Drug/Small Molecule:
aminocaproic acid

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PharmGKB contains no Clinical Variants that meet the highest level of criteria.

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This is a non-comprehensive list of genetic tests with pharmacogenetics relevance, typically submitted by the manufacturer and manually curated by PharmGKB. The information listed is provided for educational purposes only and does not constitute an endorsement of any listed test or manufacturer.

A more complete listing of genetic tests is found at the Genetic Testing Registry (GTR).

PGx Test Variants Assayed Gene?
2D structure from PubChem
provided by PubChem

Overview

Generic Names
  • 6-aminohexanoic acid
  • ACS
  • Aminocaproate
  • Aminocaproic
  • aminocaproic acid
  • e-aminocaproic acid
  • epsilon-ahx
  • epsilon-amino caproic acid
Trade Names
  • Acepramin
  • Acepramine
  • Afibrin
  • Amicar
  • Amikar
  • Aminokapron
  • Atsemin
  • Caplamin
  • Capracid
  • Capramol
  • Capranol
  • Caprocid
  • Caprolisin
  • EACA
  • EACS
  • Epsamon
  • Epsicapron
  • Epsikapron
  • Epsilcapramin
  • Epsilcapramine
  • Hemocaprol
  • Hemopar
  • Hepin
  • Ipsilon
  • Respramin
Brand Mixture Names

PharmGKB Accession Id:
PA164774947

Description

An antifibrinolytic agent that acts by inhibiting plasminogen activators which have fibrinolytic properties.

Source: Drug Bank

Indication

For use in the treatment of excessive postoperative bleeding.

Source: Drug Bank

Other Vocabularies

Information pulled from DrugBank has not been reviewed by PharmGKB.

Pharmacology, Interactions, and Contraindications

Mechanism of Action

Aminocaproic acid binds reversibly to the kringle domain of plasminogen and blocks the binding of plasminogen to fibrin and its activation to plasmin. With NO activation of plasmin, there is a reduction in fibrinolysis. This consequently will reduce the amount of bleeding post surgery. Elevated plasma levels of lipoprotein(a) have been shown to increase the risk of vascular disease. Lipoprotein 9a)a has two components, apolipoprotein B-100, linked to apolipoprotein (a). Aminocaproic acid may change the conformation of apoliprotein (a), changing its binding properties and potentially preventing the formation of lipoprotein (a).

Source: Drug Bank

Pharmacology

Aminocaproic acid works as an antifibrinolytic. It is a derivative of the amino acid lysine. The fibrinolysis-inhibitory effects of aminocaproic acid appear to be exerted principally via inhibition of plasminogen activators and to a lesser degree through antiplasmin activity. Aminocaproic acid may be a possible prophylactic for vascular disease, as it may prevent formation of lipoprotein (a), a risk factor for vascular disease.

Source: Drug Bank

Food Interaction

Take without regard to meals.

Source: Drug Bank

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Sixty-five percent of the dose is recovered in the urine as unchanged drug and 11% of the dose appears as the metabolite adipic acid.

Source: Drug Bank

Absorption

Absorbed rapidly following oral administration. In adults, oral absorption appears to be a zero-order process with an absorption rate of 5.2 g/hr. The mean lag time in absorption is 10 minutes. After a single oral dose of 5 g, absorption was complete (F=1).

Source: Drug Bank

Half-Life

The terminal elimination half-life is approximately 2 hours.

Source: Drug Bank

Toxicity

A few cases of acute overdosage with intravenous administration have been reported. The effects have ranged from no reaction to transient hypotension to severe acute renal failure leading to death. The intravenous and oral LD 50 were 3.0 and 12.0 g/kg respectively in the mouse and 3.2 and 16.4 g/kg respectively in the rat. An intravenous infusion dose of 2.3 g/kg was lethal in the dog.

Source: Drug Bank

Clearance

  • 169 mL/min

Source: Drug Bank

Route of Elimination

Renal excretion is the primary route of elimination, whether aminocaproic acid is administered orally or intravenously.

Source: Drug Bank

Volume of Distribution

  • 23.1 ± 6.6 L

Source: Drug Bank

Chemical Properties

Chemical Formula

C6H13NO2

Source: Drug Bank

Isomeric SMILES

CCCCC(C(=O)O)N

Source: OpenEye

Canonical SMILES

NCCCCCC(O)=O

Source: Drug Bank

Average Molecular Weight

131.1729

Source: Drug Bank

Monoisotopic Molecular Weight

131.094628665

Source: Drug Bank

LinkOuts

Web Resource:
Wikipedia
National Drug Code Directory:
61748-044-08
DrugBank:
DB00513
PDB:
ACA
ChEBI:
16586
KEGG Compound:
C02378
KEGG Drug:
D00160
PubChem Compound:
564
PubChem Substance:
46506934
5420
ChemSpider:
548
HET:
ACA
Therapeutic Targets Database:
DAP000200

Clinical Trials

These are trials that mention aminocaproic acid and are related to either pharmacogenetics or pharmacogenomics.

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Sources for PharmGKB drug information: DrugBank, Open Eye Scientific Software.