Structure Database (LMSD)

Common Name
6-amino-hexanoic acid
Systematic Name
6-amino-hexanoic acid
Synonyms
  • 6-Aminohexanoic acid
LM ID
LMFA01100035
Formula
Exact Mass
Calculate m/z
131.094629
Status
Curated



Classification

Biological Context

6-Aminocaproic acid is an inhibitor of the plasmin activating enzymes streptokinase, fibrinokinase, and urokinase (IC50s = ~8 μM for all in an enzyme assay).1 It is selective for plasmin activating enzymes over trypsin (IC50 = >500 μM). 6-Aminocaproic acid inhibits in vitro plasmin activation and fibrinolysis in a dose-dependent manner. Ex vivo, 6-aminocaproic acid reduces fibrinolysis in dog plasma following i.p. administration at doses ranging from 20-100 mg/kg.2 Formulations containing 6-aminocaproic acid have been used to decrease postoperative blood transfusion rates following knee surgery.3

This information has been provided by Cayman Chemical

References

2. Brown, J.C., Brainard, B.M., Fletcher, D.J., et al. Effect of aminocaproic acid on clot strength and clot lysis of canine blood determined by use of an in vitro model of hyperfibrinolysis. Am. J. Vet. Res. 77(11), 1258-1265 (2016).
3. Alkjaersig, N., Fletcher, A.P., and Sherry, S. ɛ-Aminocaproic acid: An inhibitor of plasminogen activation. J. Biol. Chem. 234(4), 832-837 (1959).

String Representations

InChiKey (Click to copy)
SLXKOJJOQWFEFD-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C6H13NO2/c7-5-3-1-2-4-6(8)9/h1-5,7H2,(H,8,9)
SMILES (Click to copy)
C(CCCN)CC(=O)O

Other Databases

Wikipedia
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID
PDB ID
GuidePharm ID

Calculated Physicochemical Properties

Heavy Atoms 9
Rings 0
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 138.30
Topological Polar Surface Area 63.32
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 0.87
Molar Refractivity 35.65

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Updated at
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