MetaADEDB 2.0 @ LMMD
Caffeine
(RYYVLZVUVIJVGH-UHFFFAOYSA-N)
Structure
SMILES
Cn1cnc2c1c(=O)n(C)c(=O)n2C
Type(s)
Approved
ATC code(s)
N06BC01; R03DA20; V04CG30
Molecular Formula:
C8H10N4O2
Molecular Weight:
194.191
Log P:
-1.0293
Hydrogen Bond Acceptor:
6
Hydrogen Bond Donor:
0
TPSA:
61.82
CAS Number(s):
58-08-2; 21399
Synonym(s)
1.
Caffeine
2.
1,3,7-Trimethylxanthine
3.
Caffedrine
4.
Coffeinum N
5.
Coffeinum Purrum
6.
Dexitac
7.
Durvitan
8.
No Doz
9.
Percoffedrinol N
10.
Percutaféine
11.
Quick-Pep
12.
Vivarin
13.
Quick Pep
14.
QuickPep
External Link(s)
MeSHD002110
PubChem Compound2519
BindingDB10849
ChEBI27732
CHEMBLCHEMBL113
DrugBankDB00201
DrugCentral463
IUPHAR/BPS Guide to PHARMACOLOGY407
KEGGcpd:C07481
dr:D00528
Therapeutic Target DatabaseD0B3HD
ZINC1084
Adverse Drug Event(s)
NameNumber of ReportsReference(s)Data Source
1Toxicity to various agentsFAERS: 12
Canada Vigilance: 1		Canada Vigilance
US FAERS
2VomitingFAERS: 9
Canada Vigilance: 3		Canada Vigilance
US FAERS
3NauseaFAERS: 7
Canada Vigilance: 5		2983630
3153710
9639188		CTD
Canada Vigilance
US FAERS
4OverdoseFAERS: 5
Canada Vigilance: 2		Canada Vigilance
OFFSIDES
US FAERS
5TachycardiaFAERS: 5
Canada Vigilance: 2

View details

3348458
5547885
7217021
17953770
 		CTD
SIDER
Canada Vigilance
US FAERS
6Blood creatine phosphokinase increasedFAERS: 3US FAERS
7Blood pressure immeasurableFAERS: 2US FAERS
8Completed SuicideFAERS: 2
Canada Vigilance: 1		Canada Vigilance
OFFSIDES
US FAERS
9DependenceFAERS: 2US FAERS
10GastritisFAERS: 2
Canada Vigilance: 2		Canada Vigilance
SIDER
US FAERS
11LeukocytosisFAERS: 2US FAERS
12RhabdomyolysisFAERS: 2OFFSIDES
US FAERS
13Suicide attemptFAERS: 2
Canada Vigilance: 1		Canada Vigilance
US FAERS
14Abdominal PainFAERS: 1US FAERS
15AnxietyFAERS: 1
Canada Vigilance: 1		Canada Vigilance
US FAERS
16Blood caffeine increasedFAERS: 1OFFSIDES
US FAERS
17Blood pH decreasedFAERS: 1US FAERS
18BradycardiaFAERS: 1
Canada Vigilance: 1		Canada Vigilance
OFFSIDES
US FAERS
19Cardiac ArrestFAERS: 1
Canada Vigilance: 1		Canada Vigilance
US FAERS
20Depressed Level of ConsciousnessFAERS: 1OFFSIDES
US FAERS
21Diabetic KetoacidosisFAERS: 1US FAERS
22DiplopiaFAERS: 1US FAERS
23DizzinessFAERS: 1
Canada Vigilance: 2		9639188CTD
OFFSIDES
Canada Vigilance
US FAERS
24Drug abuserFAERS: 1OFFSIDES
US FAERS
25Drug abuseFAERS: 1US FAERS
26Drug level decreasedFAERS: 1US FAERS
27Drug screen positiveFAERS: 1OFFSIDES
US FAERS
28Drug toxicityFAERS: 1OFFSIDES
US FAERS
29Drug withdrawal syndromeFAERS: 1US FAERS
30Electrocardiogram ST-T segment abnormalFAERS: 1US FAERS
31Electrocardiogram abnormalFAERS: 1US FAERS
32Feeling abnormalFAERS: 1
Canada Vigilance: 1		Canada Vigilance
US FAERS
33Feeling jitteryFAERS: 1SIDER
US FAERS
34Gastric ulcerFAERS: 1
Canada Vigilance: 2		Canada Vigilance
US FAERS
35GlycosuriaFAERS: 117994459CTD
US FAERS
36HeadacheFAERS: 1
Canada Vigilance: 1

View details

3874838
5468208
9639188
12395591
12780761
12799921
19308315
 		CTD
Canada Vigilance
US FAERS
37Inappropriate affectFAERS: 1OFFSIDES
US FAERS
38Inappropriate schedule of drug administrationFAERS: 1US FAERS
39Incorrect route of drug administrationFAERS: 1US FAERS
40Intentional drug misuseFAERS: 1OFFSIDES
US FAERS
41Intentional misuseFAERS: 1US FAERS
42KetonuriaFAERS: 1US FAERS
43MalaiseFAERS: 1
Canada Vigilance: 2		Canada Vigilance
US FAERS
44Mental status changesFAERS: 1OFFSIDES
US FAERS
45PainFAERS: 1
Canada Vigilance: 1

View details

9296278
12240665
15157690
16540851
 		CTD
Canada Vigilance
US FAERS
46Pharmaceutical product complaintFAERS: 1US FAERS
47ShockFAERS: 1US FAERS
48Supraventricular tachycardiaFAERS: 1US FAERS
49TinnitusFAERS: 1US FAERS
50TremorFAERS: 1
Canada Vigilance: 2

View details

1961665
2069491
2983630
3153710
3874838
7217021
8363291
12044659
15696321
16184581
17290375
 		CTD
Canada Vigilance
US FAERS
51UlcerFAERS: 1OFFSIDES
US FAERS
52Urinary IncontinenceFAERS: 1US FAERS
53Urine ketone body presentFAERS: 1US FAERS
54Ventricular FibrillationFAERS: 111419773CTD
US FAERS
55Abnormalities, Drug-Induced

View details

2467392
3130878
5041373
20864626
 		CTD
56AbscessOFFSIDES
57AbuseOFFSIDES
58AcanthomaOFFSIDES
59Accidental deathOFFSIDES
60Accidental overdoseCanada Vigilance: 2Canada Vigilance
OFFSIDES
61Acid refluxOFFSIDES
62AcidosisCanada Vigilance: 1Canada Vigilance
SIDER
63Acute myocardial infarctionOFFSIDES
64Adenocarcinoma7821872
17145898		CTD
65Adenoma17145898CTD
66Adrenal Cortex Diseases29343424CTD
67AgitationSIDER
68AgraphiaOFFSIDES
69AlveolitisOFFSIDES
70Anal FissureOFFSIDES
71Aneurysm, Ruptured12764233CTD
72AneurysmOFFSIDES
73AngioedemaCanada Vigilance: 1Canada Vigilance
74Antipsychotic drug level below therapeuticOFFSIDES
75Anxiety Disorders

View details

2036480
2085289
2543990
2607498
2727208
2983630
3358468
3767595
3862156
6505121
7217021
8169187
9588617
9639188
12027348
12825092
14741244
15991002
16184581
16221767
17096081
18305461
20520601
20532872
20599478
 		CTD
76Aortic Diseases12517685
15519028		CTD
77Apnea

View details

4014092
8274820
11753270
17096081
19052555
 		CTD
78Apparent life threatening eventOFFSIDES
79AppendicitisOFFSIDES
80Arteritis8572928CTD
81Aseptic MeningitisOFFSIDES
82AstheniaCanada Vigilance: 2Canada Vigilance
OFFSIDES
83AsthenopiaOFFSIDES
84AtelectasisOFFSIDES
85Atrial Fibrillation6835272CTD
86Atrial FlutterCanada Vigilance: 16835272CTD
Canada Vigilance
87Atrial tachycardiaOFFSIDES
88Atrioventricular Block10337936CTD
89Back disorderOFFSIDES
90Basal Ganglia Diseases18594798CTD
91Bipolar Disorder1912131
1939933
12676429		CTD
OFFSIDES
92Blindness18945799CTD
93Blood creatinine increasedSIDER
94Blood glucose decreasedOFFSIDES
95Blood iron increasedOFFSIDES
96Blood sodium increasedSIDER
97Body TemperatureOFFSIDES
98Bone Demineralization, Pathologic19325779CTD
99Brain Edema18945799CTD
100Brain HypoxiaSIDER
101Brain Injuries12681001CTD
102Breathing-related sleep disorderOFFSIDES
103BronchitisOFFSIDES
104BronchopneumoniaOFFSIDES
105Bronchopulmonary DysplasiaOFFSIDES
106BursitisOFFSIDES
107Ca++ increasedSIDER
108Cadmium poisoning23099337CTD
109Cancer PainOFFSIDES
110Carcinoma, Transitional Cell4638853CTD
111Cardiac FlutterOFFSIDES
112Cardiac telemetry abnormalOFFSIDES
113Cardiomyopathies6118996
17953770		CTD
114Cardiovascular Diseases16184581CTD
115Cardiovascular insufficiencyOFFSIDES
116Carotid bruitOFFSIDES
117Catalepsy

View details

9566031
10591873
12907310
18594798
19418355
19654037
 		CTD
118Catatonia4008454CTD
119Cerebral Hemorrhage4024187
6695415
7081793		CTD
120Cerebral cystOFFSIDES
121Chemical and Drug Induced Liver Injury30776459CTD
122Chemotherapeutic drug level increasedOFFSIDES
123Chills3153710CTD
124CholangiolitisOFFSIDES
125Cholecystitis infectiveOFFSIDES
126Circumstance or information capable of leading to medication errorOFFSIDES
127Cleft PalateOFFSIDES
128Coagulation factor VIII level decreasedOFFSIDES
129Cocaine-Related Disorders10639687
10971643
11927167		CTD
130Cognition Disorders20164564CTD
131Cold sweatOFFSIDES
132Colonic Neoplasms12706856
18283038		CTD
133ConfabulationOFFSIDES
134ConjunctivitisCanada Vigilance: 1Canada Vigilance
135ConstipationCanada Vigilance: 1Canada Vigilance
136Contact DermatitisOFFSIDES
137Creatinine increasedSIDER
138Culture positiveOFFSIDES
139CyanosisOFFSIDES
140DeafnessCanada Vigilance: 1Canada Vigilance
SIDER
141DemyelinationOFFSIDES
142Depressed moodOFFSIDES
143Depressive disorder2085289
29882086		CTD
144DermatitisSIDER
145Diabetic FootOFFSIDES
146Diarrhea7217021CTD
147Disseminated Intravascular CoagulationOFFSIDES
SIDER
148DrowsinessOFFSIDES
149Drug Eruptions11792017CTD
150Drug ineffectiveCanada Vigilance: 1Canada Vigilance
151Drug level increasedCanada Vigilance: 1Canada Vigilance
152Drug prescribing errorOFFSIDES
153Drug withdrawal headacheOFFSIDES
154Dry skinSIDER
155Dyskinesia, Drug-Induced8982660CTD
156Ear and labyrinth disordersSIDER
157Edema5041373
22982570
23774253		CTD
158Elevated moodOFFSIDES
159Embryo Loss22898132CTD
160Endometriosis8823059CTD
161EpicondylitisOFFSIDES
162EpistaxisOFFSIDES
163Euphoric moodOFFSIDES
164Factor VIII inhibitionOFFSIDES
165Failure to ThriveSIDER
166Fatty Liver1659560CTD
167Feeding disorder of infancy OR early childhoodOFFSIDES
168Feeling of body temperature changeCanada Vigilance: 1Canada Vigilance
169Femoral artery occlusionOFFSIDES
170Fetal Growth Retardation

View details

5041373
8274820
22701600
22959462
25868845
25986755
26367767
29055810
29343424
29958987
30423288
30528684
31568846
 		CTD
171Fetal Resorption5041373CTD
172Fetal Weight30528684CTD
173Fever

View details

9296278
15653753
16188283
16889759
 		CTD
174Fibrosis6118996
17994459
25986755		CTD
175FlatulenceOFFSIDES
176Flight of ideasOFFSIDES
177Focal glomerulosclerosisOFFSIDES
178Food cravingOFFSIDES
179Gastrointestinal Diseases16184581CTD
180Gastrointestinal motility disorderOFFSIDES
181Genital Diseases, Male18162812CTD
182Gestational DiabetesOFFSIDES
183Glioblastoma MultiformeOFFSIDES
184Growth Disorders1995187CTD
185Hallucinations, mixedOFFSIDES
186Hallucinations8767052CTD
187Hay feverOFFSIDES
188Heart Diseases7915431CTD
189Hematuria2240058CTD
190Hemorrhage

View details

5041373
15537744
15653753
29055810
 		CTD
191Hepatic congestionOFFSIDES
192Hepatic necrosisOFFSIDES
193Hepatitis11394713CTD
194Hepatomegaly28108177CTD
195HepatotoxicityOFFSIDES
196Hip Fractures8010338CTD
197HippusOFFSIDES
198Hydrocephalus5041373CTD
199HydronephrosisOFFSIDES
200Hyperalgesia12220967
17096081		CTD
201Hypercholesterolemia29800656
30825513		CTD
202Hyperemia19496111CTD
203Hyperesthesia18162812CTD
204HyperkeratosisOFFSIDES
205Hyperplasia6623345CTD
206HypersensitivitySIDER
207Hypertensive Encephalopathy16956868CTD
208HyperventilationCanada Vigilance: 2Canada Vigilance
209Hypokalemia

View details

3740695
7909771
10337936
11336759
11512607
20513219
 		CTD
210HypotensionCanada Vigilance: 21898434CTD
Canada Vigilance
211Iatrogenic injuryOFFSIDES
212IncoherentOFFSIDES
213Infant, Premature, Diseases11753270
19052555		CTD
214Infantile apnoeic attackOFFSIDES
215InfectionSIDER
216InfestationSIDER
217Inflammation17994459
22154906		CTD
218Infusion site inflammationSIDER
219Infusion site phlebitisSIDER
220Injection site urticariaOFFSIDES
221Insulin Resistance10574509
17994459		CTD
222Intervertebral Disc DegenerationOFFSIDES
223Kidney Diseases1783953
4821007
25986755		CTD
224Kidney NeoplasmOFFSIDES
225Kidney Papillary Necrosis

View details

1203171
2240058
4638853
5454357
7412682
 		CTD
226Laboratory test interferenceOFFSIDES
227LaryngospasmCanada Vigilance: 1Canada Vigilance
228Lens Diseases3130878CTD
229LethargyOFFSIDES
230LeukoencephalopathyOFFSIDES
231Livedo ReticularisOFFSIDES
232Liver Cirrhosis, Experimental24275088CTD
233Liver Failure, Acute22154906CTD
234Liver Neoplasms, Experimental24275088CTD
235Liver neoplasms1995187CTD
236Long QT Syndrome11753270CTD
237Lung Injury29055810CTD
238Lung Neoplasms17145898CTD
239Lymphatic Diseases3130878CTD
240MPTP Poisoning20230807CTD
241MalnutritionSIDER
242Mammary Neoplasms, Experimental12706856CTD
243Mastication disorderOFFSIDES
244Memory Disorders

View details

10414431
15877934
19686781
26860412
 		CTD
245Meningeal disorderOFFSIDES
246Middle insomniaCanada Vigilance: 1Canada Vigilance
247Migraine Disorders12220967
12780761		CTD
248Migraine with AuraOFFSIDES
249Mitral Valve StenosisOFFSIDES
250Mitral valve disease mixedOFFSIDES
251Mood Disorders12457274CTD
252Motor Skills Disorders3001551
10682621		CTD
253Movement Disorders17096081CTD
254Multiple drug overdoseOFFSIDES
255Multiple drug overdose intentionalOFFSIDES
256Muscle Cramp17679106CTD
257Muscle Weakness11512607CTD
258Myocardial Infarction

View details

3591779
6118996
19120009
20532872
 		CTD
259Myocardial Ischemia2795213CTD
260Narcotic intoxicationOFFSIDES
261NasopharyngitisOFFSIDES
262Necrosis

View details

6850293
15537744
15653753
19325779
19490937
21081844
22154906
 		CTD
263Necrotizing EnterocolitisSIDER
264Neonatal Abstinence Syndrome19409249CTD
265Neonatal aspirationOFFSIDES
266Neonatal respiratory acidosisOFFSIDES
267Neoplasms, Experimental17188726CTD
268Nephritis, Interstitial6683361
10803761		CTD
269Nervous tensionOFFSIDES
270NervousnessCanada Vigilance: 2Canada Vigilance
SIDER
271Neural Tube Defects2610378
20641098
22449533		CTD
272Non-alcoholic Fatty Liver Disease24239806CTD
273Nuchal RigidityOFFSIDES
274NystagmusOFFSIDES
275Obesity9118819
10574509		CTD
276Ocular Hypertension9442454
9673947		CTD
277OligohydramniosOFFSIDES
278Osteoporosis8010338
8823059
19325779		CTD
279PallorCanada Vigilance: 1Canada Vigilance
OFFSIDES
280PalpitationsCanada Vigilance: 1Canada Vigilance
281Panic Disorder

View details

3153710
3767595
8501451
17407170
17427182
17445520
18930777
19698996
 		CTD
282ParanoiaOFFSIDES
283Parkinson Disease11456310CTD
284Paroxysmal nonkinesigenic dyskinesia6872375CTD
285Pectus excavatumOFFSIDES
286Peptic UlcerCanada Vigilance: 1Canada Vigilance
287Pericardial effusionOFFSIDES
288PhonophobiaOFFSIDES
289Pituitary Neoplasms6623345CTD
290PleurisyOFFSIDES
291Pneumonia29055810CTD
292Polyarteritis Nodosa6118996CTD
293Polysubstance dependenceOFFSIDES
294Polyuria16184581CTD
295Poor quality sleepOFFSIDES
296Precancerous Conditions12824900CTD
297Prenatal Exposure Delayed Effects

View details

3001551
3703093
8274820
10682621
19092996
19686781
22959462
24321341
29055810
29343424
29800656
29958987
30423288
30825513
31568846
 		CTD
298Prenatal Injuries23774253
24239806
25986755		CTD
299Product quality issueCanada Vigilance: 1Canada Vigilance
300Proteinuria10803761
17994459		CTD
301PruritusCanada Vigilance: 1Canada Vigilance
302Psychomotor Disorders1335535CTD
303Psychoses, Substance-Induced8767052
19407709
20433105		CTD
304Pulmonary Edema29055810CTD
305Pulmonary HypertensionOFFSIDES
306Pulmonary congestionOFFSIDES
307Pyloric StenosisOFFSIDES
308RegurgitationSIDER
309Restless Legs Syndrome690085CTD
310Retinopathy of PrematuritySIDER
311RhinitisCanada Vigilance: 1Canada Vigilance
312Sarcoma10928167CTD
313Schizophrenia690092CTD
314Seizures

View details

1329401
1540370
1586430
2388513
2614700
2779359
2821552
3259698
3348458
3575358
3740928
4082203
6308277
6423394
6728873
6848713
6864208
7472302
8575085
9483399
10401785
12956907
14644630
15732443
17439812
18997632
23262392
 		CTD
315Self Mutilation4047283
6149265		CTD
316SepsisSIDER
317Skin Neoplasms12205293
18179623		CTD
318Sleep Deprivation10520732
11903856		CTD
319Sleep Initiation and Maintenance Disorders

View details

3874838
5547885
7217021
9639188
17225163
20532872
 		CTD
320Sleep Wake Disorders

View details

164968
1475567
5006984
6851408
7636092
12509552
16184581
19351801
19395429
 		CTD
321SnoringOFFSIDES
322Sodium highSIDER
323SomnolenceCanada Vigilance: 1Canada Vigilance
324Status EpilepticusOFFSIDES
325Stomach Diseases8876940CTD
326Stomach Neoplasms7821872CTD
327Subarachnoid Hemorrhage4002267
6695415
12764233		CTD
328Substance Withdrawal Syndrome

View details

1576651
2006735
2069491
2372623
2566867
4054205
6497569
7217021
7972294
8147536
8371601
9074914
9695448
9701720
10672630
12676429
12780761
16423144
16470403
18380127
19367462
19630872
20520601
 		CTD
329Substance-Related Disorders3153710
6538939
12434259		CTD
330Syncope10337936CTD
331Tachycardia, Paroxysmal6628226CTD
332Tachycardia, Ventricular6835272
10337936
18997632		CTD
333Teratogenesis22898132CTD
334Thyroid cancer, follicular12824900CTD
335Trisomy 21OFFSIDES
336Unevaluable eventOFFSIDES
337Unresponsive to stimuliOFFSIDES
338Ureteral Neoplasms2912549CTD
339Urinary tract infection pseudomonalOFFSIDES
340Urination Disorders7217021CTD
341Urine output increasedSIDER
342UrticariaCanada Vigilance: 311792017CTD
Canada Vigilance
343Vascular calcificationOFFSIDES
344Victim of homicideOFFSIDES
345Visceral congestionOFFSIDES
346West Nile viral infectionOFFSIDES
347nervous system disorderSIDER
Powered by :

Page last updated at 2020-05-25 10:01:57 (Asia/Shanghai) | You are visitor No. 120234

Copyright © 2019-2020 Laboratory of Molecular Modeling and Design, Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology. All rights reserved.