MetaADEDB 2.0 @ LMMD
Doxycycline
(UHHHTIKWXBRCLT-VDBOFHIQSA-N)
Structure
SMILES
CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1[C@@H](O)[C@@H]1[C@@H](C)c3cccc(c3C(=C1C2=O)O)O)O)O)C(=O)N)C.CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1[C@@H](O)[C@@H]1[C@@H](C)c3cccc(c3C(=C1C2=O)O)O)O)O)C(=O)N)C.CCO.O.Cl.Cl
Molecular Formula:
C46H58Cl2N4O18
Molecular Weight:
1025.870
Log P:
1.9305
Hydrogen Bond Acceptor:
22
Hydrogen Bond Donor:
16
TPSA:
392.7
CAS Number(s):
564-25-0; 24390-14-5
Synonym(s)
1.
Doxycycline
2.
2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S-(4alpha,4aalpha,5alpha,5aalpha,6alpha,12aalpha))-
3.
Alpha-6-Deoxyoxytetracycline
4.
Atridox
5.
BMY-28689
6.
BU-3839T
7.
Doryx
8.
Doxycycline Calcium
9.
Doxycycline Calcium Salt (1:2)
10.
Doxycycline Hemiethanolate
11.
Doxycycline Hyclate
12.
Doxycycline Monohydrate
13.
Doxycycline Monohydrochloride, 6-epimer
14.
Doxycycline Monohydrochloride, Dihydrate
15.
Doxycycline Phosphate (1:1)
16.
Doxycycline-Chinoin
17.
Hydramycin
18.
Oracea
19.
Periostat
20.
Vibra-Tabs
21.
Vibramycin
22.
Vibramycin Novum
23.
Vibravenos
24.
Alpha 6 Deoxyoxytetracycline
25.
BMY 28689
26.
BMY28689
27.
BU 3839T
28.
BU3839T
29.
Doxycycline Chinoin
30.
Doxycycline Monohydrochloride, 6 epimer
31.
Vibra Tabs
External Link(s)
Adverse Drug Event(s)
NameNumber of ReportsReference(s)Data Source
1NauseaFAERS: 128
Canada Vigilance: 1
Canada Vigilance
US FAERS
2VomitingFAERS: 96
Canada Vigilance: 2
Canada Vigilance
US FAERS
3HeadacheFAERS: 64
Canada Vigilance: 1
Canada Vigilance
US FAERS
4Drug ineffectiveFAERS: 51
Canada Vigilance: 6
Canada Vigilance
US FAERS
5Abdominal discomfortFAERS: 42US FAERS
6UrticariaFAERS: 41US FAERS
7DizzinessFAERS: 40US FAERS
8PainFAERS: 28US FAERS
9PruritusFAERS: 28US FAERS
10Chest PainFAERS: 26US FAERS
11AnxietyFAERS: 24US FAERS
12HypersensitivityFAERS: 23US FAERS
13FatigueFAERS: 22US FAERS
14MalaiseFAERS: 22US FAERS
15Abdominal PainFAERS: 20US FAERS
16ArthralgiaFAERS: 17US FAERS
17PalpitationsFAERS: 17US FAERS
18Stevens-Johnson SyndromeFAERS: 14US FAERS
19Drug ineffective for unapproved indicationFAERS: 13US FAERS
20DyspepsiaFAERS: 12US FAERS
21Feeling abnormalFAERS: 12US FAERS
22Gastrointestinal mucosal necrosisFAERS: 12US FAERS
23MyalgiaFAERS: 12US FAERS
24Oropharyngeal painFAERS: 12US FAERS
25Visual ImpairmentFAERS: 12US FAERS
26Product use in unapproved indicationFAERS: 11US FAERS
27Throat irritationFAERS: 11US FAERS
28Weight decreasedFAERS: 11US FAERS
29AstheniaFAERS: 10US FAERS
30TremorFAERS: 10US FAERS
31Completed SuicideFAERS: 9US FAERS
32ErythemaFAERS: 9US FAERS
33Back PainFAERS: 8US FAERS
34Burning sensationFAERS: 8US FAERS
35PancreatitisFAERS: 8
Canada Vigilance: 1
Canada Vigilance
US FAERS
36SwellingFAERS: 8US FAERS
37ChillsFAERS: 7US FAERS
38Eye irritationFAERS: 7US FAERS
39Gastric ulcerFAERS: 7US FAERS
40Reactive gastropathyFAERS: 7US FAERS
41AcneFAERS: 6US FAERS
42AlopeciaFAERS: 6
Canada Vigilance: 1
Canada Vigilance
US FAERS
43Chest discomfortFAERS: 6US FAERS
44DehydrationFAERS: 6US FAERS
45Drug dispensing errorFAERS: 6US FAERS
46FlatulenceFAERS: 6US FAERS
47Mood swingsFAERS: 6
Canada Vigilance: 1
Canada Vigilance
US FAERS
48Neck PainFAERS: 6US FAERS
49Peripheral swellingFAERS: 6US FAERS
50Product use issueFAERS: 6US FAERS
51AmnesiaFAERS: 5US FAERS
52Aspartate Aminotransferase IncreasedFAERS: 5US FAERS
53ConstipationFAERS: 5US FAERS
54Depressed moodFAERS: 5US FAERS
55Musculoskeletal stiffnessFAERS: 5US FAERS
56PhotophobiaFAERS: 5US FAERS
57Product substitution issueFAERS: 5US FAERS
58RosaceaFAERS: 5US FAERS
59SunburnFAERS: 5US FAERS
60AbasiaFAERS: 4US FAERS
61Autoimmune hepatitisFAERS: 4US FAERS
62Bone painFAERS: 4US FAERS
63CryingFAERS: 4
Canada Vigilance: 1
Canada Vigilance
US FAERS
64Disease recurrenceFAERS: 4US FAERS
65DisorientationFAERS: 4
Canada Vigilance: 1
Canada Vigilance
US FAERS
66Drug effect incompleteFAERS: 4US FAERS
67Eye painFAERS: 4US FAERS
68GastritisFAERS: 4US FAERS
69HepatitisFAERS: 4US FAERS
70Lip swellingFAERS: 4US FAERS
71Middle insomniaFAERS: 4US FAERS
72NervousnessFAERS: 4US FAERS
73NeutropeniaFAERS: 4
Canada Vigilance: 1
Canada Vigilance
US FAERS
74No adverse eventFAERS: 4US FAERS
75PallorFAERS: 4US FAERS
76Product label issueFAERS: 4US FAERS
77Product quality issueFAERS: 4US FAERS
78SomnolenceFAERS: 4US FAERS
79TinnitusFAERS: 4US FAERS
80jaundiceFAERS: 4US FAERS
81Acute kidney injuryFAERS: 3US FAERS
82Adverse eventFAERS: 3US FAERS
83AgitationFAERS: 3US FAERS
84Alanine Aminotransferase IncreasedFAERS: 3US FAERS
85AnorexiaFAERS: 3US FAERS
86BrucellosisFAERS: 3US FAERS
87CholestasisFAERS: 3US FAERS
88Cold sweatFAERS: 3US FAERS
89DeafnessFAERS: 3US FAERS
90Depressed Level of ConsciousnessFAERS: 3US FAERS
91DiplopiaFAERS: 3US FAERS
92Dry skinFAERS: 3US FAERS
93DysphoniaFAERS: 3US FAERS
94General physical health deteriorationFAERS: 3US FAERS
95Head discomfortFAERS: 3US FAERS
96HepatotoxicityFAERS: 3US FAERS
97HypotensionFAERS: 3US FAERS
98HypoxiaFAERS: 3US FAERS
99Impaired driving abilityFAERS: 3US FAERS
100Inappropriate schedule of drug administrationFAERS: 3US FAERS
101InflammationFAERS: 3US FAERS
102LethargyFAERS: 3US FAERS
103LymphadenopathyFAERS: 3US FAERS
104Medication ErrorFAERS: 3US FAERS
105Myocardial InfarctionFAERS: 3US FAERS
106PneumonitisFAERS: 3US FAERS
107Skin irritationFAERS: 3US FAERS
108StomatitisFAERS: 3US FAERS
109Suicide attemptFAERS: 3US FAERS
110SyncopeFAERS: 3US FAERS
111Thermal burnFAERS: 3US FAERS
112ToothacheFAERS: 3US FAERS
113UlcerFAERS: 3US FAERS
114Unevaluable eventFAERS: 3US FAERS
115Wrong technique in product usage processFAERS: 3US FAERS
116Abdominal symptomFAERS: 2US FAERS
117Activities of daily living impairedFAERS: 2US FAERS
118Alcohol interactionFAERS: 2US FAERS
119AphagiaFAERS: 2US FAERS
120AphoniaFAERS: 2US FAERS
121Apparent deathFAERS: 2US FAERS
122ArthritisFAERS: 2US FAERS
123AsthmaFAERS: 2US FAERS
124AutophonyFAERS: 2US FAERS
125Blood glucose decreasedFAERS: 2US FAERS
126Blood glucose increasedFAERS: 2US FAERS
127Blood sodium decreasedFAERS: 2US FAERS
128CellulitisFAERS: 2US FAERS
129Depression suicidalFAERS: 2US FAERS
130Dermatitis acneiformFAERS: 2US FAERS
131Drug administration errorFAERS: 2US FAERS
132Drug effective for unapproved indicationFAERS: 2US FAERS
133Drug resistanceFAERS: 2US FAERS
134DysarthriaFAERS: 2US FAERS
135DysgeusiaFAERS: 2US FAERS
136Ear discomfortFAERS: 2US FAERS
137Educational problemFAERS: 2US FAERS
138Erythema MultiformeFAERS: 2US FAERS
139Feeling jitteryFAERS: 2US FAERS
140FibromyalgiaFAERS: 2US FAERS
141Foreign body traumaFAERS: 2US FAERS
142FormicationFAERS: 2US FAERS
143Gastric mucosal lesionFAERS: 2US FAERS
144Gastrointestinal infectionFAERS: 2US FAERS
145Gluten sensitivityFAERS: 2US FAERS
146Impaired work abilityFAERS: 2US FAERS
147Large intestine perforationFAERS: 2US FAERS
148Limb discomfortFAERS: 2US FAERS
149Lower respiratory tract infectionFAERS: 2US FAERS
150MYELODYSPLASTIC SYNDROMEFAERS: 2US FAERS
151Memory impairmentFAERS: 2US FAERS
152Mental impairmentFAERS: 2US FAERS
153Multi-organ disorderFAERS: 2US FAERS
154Night sweatsFAERS: 2US FAERS
155Oral candidiasisFAERS: 2US FAERS
156OsteoporosisFAERS: 2US FAERS
157Pain of skinFAERS: 2US FAERS
158ParanoiaFAERS: 2US FAERS
159Pharmaceutical product complaintFAERS: 2US FAERS
160Pharyngolaryngeal PainFAERS: 2US FAERS
161Product use complaintFAERS: 2US FAERS
162Pulmonary EosinophiliaFAERS: 2US FAERS
163Rash erythematousFAERS: 2US FAERS
164Respiratory FailureFAERS: 2US FAERS
165RestlessnessFAERS: 2US FAERS
166Retinal exudatesFAERS: 2US FAERS
167RhabdomyolysisFAERS: 2US FAERS
168Skin lesionFAERS: 2US FAERS
169TachycardiaFAERS: 2US FAERS
170Temperature intoleranceFAERS: 2US FAERS
171Toxicity to various agentsFAERS: 2US FAERS
172treatment failureFAERS: 2US FAERS
173Abdominal tendernessFAERS: 1US FAERS
174Accidental exposure to product packagingFAERS: 1US FAERS
175Acute myocardial infarctionFAERS: 1US FAERS
176Allergic reaction to excipientFAERS: 1US FAERS
177AlveolitisFAERS: 1US FAERS
178Anaphylactic shockFAERS: 1US FAERS
179AngerFAERS: 1
Canada Vigilance: 1
Canada Vigilance
US FAERS
180AngioedemaFAERS: 1US FAERS
181AnhedoniaFAERS: 1US FAERS
182AnosmiaFAERS: 1US FAERS
183Antinuclear antibody increasedFAERS: 1US FAERS
184Application site inflammationFAERS: 1US FAERS
185Application site painFAERS: 1US FAERS
186ArthropathyFAERS: 1US FAERS
187AtaxiaFAERS: 1US FAERS
188Bile Duct StenosisFAERS: 1US FAERS
189BlepharospasmFAERS: 1US FAERS
190BlindnessFAERS: 1US FAERS
191Blood alkaline phosphatase increasedFAERS: 1US FAERS
192Blood creatinine decreasedFAERS: 1US FAERS
193Blood creatinine increasedFAERS: 1US FAERS
194Blood immunoglobulin G increasedFAERS: 1US FAERS
195Blood urea increasedFAERS: 1US FAERS
196Bowel movement irregularityFAERS: 1US FAERS
197BradycardiaFAERS: 1US FAERS
198Brucella serology positiveFAERS: 1US FAERS
199Bunion operationFAERS: 1US FAERS
200CandidiasisFAERS: 1US FAERS
201Cardiac FlutterFAERS: 1US FAERS
202Cerebrospinal fluid retentionFAERS: 1US FAERS
203Cerebrovascular accidentFAERS: 1US FAERS
204Chemical injuryFAERS: 1US FAERS
205ChokingFAERS: 1US FAERS
206ChromaturiaFAERS: 1US FAERS
207Clostridium difficile colitisFAERS: 1US FAERS
208Clostridium difficile infectionFAERS: 1US FAERS
209ColitisFAERS: 1US FAERS
210Conjunctival erosionFAERS: 1US FAERS
211Crystal nephropathyFAERS: 1US FAERS
212Cytolytic hepatitisFAERS: 1US FAERS
213Deep Vein ThrombosisFAERS: 1US FAERS
214Dermatitis HerpetiformisFAERS: 1US FAERS
215DiscomfortFAERS: 1US FAERS
216Documented hypersensitivity to administered drugFAERS: 1US FAERS
217DysuriaFAERS: 1US FAERS
218EcchymosisFAERS: 1US FAERS
219Economic problemFAERS: 1US FAERS
220EczemaFAERS: 1US FAERS
221EosinophiliaFAERS: 1US FAERS
222Epidermal necrosisFAERS: 1US FAERS
223EpilepsyFAERS: 1US FAERS
224EpistaxisFAERS: 1US FAERS
225EructationFAERS: 1US FAERS
226Facial PainFAERS: 1US FAERS
227Facial paralysisFAERS: 1US FAERS
228FlushingFAERS: 1US FAERS
229FolliculitisFAERS: 1US FAERS
230Food AllergyFAERS: 1US FAERS
231Gait inabilityFAERS: 1US FAERS
232Gastric mucosa erythemaFAERS: 1US FAERS
233Gastric pH decreasedFAERS: 1US FAERS
234GoutFAERS: 1US FAERS
235HIV test false positiveFAERS: 1US FAERS
236Heavy exposure to ultraviolet lightFAERS: 1US FAERS
237Hepatic EncephalopathyFAERS: 1US FAERS
238Hepatic necrosisFAERS: 1US FAERS
239Hepatic siderosisFAERS: 1US FAERS
240Hormone level abnormalFAERS: 1US FAERS
241HungerFAERS: 1US FAERS
242Hypoaesthesia facialFAERS: 1US FAERS
243HypothyroidismFAERS: 1US FAERS
244Immune thrombocytopenic purpuraFAERS: 1US FAERS
245Incorrect route of drug administrationFAERS: 1US FAERS
246Infected dermal cystFAERS: 1US FAERS
247Injury asphyxiationFAERS: 1US FAERS
248Intentional product misuseFAERS: 1US FAERS
249Intentional self-injuryFAERS: 1US FAERS
250Intercepted drug dispensing errorFAERS: 1US FAERS
251Irritable Bowel SyndromeFAERS: 1US FAERS
252Joint injuryFAERS: 1US FAERS
253Joint swellingFAERS: 1US FAERS
254Kounis SyndromeFAERS: 1US FAERS
255Lactose IntoleranceFAERS: 1US FAERS
256Lesion excisionFAERS: 1US FAERS
257LeukopeniaFAERS: 1US FAERS
258Ligament injuryFAERS: 1US FAERS
259Lipids abnormalFAERS: 1US FAERS
260LymphangitisFAERS: 1US FAERS
261LymphocytosisFAERS: 1US FAERS
262Lymphomatoid PapulosisFAERS: 1US FAERS
263Macular degenerationFAERS: 1US FAERS
264Malignant dysphagiaFAERS: 1US FAERS
265Mallory-Weiss SyndromeFAERS: 1US FAERS
266MalnutritionFAERS: 1US FAERS
267Maternal exposure during pregnancyFAERS: 1US FAERS
268Medical dietFAERS: 1US FAERS
269MeningitisFAERS: 1US FAERS
270Miller Fisher SyndromeFAERS: 1US FAERS
271Mononucleosis syndromeFAERS: 1US FAERS
272Mouth swellingFAERS: 1US FAERS
273Muscle FatigueFAERS: 1US FAERS
274Muscle RigidityFAERS: 1US FAERS
275MydriasisFAERS: 1US FAERS
276MyositisFAERS: 1US FAERS
277NarcolepsyFAERS: 1US FAERS
278NasopharyngitisFAERS: 1US FAERS
279Negative thoughtsFAERS: 1US FAERS
280NephritisFAERS: 1US FAERS
281Neutrophilic dermatosisFAERS: 1US FAERS
282Nonspecific reactionFAERS: 1US FAERS
283Obsessive thoughtsFAERS: 1US FAERS
284Ocular icterusFAERS: 1US FAERS
285OnychalgiaFAERS: 1US FAERS
286OnychoclasisFAERS: 1US FAERS
287Optic AtrophyFAERS: 1US FAERS
288Oral fungal infectionFAERS: 1US FAERS
289Oral painFAERS: 1US FAERS
290Oropharyngeal blisteringFAERS: 1US FAERS
291Oropharyngeal discomfortFAERS: 1US FAERS
292OverdoseFAERS: 1US FAERS
293Packaging design issueFAERS: 1US FAERS
294PancytopeniaFAERS: 1US FAERS
295Panic DisorderFAERS: 1US FAERS
296PapuleFAERS: 1US FAERS
297Penile InfectionFAERS: 1US FAERS
298Peripheral nerve lesionFAERS: 1US FAERS
299Personality ChangeFAERS: 1US FAERS
300PharyngitisFAERS: 1US FAERS
301PhotodermatosisFAERS: 1US FAERS
302PhotokeratitisFAERS: 1US FAERS
303Plasmodium falciparum infectionFAERS: 1US FAERS
304PleurisyFAERS: 1US FAERS
305PoisoningFAERS: 1US FAERS
306Post inflammatory pigmentation changeFAERS: 1US FAERS
307Product coating issueFAERS: 1US FAERS
308Product complaintFAERS: 1US FAERS
309Product container issueFAERS: 1US FAERS
310Product contaminationFAERS: 1US FAERS
311Product formulation issueFAERS: 1US FAERS
312Product prescribing errorFAERS: 1US FAERS
313Product shape issueFAERS: 1US FAERS
314Pulmonary EmbolismFAERS: 1US FAERS
315PurulenceFAERS: 1US FAERS
316Quality of life decreasedFAERS: 1US FAERS
317RalesFAERS: 1US FAERS
318Reaction to drug excipientsFAERS: 1US FAERS
319Renal cystFAERS: 1US FAERS
320Renal painFAERS: 1US FAERS
321Respiratory distressFAERS: 1US FAERS
322RetchingFAERS: 1US FAERS
323Retinal scarFAERS: 1US FAERS
324Salivary gland painFAERS: 1US FAERS
325SclerodermaFAERS: 1US FAERS
326SepsisFAERS: 1US FAERS
327Serum SicknessFAERS: 1US FAERS
328ShockFAERS: 1US FAERS
329Sinus TachycardiaFAERS: 1US FAERS
330Sinus headacheFAERS: 1US FAERS
331Skin UlcerFAERS: 1US FAERS
332Skin necrosisFAERS: 1US FAERS
333Skin reactionFAERS: 1US FAERS
334Skin tightnessFAERS: 1US FAERS
335SluggishnessFAERS: 1US FAERS
336SneezingFAERS: 1US FAERS
337Solar urticariaFAERS: 1US FAERS
338StressFAERS: 1US FAERS
339Superficial vein prominenceFAERS: 1US FAERS
340Supraventricular tachycardiaFAERS: 1US FAERS
341Tenon's cystFAERS: 1US FAERS
342Therapeutic product effect incompleteFAERS: 1US FAERS
343Therapy cessationFAERS: 1US FAERS
344Thirst decreasedFAERS: 1US FAERS
345ThirstFAERS: 1US FAERS
346Thyroid NeoplasmFAERS: 1US FAERS
347Tinea PedisFAERS: 1US FAERS
348Tinea crurisFAERS: 1US FAERS
349Tongue discomfortFAERS: 1US FAERS
350Tongue erythemaFAERS: 1US FAERS
351Toxic Epidermal NecrolysisFAERS: 1US FAERS
352Toxic Shock SyndromeFAERS: 1US FAERS
353Urine output increasedFAERS: 1US FAERS
354Vaginal DischargeFAERS: 1US FAERS
355Vertebral lesionFAERS: 1US FAERS
356VertigoFAERS: 1US FAERS
357Vitreous floatersFAERS: 1US FAERS
358Vulvovaginal discomfortFAERS: 1US FAERS
359Vulvovaginal drynessFAERS: 1US FAERS
360Vulvovaginal mycotic infectionFAERS: 1US FAERS
361Vulvovaginal pruritusFAERS: 1US FAERS
362WheezingFAERS: 1US FAERS
363Wound ComplicationFAERS: 1US FAERS
364Wrong drug administeredFAERS: 1US FAERS
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