TRANEXAMIC ACID

Search structure
Trade Names:
Synonyms:
Status: Approved (1986)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: B02AA02
UNII: 6T84R30KC1

Structure
InChI Key GYDJEQRTZSCIOI-LJGSYFOKSA-N
Smile NC[C@H]1CC[C@H](C(=O)O)CC1
InChI
InChI=1S/C8H15NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h6-7H,1-5,9H2,(H,10,11)/t6-,7-

Physicochemical Descriptors

Property Name Value
Molecular Formula C8H15NO2
Molecular Weight 157.21
AlogP 0.84
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 2.0
Polar Surface Area 63.32
Molecular species ZWITTERION
Aromatic Rings 0.0
Heavy Atoms 11.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Plasminogen inhibitor
Primary Target
plasminogen
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S1A subfamily
- 3100-10000000 1100-750000 25000000-40000000 9.5
Enzyme Transferase
- - - - 11.49
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -30.05--0.43
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 102.32

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hemophilia A 4 D006467 ClinicalTrials
Scoliosis 3 D012600 ClinicalTrials
Wounds and Injuries 3 D014947 ClinicalTrials
Leiomyoma 3 D007889 ClinicalTrials
Thrombocytopenia 3 D013921 ClinicalTrials
Aortic Aneurysm, Abdominal 3 D017544 ClinicalTrials
Hematologic Neoplasms 3 D019337 ClinicalTrials
Fractures, Bone 3 D050723 ClinicalTrials
Head and Neck Neoplasms 3 D006258 ClinicalTrials
Pelvic Organ Prolapse 3 D056887 ClinicalTrials
Placenta Accreta 3 D010921 ClinicalTrials
Placenta Previa 3 D010923 ClinicalTrials
Femoral Neck Fractures 3 D005265 ClinicalTrials
Hematoma, Subdural, Intracranial 3 D046648 ClinicalTrials
Joint Diseases 3 D007592 ClinicalTrials
Hip Fractures 3 D006620 ClinicalTrials
Gastrointestinal Hemorrhage 3 D006471 ClinicalTrials
Osteoarthritis 3 D010003 ClinicalTrials
Meningioma 3 D008579 ClinicalTrials
Telangiectasia, Hereditary Hemorrhagic 3 D013683 ClinicalTrials
Angioedemas, Hereditary 3 D054179 ClinicalTrials
Inflammation 3 D007249 ClinicalTrials
Melanoma 3 D008545 ClinicalTrials
Burns 3 D002056 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 3 D064129 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Paraganglioma 3 D010235 ClinicalTrials
von Willebrand Diseases 3 D014842 ClinicalTrials
Melanosis 3 D008548 ClinicalTrials
Anemia 3 D000740 ClinicalTrials
Blood Coagulation Disorders 3 D001778 ClinicalTrials
Postpartum Hemorrhage 3 D006473 ClinicalTrials
Nasal Polyps 3 D009298 ClinicalTrials
Astrocytoma 3 D001254 ClinicalTrials
Hemoptysis 3 D006469 ClinicalTrials
Joint Diseases 3 D007592 ClinicalTrials
Shock 3 D012769 ClinicalTrials
Brain Injuries 3 D001930 ClinicalTrials
Hematologic Neoplasms 3 D019337 ClinicalTrials
Coronary Disease 3 D003327 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Brain Neoplasms 3 D001932 ClinicalTrials
Hematoma 3 D006406 ClinicalTrials
Bone Neoplasms 3 D001859 ClinicalTrials
Shoulder Impingement Syndrome 3 D019534 ClinicalTrials
Sepsis 3 D018805 ClinicalTrials
Ileus 3 D045823 ClinicalTrials
Genital Neoplasms, Female 3 D005833 ClinicalTrials
Urinary Bladder Neoplasms 2 D001749 ClinicalTrials
Epistaxis 2 D004844 ClinicalTrials
Subarachnoid Hemorrhage 2 D013345 ClinicalTrials
Osteoarthritis, Knee 2 D020370 ClinicalTrials
Cerebral Hemorrhage 2 D002543 ClinicalTrials
Shock, Septic 2 D012772 ClinicalTrials
Intervertebral Disc Degeneration 2 D055959 ClinicalTrials
Spinal Cord Neoplasms 1 D013120 ClinicalTrials
Liver Cirrhosis 1 D008103 ClinicalTrials
Hypotension 1 D007022 ClinicalTrials
Skin Neoplasms 1 D012878 ClinicalTrials
Back Pain 1 D001416 ClinicalTrials

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Vascular disorders
21.55
Nervous system disorders
12.25
Cardiac disorders
9.66
General disorders and administration site conditions
8.37
Injury, poisoning and procedural complications
6.97
Investigations
6.79
Respiratory, thoracic and mediastinal disorders
5.64
Skin and subcutaneous tissue disorders
5.1
Renal and urinary disorders
4.35
Immune system disorders
3.63
Gastrointestinal disorders
2.55
Musculoskeletal and connective tissue disorders
2.41
Blood and lymphatic system disorders
2.26

Cross References

Resources Reference
CAS NUMBER 1197-18-8
ChEBI 48669
ChEMBL CHEMBL877
DrugBank DB00302
DrugCentral 2713
FDA SRS 6T84R30KC1
Human Metabolome Database HMDB14447
Guide to Pharmacology 6573
KEGG C12535
PDB AMH
SureChEMBL SCHEMBL16974
ZINC ZINC000100071256
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