Livestock Metabolome Database: Showing metabocard for Tranexamic Acid (LMDB00752)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-30 18:16:11 UTC

Update Date

2016-08-01 19:17:06 UTC

Lmdb

LMDB00752

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tranexamic Acid

Description

Tranexamic Acid, also known as tranexmate or acido tranexamico, 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. Tranexamic Acid is a drug which is used for use in patients with hemophilia for short term use (two to eight days) to reduce or prevent hemorrhage and reduce the need for replacement therapy during and following tooth extraction. it can also be used for excessive bleeding in menstruation, surgery, or trauma cases. Tranexamic Acid is only found in individuals that have used or taken this drug. Tranexamic Acid is a very strong basic compound (based on its pKa). In humans, tranexamic Acid is involved in tranexamic acid action pathway. It is an antifibrinolytic hemostatic used in severe hemorrhage. Oral LD50 in mice is >10 gm/kg. In patients with hereditary angioedema, inhibition of the formation and activity of plasmin by tranexamic acid may prevent attacks of angioedema by decreasing plasmin-induced activation of the first complement protein (C1). Tranexamic acid in a concentration of 1 mg per mL does not aggregate platelets in vitro. Tranexamic acid is about 10 times more potent in vitro than aminocaproic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Acide tranexamique	ChEBI
Acido tranexamico	ChEBI
Acidum tranexamicum	ChEBI
Cyklokapron	ChEBI
Tranexamsaeure	ChEBI
Tranexmic acid	ChEBI
Tranhexamic acid	ChEBI
trans AMCHA	ChEBI
trans-4-(Aminomethyl)cyclohexanecarboxylic acid	ChEBI
trans-4-AMINOMETHYLCYCLOHEXANE-1-carboxylIC ACID	ChEBI
trans-Amcha	ChEBI
trans-Tranexamic acid	ChEBI
Tranexmate	Generator
Tranhexamate	Generator
trans-4-(Aminomethyl)cyclohexanecarboxylate	Generator
trans-4-AMINOMETHYLCYCLOHEXANE-1-carboxylate	Generator
trans-Tranexamate	Generator
Tranexamate	Generator

Chemical Formula

C₈H₁₅NO₂

Average Molecular Weight

157.2102

Monoisotopic Molecular Weight

157.110278729

IUPAC Name

(1r,4r)-4-(aminomethyl)cyclohexane-1-carboxylic acid

Traditional Name

tranexamic acid

CAS Registry Number

Not Available

SMILES

NC[C@H]1CC[C@@H](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)/t6-,7-

InChI Key

GYDJEQRTZSCIOI-LJGSYFOKSA-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

monocarboxylic acid (CHEBI:48669 )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
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	17.28 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0089-9300000000-a2879e3e82ff6def0490	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0fl3-5900000000-1a913e8fabe0428ad408	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0002-9000000000-112fa48ed4ac17a5179e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052f-1900000000-1962eee8311ed50bfeca	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0007-5900000000-b105f678c513b707dc19	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006t-9000000000-fbc5072e5d97dda1b7d7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-34da1f51d1ee749e3aab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08fr-1900000000-935430d5dd848105bc78	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01po-9400000000-087cae2e1f6218c2c233	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0005-9600000000-9e76318f98dca56cd89e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0005-9800000000-4d79429c64e7d679fcfb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052g-9000000000-c75f4309991571d358f2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-0f7129c598f6efd38657	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0bt9-1900000000-aff35fbd5bfb31783171	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9800000000-78de9bf4dc31cb5308a8	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Feces
Plasma

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Feces	Detected but not Quantified	Not Applicable	Not Available	Ovine	17249687	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Ovine	17249687	details

External Links

DrugBank ID

DB00302

HMDB ID

HMDB0014447

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Tranexamic_Acid

Chemspider ID

10482000

ChEBI ID

48669

PubChem Compound ID

Not Available

Kegg Compound ID

C12535

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Tranexamic Acid (LMDB00752)

Structure for LMDB00752 (Tranexamic Acid)