CAPECITABINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1998)
Entry Type: Small molecule
Molecule Category: Parent
ATC: L01BC06
UNII: 6804DJ8Z9U

Structure
InChI Key GAGWJHPBXLXJQN-UORFTKCHSA-N
Smile CCCCCOC(=O)Nc1nc(=O)n([C@@H]2O[C@H](C)[C@@H](O)[C@H]2O)cc1F
InChI
InChI=1S/C15H22FN3O6/c1-3-4-5-6-24-15(23)18-12-9(16)7-19(14(22)17-12)13-11(21)10(20)8(2)25-13/h7-8,10-11,13,20-21H,3-6H2,1-2H3,(H,17,18,22,23)/t8-,10-,11-,13-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H22FN3O6
Molecular Weight 359.35
AlogP 0.76
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 6.0
Polar Surface Area 122.91
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 25.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR DNA inhibitor PubMed DailyMed
Primary Target
thymidylate synthetase
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 20

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Breast Neoplasms 4 D001943 ClinicalTrials
Neoplasms 4 D009369 ClinicalTrials
Colonic Neoplasms 4 D003110 ClinicalTrials
Pulmonary Disease, Chronic Obstructive 3 D029424 ClinicalTrials
Cholangiocarcinoma 3 D018281 ClinicalTrials
Stomach Neoplasms 3 D013274 ClinicalTrials
Biliary Tract Neoplasms 3 D001661 ClinicalTrials
Cholangiocarcinoma 3 D018281 ClinicalTrials
Rectal Neoplasms 3 D012004 ClinicalTrials
Pancreatic Neoplasms 3 D010190 ClinicalTrials
Rectal Neoplasms 3 D012004 ClinicalTrials
Liver Neoplasms 3 D008113 ClinicalTrials
Carcinoma, Squamous Cell 3 D002294 ClinicalTrials
Biliary Tract Neoplasms 3 D001661 ClinicalTrials
Gallbladder Neoplasms 3 D005706 ClinicalTrials
Adenocarcinoma 3 D000230 ClinicalTrials
Carcinoma 3 D002277 ClinicalTrials
Stomach Neoplasms 3 D013274 ClinicalTrials
Carcinoma, Squamous Cell 3 D002294 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 3 D002289 ClinicalTrials
Pancreatic Neoplasms 3 D010190 ClinicalTrials
Stomach Neoplasms 3 D013274 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Brain Diseases 3 D001927 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Neuroendocrine Tumors 3 D018358 ClinicalTrials
Hand-Foot Syndrome 3 D060831 ClinicalTrials
Neuroendocrine Tumors 3 D018358 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Esophageal Neoplasms 3 D004938 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Rectal Neoplasms 3 D012004 ClinicalTrials
Esophageal Neoplasms 3 D004938 ClinicalTrials
Stomach Neoplasms 3 D013274 ClinicalTrials
Nasopharyngeal Neoplasms 3 D009303 ClinicalTrials
Carcinoma, Renal Cell 3 D002292 ClinicalTrials
Esophageal Neoplasms 3 D004938 ClinicalTrials
Skin Neoplasms 2 D012878 ClinicalTrials
Carcinoma, Pancreatic Ductal 2 D021441 ClinicalTrials
Carcinoma, Hepatocellular 2 D006528 ClinicalTrials
Glioma 2 D005910 ClinicalTrials
Glioma 2 D005910 ClinicalTrials
Breast Neoplasms, Male 2 D018567 ClinicalTrials
Mesothelioma 2 D008654 ClinicalTrials
Glioblastoma 2 D005909 ClinicalTrials
Kidney Neoplasms 2 D007680 ClinicalTrials
Head and Neck Neoplasms 2 D006258 ClinicalTrials
Head and Neck Neoplasms 2 D006258 ClinicalTrials
Triple Negative Breast Neoplasms 2 D064726 ClinicalTrials
Inflammatory Breast Neoplasms 2 D058922 ClinicalTrials
Kidney Neoplasms 2 D007680 ClinicalTrials
Hypopharyngeal Neoplasms 2 D007012 ClinicalTrials
Carcinoma, Islet Cell 2 D018273 ClinicalTrials
Brain Neoplasms 2 D001932 ClinicalTrials
Anus Neoplasms 2 D001005 ClinicalTrials
Peritoneal Neoplasms 2 D010534 ClinicalTrials
Thyroid Neoplasms 2 D013964 ClinicalTrials
Carcinoma, Neuroendocrine 2 D018278 ClinicalTrials
Fallopian Tube Neoplasms 2 D005185 ClinicalTrials
Uterine Cervical Neoplasms 2 D002583 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 2 D064129 ClinicalTrials
Lung Neoplasms 2 D008175 ClinicalTrials
Oropharyngeal Neoplasms 2 D009959 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials
Squamous Cell Carcinoma of Head and Neck 2 D000077195 ClinicalTrials
Fallopian Tube Neoplasms 2 D005185 ClinicalTrials
Glioma 2 D005910 ClinicalTrials
Skin Neoplasms 2 D012878 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials
Central Nervous System Neoplasms 1 D016543 ClinicalTrials
Melanoma 1 D008545 ClinicalTrials
Melanoma 1 D008545 ClinicalTrials
Carcinoma, Merkel Cell 1 D015266 ClinicalTrials
Lymphoma, Non-Hodgkin 1 D008228 ClinicalTrials
Neoplasm Metastasis 1 D009362 ClinicalTrials
Urinary Bladder Neoplasms 1 D001749 ClinicalTrials
Melanoma 1 D008545 ClinicalTrials

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Blood and lymphatic system disorders Lymphopenia 98.0
Blood and lymphatic system disorders Lymphopenia 94.0
Blood and lymphatic system disorders Leukopenia 88.0
Blood and lymphatic system disorders Agranulocytosis 87.0
Blood and lymphatic system disorders Neutropenia 87.0
Blood and lymphatic system disorders Anaemia 83.0
Blood and lymphatic system disorders Anaemia 80.0
Blood and lymphatic system disorders Anaemia 79.0
Blood and lymphatic system disorders Anaemia 72.0
Blood and lymphatic system disorders Agranulocytosis 66.0
Blood and lymphatic system disorders Neutropenia 66.0
Gastrointestinal disorders Diarrhoea 65.0
Gastrointestinal disorders Stomatitis 62.0
Gastrointestinal disorders Diarrhoea 61.0
Blood and lymphatic system disorders Hand and foot syndrome secondary to sickle cell anaemia 60.0
Nervous system disorders Palmar-plantar erythrodysaesthesia syndrome 60.0
Gastrointestinal disorders Stomatitis 60.0
Gastrointestinal disorders Diarrhoea 57.0
Blood and lymphatic system disorders Hand and foot syndrome secondary to sickle cell anaemia 57.0
Nervous system disorders Palmar-plantar erythrodysaesthesia syndrome 57.0
Gastrointestinal disorders Diarrhoea 55.0
Blood and lymphatic system disorders Hand and foot syndrome secondary to sickle cell anaemia 54.0
Nervous system disorders Palmar-plantar erythrodysaesthesia syndrome 54.0
Gastrointestinal disorders Nausea 53.0
Gastrointestinal disorders Nausea 51.0
Investigations Blood bilirubin increased 50.3
Blood and lymphatic system disorders Agranulocytosis 49.0
Blood and lymphatic system disorders Neutropenia 49.0
Gastrointestinal disorders Diarrhoea 48.0
Blood and lymphatic system disorders Hyperbilirubinaemia 48.0
Blood and lymphatic system disorders Lymphopenia 48.0
Gastrointestinal disorders Diarrhoea 47.0
Gastrointestinal disorders Nausea 47.0
General disorders and administration site conditions Asthenia 46.0
General disorders and administration site conditions Fatigue 46.0
Blood and lymphatic system disorders Neutropenia 46.0
Blood and lymphatic system disorders Lymphopenia 44.0
Gastrointestinal disorders Nausea 43.0
Gastrointestinal disorders Stomatitis 43.0
Skin and subcutaneous tissue disorders Alopecia 42.0
General disorders and administration site conditions Asthenia 42.0
General disorders and administration site conditions Fatigue 42.0
Blood and lymphatic system disorders Leukopenia 42.0
Investigations Haemoglobin decreased 41.4
General disorders and administration site conditions Asthenia 41.0
General disorders and administration site conditions Fatigue 41.0
Blood and lymphatic system disorders Lymphopenia 41.0
Investigations Haemoglobin decreased 40.7
Endocrine disorders Hyperglycaemia 40.1
Blood and lymphatic system disorders Lymphopenia 40.0
Endocrine disorders Hyperglycaemia 39.2
Skin and subcutaneous tissue disorders Dermatitis 37.0
Blood and lymphatic system disorders Leukopenia 37.0
Gastrointestinal disorders Vomiting 37.0
Investigations Blood bilirubin increased 36.9
Gastrointestinal disorders Nausea 36.0
Gastrointestinal disorders Abdominal pain 35.0
Gastrointestinal disorders Gastrointestinal pain 35.0
Investigations Body temperature increased 34.0
Gastrointestinal disorders Nausea 34.0
General disorders and administration site conditions Oedema 34.0
Blood and lymphatic system disorders Leukopenia 33.0
Gastrointestinal disorders Nausea 33.0
Investigations Blood bilirubin increased 31.7
Gastrointestinal disorders Abdominal pain 31.0
General disorders and administration site conditions Decreased appetite 31.0
Gastrointestinal disorders Gastrointestinal pain 31.0
Gastrointestinal disorders Vomiting 30.0
Investigations Blood alkaline phosphatase increased 29.0
Investigations Haemoglobin decreased 27.8
Investigations Haemoglobin decreased 27.7
Investigations Blood alkaline phosphatase increased 27.2
General disorders and administration site conditions Asthenia 27.0
Skin and subcutaneous tissue disorders Dermatitis 27.0
General disorders and administration site conditions Fatigue 27.0
Gastrointestinal disorders Vomiting 27.0
Investigations Aspartate aminotransferase increased 26.0
Investigations Blood alkaline phosphatase increased 26.0
General disorders and administration site conditions Decreased appetite 26.0
Skin and subcutaneous tissue disorders Dermatitis 26.0
Blood and lymphatic system disorders Neutropenia 26.0
Investigations Blood alkaline phosphatase increased 25.9
General disorders and administration site conditions Asthenia 25.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 25.0
Musculoskeletal and connective tissue disorders Myalgia 25.0
Gastrointestinal disorders Stomatitis 25.0
Gastrointestinal disorders Abdominal pain 24.0
Musculoskeletal and connective tissue disorders Arthralgia 24.0
Gastrointestinal disorders Gastrointestinal pain 24.0
Blood and lymphatic system disorders Hand and foot syndrome secondary to sickle cell anaemia 24.0
Blood and lymphatic system disorders Leukopenia 24.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 24.0
Nervous system disorders Palmar-plantar erythrodysaesthesia syndrome 24.0
Gastrointestinal disorders Stomatitis 24.0
Blood and lymphatic system disorders Thrombocytopenia 24.0
Gastrointestinal disorders Vomiting 24.0
General disorders and administration site conditions Decreased appetite 23.0
Blood and lymphatic system disorders Thrombocytopenia 23.0
Skin and subcutaneous tissue disorders Alopecia 22.0
Respiratory, thoracic and mediastinal disorders Cough 22.0
Blood and lymphatic system disorders Hyperbilirubinaemia 22.0
Gastrointestinal disorders Stomatitis 22.0
Investigations Blood bilirubin increased 21.6
Skin and subcutaneous tissue disorders Alopecia 21.0
Investigations Body temperature increased 21.0
Blood and lymphatic system disorders Febrile neutropenia 21.0
Nervous system disorders Paraesthesia 21.0
Gastrointestinal disorders Vomiting 21.0
Investigations Platelet count decreased 20.4
Gastrointestinal disorders Abdominal pain 20.0
Blood and lymphatic system disorders Agranulocytosis 20.0
Investigations Blood bilirubin increased 20.0
Gastrointestinal disorders Gastrointestinal pain 20.0
Blood and lymphatic system disorders Neutropenia 20.0
Gastrointestinal disorders Vomiting 20.0
Investigations Blood potassium decreased 19.9
Investigations Blood potassium decreased 19.7
Investigations Platelet count decreased 18.8
Investigations Blood bilirubin increased 18.6
Investigations Body temperature increased 18.0
Gastrointestinal disorders Constipation 18.0
Blood and lymphatic system disorders Hyperbilirubinaemia 18.0
Investigations Blood bilirubin increased 17.7
Metabolism and nutrition disorders Hyponatraemia 17.5
Investigations Platelet count decreased 17.3
Metabolism and nutrition disorders Hyponatraemia 17.1
Gastrointestinal disorders Constipation 17.0
Blood and lymphatic system disorders Hand and foot syndrome secondary to sickle cell anaemia 17.0
Blood and lymphatic system disorders Hyperbilirubinaemia 17.0
Nervous system disorders Palmar-plantar erythrodysaesthesia syndrome 17.0
Gastrointestinal disorders Stomatitis 17.0
Investigations Platelet count decreased 16.8
Gastrointestinal disorders Abdominal pain 16.0
General disorders and administration site conditions Asthenia 16.0
Cardiac disorders Dyspnoea 16.0
General disorders and administration site conditions Fatigue 16.0
Blood and lymphatic system disorders Febrile neutropenia 16.0
Gastrointestinal disorders Gastrointestinal pain 16.0
Nervous system disorders Paraesthesia 16.0
Investigations Blood bilirubin increased 15.3
General disorders and administration site conditions Asthenia 15.0
Gastrointestinal disorders Constipation 15.0
Eye disorders Eye irritation 15.0
General disorders and administration site conditions Fatigue 15.0
Nervous system disorders Headache 15.0
Blood and lymphatic system disorders Lymphopenia 15.0
Skin and subcutaneous tissue disorders Nail disorder 15.0
General disorders and administration site conditions Oedema 15.0
Gastrointestinal disorders Vomiting 15.0
Gastrointestinal disorders Abdominal pain 14.0
Gastrointestinal disorders Constipation 14.0
Gastrointestinal disorders Diarrhoea 14.0
Gastrointestinal disorders Dysgeusia 14.0
Cardiac disorders Dyspnoea 14.0
Gastrointestinal disorders Gastrointestinal pain 14.0
Gastrointestinal disorders Stomatitis 14.0
Gastrointestinal disorders Vomiting 14.0
Investigations Blood creatinine increased 13.8
Investigations Blood calcium decreased 13.2
Gastrointestinal disorders Abdominal pain 13.0
Gastrointestinal disorders Diarrhoea 13.0
Eye disorders Eye irritation 13.0
Blood and lymphatic system disorders Febrile neutropenia 13.0
Gastrointestinal disorders Gastrointestinal pain 13.0
Blood and lymphatic system disorders Neutropenia 13.0
Musculoskeletal and connective tissue disorders Pain in extremity 13.0
Investigations Blood calcium decreased 12.4
Investigations Body temperature increased 12.0
Gastrointestinal disorders Diarrhoea 12.0
General disorders and administration site conditions Pain 12.0
General disorders and administration site conditions Asthenia 11.0
Musculoskeletal and connective tissue disorders Back pain 11.0
Gastrointestinal disorders Constipation 11.0
General disorders and administration site conditions Decreased appetite 11.0
Skin and subcutaneous tissue disorders Dermatitis 11.0
Gastrointestinal disorders Dysgeusia 11.0
Blood and lymphatic system disorders Hand and foot syndrome secondary to sickle cell anaemia 11.0
Gastrointestinal disorders Oropharyngeal discomfort 11.0
Gastrointestinal disorders Oropharyngeal pain 11.0
Nervous system disorders Palmar-plantar erythrodysaesthesia syndrome 11.0
Gastrointestinal disorders Abdominal pain 10.0
Blood and lymphatic system disorders Agranulocytosis 10.0
General disorders and administration site conditions Asthenia 10.0
Musculoskeletal and connective tissue disorders Back pain 10.0
Musculoskeletal and connective tissue disorders Bone pain 10.0
General disorders and administration site conditions Decreased appetite 10.0
Gastrointestinal disorders Diarrhoea 10.0
Cardiac disorders Dyspnoea 10.0
Eye disorders Eye irritation 10.0
Gastrointestinal disorders Gastrointestinal motility disorder 10.0
Gastrointestinal disorders Gastrointestinal pain 10.0
Nervous system disorders Headache 10.0
Nervous system disorders Insomnia 10.0
General disorders and administration site conditions Lethargy 10.0
Nervous system disorders Neuropathy peripheral 10.0
Blood and lymphatic system disorders Neutropenia 10.0
Gastrointestinal disorders Oral discomfort 10.0
General disorders and administration site conditions Pain 10.0
Nervous system disorders Peripheral sensory neuropathy 10.0
Investigations Blood creatinine increased 9.8
Investigations Blood creatinine increased 9.4
Gastrointestinal disorders Abdominal pain 9.0
General disorders and administration site conditions Asthenia 9.0
Musculoskeletal and connective tissue disorders Back pain 9.0
Investigations Body temperature increased 9.0
Gastrointestinal disorders Constipation 9.0
General disorders and administration site conditions Decreased appetite 9.0
Gastrointestinal disorders Dysgeusia 9.0
Gastrointestinal disorders Gastrointestinal pain 9.0
Blood and lymphatic system disorders Hand and foot syndrome secondary to sickle cell anaemia 9.0
Nervous system disorders Headache 9.0
Blood and lymphatic system disorders Hyperbilirubinaemia 9.0
General disorders and administration site conditions Lethargy 9.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 9.0
Musculoskeletal and connective tissue disorders Myalgia 9.0
General disorders and administration site conditions Oedema 9.0
Nervous system disorders Palmar-plantar erythrodysaesthesia syndrome 9.0
Musculoskeletal and connective tissue disorders Arthralgia 8.0
General disorders and administration site conditions Asthenia 8.0
Infections and infestations Candida infection 8.0
Respiratory, thoracic and mediastinal disorders Cough 8.0
Metabolism and nutrition disorders Dehydration 8.0
Skin and subcutaneous tissue disorders Dermatitis 8.0
Cardiac disorders Dizziness 8.0
Gastrointestinal disorders Dyspepsia 8.0
General disorders and administration site conditions Fatigue 8.0
Blood and lymphatic system disorders Hand and foot syndrome secondary to sickle cell anaemia 8.0
Nervous system disorders Hypoaesthesia 8.0
Nervous system disorders Insomnia 8.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 8.0
Blood and lymphatic system disorders Neutropenia 8.0
Gastrointestinal disorders Oral candidiasis 8.0
Nervous system disorders Palmar-plantar erythrodysaesthesia syndrome 8.0
Skin and subcutaneous tissue disorders Rash 8.0
Vascular disorders Venous thrombosis 8.0
Gastrointestinal disorders Abdominal pain upper 7.0
Skin and subcutaneous tissue disorders Alopecia 7.0
Blood and lymphatic system disorders Anaemia 7.0
Investigations Body temperature increased 7.0
Gastrointestinal disorders Constipation 7.0
Respiratory, thoracic and mediastinal disorders Cough 7.0
Metabolism and nutrition disorders Dehydration 7.0
Skin and subcutaneous tissue disorders Dermatitis 7.0
Gastrointestinal disorders Gastrointestinal motility disorder 7.0
Nervous system disorders Headache 7.0
Blood and lymphatic system disorders Hyperbilirubinaemia 7.0
Nervous system disorders Insomnia 7.0
Eye disorders Lacrimation increased 7.0
Skin and subcutaneous tissue disorders Nail disorder 7.0
Gastrointestinal disorders Nausea 7.0
Respiratory, thoracic and mediastinal disorders Pleural effusion 7.0
Skin and subcutaneous tissue disorders Rash 7.0
Skin and subcutaneous tissue disorders Skin discolouration 7.0
Gastrointestinal disorders Stomatitis 7.0
Investigations Blood bilirubin increased 6.3
Gastrointestinal disorders Abdominal pain upper 6.0
Skin and subcutaneous tissue disorders Alopecia 6.0
Musculoskeletal and connective tissue disorders Arthralgia 6.0
General disorders and administration site conditions Asthenia 6.0
Investigations Body temperature increased 6.0
Cardiac disorders Chest pain 6.0
Eye disorders Conjunctivitis 6.0
Gastrointestinal disorders Constipation 6.0
Skin and subcutaneous tissue disorders Dermatitis 6.0
Cardiac disorders Dizziness 6.0
Gastrointestinal disorders Dysgeusia 6.0
Gastrointestinal disorders Dyspepsia 6.0
Respiratory, thoracic and mediastinal disorders Epistaxis 6.0
Skin and subcutaneous tissue disorders Erythema 6.0
General disorders and administration site conditions Fatigue 6.0
Gastrointestinal disorders Gastrointestinal haemorrhage 6.0
Blood and lymphatic system disorders Hand and foot syndrome secondary to sickle cell anaemia 6.0
Nervous system disorders Headache 6.0
Blood and lymphatic system disorders Hyperbilirubinaemia 6.0
Gastrointestinal disorders Ileus 6.0
General disorders and administration site conditions Lethargy 6.0
Psychiatric disorders Mood swings 6.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 6.0
Gastrointestinal disorders Oropharyngeal discomfort 6.0
Gastrointestinal disorders Oropharyngeal pain 6.0
Musculoskeletal and connective tissue disorders Pain in extremity 6.0
Nervous system disorders Palmar-plantar erythrodysaesthesia syndrome 6.0
Skin and subcutaneous tissue disorders Rash 6.0
Vascular disorders Venous thrombosis 6.0
Endocrine disorders Hypercalcaemia 5.2
Gastrointestinal disorders Abdominal pain 5.0
Gastrointestinal disorders Abdominal pain upper 5.0
Blood and lymphatic system disorders Anaemia 5.0
Eye disorders Conjunctivitis 5.0
General disorders and administration site conditions Decreased appetite 5.0
Psychiatric disorders Depression 5.0
Gastrointestinal disorders Diarrhoea 5.0
Cardiac disorders Dizziness 5.0
Gastrointestinal disorders Dry mouth 5.0
Gastrointestinal disorders Dyspepsia 5.0
Respiratory, thoracic and mediastinal disorders Epistaxis 5.0
Skin and subcutaneous tissue disorders Erythema 5.0
Blood and lymphatic system disorders Febrile neutropenia 5.0
General disorders and administration site conditions Flushing 5.0
Gastrointestinal disorders Gastrointestinal pain 5.0
Nervous system disorders Headache 5.0
Blood and lymphatic system disorders Hyperbilirubinaemia 5.0
Gastrointestinal disorders Ileus 5.0
General disorders and administration site conditions Influenza like illness 5.0
Blood and lymphatic system disorders Lymphoedema 5.0
Psychiatric disorders Mood swings 5.0
Blood and lymphatic system disorders Neutropenia 5.0
Skin and subcutaneous tissue disorders Onycholysis 5.0
General disorders and administration site conditions Pain 5.0
Respiratory, thoracic and mediastinal disorders Pharyngeal disorder 5.0
Skin and subcutaneous tissue disorders Pruritus 5.0
Skin and subcutaneous tissue disorders Rash erythematous 5.0
Skin and subcutaneous tissue disorders Skin discolouration 5.0
Gastrointestinal disorders Stomatitis 5.0
Eye disorders Visual impairment 5.0
Investigations Weight decreased 5.0
Endocrine disorders Hypercalcaemia 4.8
Endocrine disorders Hyperglycaemia 4.4
Gastrointestinal disorders Abdominal pain 4.0
General disorders and administration site conditions Asthenia 4.0
Investigations Body temperature increased 4.0
Eye disorders Conjunctivitis 4.0
Metabolism and nutrition disorders Dehydration 4.0
Psychiatric disorders Depression 4.0
Cardiac disorders Dizziness 4.0
Gastrointestinal disorders Dyspepsia 4.0
General disorders and administration site conditions Fatigue 4.0
Gastrointestinal disorders Gastrointestinal pain 4.0
Gastrointestinal disorders Ileus 4.0
Skin and subcutaneous tissue disorders Nail discolouration 4.0
Gastrointestinal disorders Nausea 4.0
Nervous system disorders Peripheral sensory neuropathy 4.0
Respiratory, thoracic and mediastinal disorders Pleural effusion 4.0
Infections and infestations Urinary tract infection 4.0
Gastrointestinal disorders Vomiting 4.0
Investigations Blood alkaline phosphatase increased 3.5
Investigations Haemoglobin decreased 3.1
Gastrointestinal disorders Abdominal pain 3.0
Blood and lymphatic system disorders Anaemia 3.0
Musculoskeletal and connective tissue disorders Arthralgia 3.0
Musculoskeletal and connective tissue disorders Back pain 3.0
General disorders and administration site conditions Decreased appetite 3.0
Metabolism and nutrition disorders Dehydration 3.0
Gastrointestinal disorders Diarrhoea 3.0
Respiratory, thoracic and mediastinal disorders Epistaxis 3.0
Blood and lymphatic system disorders Febrile neutropenia 3.0
Gastrointestinal disorders Gastrointestinal haemorrhage 3.0
Gastrointestinal disorders Gastrointestinal pain 3.0
Nervous system disorders Headache 3.0
Blood and lymphatic system disorders Hyperbilirubinaemia 3.0
Vascular disorders Infarction 3.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.0
Infections and infestations Nasopharyngitis 3.0
Gastrointestinal disorders Nausea 3.0
General disorders and administration site conditions Oedema 3.0
Respiratory, thoracic and mediastinal disorders Rhinorrhoea 3.0
Blood and lymphatic system disorders Thrombocytopenia 3.0
Vascular disorders Venous thrombosis 3.0
Blood and lymphatic system disorders Neutropenic sepsis 2.4
Investigations Blood calcium decreased 2.3
Investigations Blood calcium decreased 2.2
Gastrointestinal disorders Abdominal pain 2.0
Blood and lymphatic system disorders Anaemia 2.0
Musculoskeletal and connective tissue disorders Arthralgia 2.0
General disorders and administration site conditions Asthenia 2.0
Musculoskeletal and connective tissue disorders Back pain 2.0
Investigations Body temperature increased 2.0
Musculoskeletal and connective tissue disorders Bone pain 2.0
Cardiac disorders Chest pain 2.0
Gastrointestinal disorders Constipation 2.0
General disorders and administration site conditions Decreased appetite 2.0
Metabolism and nutrition disorders Dehydration 2.0
Gastrointestinal disorders Diarrhoea 2.0
Cardiac disorders Dyspnoea 2.0
Respiratory, thoracic and mediastinal disorders Epistaxis 2.0
Gastrointestinal disorders Gastrointestinal pain 2.0
Nervous system disorders Headache 2.0
Blood and lymphatic system disorders Hyperbilirubinaemia 2.0
Immune system disorders Hypersensitivity 2.0
Gastrointestinal disorders Ileus 2.0
General disorders and administration site conditions Lethargy 2.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.0
Musculoskeletal and connective tissue disorders Myalgia 2.0
Skin and subcutaneous tissue disorders Nail disorder 2.0
Gastrointestinal disorders Nausea 2.0
Blood and lymphatic system disorders Neutropenia 2.0
General disorders and administration site conditions Oedema 2.0
Gastrointestinal disorders Oropharyngeal discomfort 2.0
Gastrointestinal disorders Oropharyngeal pain 2.0
Musculoskeletal and connective tissue disorders Pain in extremity 2.0
Investigations Platelet count decreased 2.0
Gastrointestinal disorders Stomatitis 2.0
Blood and lymphatic system disorders Thrombocytopenia 2.0
Vascular disorders Venous thrombosis 2.0
Eye disorders Visual impairment 2.0
Gastrointestinal disorders Vomiting 2.0
Investigations Platelet count decreased 1.6
Cardiac disorders Dizziness 1.2
Investigations Haemoglobin decreased 1.2
Immune system disorders Hypersensitivity 1.2
Vascular disorders Hypotension 1.2
Nervous system disorders Loss of consciousness 1.2
Vascular disorders Shock 1.2
Cardiac disorders Syncope 1.2
Investigations Haemoglobin decreased 1.1
Endocrine disorders Hypercalcaemia 1.1
Gastrointestinal disorders Abdominal pain 1.0
Gastrointestinal disorders Abdominal pain upper 1.0
Skin and subcutaneous tissue disorders Alopecia 1.0
Blood and lymphatic system disorders Anaemia 1.0
Musculoskeletal and connective tissue disorders Arthralgia 1.0
General disorders and administration site conditions Asthenia 1.0
Musculoskeletal and connective tissue disorders Back pain 1.0
Investigations Body temperature increased 1.0
Musculoskeletal and connective tissue disorders Bone pain 1.0
Infections and infestations Candida infection 1.0
Cardiac disorders Chest pain 1.0
Eye disorders Conjunctivitis 1.0
Gastrointestinal disorders Constipation 1.0
Respiratory, thoracic and mediastinal disorders Cough 1.0
General disorders and administration site conditions Decreased appetite 1.0
Metabolism and nutrition disorders Dehydration 1.0
Psychiatric disorders Depression 1.0
Skin and subcutaneous tissue disorders Dermatitis 1.0
Gastrointestinal disorders Diarrhoea 1.0
Cardiac disorders Dizziness 1.0
Gastrointestinal disorders Dry mouth 1.0
Gastrointestinal disorders Dysgeusia 1.0
Gastrointestinal disorders Dyspepsia 1.0
Cardiac disorders Dyspnoea 1.0
Respiratory, thoracic and mediastinal disorders Epistaxis 1.0
Skin and subcutaneous tissue disorders Erythema 1.0
Eye disorders Eye irritation 1.0
General disorders and administration site conditions Fatigue 1.0
Gastrointestinal disorders Gastrointestinal haemorrhage 1.0
Gastrointestinal disorders Gastrointestinal motility disorder 1.0
Gastrointestinal disorders Gastrointestinal pain 1.0
Investigations Haemoglobin decreased 1.0
Blood and lymphatic system disorders Hand and foot syndrome secondary to sickle cell anaemia 1.0
Nervous system disorders Headache 1.0
Nervous system disorders Hypoaesthesia 1.0
Idiopathic thrombocytopenic purpura 1.0
Gastrointestinal disorders Ileus 1.0
Nervous system disorders Insomnia 1.0
Eye disorders Lacrimation increased 1.0
Infections and infestations Laryngitis 1.0
General disorders and administration site conditions Lethargy 1.0
Blood and lymphatic system disorders Lymphoedema 1.0
Psychiatric disorders Mood swings 1.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.0
Skin and subcutaneous tissue disorders Nail discolouration 1.0
Gastrointestinal disorders Nausea 1.0
Nervous system disorders Neuropathy peripheral 1.0
Blood and lymphatic system disorders Neutropenia 1.0
General disorders and administration site conditions Oedema 1.0
Skin and subcutaneous tissue disorders Onycholysis 1.0
Gastrointestinal disorders Oral candidiasis 1.0
Gastrointestinal disorders Oropharyngeal discomfort 1.0
Gastrointestinal disorders Oropharyngeal pain 1.0
General disorders and administration site conditions Pain 1.0
Musculoskeletal and connective tissue disorders Pain in extremity 1.0
Nervous system disorders Palmar-plantar erythrodysaesthesia syndrome 1.0
Nervous system disorders Paraesthesia 1.0
Investigations Platelet count decreased 1.0
Respiratory, thoracic and mediastinal disorders Pleural effusion 1.0
Blood and lymphatic system disorders Purpura 1.0
Skin and subcutaneous tissue disorders Rash erythematous 1.0
Skin and subcutaneous tissue disorders Skin discolouration 1.0
Gastrointestinal disorders Stomatitis 1.0
Blood and lymphatic system disorders Thrombocytopenia 1.0
Infections and infestations Urinary tract infection 1.0
Vascular disorders Venous thrombosis 1.0
Gastrointestinal disorders Vomiting 1.0
Endocrine disorders Hyperglycaemia 0.9
Gastrointestinal disorders Ageusia 0.8
Investigations Blood calcium decreased 0.8
Gastrointestinal disorders Diarrhoea haemorrhagic 0.8
Nervous system disorders Orthostatic hypotension 0.8
Investigations Haemoglobin decreased 0.7
Endocrine disorders Hypercalcaemia 0.7
Investigations Platelet count decreased 0.7
Renal and urinary disorders Renal failure 0.6
Renal and urinary disorders Renal impairment 0.6
Nervous system disorders Ataxia 0.5
Investigations Blood creatinine increased 0.5
Investigations Platelet count decreased 0.5
Blood and lymphatic system disorders Agranulocytosis 0.4
Nervous system disorders Ataxia 0.4
Investigations Blood creatinine increased 0.4
Bronchopneumonia 0.4
General disorders and administration site conditions Cachexia 0.4
Hepatobiliary disorders Coma hepatic 0.4
Hepatobiliary disorders Hepatic failure 0.4
Hepatobiliary disorders Hepatotoxicity 0.4
Endocrine disorders Hypercalcaemia 0.4
Metabolism and nutrition disorders Hyponatraemia 0.4
Gastrointestinal disorders Ileus 0.4
Blood and lymphatic system disorders Jaundice 0.4
Investigations Liver function test abnormal 0.4
Nervous system disorders Migraine 0.4
Gastrointestinal disorders Necrotising colitis 0.4
Gastrointestinal disorders Necrotising enterocolitis neonatal 0.4
Gastrointestinal disorders Oesophageal ulcer 0.4
Nervous system disorders Polyneuropathy 0.4
Investigations Prothrombin level decreased 0.4
Renal and urinary disorders Renal failure 0.4
Infections and infestations Sepsis 0.4
Cardiac disorders Supraventricular tachycardia 0.4
Vascular disorders Thrombophlebitis 0.4
Investigations Blood potassium decreased 0.3
Gastrointestinal disorders Ileus 0.3
Infections and infestations Sepsis 0.3
Immune system disorders Asthma 0.2
Investigations Blood potassium decreased 0.2
Infections and infestations Bronchitis 0.2
Bronchopneumonia 0.2
Cardiac disorders Chest pain 0.2
Vascular disorders Hypotension 0.2
Blood and lymphatic system disorders Leukopenia 0.2
Nervous system disorders Loss of consciousness 0.2
Infections and infestations Pneumonia 0.2
Respiratory, thoracic and mediastinal disorders Pulmonary embolism 0.2
Injury, poisoning and procedural complications Recall phenomenon 0.2
Musculoskeletal and connective tissue disorders Arthritis 0.1
Cardiac disorders Ascites 0.1
Investigations Blood alkaline phosphatase increased 0.1
Investigations Blood creatinine increased 0.1
Investigations Blood triglycerides increased 0.1
Musculoskeletal and connective tissue disorders Bone pain 0.1
Nervous system disorders Cerebrovascular accident 0.1
Blood and lymphatic system disorders Coagulopathy 0.1
Nervous system disorders Confusional state 0.1
Respiratory, thoracic and mediastinal disorders Cough 0.1
Immune system disorders Drug hypersensitivity 0.1
Nervous system disorders Encephalopathy 0.1
Respiratory, thoracic and mediastinal disorders Epistaxis 0.1
General disorders and administration site conditions Feeling abnormal 0.1
General disorders and administration site conditions Fibrosis 0.1
Gastrointestinal disorders Gastric ulcer 0.1
Gastrointestinal disorders Gastroenteritis 0.1
Investigations Haemoglobin decreased 0.1
Hepatobiliary disorders Hepatic fibrosis 0.1
Hepatobiliary disorders Hepatitis 0.1
Hepatobiliary disorders Hepatitis cholestatic 0.1
General disorders and administration site conditions Hyperhidrosis 0.1
Vascular disorders Hypertension 0.1
Metabolism and nutrition disorders Hypertriglyceridaemia 0.1
Blood and lymphatic system disorders Lymphoedema 0.1
Cardiac disorders Myocarditis 0.1
Skin and subcutaneous tissue disorders Nail disorder 0.1
General disorders and administration site conditions Pain 0.1
Blood and lymphatic system disorders Pancytopenia 0.1
Skin and subcutaneous tissue disorders Photosensitivity reaction 0.1
Respiratory, thoracic and mediastinal disorders Respiratory distress 0.1
Cardiac disorders Tachycardia 0.1

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Gastrointestinal disorders
16.5
General disorders and administration site conditions
14.49
Skin and subcutaneous tissue disorders
9.99
Nervous system disorders
9.42
Vascular disorders
5.22
Blood and lymphatic system disorders
4.8
Respiratory, thoracic and mediastinal disorders
4.53
Investigations
4.32
Injury, poisoning and procedural complications
4.06
Cardiac disorders
3.88
Metabolism and nutrition disorders
3.51
Musculoskeletal and connective tissue disorders
3.46
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
3.27
Infections and infestations
2.83
Hepatobiliary disorders
2.11

Cross References

Resources Reference
CAS NUMBER 154361-50-9
ChEBI 31348
ChEMBL CHEMBL1773
DrugBank DB01101
DrugCentral 480
EPA CompTox DTXSID3046451
FDA SRS 6804DJ8Z9U
Human Metabolome Database HMDB0015233
Guide to Pharmacology 6799
KEGG C12650
PharmGKB PA448771
PubChem 60953
SureChEMBL SCHEMBL8153
ZINC ZINC000003806413
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