208-02', 'NCGC00015208-03', 'NCGC00015208-04', 'NCGC00015208-05', 'NCGC00015208-06', 'NCGC00015208-07', 'NCGC00015208-08', 'NCGC00015208-10', 'NCGC00015208-11', 'NCGC00015208-12', 'NCGC00015208-13', 'NCGC00015208-14', 'NCGC00015208-15', 'NCGC00015208-16', 'NCGC00015208-17', 'NCGC00015208-18', 'NCGC00015208-20', 'NCGC00015208-27', 'NCGC00015208-29', 'NCGC00090699-01', 'NCGC00090699-02', 'NCGC00090699-03', 'NCGC00090699-04', 'NCGC00090699-05', 'NCGC00090699-06', 'NCGC00090699-07', 'NCGC00090699-08', 'NCGC00090699-09', 'NCGC00168808-01', 'NCGC00168808-02', 'NCGC00254057-01', 'NCGC00259234-01', 'NCGC00260913-01', '95789-13-2', 'AC-12774', 'AS-15340', 'Caffeine, SAJ special grade, >=98.5%', 'component of P-A-C Compound (Salt/Mix)', 'component of A.S.A. Compound (Salt/Mix)', 'SBI-0050216.P004', 'DB-023002', 'WLN: T56 BN DN FNVNVJ B1 F1 H1', 'C2042', 'EU-0100228', 'NS00000273', '526 - Nutritional Analysis of Energy Drinks', 'EN300-21663', 'BIM-0050216.0001', 'C07481', 'D00528', 'Q60235', '1,3,7-trimethyl-3,7-dihydropurine-2,6-dione', '1H-Purine-2, 3,7-dihydro-1,3,7-trimethyl-', 'AB00051930-09', 'AB00051930_10', 'Caffeine, purum, anhydrous, >=99.0% (HPLC)', '3,7-dihydro-1,3,7-trimethyl-1H-purine (9CI)', 'Caffeine, anhydrous, tested according to Ph.Eur.', 'L000155', 'Caffeine, Sigma Reference Standard, vial of 250 mg', 'SR-01000075187-1', 'SR-01000075187-4', 'SR-01000075187-7', 'SR-01000075187-8', 'BRD-K02404261-001-02-7', 'BRD-K02404261-001-03-5', 'BRD-K02404261-001-07-6', 'BRD-K02404261-001-16-7', 'Caffeine, certified reference material, TraceCERT(R)', 'Caffeine, meets USP testing specifications, anhydrous', 'Melting point standard 235-237C, analytical standard', '1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dione #', 'Caffeine, British Pharmacopoeia (BP) Reference Standard', 'Caffeine, European Pharmacopoeia (EP) Reference Standard', 'F3371-0262', 'THEOPHYLLINE MONOHYDRATE IMPURITY A [EP IMPURITY]', 'Z104507896', '07E4FB58-FD79-4175-8E3D-05BF96954522', '3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion (coffein)', 'Caffeine, United States Pharmacopeia (USP) Reference Standard', 'Caffeine, Pharmaceutical Secondary Standard; Certified Reference Material', 'Caffeine anhydrous;3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dione;7-Methyltheophylline', 'Caffeine for system suitability, European Pharmacopoeia (EP) Reference Standard', 'Caffeine melting point standard, United States Pharmacopeia (USP) Reference Standard', 'InChI=1/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H', '114303-55-8', 'Caffeine Melting Point Standard, Pharmaceutical Secondary Standard; Certified Reference Material', 'Mettler-Toledo Calibration substance ME 18872, Caffeine, analytical standard, for the calibration of the thermosystem 900, traceable to primary standards (LGC)']

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