Tranexamic acid (CED0002219)

Record Information

Version

1.0

Creation Date

2016-05-22 05:06:23 UTC

Update Date

2026-08-24 16:23:38 UTC

Accession Number

CHEM018261

Identification

Common Name

Tranexamic acid

Class

Small Molecule

Description

Tranexamic acid belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. It has the chemical formula C8H15NO2 and an average molecular weight of 157.21 g/mol. Within the body, this compound acts as an inhibitor of the protein target plasminogen (PLG). The substance is utilized for several industrial roles, serving as an astringent as well as a softener and conditioner. It is found in or released from six recorded sources, which include healthcare, pharmaceuticals, and veterinary products where it is used as an antifibrinolytic. Additionally, it is associated with electrical and electronic equipment, specifically antennas and amplifiers, as well as building and construction materials such as floors and sunshades, awnings, or outside screens. Recorded routes of exposure for tranexamic acid include oral, intravenous, topical, and cutaneous administration.

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-(Aminomethyl)cyclohexane-1-carboxylate	Generator
Exacyl	MeSH
Pfizer brand OF tranexamic acid	MeSH
Ugurol	MeSH
Cyklokapron	MeSH
Fides ecopharma brand OF tranexamic acid	MeSH
Spotof	MeSH
trans-4-(Aminomethyl)cyclohexanecarboxylic acid	MeSH
Amchafibrin	MeSH
Anvitoff	MeSH
Sanofi synthelabo brand OF tranexamic acid	MeSH
Tranexamic acid	MeSH
t-AMCHA	MeSH
AMCA	MeSH
AMCHA	MeSH
Abbott brand OF tranexamic acid	MeSH
Pharmygiène brand OF tranexamic acid	MeSH
KABI 2161	MeSH
Transamin	MeSH

Chemical Formula

C₈H₁₅NO₂

Average Molecular Mass

157.213 g/mol

Monoisotopic Mass

157.110 g/mol

CAS Registry Number

1197-18-8

IUPAC Name

4-(aminomethyl)cyclohexane-1-carboxylic acid

Traditional Name

tranexamic acid

SMILES

NCC1CCC(CC1)C(O)=O

InChI Identifier

InChI=1S/C8H15NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h6-7H,1-5,9H2,(H,10,11)

InChI Key

GYDJEQRTZSCIOI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as amino acids. These are organic compounds that contain at least one carboxyl group and one amino group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Amino acids

Alternative Parents

Substituents

Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	18.2 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-1.6	ChemAxon
logS	-0.94	ALOGPS
pKa (Strongest Acidic)	4.56	ChemAxon
pKa (Strongest Basic)	10.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	41.9 m³·mol⁻¹	ChemAxon
Polarizability	17.49 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052f-1900000000-1962eee8311ed50bfeca	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0007-5900000000-b105f678c513b707dc19	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006t-9000000000-fbc5072e5d97dda1b7d7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0900000000-34da1f51d1ee749e3aab	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-08fr-1900000000-935430d5dd848105bc78	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01po-9400000000-087cae2e1f6218c2c233	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2737.0	Log mg/kg	[1500:4900]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
274	Antifibrinolytics	Healthcare, pharmaceuticals & veterinary products	Not Available
490		Personal care & cosmetics	Not Available
497	Floors	Building & Construction	Not Available
501	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
502	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
595	Ships	Marine, shipping & aquaculture	Not Available
671	Airplanes And Helicopters	Aviation & Aerospace	Not Available
678	Nitrogenous Fertilisers	Agriculture & land management	Not Available
679	Phosphatic Fertilisers	Agriculture & land management	Not Available
685	Ceramics	Building & Construction	Not Available
688	Glass Coatings	Building & Construction	Not Available
696	Nanotechnology	Industrial manufacturing & chemical processing	Not Available
727	Printing Machines Or Presses	Paper, pulp & fiber products	Not Available
729	Stamps	Paper, pulp & fiber products	Not Available
734	Coating Compositions	Building & Construction	Not Available
735	Explosives	Defense & military infrastructure	Not Available
739	Inks	Paper, pulp & fiber products	Not Available
740	Paper	Paper, pulp & fiber products	Not Available
742	Leather Tanning	Textiles, leather & furnishings	Not Available
744	Water, Wastewater, & Sewage Treatment	Wastewater, sanitation & biosolids	Not Available

Pathways

3 pathways

Tranexamic Acid Action Pathway

Tranexamic Acid Action Pathway (New)

Tranexamic acid Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Sodium- and chloride-dependent betaine transporter	P48065	Humans	Predicted (SEA)	0.311397
Click to view 3D structure	Gamma-aminobutyric acid receptor subunit rho-1	P24046	Humans	Predicted (SEA)	0.311397
Click to view 3D structure	Sodium- and chloride-dependent GABA transporter 2	P31646	Rattus norvegicus	Predicted (SEA)	4.04816
Click to view 3D structure	Metabotropic glutamate receptor 2	Q14416	Humans	Predicted (SEA)	142.464
Click to view 3D structure	Metabotropic glutamate receptor 2	P31421	Rattus norvegicus	Predicted (SEA)	156.477
Click to view 3D structure	Metabotropic glutamate receptor 3	P31422	Rattus norvegicus	Predicted (SEA)	77.1486
Click to view 3D structure	Sodium- and chloride-dependent GABA transporter 3	P48066	Humans	Predicted (SEA)	30.1276
Click to view 3D structure	Plasma kallikrein	P03952	Humans	Predicted (SEA)	778.103
Click to view 3D structure	Coagulation factor XI	P03951	Humans	Predicted (SEA)	499.247
Click to view 3D structure	Sodium- and chloride-dependent GABA transporter 1	P30531	Humans	Predicted (SEA)	15.5698
Click to view 3D structure	Metabotropic glutamate receptor 8	O00222	Humans	Predicted (SEA)	80.7296
Click to view 3D structure	Coagulation factor X	P00742	Humans	Predicted (SEA)	1580.42
Click to view 3D structure	Fumarate hydratase, mitochondrial	P10173	Sus scrofa	Predicted (SEA)	0.467095
Click to view 3D structure	Coagulation factor VII	P98139	Oryctolagus cuniculus	Predicted (SEA)	50.057
Click to view 3D structure	Metabotropic glutamate receptor 1	Q13255	Humans	Predicted (SEA)	280.491
Click to view 3D structure	Metabotropic glutamate receptor 8	P70579	Rattus norvegicus	Predicted (SEA)	162.705
Click to view 3D structure	Metabotropic glutamate receptor 3	Q14832	Humans	Predicted (SEA)	283.838
Click to view 3D structure	Ornithine aminotransferase, mitochondrial	P04181	Humans	Predicted (SEA)	2.02408
Click to view 3D structure	Metabotropic glutamate receptor 4	P31423	Rattus norvegicus	Predicted (SEA)	417.35
Click to view 3D structure	Metabotropic glutamate receptor 6	O15303	Humans	Predicted (SEA)	251.998
Click to view 3D structure	Serine/threonine-protein kinase Nek2	P51955	Humans	Predicted (SEA)	5018.71
Click to view 3D structure	Plasminogen	P00747	Humans	Predicted (SEA)	1848.76
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	3824.5
Click to view 3D structure	Long-chain-fatty-acid--CoA ligase 1	P41216	Mus musculus	Predicted (SEA)	266.945
Click to view 3D structure	Fibroblast growth factor receptor 1	P11362	Humans	Predicted (SEA)	5748.78