MetaADEDB: Drug

MetaADEDB 2.0 @ LMMD

Daunorubicin

(STQGQHZAVUOBTE-VGBVRHCVSA-N)

Structure

SMILES: COc1cccc2c1C(=O)c1c(C2=O)c(O)c2c(c1O)[C@@H](O[C@H]1C[C@H](N)[C@@H]([C@@H](O1)C)O)C[C@](C2)(O)C(=O)C
Type(s): Approved
ATC code(s): L01DB02; L01XY01
Molecular Formula:: C27H29NO10
Molecular Weight:: 527.520
Log P:: 1.7292
Hydrogen Bond Acceptor:: 11
Hydrogen Bond Donor:: 5
TPSA:: 185.84
CAS Number(s):: 1407-15-4; 20830-81-3

Synonym(s)

Daunorubicin

Daunomycin

Rubidomycin

Rubomycin

Cerubidine

Dauno-Rubidomycine

Daunoblastin

Daunoblastine

Daunorubicin Hydrochloride

10.

NSC-82151

11.

Dauno Rubidomycine

12.

Hydrochloride, Daunorubicin

13.

NSC 82151

14.

NSC82151

External Link(s)

MeSH	D003630
PubChem Compound	30323
BindingDB	32017 50368352
ChEBI	41977
CHEMBL	CHEMBL178
DrugBank	DB00694
DrugCentral	786
IUPHAR/BPS Guide to PHARMACOLOGY	7063
KEGG	cpd:C01907 dr:D07776
Therapeutic Target Database	D01XWG D08UQF D0T7QR
ZINC	3917708

Adverse Drug Event(s)

	Name	Number of Reports	Reference(s)	Data Source
1	Cardiotoxicity	FAERS: 12	27816693	CTD OFFSIDES US FAERS
2	Cardiac function test abnormal	FAERS: 10		OFFSIDES US FAERS
3	Septic Shock	FAERS: 8		OFFSIDES US FAERS
4	Thrombocytopenia	FAERS: 8	7529655	CTD US FAERS
5	Cytolytic hepatitis	FAERS: 7		US FAERS
6	Ejection Fraction Decreased	FAERS: 7		OFFSIDES US FAERS
7	Febrile bone marrow aplasia	FAERS: 3		US FAERS
8	Coagulation factor V level decreased	FAERS: 2		US FAERS
9	Colitis	FAERS: 2		OFFSIDES US FAERS
10	Hypotension	FAERS: 2	526912 9849467	CTD US FAERS
11	Immunosuppression	FAERS: 2		US FAERS
12	Klebsiella test positive	FAERS: 2		US FAERS
13	Neutropenia	FAERS: 2	7529655 8305357	CTD US FAERS
14	Pain	FAERS: 2		US FAERS
15	Respiratory distress	FAERS: 2		US FAERS
16	Sepsis	FAERS: 2		US FAERS
17	Tachycardia	FAERS: 2		US FAERS
18	Vomiting	FAERS: 2		US FAERS
19	White blood cell count decreased	FAERS: 2		US FAERS
20	Accidental overdose	FAERS: 1		US FAERS
21	Acute kidney injury	FAERS: 1		US FAERS
22	Alanine Aminotransferase Increased	FAERS: 1		OFFSIDES US FAERS
23	Angiodysplasia	FAERS: 1		US FAERS
24	Aspartate Aminotransferase Increased	FAERS: 1		US FAERS
25	Atrial Fibrillation	FAERS: 1		US FAERS
26	Bacterial test positive	FAERS: 1		OFFSIDES US FAERS
27	Blood alkaline phosphatase increased	FAERS: 1		OFFSIDES US FAERS
28	Blood creatinine increased	FAERS: 1		US FAERS
29	Brain Abscess	FAERS: 1		US FAERS
30	Cardiac Arrest	FAERS: 1		US FAERS
31	Cellulitis	FAERS: 1		US FAERS
32	Chills	FAERS: 1		US FAERS
33	Disseminated Intravascular Coagulation	FAERS: 1		OFFSIDES US FAERS
34	Drug administration error	FAERS: 1		US FAERS
35	Drug toxicity	FAERS: 1		OFFSIDES US FAERS
36	Duodenal ulcer perforation	FAERS: 1		US FAERS
37	Encephalitis	FAERS: 1		US FAERS
38	Enterococcal sepsis	FAERS: 1		US FAERS
39	Escherichia test positive	FAERS: 1		US FAERS
40	Febrile Neutropenia	FAERS: 1		OFFSIDES US FAERS
41	Fluid overload	FAERS: 1		OFFSIDES US FAERS
42	Gamma-Glutamyltransferase Increased	FAERS: 1		OFFSIDES US FAERS
43	Hepatic candidiasis	FAERS: 1		US FAERS
44	Hepatosplenic candidiasis	FAERS: 1		US FAERS
45	Hepatosplenomegaly	FAERS: 1		OFFSIDES US FAERS
46	Hypophagia	FAERS: 1		US FAERS
47	Hypoxia	FAERS: 1		OFFSIDES US FAERS
48	Infection	FAERS: 1	16219352	CTD OFFSIDES US FAERS
49	Leukopenia	FAERS: 1	7529655	CTD US FAERS
50	Liver Abscess	FAERS: 1		US FAERS
51	Lyme Disease	FAERS: 1		US FAERS
52	Malnutrition	FAERS: 1		US FAERS
53	Medication Error	FAERS: 1		US FAERS
54	Mesenteric Panniculitis	FAERS: 1		US FAERS
55	Mucosal Infection	FAERS: 1		US FAERS
56	Myositis	FAERS: 1		US FAERS
57	Nausea	FAERS: 1		US FAERS
58	Oral Cavity Fistula	FAERS: 1		US FAERS
59	Osteitis	FAERS: 1		US FAERS
60	Pain of skin	FAERS: 1		US FAERS
61	Pericardial effusion	FAERS: 1		OFFSIDES US FAERS
62	Pharyngitis	FAERS: 1		US FAERS
63	Pneumonia	FAERS: 1	12531223	CTD US FAERS
64	Rash erythematous	FAERS: 1		US FAERS
65	Remission not achieved	FAERS: 1		US FAERS
66	Respiratory Failure	FAERS: 1		OFFSIDES US FAERS
67	Sciatica	FAERS: 1		US FAERS
68	Simplex virus test positive	FAERS: 1		US FAERS
69	Staphylococcus test positive	FAERS: 1		US FAERS
70	Status Epilepticus	FAERS: 1		OFFSIDES US FAERS
71	Stenotrophomonas test positive	FAERS: 1		US FAERS
72	Stomatitis	FAERS: 1	16219352	CTD US FAERS
73	Streptococcus test positive	FAERS: 1		US FAERS
74	Toxicity to various agents	FAERS: 1		US FAERS
75	Tremor	FAERS: 1	4518764	CTD US FAERS
76	VIIth nerve paralysis	FAERS: 1		US FAERS
77	Venoocclusive disease	FAERS: 1		US FAERS
78	Vertigo	FAERS: 1		US FAERS
79	Zygomycosis	FAERS: 1		US FAERS
80	Abdominal Pain			OFFSIDES
81	Abnormalities, Drug-Induced		4259278	CTD
82	Acidosis			OFFSIDES
83	Activated partial thromboplastin time abnormal			OFFSIDES
84	Acute respiratory failure			OFFSIDES
85	Adenitis			OFFSIDES
86	Adenocarcinoma		639071 1268859	CTD
87	Adenoma			OFFSIDES
88	Alanine aminotransferase abnormal			OFFSIDES
89	Alcoholic Intoxication			OFFSIDES
90	Alkalosis			OFFSIDES
91	Allogenic bone marrow transplantation therapy			OFFSIDES
92	Alveolitis			OFFSIDES
93	Amenorrhea			OFFSIDES
94	Amimia			OFFSIDES
95	Ammonia increased			OFFSIDES
96	Anal abscess			OFFSIDES
97	Anemia		942366 7529655	CTD
98	Anisocoria			OFFSIDES
99	Anoxia			OFFSIDES
100	Anticholinergic Syndrome			OFFSIDES
101	Antithrombin III decreased			OFFSIDES
102	Appendicitis			OFFSIDES
103	Arachnoiditis			OFFSIDES
104	Ascites		6648960	CTD OFFSIDES
105	Aspartate aminotransferase abnormal			OFFSIDES
106	Aspergillosis			OFFSIDES
107	Atelectasis			OFFSIDES
108	Atrial bigeminy			OFFSIDES
109	Atrial tachycardia			OFFSIDES
110	Automatism			OFFSIDES
111	Azoospermia			OFFSIDES
112	Bacillus infection			OFFSIDES
113	Back Pain		10860143 12688316	CTD
114	Bacteria blood identified			OFFSIDES
115	Bacterial sepsis			OFFSIDES
116	Band neutrophil percentage decreased			OFFSIDES
117	Bilirubin conjugated increased			OFFSIDES
118	Biopsy bone marrow abnormal			OFFSIDES
119	Biopsy lung abnormal			OFFSIDES
120	Blast cell count increased			OFFSIDES
121	Blepharoptosis			OFFSIDES
122	Blood Glucose			OFFSIDES
123	Blood albumin decreased			OFFSIDES
124	Blood alkaline phosphatase			OFFSIDES
125	Blood bilirubin abnormal			OFFSIDES
126	Blood chloride increased			OFFSIDES
127	Blood cholesterol			OFFSIDES
128	Blood cholinesterase decreased			OFFSIDES
129	Blood creatine decreased			OFFSIDES
130	Blood creatinine decreased			OFFSIDES
131	Blood fibrinogen abnormal			OFFSIDES
132	Blood fibrinogen increased			OFFSIDES
133	Blood fibrinogen			OFFSIDES
134	Blood lactate dehydrogenase increased			OFFSIDES
135	Blood magnesium decreased			OFFSIDES
136	Blood phosphorus decreased			OFFSIDES
137	Blood phosphorus increased			OFFSIDES
138	Blood potassium decreased			OFFSIDES
139	Blood sodium increased			OFFSIDES
140	Blood uric acid			OFFSIDES
141	Bone Diseases		2250403	CTD
142	Bone Marrow Diseases		16219352 17545624	CTD
143	Bone marrow depression			OFFSIDES
144	Bradycardia			OFFSIDES
145	Brain Edema		2500219	CTD
146	Brain Neoplasms		10100273	CTD
147	Brain natriuretic peptide increased			OFFSIDES
148	Bronchial Obstruction			OFFSIDES
149	Bronchial secretion retention			OFFSIDES
150	Bronchoalveolar Lavage			OFFSIDES
151	Bronchopulmonary disease			OFFSIDES
152	Bronchoscopy abnormal			OFFSIDES
153	Bulbar palsy			OFFSIDES
154	Burkitt Lymphoma		3965085	CTD
155	Burn infection			OFFSIDES
156	Calciphylaxis			OFFSIDES
157	Candida pneumonia			OFFSIDES
158	Candida sepsis			OFFSIDES
159	Cardiomyopathies		View details 528374 713049 835599 1066982 1253124 1602607 2933147 3620638 6371643 6934026 7128476 8117986 8906433 9768820 10215105 10834529 10960060 11276319 11276320 11586415 16324756 16444662 17169121 17587482 17652820 20098333 27090888	CTD
160	Catheter related infection			OFFSIDES
161	Catheter site cellulitis			OFFSIDES
162	Catheter site necrosis			OFFSIDES
163	Catheter site phlebitis			OFFSIDES
164	Catheter site related reaction			OFFSIDES
165	Central line infection			OFFSIDES
166	Central nervous system lesion			OFFSIDES
167	Cerebellar Diseases		3684173	CTD
168	Cerebral Hemorrhage		12531223	CTD
169	Cerebral Thrombosis			OFFSIDES
170	Cerebral disorder			OFFSIDES
171	Cerebral hypoperfusion			OFFSIDES
172	Chemical and Drug Induced Liver Injury		12204545	CTD
173	Chest Pain		9849467 10860143	CTD OFFSIDES
174	Choking sensation			OFFSIDES
175	Cholangiolitis			OFFSIDES
176	Cholecystitis			OFFSIDES
177	Cholestasis		8895755	CTD
178	Chronic left ventricular failure			OFFSIDES
179	Clonus			OFFSIDES
180	Clostridium colitis			OFFSIDES
181	Clostridium difficile toxin test positive			OFFSIDES
182	Complications of maternal exposure to therapeutic drugs			OFFSIDES
183	Cryotherapy			OFFSIDES
184	Demyelination			OFFSIDES
185	Device related infection			OFFSIDES
186	Diarrhea		528374 3684173	CTD
187	Diet refusal			OFFSIDES
188	Diffuse alveolar damage			OFFSIDES
189	Drug level below therapeutic			OFFSIDES
190	Dystonia			OFFSIDES
191	Echocardiogram abnormal			OFFSIDES
192	Electromechanical dissociation			OFFSIDES
193	Embolism			OFFSIDES
194	Emotional disorder			OFFSIDES
195	Endomyocardial Fibrosis		1067858	CTD
196	Endotracheal intubation complication			OFFSIDES
197	Enteritis			OFFSIDES
198	Enterococcal infection			OFFSIDES
199	Epistaxis			OFFSIDES
200	Erythema		11034047	CTD
201	Eschar			OFFSIDES
202	Escherichia infection			OFFSIDES
203	Esophageal Perforation			OFFSIDES
204	Esophageal Stenosis			OFFSIDES
205	Fatty Liver			OFFSIDES
206	Fever		6155201 7529655	CTD
207	Fibroadenoma		639071 1268859	CTD
208	Fibrosis		20888384	CTD
209	Flatulence			OFFSIDES
210	Fluid imbalance			OFFSIDES
211	Fungal rhinitis			OFFSIDES
212	Gallop rhythm present			OFFSIDES
213	Gastrointestinal mucositis			OFFSIDES
214	Gastrointestinal obstruction			OFFSIDES
215	General physical health deterioration			OFFSIDES
216	Gingival Hypertrophy			OFFSIDES
217	Glioblastoma			OFFSIDES
218	Glioma			OFFSIDES
219	Gliosis			OFFSIDES
220	Glomerulonephritis		20037814	CTD
221	Gram stain positive			OFFSIDES
222	Headache		1574039	CTD
223	Heart Diseases		View details 52088 94617 421236 1057758 2102164 2684736 4180386 4521474 4531839 5142139 6535952 6680300 6944597 8371139 11926284 12056608 12271153 16555089 17545624 20452391 20888384 21054405	CTD
224	Heart failure		View details 180611 272983 291472 835599 983667 1253124 1266211 3481847 4338408 4519131 6934026 7049377 7359592 11279304 12540035 21046361 23831762	CTD
225	Hematologic Neoplasms		17545624	CTD
226	Hemiparesis			OFFSIDES
227	Hemiplegia			OFFSIDES
228	Hemorrhage		20888384	CTD
229	Hepatic Infarction			OFFSIDES
230	Hepatic Veno-Occlusive Disease		18839274	CTD
231	Hepatic siderosis			OFFSIDES
232	Hepatitis A			OFFSIDES
233	Hepatotoxicity			OFFSIDES
234	Hypercholesterolemia		2072310 4029807	CTD
235	Hyperlipasaemia			OFFSIDES
236	Hypermetabolism			OFFSIDES
237	Hyperpigmentation			OFFSIDES
238	Hypertriglyceridemia		4029807	CTD
239	Hypoproteinemia		8534155	CTD
240	Hyporeflexia			OFFSIDES
241	Iatrogenic injury			OFFSIDES
242	Incontinence			OFFSIDES
243	Induration			OFFSIDES
244	Infant, Premature, Diseases		7529655	CTD
245	Infrequent bowel movements			OFFSIDES
246	Infusion site burning			OFFSIDES
247	Intestinal Perforation			OFFSIDES
248	Intussusception			OFFSIDES
249	Kidney Diseases		View details 7055822 17922055 20452391 20888384	CTD
250	Kidney Failure, Chronic		1895550 2250403 2352357	CTD
251	Kidney Failure			OFFSIDES
252	Large intestine perforation			OFFSIDES
253	Leukaemic infiltration brain			OFFSIDES
254	Leukemia, Experimental		423182	CTD
255	Leukemia, Plasma Cell		4571885	CTD
256	Leukopenia neonatal			OFFSIDES
257	Limb discomfort			OFFSIDES
258	Liver Failure		12531223	CTD
259	Liver diseases		2352357	CTD
260	Lividity			OFFSIDES
261	Long QT Syndrome		23834779	CTD
262	Lung Injury			OFFSIDES
263	Lung consolidation			OFFSIDES
264	Lymphoma, Non-Hodgkin		12688316	CTD
265	Malignant Glioma			OFFSIDES
266	Malignant melanoma in situ			OFFSIDES
267	Mediastinal mass			OFFSIDES
268	Medical device discomfort			OFFSIDES
269	Megacolon			OFFSIDES
270	Meningeal disorder			OFFSIDES
271	Mental status changes			OFFSIDES
272	Metabolic acidosis			OFFSIDES
273	Mitochondrial Diseases		6929617 11391408	CTD
274	Mononeuritis			OFFSIDES
275	Movement Disorders		21494842	CTD
276	Mucoepidermoid Carcinoma			OFFSIDES
277	Mucormycosis			OFFSIDES
278	Multi-organ disorder			OFFSIDES
279	Mumps			OFFSIDES
280	Muscle Weakness			OFFSIDES
281	Muscle necrosis			OFFSIDES
282	Mutism			OFFSIDES
283	Myeloblast count increased			OFFSIDES
284	Myelodysplasia			OFFSIDES
285	Myocarditis		180611	CTD
286	Necrosis		1197900 12370496 20888384	CTD
287	Neoplasms		11867198 12204545	CTD
288	Nephrolithiasis			OFFSIDES
289	Nephrosis		View details 873414 1895548 2072310 2263029 2408437 2444108 3599547 4029807 4130907 4454746 4654712 4654713 4717736 5431221 6648960 7302360 7637207 8450912 8501853 9849860 10591482 10592367 12030316	CTD
290	Nephrotic Syndrome		View details 2804744 7477632 8534155 9011594	CTD
291	Neutropenic colitis			OFFSIDES
292	Neutropenic sepsis			OFFSIDES
293	Neutrophil count decreased			OFFSIDES
294	Nipple pain			OFFSIDES
295	Nodule			OFFSIDES
296	Ocular icterus			OFFSIDES
297	Oliguria			OFFSIDES
298	Ophthalmoplegia			OFFSIDES
299	Oppositional Defiant Disorder			OFFSIDES
300	Optic Disc Edema			OFFSIDES
301	Oral mucosal petechiae			OFFSIDES
302	Oropharyngeal pain			OFFSIDES
303	PCO2 increased			OFFSIDES
304	PO2 decreased			OFFSIDES
305	PROTHROMBIN TIME			OFFSIDES
306	Pallor			OFFSIDES
307	Pancreatic Diseases		2352357	CTD
308	Pancreatic Pseudocyst			OFFSIDES
309	Pancreatic enzymes increased			OFFSIDES
310	Pancreatitis			OFFSIDES
311	Paraparesis			OFFSIDES
312	Paresthesia		11034047	CTD
313	Paroxysmal arrhythmia			OFFSIDES
314	Pelvic abscess			OFFSIDES
315	Penile necrosis			OFFSIDES
316	Perianal erythema			OFFSIDES
317	Pericarditis		1066982 3047456	CTD OFFSIDES
318	Peripheral Nervous System Diseases		1545569 3001234	CTD
319	Pharyngolaryngeal Pain			OFFSIDES
320	Plasminogen decreased			OFFSIDES
321	Platelet Transfusion			OFFSIDES
322	Platelet count abnormal			OFFSIDES
323	Pneumoperitoneum			OFFSIDES
324	Pneumothorax			OFFSIDES
325	Poor peripheral circulation			OFFSIDES
326	Porokeratosis			OFFSIDES
327	Post lumbar puncture syndrome			OFFSIDES
328	Post procedural cellulitis			OFFSIDES
329	Post procedural complication			OFFSIDES
330	Posturing			OFFSIDES
331	Precocious Puberty			OFFSIDES
332	Precursor B-Cell Lymphoblastic Leukemia-Lymphoma		21064136	CTD
333	Precursor T-Cell Lymphoblastic Leukemia-Lymphoma		12426685 20167372	CTD
334	Pregnancy Complications, Neoplastic		7529655	CTD
335	Procedural complication			OFFSIDES
336	Procedural hypotension			OFFSIDES
337	Protein C decreased			OFFSIDES
338	Protein S decreased			OFFSIDES
339	Proteinuria		View details 1895550 2072310 2352357 2408437 6648960 8534155 9011594 10592367 20037814 20888384	CTD
340	Prothrombin time abnormal			OFFSIDES
341	Pseudobulbar Palsy			OFFSIDES
342	Pseudocyst			OFFSIDES
343	Pseudomonal sepsis			OFFSIDES
344	Psychomotor skills impaired			OFFSIDES
345	Pulmonary Hypertension			OFFSIDES
346	Pulmonary Infarction			OFFSIDES
347	Pulmonary toxicity			OFFSIDES
348	Puncture site infection			OFFSIDES
349	Refusal of treatment by relative			OFFSIDES
350	Renal tubular necrosis			OFFSIDES
351	Retinoic acid syndrome			OFFSIDES
352	Rhinovirus infection			OFFSIDES
353	Seizures		15794179	CTD
354	Septic embolus			OFFSIDES
355	Shock, Cardiogenic		3481411	CTD
356	Shoulder Pain			OFFSIDES
357	Sick Sinus Syndrome		1877195	CTD
358	Sinus bradycardia			OFFSIDES
359	Skin toxicity			OFFSIDES
360	Spinal shock			OFFSIDES
361	Splenic Infarction			OFFSIDES
362	Splenic infection fungal			OFFSIDES
363	Staring			OFFSIDES
364	Stem cell transplant			OFFSIDES
365	Stenotrophomonas infection			OFFSIDES
366	Stridor			OFFSIDES
367	Sudden Cardiac Death			OFFSIDES
368	Symptom masked			OFFSIDES
369	Tauopathies		16930453	CTD
370	Tenosynovitis			OFFSIDES
371	Therapy non-responder			OFFSIDES
372	Thrombosis		2933147	CTD
373	Thymus Hyperplasia		11860447	CTD
374	Thymus enlargement			OFFSIDES
375	Torsades de Pointes		1942537	CTD
376	Treatment related secondary malignancy			OFFSIDES
377	Troponin I increased			OFFSIDES
378	Troponin increased			OFFSIDES
379	Urinary tract infection pseudomonal			OFFSIDES
380	Vascular Diseases		17179225	CTD
381	Ventricular Dysfunction, Left		View details 6639100 8730759 10100273 14618274 18194856 23831762 26328012 27090888 27816693	CTD
382	Ventricular Dysfunction		3384249 3620638 8713574	CTD
383	Ventricular Fibrillation			OFFSIDES
384	Viral upper respiratory tract infection			OFFSIDES
385	Weaning failure			OFFSIDES
386	leukemia		5293526 17204177	CTD

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