MetaADEDB: Drug

MetaADEDB 2.0 @ LMMD

Melatonin

(DRLFMBDRBRZALE-UHFFFAOYSA-N)

Structure

SMILES: COc1ccc2c(c1)c(CCNC(=O)C)c[nH]2
Type(s): Approved; Nutraceutical; Vet_approved
ATC code(s): N05CH01
Molecular Formula:: C13H16N2O2
Molecular Weight:: 232.278
Log P:: 2.2460
Hydrogen Bond Acceptor:: 3
Hydrogen Bond Donor:: 2
TPSA:: 54.12
CAS Number(s):: 73-31-4; 8041-44-9

Synonym(s)

Melatonin

External Link(s)

MeSH	D008550
PubChem Compound	896
BindingDB	9019
ChEBI	16796
CHEMBL	CHEMBL45
DrugBank	DB01065
DrugCentral	1672
IUPHAR/BPS Guide to PHARMACOLOGY	1357 224
KEGG	cpd:C01598 dr:D08170
Therapeutic Target Database	D0M9SI D0B5CB D0AN7B
ZINC	57060

Adverse Drug Event(s)

	Name	Number of Reports	Reference(s)	Data Source
1	Feeling abnormal	FAERS: 2 Canada Vigilance: 2		Canada Vigilance OFFSIDES US FAERS
2	Arthralgia	FAERS: 1		SIDER US FAERS
3	Blood glucose decreased	FAERS: 1		OFFSIDES US FAERS
4	Chest discomfort	FAERS: 1 Canada Vigilance: 1		Canada Vigilance US FAERS
5	Drug ineffective	FAERS: 1		OFFSIDES US FAERS
6	Middle insomnia	FAERS: 1		OFFSIDES US FAERS
7	Pain	FAERS: 1 Canada Vigilance: 1		Canada Vigilance OFFSIDES SIDER US FAERS
8	Product substitution issue	FAERS: 1		US FAERS
9	Restless Legs Syndrome	FAERS: 1		SIDER US FAERS
10	Suicide attempt	FAERS: 1		US FAERS
11	Tachycardia	FAERS: 1 Canada Vigilance: 2	9256574	CTD Canada Vigilance US FAERS
12	Tremor	FAERS: 1		US FAERS
13	Urinary Retention	FAERS: 1		US FAERS
14	Vomiting	FAERS: 1 Canada Vigilance: 2		Canada Vigilance SIDER US FAERS
15	treatment failure	FAERS: 1		US FAERS
16	Abdominal Pain			SIDER
17	Abdominal discomfort	Canada Vigilance: 2		Canada Vigilance OFFSIDES SIDER
18	Abnormal bowel sounds			SIDER
19	Abnormal vision			OFFSIDES
20	Abuse			OFFSIDES
21	Accidental exposure to product by child	Canada Vigilance: 1		Canada Vigilance
22	Acid reflux			OFFSIDES
23	Acidosis			OFFSIDES
24	Acne			OFFSIDES
25	Acromegaly		9186818	CTD
26	Acute psychosis			OFFSIDES
27	Acute sinusitis			OFFSIDES
28	Adenocarcinoma		12471612 19028472	CTD
29	Adenoma		17195641	CTD
30	Adrenal gland cancer metastatic			OFFSIDES
31	Adrenal mass			OFFSIDES
32	Agitation			SIDER
33	Alanine Aminotransferase Increased			OFFSIDES
34	Alopecia		15326268	CTD OFFSIDES
35	Amnesia		15588624	CTD OFFSIDES
36	Amphetamines			OFFSIDES
37	Amyotrophic Lateral Sclerosis		17014688	CTD
38	Anemia		20035269	CTD
39	Anger			OFFSIDES
40	Angina Pectoris			SIDER
41	Angioedema			SIDER
42	Anhedonia			OFFSIDES
43	Anorexia			OFFSIDES
44	Anorgasmia			OFFSIDES
45	Anosmia			OFFSIDES
46	Anticholinergic Syndrome			OFFSIDES
47	Anxiety Disorders		12445702	CTD
48	Anxiety	Canada Vigilance: 1		Canada Vigilance OFFSIDES SIDER
49	Aortic Diseases		15025861 20050989	CTD
50	Application site irritation	Canada Vigilance: 1		Canada Vigilance
51	Arthritis			OFFSIDES SIDER
52	Arthropathy			OFFSIDES
53	Ascites			OFFSIDES
54	Aseptic Meningitis			OFFSIDES
55	Asphyxia		17237714	CTD
56	Asthenia			OFFSIDES SIDER
57	Asthenopia			OFFSIDES
58	Atelectasis			OFFSIDES
59	Athetosis			OFFSIDES
60	Aura			OFFSIDES
61	Autistic Disorder		16897403 16919138	CTD
62	B-cell lymphoma recurrent			OFFSIDES
63	Back Pain	Canada Vigilance: 1		Canada Vigilance SIDER
64	Bacteria stool identified			OFFSIDES
65	Belligerence			OFFSIDES
66	Biliary cancer metastatic			OFFSIDES
67	Bipolar Disorder		15850501 16168024	CTD
68	Blepharospasm			OFFSIDES
69	Blood Glucose			OFFSIDES
70	Blood amylase increased			OFFSIDES
71	Blood and lymphatic system disorders			SIDER
72	Blood chloride increased			OFFSIDES
73	Blood cholesterol			OFFSIDES
74	Blood creatine increased			OFFSIDES
75	Blood electrolytes decreased			OFFSIDES
76	Blood potassium decreased			OFFSIDES
77	Blood sodium			OFFSIDES
78	Blood testosterone decreased			OFFSIDES
79	Blood thyroid stimulating hormone			OFFSIDES
80	Blood triglycerides increased			SIDER
81	Blurred vision			OFFSIDES
82	Body Temperature Changes		20519847	CTD
83	Body temperature fluctuation			OFFSIDES
84	Bone density decreased			OFFSIDES
85	Bone lesion			OFFSIDES
86	Bone pain			OFFSIDES
87	Bone swelling			OFFSIDES
88	Bradycardia		8356105	CTD OFFSIDES
89	Brain Diseases		20307147	CTD
90	Brain Edema		12955582	CTD
91	Brain Injuries		18289173	CTD
92	Brain Ischemia		17706355	CTD
93	Brain scan abnormal			OFFSIDES
94	Bronchitis			OFFSIDES
95	Bursitis			OFFSIDES
96	Carcinoembryonic antigen increased			OFFSIDES
97	Carcinoma, Ehrlich Tumor		10738105	CTD
98	Cardiac ventricular disorder			OFFSIDES
99	Cardiomegaly		20823719	CTD
100	Cardiomyopathies		View details 9718077 10340722 12717489 20556922	CTD
101	Cardiotoxicity		29966675	CTD
102	Cardiovascular Diseases		18676298	CTD
103	Catalepsy		1786838	CTD
104	Cataract operation			OFFSIDES
105	Cataract		21441606	CTD OFFSIDES
106	Catatonia		6540303	CTD
107	Catheter placement			OFFSIDES
108	Cellulitis			OFFSIDES
109	Central nervous system lesion			OFFSIDES
110	Cerebellar infarction			OFFSIDES
111	Cervical dysplasia			OFFSIDES
112	Cervicobrachial syndrome			OFFSIDES
113	Chemical and Drug Induced Liver Injury		View details 17013467 17602819 20338863 26286521 26882442	CTD
114	Chest Pain			SIDER
115	Childhood disintegrative disorder			OFFSIDES
116	Chills	Canada Vigilance: 1		Canada Vigilance
117	Choking sensation			OFFSIDES
118	Choking			OFFSIDES
119	Cholangiocarcinoma		20626588	CTD
120	Cholecystitis			OFFSIDES
121	Cholestasis		15453635	CTD
122	Chronic Obstructive Airway Disease			OFFSIDES
123	Chronic sinusitis			OFFSIDES
124	Clostridium difficile colitis			OFFSIDES
125	Cocaine-Related Disorders		16309631	CTD
126	Cognition Disorders		View details 21073519 24733834 29476728 30372842	CTD
127	Colitis		9730580	CTD
128	Colonic Neoplasms		19028472 21752096	CTD
129	Colonic Stenosis			OFFSIDES
130	Confabulation			OFFSIDES
131	Confusion		9256574	CTD
132	Congenital mitochondrial cytopathy			OFFSIDES
133	Congenital pyelocaliectasis			OFFSIDES
134	Conjunctival deposit			OFFSIDES
135	Contracture			OFFSIDES
136	Crying			OFFSIDES
137	Cystitis		15232716	CTD
138	Cyst			OFFSIDES
139	Deafness			OFFSIDES
140	Debridement			OFFSIDES
141	Decreased Libido			OFFSIDES
142	Dehydration			OFFSIDES
143	Demyelination			OFFSIDES
144	Dental Fistula			OFFSIDES
145	Dental Plaque			OFFSIDES
146	Dental abscess			OFFSIDES
147	Dental caries			OFFSIDES
148	Denture wearer			OFFSIDES
149	Depressed Level of Consciousness			OFFSIDES
150	Depressed mood			OFFSIDES SIDER
151	Dermatitis			SIDER
152	Device Failure			OFFSIDES
153	Device related infection			OFFSIDES
154	Diarrhea			OFFSIDES
155	Disease Progression			OFFSIDES
156	Disorders of Excessive Somnolence		9256574 15326268	CTD
157	Disorientation	Canada Vigilance: 2		Canada Vigilance SIDER
158	Disturbance in sexual arousal			SIDER
159	Diverticulosis			OFFSIDES
160	Diverticulum			OFFSIDES
161	Dizziness	Canada Vigilance: 4	9256574	CTD OFFSIDES SIDER Canada Vigilance
162	Dreamy state			SIDER
163	Drowsiness			OFFSIDES
164	Drug Overdose		9256574	CTD
165	Drug Tolerance			OFFSIDES
166	Drug toxicity			OFFSIDES
167	Drug withdrawal headache			OFFSIDES
168	Dry skin			SIDER
169	Dysgeusia			OFFSIDES
170	Dyskinesia, Drug-Induced		12543230	CTD
171	Dyspepsia	Canada Vigilance: 3		Canada Vigilance OFFSIDES SIDER
172	Dysphonia			OFFSIDES
173	Dysthymic Disorder			OFFSIDES
174	Ear and labyrinth disorders			SIDER
175	Early satiety			OFFSIDES
176	Economic problem			OFFSIDES
177	Eczema			SIDER
178	Edema		10573371	CTD
179	Embolic stroke			OFFSIDES
180	Emotional distress			OFFSIDES
181	Endodontic procedure			OFFSIDES
182	Endometriosis			OFFSIDES
183	Endomyocardial Fibrosis		20823719	CTD
184	Eosinophilia-Myalgia Syndrome		9374988 10085477	CTD
185	Ependymoma			OFFSIDES
186	Epistaxis	Canada Vigilance: 1		Canada Vigilance OFFSIDES
187	Erectile dysfunction			OFFSIDES
188	Erythema			SIDER
189	Euphoric mood			OFFSIDES
190	Facial Neuralgia			OFFSIDES
191	Failure of implant			OFFSIDES
192	Fatigue	Canada Vigilance: 1	9256574	CTD OFFSIDES SIDER Canada Vigilance
193	Fatty Liver		21689150	CTD
194	Feeling Cold			OFFSIDES
195	Femoral artery occlusion			OFFSIDES
196	Fetal Death		16313497 21355878	CTD
197	Fetal Growth Retardation		16313497 21355878	CTD
198	Fibromyalgia			OFFSIDES
199	Fibrosis		19633453	CTD
200	Fistula discharge			OFFSIDES
201	Flatulence			SIDER
202	Fluid overload			OFFSIDES
203	Formication			OFFSIDES
204	Gamma-Glutamyltransferase Increased			OFFSIDES
205	Gastric Bypass			OFFSIDES
206	Gastric ulcer			OFFSIDES
207	Gastritis			SIDER
208	Gastrointestinal Diseases		19220725	CTD
209	Gastrointestinal Pain			SIDER
210	Gastrointestinal sounds abnormal			SIDER
211	Gingival erythema			OFFSIDES
212	Globulinuria			OFFSIDES
213	Glycosuria			SIDER
214	Granulocytosis			OFFSIDES
215	Hallucinations, mixed			OFFSIDES
216	Hallucinations		2884812	CTD
217	Head Banging			OFFSIDES
218	Head discomfort	Canada Vigilance: 1		Canada Vigilance
219	Headache	Canada Vigilance: 6	9256574 18071190	CTD SIDER Canada Vigilance
220	Hearing Loss		10626598 15170574	CTD
221	Heart Diseases		View details 11703558 11926284 12063298 17109937	CTD
222	Hemiparesis			OFFSIDES
223	Hepatitis			OFFSIDES
224	Hidradenitis			OFFSIDES
225	Hordeolum			OFFSIDES
226	Hormone level abnormal			OFFSIDES
227	Hostility			OFFSIDES
228	Hydronephrosis			OFFSIDES
229	Hyperalgesia		3475494 15157695	CTD
230	Hyperhomocysteinemia		16181111	CTD
231	Hypersensitivity			SIDER
232	Hypomania			OFFSIDES
233	Hypophagia			OFFSIDES
234	Hypotension		8356105 21441606	CTD
235	Hypoxia			OFFSIDES
236	Immune System Diseases		9730580	CTD
237	Immunosuppression			OFFSIDES
238	Impaired self-care			OFFSIDES
239	Impetigo			OFFSIDES
240	Inappropriate affect			OFFSIDES
241	Incision site cellulitis			OFFSIDES
242	Incontinence			OFFSIDES
243	Increased upper airway secretion			OFFSIDES
244	Infarction, Middle Cerebral Artery		18078455 18721861	CTD
245	Infection			OFFSIDES SIDER
246	Infestation			SIDER
247	Inflammation		19028472	CTD
248	Initial insomnia			OFFSIDES
249	Injection site discomfort			OFFSIDES
250	Inspiratory capacity decreased			OFFSIDES
251	Intention tremor			OFFSIDES
252	Intentional misuse			OFFSIDES
253	Intentional self-injury			OFFSIDES
254	Intervertebral Disc Degeneration			OFFSIDES
255	Intervertebral disc disorder			OFFSIDES
256	Intussusception			OFFSIDES
257	Jet Lag Syndrome		View details 8274592 9844753 11379239 21441606	CTD
258	Joint Range of Motion Decreased			OFFSIDES
259	Joint injury			OFFSIDES
260	Joint sprain			OFFSIDES
261	Keratopathy			OFFSIDES
262	Kidney Diseases		View details 10759677 16236146 16443174 18717515 19117117 27899301	CTD
263	Kidney Failure, Chronic		12019361	CTD
264	Lack of spontaneous speech			OFFSIDES
265	Lactose Intolerance			OFFSIDES
266	Large intestine anastomosis			OFFSIDES
267	Large intestine perforation			OFFSIDES
268	Laryngospasm			OFFSIDES
269	Lenticular pigmentation			OFFSIDES
270	Lethargy	Canada Vigilance: 1		Canada Vigilance OFFSIDES SIDER
271	Leukopenia neonatal			OFFSIDES
272	Leukopenia		20035269	CTD SIDER
273	Lichen Planus			OFFSIDES
274	Life expectancy shortened			OFFSIDES
275	Ligament rupture			OFFSIDES
276	Limb discomfort	Canada Vigilance: 1		Canada Vigilance
277	Limb operation			OFFSIDES
278	Liver Cirrhosis, Experimental		15298665 15925388 16703270	CTD
279	Liver Cirrhosis		16098091 26286521	CTD
280	Liver Neoplasms, Experimental		9566696 21786683	CTD
281	Liver diseases		16508148 17376055	CTD
282	Loose tooth			OFFSIDES
283	Loss of proprioception			OFFSIDES
284	Lumbar radiculopathy			OFFSIDES
285	Lung Neoplasms		12471612 17195641	CTD
286	Lupus Erythematosus, Systemic		16373423	CTD
287	Lymphocyte count decreased			OFFSIDES
288	Macrocytosis			OFFSIDES
289	Malformations of Cortical Development		20461523	CTD
290	Malignant neoplasm progression			OFFSIDES
291	Malnutrition			SIDER
292	Mammary Neoplasms, Experimental		12471612 15987452 29966675	CTD
293	Mastication disorder			OFFSIDES
294	Memory Disorders		15882843 19705549 25550330	CTD
295	Memory impairment			SIDER
296	Mental impairment			OFFSIDES
297	Mental status changes			OFFSIDES
298	Mercury Poisoning, Nervous System		20307147	CTD
299	Metamorphopsia			OFFSIDES
300	Metastatic Neoplasm			OFFSIDES
301	Migraine Disorders		15326268 18810607	CTD
302	Mood swings			SIDER
303	Morbid thoughts			OFFSIDES
304	Movement Disorders		5557324 15574749	CTD
305	Multiple drug overdose			OFFSIDES
306	Muscle Fatigue			OFFSIDES
307	Muscle Spasticity	Canada Vigilance: 1		Canada Vigilance
308	Muscle Weakness			OFFSIDES
309	Muscle strain			OFFSIDES
310	Musculoskeletal chest pain			OFFSIDES
311	Musculoskeletal discomfort			SIDER
312	Musculoskeletal stiffness			OFFSIDES
313	Myasthenia Gravis			OFFSIDES
314	Myocardial Infarction		20210856 21342247	CTD
315	Myocardial Ischemia		20210856	CTD
316	Nasopharyngitis			SIDER
317	Nausea	Canada Vigilance: 4		Canada Vigilance OFFSIDES SIDER
318	Neck Pain			SIDER
319	Necrosis		View details 10082807 12195237 12670883 12955582 15453635 16499554 16635018 18407497 19552762 20338863 26882442	CTD
320	Neoplasm Metastasis		12471612	CTD
321	Neoplasms		11445596 21441606	CTD
322	Nephrolithiasis			OFFSIDES
323	Nephrotic Syndrome			OFFSIDES
324	Nerve Degeneration		View details 10802221 12562500 15574749 20964710 21073519 24969583	CTD
325	Nervous tension			OFFSIDES
326	Nervousness			SIDER
327	Neuralgia			OFFSIDES
328	Neuroleptic Malignant Syndrome			OFFSIDES
329	Neurotoxicity Syndromes		16397905 22013727	CTD
330	Night sweats			SIDER
331	Nocturia	Canada Vigilance: 1		Canada Vigilance OFFSIDES SIDER
332	Onychoclasis			OFFSIDES
333	Open wound			OFFSIDES
334	Opisthotonus			OFFSIDES
335	Oropharyngeal pain			OFFSIDES
336	Osteogenesis Imperfecta			OFFSIDES
337	Osteolysis			OFFSIDES
338	Osteomyelitis			OFFSIDES
339	Osteopenia			OFFSIDES
340	Osteoporosis		21441606	CTD OFFSIDES
341	Overdose			OFFSIDES
342	Pain of skin			OFFSIDES
343	Pallor			OFFSIDES
344	Palpitations	Canada Vigilance: 3		Canada Vigilance SIDER
345	Pancreatic Pseudocyst			OFFSIDES
346	Pancreatitis		10573371 16499554	CTD OFFSIDES
347	Panic Disorder			OFFSIDES
348	Paranoia			OFFSIDES
349	Parkinson Disease		19681169	CTD
350	Parkinsonian Disorders		15574749 23963992	CTD
351	Pericardial Cyst			OFFSIDES
352	Pericardial effusion			OFFSIDES
353	Periodontitis			OFFSIDES
354	Peripheral Nervous System Diseases		18715270	CTD
355	Perirectal abscess			OFFSIDES
356	Peritonitis		15707874	CTD
357	Personality Change			OFFSIDES
358	Pharyngolaryngeal Pain			OFFSIDES
359	Photophobia		60219 15850501 16168024	CTD
360	Physical assault			OFFSIDES
361	Physical disability			OFFSIDES
362	Pleurectomy			OFFSIDES
363	Polyuria			SIDER
364	Poor personal hygiene			OFFSIDES
365	Poor quality sleep	Canada Vigilance: 2		Canada Vigilance OFFSIDES
366	Postoperative wound complication			OFFSIDES
367	Precancerous Conditions		11078907	CTD
368	Precocious Puberty			OFFSIDES
369	Prenatal Injuries		17622340	CTD
370	Presenile dementia			OFFSIDES
371	Priapism			SIDER
372	Prolactinoma		12589398 12905818 16499559	CTD
373	Prostatic Neoplasms		21062352	CTD
374	Protein total increased			OFFSIDES
375	Protein urine present			SIDER
376	Proteinuria		9226237 10759677	CTD SIDER
377	Prurigo			SIDER
378	Pruritus	Canada Vigilance: 1	9256574	CTD SIDER Canada Vigilance
379	Psoriasis			SIDER
380	Psychiatric symptom			OFFSIDES
381	Rebound effect			OFFSIDES
382	Rectal fissure			OFFSIDES
383	Red man syndrome			OFFSIDES
384	Refusal of treatment by relative			OFFSIDES
385	Renal cancer metastatic			OFFSIDES
386	Renal cyst			OFFSIDES
387	Residual urine			OFFSIDES
388	Respiratory Failure			OFFSIDES
389	Rhinitis			OFFSIDES
390	Risus sardonicus			OFFSIDES
391	Sciatic Neuropathy		17503055	CTD
392	Screaming			OFFSIDES
393	Seasonal Affective Disorder		10710176	CTD
394	Seizures		View details 1493230 9643754 11976067 12204540 12573517 16185759 17543232 21441606	CTD
395	Self Mutilation			OFFSIDES
396	Sepsis		21441606	CTD
397	Sequestrectomy			OFFSIDES
398	Shock, Hemorrhagic		9730580	CTD
399	Shock			SIDER
400	Sinus bradycardia			OFFSIDES
401	Sinusitis			OFFSIDES
402	Skin lesion			OFFSIDES
403	Skin necrosis			OFFSIDES
404	Sleep Disorders, Circadian Rhythm		View details 9095378 11684046 12405556 18078449 19452292 25395965	CTD
405	Sleep Initiation and Maintenance Disorders		View details 9412927 16670647 17242627 17682659 18078449 22047556	CTD
406	Sleep Wake Disorders		View details 3291558 9643754 10616229 16897403 16919138 18071190 18182647 21441606	CTD
407	Soft tissue necrosis			OFFSIDES
408	Somnolence	Canada Vigilance: 2		Canada Vigilance SIDER
409	Spondylitis			OFFSIDES
410	Spondylolysis			OFFSIDES
411	Stasis dermatitis			OFFSIDES
412	Stem cell transplant			OFFSIDES
413	Stomatitis	Canada Vigilance: 1		Canada Vigilance SIDER
414	Stress			SIDER
415	Stupor		11226639	CTD
416	Substance Withdrawal Syndrome		9378688 20738730	CTD
417	Syncope			SIDER
418	Synovial Cyst			OFFSIDES
419	T-Cell Lymphoma			OFFSIDES
420	Tenosynovitis			OFFSIDES
421	Tension Headache	Canada Vigilance: 1		Canada Vigilance
422	Tension			SIDER
423	Testicular Diseases		19061934 24318767	CTD
424	Therapeutic procedure			OFFSIDES
425	Therapeutic response unexpected			OFFSIDES
426	Thirst			SIDER
427	Thoracotomy			OFFSIDES
428	Throat irritation	Canada Vigilance: 1		Canada Vigilance
429	Thrombocytopenia			SIDER
430	Thyrotoxicosis		18421916	CTD
431	Tinea			OFFSIDES
432	Tongue biting			OFFSIDES
433	Tooth Erosion			OFFSIDES
434	Tooth Extraction			OFFSIDES
435	Tooth Infection			OFFSIDES
436	Tooth Loss			OFFSIDES
437	Tooth repair			OFFSIDES
438	Unevaluable event			OFFSIDES
439	Unresponsive to stimuli			OFFSIDES
440	Urinary Bladder Diseases		15025861 18339125 20433640	CTD
441	Urine output increased			OFFSIDES SIDER
442	Urticaria	Canada Vigilance: 1		Canada Vigilance
443	VIIth nerve paralysis			OFFSIDES
444	Vascular anomaly			OFFSIDES
445	Vascular calcification			OFFSIDES
446	Vasospasm, Intracranial		19415488	CTD
447	Ventricular Dysfunction		29966675	CTD
448	Vertebroplasty			OFFSIDES
449	Vertigo			SIDER
450	Violence-related symptom			OFFSIDES
451	Viral upper respiratory tract infection			OFFSIDES
452	Vision Disorders		9256574	CTD
453	Weight Gain		30372842	CTD OFFSIDES
454	Wound Complication			OFFSIDES
455	Wound closure			OFFSIDES
456	Wound infection staphylococcal			OFFSIDES
457	kyphosis			OFFSIDES
458	nervous system disorder	Canada Vigilance: 1		Canada Vigilance SIDER
459	prostatitis			OFFSIDES SIDER

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