MESNA

Search structure
Trade Names:
Synonyms:
Status: Approved (1988)
Entry Type: Small molecule
Molecule Category: Parent
ATC: R05CB05
UNII: NR7O1405Q9

Structure
InChI Key ZNEWHQLOPFWXOF-UHFFFAOYSA-N
Smile O=S(=O)(O)CCS
InChI
InChI=1S/C2H6O3S2/c3-7(4,5)2-1-6/h6H,1-2H2,(H,3,4,5)

Physicochemical Descriptors

Property Name Value
Molecular Formula C2H6O3S2
Molecular Weight 142.2
AlogP -0.2
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 2.0
Polar Surface Area 54.37
Molecular species ACID
Aromatic Rings 0.0
Heavy Atoms 7.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 95

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Breast Neoplasms 3 D001943 ClinicalTrials
Leukemia 3 D007938 ClinicalTrials
Multiple Sclerosis, Relapsing-Remitting 3 D020529 ClinicalTrials
Lymphoma 3 D008223 ClinicalTrials
Neuroblastoma 3 D009447 ClinicalTrials
Lung Neoplasms 3 D008175 ClinicalTrials
Sarcoma 3 D012509 ClinicalTrials
Sarcoma 3 D012509 ClinicalTrials
Scleroderma, Systemic 3 D012595 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 3 D016403 ClinicalTrials
Brain Neoplasms 3 D001932 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Lymphoma, Non-Hodgkin 2 D008228 ClinicalTrials
Lymphoma, Mantle-Cell 2 D020522 ClinicalTrials
Anemia, Aplastic 2 D000741 ClinicalTrials
Acute Kidney Injury 2 D058186 ClinicalTrials
Anemia, Sickle Cell 2 D000755 ClinicalTrials
Retinoblastoma 2 D012175 ClinicalTrials
Sarcoma, Ewing 2 D012512 ClinicalTrials
Neuromyelitis Optica 2 D009471 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 2 D015451 ClinicalTrials
Lymphoma, Follicular 2 D008224 ClinicalTrials
Carcinoma, Hepatocellular 2 D006528 ClinicalTrials
Hodgkin Disease 2 D006689 ClinicalTrials
Burkitt Lymphoma 2 D002051 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Crohn Disease 2 D003424 ClinicalTrials
Neoplasms, Germ Cell and Embryonal 2 D009373 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Multiple Myeloma 2 D009101 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Lupus Erythematosus, Systemic 2 D008180 ClinicalTrials
Multiple Sclerosis 2 D009103 ClinicalTrials
Testicular Neoplasms 2 D013736 ClinicalTrials
Renal Insufficiency, Chronic 2 D051436 ClinicalTrials
Vasculitis 1 D014657 ClinicalTrials
Stiff-Person Syndrome 1 D016750 ClinicalTrials
Muscular Diseases 1 D009135 ClinicalTrials
Kidney Neoplasms 1 D007680 ClinicalTrials
Osteosarcoma 1 D012516 ClinicalTrials
Primary Myelofibrosis 1 D055728 ClinicalTrials
Obesity 1 D009765 ClinicalTrials
Neoplasm Metastasis 1 D009362 ClinicalTrials
Leukemia, Myeloid, Acute 1 D015470 ClinicalTrials
Myelodysplastic Syndromes 1 D009190 ClinicalTrials
Myasthenia Gravis 1 D009157 ClinicalTrials

Related Entries

Mixture

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Diarrhoea 83.0
Gastrointestinal disorders Diarrhoea 70.0
Nervous system disorders Headache 50.0
Musculoskeletal and connective tissue disorders Pain in extremity 50.0
General disorders and administration site conditions Asthenia 33.0
General disorders and administration site conditions Fatigue 33.0
Gastrointestinal disorders Nausea 33.0
Gastrointestinal disorders Abdominal pain 18.0
Gastrointestinal disorders Gastrointestinal pain 18.0
Gastrointestinal disorders Diarrhoea 17.0
Immune system disorders Hypersensitivity 17.0
Vascular disorders Hypotension 17.0
Gastrointestinal disorders Abdominal pain 15.1
Gastrointestinal disorders Gastrointestinal pain 15.1
Gastrointestinal disorders Diarrhoea 14.3
Gastrointestinal disorders Abdominal pain 14.0
Gastrointestinal disorders Gastrointestinal pain 14.0
Skin and subcutaneous tissue disorders Alopecia 13.0
Nervous system disorders Headache 13.0
Skin and subcutaneous tissue disorders Alopecia 12.0
Nervous system disorders Somnolence 12.0
Gastrointestinal disorders Abdominal pain 11.8
Gastrointestinal disorders Gastrointestinal pain 11.8
Cardiac disorders Dyspnoea 11.0
Metabolism and nutrition disorders Hypokalaemia 11.0
Nervous system disorders Insomnia 11.0
Skin and subcutaneous tissue disorders Alopecia 10.9
Nervous system disorders Headache 10.9
Skin and subcutaneous tissue disorders Alopecia 10.1
Nervous system disorders Somnolence 10.1
Cardiac disorders Chest pain 10.0
Respiratory, thoracic and mediastinal disorders Cough 10.0
Metabolism and nutrition disorders Hypokalaemia 10.0
General disorders and administration site conditions Injection site reaction 10.0
General disorders and administration site conditions Pain 10.0
Cardiac disorders Dyspnoea 9.2
Metabolism and nutrition disorders Hypokalaemia 9.2
Nervous system disorders Insomnia 9.2
Cardiac disorders Chest pain 9.0
Gastrointestinal disorders Diarrhoea 9.0
Cardiac disorders Dizziness 9.0
Nervous system disorders Headache 9.0
General disorders and administration site conditions Hyperhidrosis 9.0
General disorders and administration site conditions Oedema 9.0
General disorders and administration site conditions Pain 9.0
Cardiac disorders Chest pain 8.4
Respiratory, thoracic and mediastinal disorders Cough 8.4
Metabolism and nutrition disorders Hypokalaemia 8.4
General disorders and administration site conditions Injection site reaction 8.4
General disorders and administration site conditions Pain 8.4
Musculoskeletal and connective tissue disorders Back pain 8.0
Renal and urinary disorders Haematuria 8.0
General disorders and administration site conditions Injection site reaction 8.0
General disorders and administration site conditions Oedema 8.0
Cardiac disorders Oedema peripheral 8.0
Infections and infestations Pneumonia 8.0
Nervous system disorders Somnolence 8.0
Cardiac disorders Chest pain 7.6
Gastrointestinal disorders Diarrhoea 7.6
Cardiac disorders Dizziness 7.6
Nervous system disorders Headache 7.6
General disorders and administration site conditions Hyperhidrosis 7.6
General disorders and administration site conditions Oedema 7.6
General disorders and administration site conditions Pain 7.6
Psychiatric disorders Anxiety 7.0
Nervous system disorders Confusional state 7.0
Metabolism and nutrition disorders Dehydration 7.0
General disorders and administration site conditions Feeling abnormal 7.0
Renal and urinary disorders Haematuria 7.0
Cardiac disorders Tachycardia 7.0
Musculoskeletal and connective tissue disorders Back pain 6.7
Renal and urinary disorders Haematuria 6.7
General disorders and administration site conditions Injection site reaction 6.7
General disorders and administration site conditions Oedema 6.7
Cardiac disorders Oedema peripheral 6.7
Infections and infestations Pneumonia 6.7
Nervous system disorders Somnolence 6.7
Musculoskeletal and connective tissue disorders Back pain 6.0
Nervous system disorders Confusional state 6.0
Gastrointestinal disorders Dyspepsia 6.0
General disorders and administration site conditions Face oedema 6.0
General disorders and administration site conditions Feeling abnormal 6.0
General disorders and administration site conditions Flushing 6.0
Vascular disorders Hypotension 6.0
Nervous system disorders Insomnia 6.0
General disorders and administration site conditions Pallor 6.0
Psychiatric disorders Anxiety 5.9
Nervous system disorders Confusional state 5.9
Metabolism and nutrition disorders Dehydration 5.9
General disorders and administration site conditions Feeling abnormal 5.9
Renal and urinary disorders Haematuria 5.9
Cardiac disorders Tachycardia 5.9
Musculoskeletal and connective tissue disorders Back pain 5.0
Nervous system disorders Confusional state 5.0
Respiratory, thoracic and mediastinal disorders Cough 5.0
Cardiac disorders Dizziness 5.0
Gastrointestinal disorders Dyspepsia 5.0
General disorders and administration site conditions Face oedema 5.0
General disorders and administration site conditions Feeling abnormal 5.0
General disorders and administration site conditions Flushing 5.0
Vascular disorders Hypotension 5.0
Nervous system disorders Insomnia 5.0
General disorders and administration site conditions Pallor 5.0
Respiratory, thoracic and mediastinal disorders Cough 4.2
Cardiac disorders Dizziness 4.2
General disorders and administration site conditions Face oedema 4.2
Psychiatric disorders Anxiety 4.0
Gastrointestinal disorders Dyspepsia 4.0
Vascular disorders Hypotension 4.0
General disorders and administration site conditions Pallor 4.0
Psychiatric disorders Anxiety 3.4
Gastrointestinal disorders Dyspepsia 3.4
Vascular disorders Hypotension 3.4
General disorders and administration site conditions Pallor 3.4
Metabolism and nutrition disorders Dehydration 3.0
Metabolism and nutrition disorders Dehydration 2.5
General disorders and administration site conditions Hyperhidrosis 2.0
Infections and infestations Pneumonia 2.0
General disorders and administration site conditions Hyperhidrosis 1.7
Infections and infestations Pneumonia 1.7
General disorders and administration site conditions Flushing 1.0
Musculoskeletal and connective tissue disorders Pain in extremity 1.0
Cardiac disorders Tachycardia 1.0
General disorders and administration site conditions Flushing 0.8
Cardiac disorders Tachycardia 0.8

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
12.38
Renal and urinary disorders
10.12
Nervous system disorders
9.7
Blood and lymphatic system disorders
7.84
Respiratory, thoracic and mediastinal disorders
6.63
Vascular disorders
6.34
Infections and infestations
5.85
Injury, poisoning and procedural complications
5.16
Gastrointestinal disorders
4.96
Skin and subcutaneous tissue disorders
4.74
Cardiac disorders
4.02
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
3.4
Metabolism and nutrition disorders
3.2
Immune system disorders
2.74
Hepatobiliary disorders
2.71
Psychiatric disorders
2.68
Investigations
2.02

Cross References

Resources Reference
ChEBI 31824
ChEMBL CHEMBL975
EPA CompTox DTXSID1020809
FDA SRS NR7O1405Q9
PubChem 23662354
SureChEMBL SCHEMBL7993
ChEBI 17905
ChEMBL CHEMBL1098319
DrugBank DB09110
DrugCentral 1711
EPA CompTox DTXSID8023264
FDA SRS VHD28S0H7F
Human Metabolome Database HMDB0003745
KEGG C03576
PDB COM
PubChem 23662354
SureChEMBL SCHEMBL80705
ZINC ZINC000003831040
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