MetaADEDB 2.0 @ LMMD
Enalapril
(GBXSMTUPTTWBMN-XIRDDKMYSA-N)
Structure
SMILES
CCOC(=O)[C@@H](N[C@H](C(=O)N1CCC[C@H]1C(=O)O)C)CCc1ccccc1
Type(s)
Approved; Vet_approved
ATC code(s)
C09AA02; C09BA02; C09BB02; C09BB06
Molecular Formula:
C20H28N2O5
Molecular Weight:
376.447
Log P:
1.9334
Hydrogen Bond Acceptor:
7
Hydrogen Bond Donor:
2
TPSA:
95.94
CAS Number(s):
75847-73-3; 76095-16-4
Synonym(s)
1.
Enalapril
2.
Enalapril Maleate
3.
MK-421
4.
MK421
5.
Renitec
6.
Renitek
7.
MK 421
8.
Maleate, Enalapril
External Link(s)
MeSHD004656
PubChem Compound5388962
40466924
BindingDB50017129
ChEBI4784
CHEMBLCHEMBL578
DrugBankDB00584
DrugCentral1005
IUPHAR/BPS Guide to PHARMACOLOGY6322
KEGGcpd:C06977
dr:D07892
Therapeutic Target DatabaseD00SEB
ZINC3791297
Adverse Drug Event(s)
NameNumber of ReportsReference(s)Data Source
1AngioedemaFAERS: 89
Canada Vigilance: 4

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CTD
OFFSIDES
Canada Vigilance
US FAERS
2DizzinessFAERS: 17
Canada Vigilance: 6
2846101
8519044
12654706
CTD
Canada Vigilance
US FAERS
3HypotensionFAERS: 16

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CTD
US FAERS
4Drug ineffectiveFAERS: 14
Canada Vigilance: 10
Canada Vigilance
US FAERS
5DysphoniaFAERS: 13US FAERS
6HypersensitivityFAERS: 12
Canada Vigilance: 1
Canada Vigilance
US FAERS
7Product substitution issueFAERS: 12
Canada Vigilance: 14
Canada Vigilance
US FAERS
8Acute kidney injuryFAERS: 10

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CTD
US FAERS
9NauseaFAERS: 10
Canada Vigilance: 7
8519044CTD
Canada Vigilance
US FAERS
10ChokingFAERS: 9US FAERS
11Intestinal angioedemaFAERS: 9US FAERS
12Lip swellingFAERS: 9US FAERS
13SyncopeFAERS: 9

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CTD
US FAERS
14ErythemaFAERS: 88453893CTD
US FAERS
15FatigueFAERS: 8
Canada Vigilance: 1
2688328
8579032
9653007
CTD
Canada Vigilance
US FAERS
16HeadacheFAERS: 7
Canada Vigilance: 4
2846101
8519044
CTD
Canada Vigilance
US FAERS
17Medication ErrorFAERS: 7US FAERS
18OverdoseFAERS: 6OFFSIDES
US FAERS
19SwellingFAERS: 6US FAERS
20Abdominal PainFAERS: 5

View details

CTD
OFFSIDES
US FAERS
21BradycardiaFAERS: 52084665
15662077
CTD
OFFSIDES
US FAERS
22HypoxiaFAERS: 521263376CTD
US FAERS
23Pathological fractureFAERS: 5US FAERS
24Respiratory FailureFAERS: 5OFFSIDES
US FAERS
25AstheniaFAERS: 4
Canada Vigilance: 2
8519044CTD
Canada Vigilance
US FAERS
26Lichen PlanusFAERS: 4US FAERS
27Pharmaceutical product complaintFAERS: 4US FAERS
28Therapeutic response unexpected with drug substitutionFAERS: 4US FAERS
29UrticariaFAERS: 4
Canada Vigilance: 3
Canada Vigilance
US FAERS
30Abdominal discomfortFAERS: 3
Canada Vigilance: 1
Canada Vigilance
US FAERS
31Acquired C1 inhibitor deficiencyFAERS: 3US FAERS
32AnuriaFAERS: 37951836
8527259
9546244
CTD
US FAERS
33Blood creatinine increasedFAERS: 3OFFSIDES
US FAERS
34Burning sensationFAERS: 3US FAERS
35Cholestatic liver injuryFAERS: 3US FAERS
36Drug exposure during pregnancyFAERS: 3US FAERS
37Feeling abnormalFAERS: 3US FAERS
38Idiosyncratic drug reactionFAERS: 3US FAERS
39LeukocytosisFAERS: 3US FAERS
40Metabolic acidosisFAERS: 3US FAERS
41PancreatitisFAERS: 3US FAERS
42Prescription drug used without a prescriptionFAERS: 3US FAERS
43TachycardiaFAERS: 3
Canada Vigilance: 1
6094050
8781749
9421286
CTD
Canada Vigilance
US FAERS
44Toxicity to various agentsFAERS: 3US FAERS
45Actinic keratosisFAERS: 2US FAERS
46AphoniaFAERS: 2US FAERS
47AscitesFAERS: 214651558CTD
US FAERS
48Back PainFAERS: 2US FAERS
49Basal cell carcinomaFAERS: 2US FAERS
50Blood sodium decreasedFAERS: 2US FAERS
51Cardiac ArrestFAERS: 2US FAERS
52CholangitisFAERS: 2US FAERS
53Drug abuseFAERS: 2US FAERS
54Drug administration errorFAERS: 2US FAERS
55HepatosplenomegalyFAERS: 2US FAERS
56HepatotoxicityFAERS: 2US FAERS
57LethargyFAERS: 2US FAERS
58MyalgiaFAERS: 2US FAERS
59Myocardial InfarctionFAERS: 2

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CTD
US FAERS
60Neck PainFAERS: 2US FAERS
61Oropharyngeal painFAERS: 2US FAERS
62PetechiaeFAERS: 2US FAERS
63PoisoningFAERS: 222155090CTD
US FAERS
64Polymyalgia RheumaticaFAERS: 2US FAERS
65Precancerous skin lesionFAERS: 2US FAERS
66Product quality issueFAERS: 2US FAERS
67PruritusFAERS: 2
Canada Vigilance: 4
2688328
8066414
CTD
Canada Vigilance
US FAERS
68Suicide attemptFAERS: 2US FAERS
69Throat irritationFAERS: 2
Canada Vigilance: 1
Canada Vigilance
US FAERS
70ThrombocytopeniaFAERS: 2US FAERS
71Thrombotic strokeFAERS: 2US FAERS
72Unevaluable eventFAERS: 2US FAERS
73Urinary IncontinenceFAERS: 29572189CTD
US FAERS
74VomitingFAERS: 2
Canada Vigilance: 2
2688328
8066414
CTD
Canada Vigilance
US FAERS
75AcantholysisFAERS: 1US FAERS
76Activities of daily living impairedFAERS: 1US FAERS
77AlkalosisFAERS: 1US FAERS
78AlopeciaFAERS: 1US FAERS
79Angiotensin converting enzyme inhibitor foetopathyFAERS: 1US FAERS
80AnorexiaFAERS: 12688328CTD
US FAERS
81AnxietyFAERS: 1
Canada Vigilance: 1
Canada Vigilance
OFFSIDES
US FAERS
82ArthritisFAERS: 1US FAERS
83Bile duct necrosisFAERS: 1US FAERS
84Biopsy liver abnormalFAERS: 1US FAERS
85BlindnessFAERS: 1US FAERS
86Blood lactate dehydrogenase increasedFAERS: 1US FAERS
87Blood potassium increasedFAERS: 1US FAERS
88Blood pressure fluctuationFAERS: 1OFFSIDES
US FAERS
89Blood pressure inadequately controlledFAERS: 1
Canada Vigilance: 4
Canada Vigilance
OFFSIDES
US FAERS
90Blood urea increasedFAERS: 1US FAERS
91BronchitisFAERS: 1OFFSIDES
US FAERS
92BronchopneumoniaFAERS: 1OFFSIDES
US FAERS
93Cerebral InfarctionFAERS: 19143594CTD
US FAERS
94Chest PainFAERS: 1OFFSIDES
US FAERS
95Chest discomfortFAERS: 1US FAERS
96CholelithiasisFAERS: 1US FAERS
97CholestasisFAERS: 112420643
14651558
CTD
US FAERS
98ChromaturiaFAERS: 1US FAERS
99Contraindicated drug prescribedFAERS: 1US FAERS
100DehydrationFAERS: 1OFFSIDES
US FAERS
101Diabetes MellitusFAERS: 1US FAERS
102Documented hypersensitivity to administered productFAERS: 1US FAERS
103DroolingFAERS: 1US FAERS
104Drug dispensing errorFAERS: 1US FAERS
105Drug dose omissionFAERS: 1US FAERS
106DyspepsiaFAERS: 1OFFSIDES
US FAERS
107Ear discomfortFAERS: 1US FAERS
108EczemaFAERS: 1US FAERS
109Endotracheal intubation complicationFAERS: 1US FAERS
110Extra dose administeredFAERS: 1US FAERS
111Eye painFAERS: 1US FAERS
112FlushingFAERS: 13000654CTD
US FAERS
113GastroenteritisFAERS: 1US FAERS
114General physical health deteriorationFAERS: 1US FAERS
115HemiparesisFAERS: 1US FAERS
116Hepatic EncephalopathyFAERS: 1US FAERS
117Hepatic necrosisFAERS: 1US FAERS
118HepatitisFAERS: 1US FAERS
119HyperkeratosisFAERS: 1OFFSIDES
US FAERS
120HypocalciuriaFAERS: 1US FAERS
121Hypotensive Transfusion ReactionFAERS: 1US FAERS
122Idiopathic angioedemaFAERS: 1US FAERS
123Inappropriate affectFAERS: 1US FAERS
124Incorrect product storageFAERS: 1US FAERS
125Joint swellingFAERS: 1US FAERS
126Left Ventricular HypertrophyFAERS: 1OFFSIDES
US FAERS
127LeukoencephalomyelitisFAERS: 1US FAERS
128MalaiseFAERS: 1
Canada Vigilance: 3
Canada Vigilance
US FAERS
129Middle insomniaFAERS: 1US FAERS
130NystagmusFAERS: 1US FAERS
131OligohydramniosFAERS: 12301491
7951836
16147831
CTD
US FAERS
132PainFAERS: 1
Canada Vigilance: 1
Canada Vigilance
US FAERS
133PalpitationsFAERS: 1
Canada Vigilance: 1
Canada Vigilance
US FAERS
134PemphigusFAERS: 1US FAERS
135Peripheral swellingFAERS: 1US FAERS
136Peritoneal DialysisFAERS: 1OFFSIDES
US FAERS
137PharyngotonsillitisFAERS: 1US FAERS
138PneumoniaFAERS: 119114890CTD
US FAERS
139PneumothoraxFAERS: 1US FAERS
140PolyuriaFAERS: 1US FAERS
141Product dose omissionFAERS: 1US FAERS
142Product physical consistency issueFAERS: 1US FAERS
143Product use in unapproved indicationFAERS: 1US FAERS
144ProteinuriaFAERS: 1

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CTD
US FAERS
145PsoriasisFAERS: 1US FAERS
146Quality of life decreasedFAERS: 1US FAERS
147Reaction to drug excipientsFAERS: 1US FAERS
148Renal Artery StenosisFAERS: 1US FAERS
149Renal painFAERS: 1US FAERS
150Renal tubular acidosisFAERS: 1US FAERS
151Renal tubular necrosisFAERS: 1US FAERS
152Respiratory distressFAERS: 1US FAERS
153Shoulder PainFAERS: 1US FAERS
154Skin ErosionFAERS: 1US FAERS
155Skin necrosisFAERS: 1US FAERS
156SnoringFAERS: 1US FAERS
157SomnolenceFAERS: 1US FAERS
158TensionFAERS: 1US FAERS
159Tongue pruritusFAERS: 1US FAERS
160TrismusFAERS: 1US FAERS
161Troponin increasedFAERS: 1US FAERS
162Ultrasound Doppler abnormalFAERS: 1US FAERS
163Vanishing bile duct syndromeFAERS: 1US FAERS
164Vascular purpuraFAERS: 1US FAERS
165Weight decreasedFAERS: 1
Canada Vigilance: 1
Canada Vigilance
US FAERS
166WheezingFAERS: 1US FAERS
167Wrong technique in product usage processFAERS: 1US FAERS
168AIDS Dementia ComplexOFFSIDES
169Abdomen, Acute7771884
7846433
15039478
CTD
170Abdominal strangulated herniaOFFSIDES
171Abnormalities, Drug-Induced2301491CTD
172Acute myocardial infarctionOFFSIDES
173Airway Obstruction

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CTD
174Albumin globulin ratio decreasedOFFSIDES
175Albuminuria

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CTD
176Allergy to arthropod stingOFFSIDES
177Anemia

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CTD
178Anticonvulsant drug level below therapeuticOFFSIDES
179Anticonvulsant drug level decreasedOFFSIDES
180Anticonvulsant drug level increasedOFFSIDES
181Antipsychotic drug level increasedOFFSIDES
182Application site erythemaOFFSIDES
183Application site irritationOFFSIDES
184Application site pruritusOFFSIDES
185Application site reactionOFFSIDES
186Application site scabOFFSIDES
187Arthralgia11244322CTD
188Aspiration PneumoniaOFFSIDES
189AtaxiaOFFSIDES
190Atherosclerosis15585195
17347482
19939336
CTD
191Axillary vein thrombosisOFFSIDES
192Azotemia6124829
8579032
CTD
193B-cell lymphoma stage IOFFSIDES
194Back disorderOFFSIDES
195Bacteria sputum identifiedOFFSIDES
196Band neutrophil percentage increasedOFFSIDES
197BlastomycosisOFFSIDES
198Blood Coagulation Disorders16737005CTD
199Blood GlucoseOFFSIDES
200Blood albumin decreasedOFFSIDES
201Blood cholesterolOFFSIDES
202Blood cholinesterase decreasedOFFSIDES
203Blood creatine phosphokinase decreasedOFFSIDES
204Blood glucose decreasedOFFSIDES
205Blood glucose fluctuationOFFSIDES
206Blood pH decreasedOFFSIDES
207Blood phosphorusOFFSIDES
208Blood potassium decreasedOFFSIDES
209Blood urea abnormalOFFSIDES
210Bone fragmentationOFFSIDES
211Borderline Personality DisorderOFFSIDES
212Brachydactyly with hypertension12811651CTD
213Brain Edema19694749CTD
214Brain Infarction19435785CTD
215Brain Injuries20600611CTD
216Brain Ischemia10408248CTD
217Cardioactive drug levelOFFSIDES
218Cardiomegaly

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CTD
219Cardiomyopathies12413500CTD
220Cardiomyopathy dilated with Woolly hair and keratoderma21193976CTD
221Cardiomyopathy, Dilated9838955
18593848
CTD
222Cardiovascular Diseases12578880CTD
223Cerebral ventricle dilatationOFFSIDES
224Chemical and Drug Induced Liver Injury

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CTD
225Chronic Obstructive Airway DiseaseOFFSIDES
226Clostridium difficile colitisOFFSIDES
227Colon adenomaOFFSIDES
228Congenital pulmonary hypertensionOFFSIDES
229Congenital tricuspid valve incompetenceOFFSIDES
230ConstipationCanada Vigilance: 1Canada Vigilance
231Coronary Artery Disease9215232
11023927
CTD
232Culture positiveOFFSIDES
233DemyelinationOFFSIDES
234Depressed Level of ConsciousnessOFFSIDES
235Diabetes Mellitus, Experimental8591707
15362513
CTD
236Diabetes mellitus inadequate controlOFFSIDES
237Diabetic Angiopathies17970755
21040718
22198047
CTD
238Diabetic Cardiomyopathies21416479CTD
239Diabetic Neuropathies21040718
22198047
CTD
240Diarrhea15662077CTD
OFFSIDES
241DiscomfortCanada Vigilance: 1Canada Vigilance
242Disease Progression2883575CTD
243Disease recurrenceOFFSIDES
244DiverticulitisOFFSIDES
245Drug Eruptions

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CTD
246Drug Overdose8527259
8645963
CTD
247Dry skinOFFSIDES
248Dysgeusia14984622CTD
249Edema

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CTD
250Endodontic procedureOFFSIDES
251Endomyocardial Fibrosis18820026
30623541
CTD
252EnteritisOFFSIDES
253Enterobacter sepsisOFFSIDES
254Enterococcal infectionOFFSIDES
255Eosinophilia16737005CTD
256Erythema InduratumOFFSIDES
257Exanthema2541310
6100872
CTD
258Extravasation of Diagnostic and Therapeutic Materials9622145CTD
259Extremity contractureOFFSIDES
260Fatty Liver20593053CTD
261Fetal Growth Retardation16147831CTD
262Fibrosis

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CTD
263Gastric DilatationOFFSIDES
264Gastrointestinal disorder postoperativeOFFSIDES
265Giant Cell Arteritis9513617CTD
266Gingival HypertrophyOFFSIDES
267Glomerulonephritis3027632
9848785
15496148
CTD
268Glycosuria6124829CTD
269Hallucinations, mixedOFFSIDES
270Headache Disorders, Primary17965960CTD
271Heart Diseases9700987CTD
272Heart failure

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CTD
273Hemorrhage19114890CTD
274Heparin-induced thrombocytopeniaOFFSIDES
275Hepatomegaly14651558CTD
276HydronephrosisOFFSIDES
277Hydrops Fetalis16147831CTD
278Hypercholesterolemia20847891CTD
279Hyperglycemia8591707
9861226
CTD
280Hyperkalemia

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CTD
281HyperpigmentationOFFSIDES
282Hyperplasia14744816CTD
283HyperreflexiaOFFSIDES
284Hypertension, Renovascular

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CTD
285Hypoglycemia7951836CTD
286Hypokalemia1623802
6100872
CTD
287Hyponatremia

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CTD
288Hypotension, Orthostatic1691407CTD
289Hypovolemia2823245CTD
290Impaired gastric emptyingOFFSIDES
291Incision site complicationOFFSIDES
292Infant, Premature, Diseases8645963CTD
293Inflammation18765277
21265103
CTD
294Infusion site mobility decreasedOFFSIDES
295Intestinal Diseases15464190CTD
296Intestinal ObstructionOFFSIDES
297Jaundice, Obstructive2342045CTD
298Joint InstabilityCanada Vigilance: 1Canada Vigilance
299Joint injuryOFFSIDES
300Joint sprainOFFSIDES
301Keratitis siccaOFFSIDES
302Kidney Cortex Necrosis19761811CTD
303Kidney Diseases

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CTD
304Kidney Failure, Chronic

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CTD
305Kidney FailureOFFSIDES
306Large intestine perforationOFFSIDES
307LeprosyOFFSIDES
308Limb injuryOFFSIDES
309LipaseOFFSIDES
310Liver Cirrhosis, Experimental17347453CTD
311Liver Cirrhosis18765277
21664615
CTD
312Liver Failure, Acute11141678CTD
313Liver diseases1880490CTD
314Lymph Node TuberculosisOFFSIDES
315Macroglossia7968889
12173515
CTD
316Malignant HypertensionOFFSIDES
317MastoiditisOFFSIDES
318Medical device removalOFFSIDES
319Mitral Valve Insufficiency9838955CTD
320MorpheaOFFSIDES
321Motor retardationOFFSIDES
322Movement Disorders22107891CTD
323Moyamoya Disease9143594CTD
324Multiple sclerosis relapseOFFSIDES
325Muscle Cramp2846101CTD
326Muscle Hypertonia2404862CTD
327Myocardial Ischemia2560100
9129851
CTD
328Necrosis7564367CTD
329Neointima19258495CTD
330Neoplasms21153712CTD
331Nephritis22822941CTD
332Nephrogenic Fibrosing DermopathyOFFSIDES
333Nephrosclerosis18812665CTD
334Nephrotic SyndromeOFFSIDES
335Nervous tensionOFFSIDES
336NeuralgiaOFFSIDES
337NeurilemmomaOFFSIDES
338Obesity20847891CTD
339Occult blood positiveOFFSIDES
340Oliguria7951836
8529299
16147831
CTD
341Oral mucosal eruptionCanada Vigilance: 1Canada Vigilance
342Osteoporosis18847324CTD
343PROTHROMBIN TIMEOFFSIDES
344Pancreatic enzymes increasedOFFSIDES
345Paresthesia1336423
7560723
9861226
CTD
346Peripheral Nervous System Diseases20847891CTD
347Peripheral Vascular Diseases20847891CTD
348Plaque, Atherosclerotic20720404CTD
349PlasmacytomaOFFSIDES
350Polyarteritis Nodosa1971779CTD
351Polycythemia9285312
15848608
17284475
CTD
352Post procedural complicationOFFSIDES
353Postoperative Complications8494162
16840386
19685582
CTD
354Postoperative infectionOFFSIDES
355Prenatal Exposure Delayed Effects2301491
8157899
17284475
CTD
356Prenatal Injuries2829674
7951836
CTD
357Prescribed overdoseOFFSIDES
358Procedural complicationOFFSIDES
359Protein-losing gastroenteropathyOFFSIDES
360Pulmonary Fibrosis17265423CTD
361Pulmonary HypertensionOFFSIDES
362Rectal tenesmusOFFSIDES
363Renal Artery Obstruction2254726
2508894
9546244
CTD
364Renal Insufficiency

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CTD
365Renal cystOFFSIDES
366Reticulocyte count increasedOFFSIDES
367Sclerosis8591707CTD
368Seizures22107891CTD
369Sensation Disorders14506449CTD
370Septic ShockOFFSIDES
371Sinus bradycardiaOFFSIDES
372Sjogren's Syndrome9513617CTD
373Skin hypertrophyOFFSIDES
374Skin tightnessOFFSIDES
375Sleep Apnea, Obstructive16438479CTD
376Stenotrophomonas infectionOFFSIDES
377Stevens-Johnson Syndrome25811541CTD
378Subcutaneous noduleOFFSIDES
379Substance Withdrawal Syndrome12050568
17965960
20428619
CTD
380SynovectomyOFFSIDES
381Taste Disorders6100872CTD
382Therapeutic response unexpectedCanada Vigilance: 1Canada Vigilance
383Therapy changeCanada Vigilance: 1Canada Vigilance
384Therapy non-responderOFFSIDES
385Tinea PedisOFFSIDES
386TonsillitisOFFSIDES
387Trisomy 21OFFSIDES
388Ultrasound scan abnormalOFFSIDES
389Uremia17513326CTD
390Ureteral obstruction12473537CTD
391Urine nitrogenOFFSIDES
392Vasculitis, Leukocytoclastic, Cutaneous9797501CTD
393Vasculitis8453893
9513617
CTD
394Venous occlusionOFFSIDES
395Ventricular Dysfunction, Left

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CTD
396Ventricular Dysfunction21273767CTD
397Ventricular Remodeling

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CTD
398Vertebrobasilar Insufficiency2541568CTD
399jaundice

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CTD
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