Aminocaproic acid

Identification

Summary

Aminocaproic acid is an antifibrinolytic agent used to induce clotting postoperatively.

Brand Names
Amicar
Generic Name
Aminocaproic acid
DrugBank Accession Number
DB00513
Background

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

Type
Small Molecule
Groups
Approved, Investigational
Structure
Weight
Average: 131.1729
Monoisotopic: 131.094628665
Chemical Formula
C6H13NO2
Synonyms
  • 6-Aminocaproic acid
  • 6-aminohexanoic acid
  • Acide aminocaproïque
  • Ácido aminocapróico
  • acidum aminocaproicum
  • Aminocaproic acid
  • Aminocapronsäure
  • EACA
  • EACS
  • Epsilcapramine
  • Epsilon Aminocaproic Acid
  • Epsilon-Aminocaproic acid
  • epsilon-Aminohexanoic acid
  • omega-Aminocaproic acid
  • omega-Aminohexanoic acid
External IDs
  • 177 J.D.
  • CL 10304
  • CL-10304
  • CY 116
  • CY-116
  • JD 177
  • NSC-26154
  • NSC-400230

Pharmacology

Indication

For use in the treatment of excessive postoperative bleeding.

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Prevention ofHemorrhage•••••••••••••••••••••• ••••••••• •••••• ••••••
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Pharmacodynamics

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.

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).

TargetActionsOrganism
APlasminogen
inhibitor
Humans
ATissue-type plasminogen activator
antagonist
Humans
UApolipoprotein(a)
other
Humans
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).

Volume of distribution
  • 23.1 ± 6.6 L
Protein binding

Not Available

Metabolism

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.

Hover over products below to view reaction partners

Route of elimination

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

Half-life

The terminal elimination half-life is approximately 2 hours.

Clearance
  • 169 mL/min
Adverse Effects
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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 LD50 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.

Pathways
PathwayCategory
Aminocaproic Acid Action PathwayDrug action
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
Albutrepenonacog alfaThe risk or severity of adverse effects can be increased when Aminocaproic acid is combined with Albutrepenonacog alfa.
Alpha-1-proteinase inhibitorAlpha-1-proteinase inhibitor may increase the thrombogenic activities of Aminocaproic acid.
AlteplaseThe therapeutic efficacy of Aminocaproic acid can be decreased when used in combination with Alteplase.
Andexanet alfaThe risk or severity of adverse effects can be increased when Aminocaproic acid is combined with Andexanet alfa.
AnistreplaseThe therapeutic efficacy of Aminocaproic acid can be decreased when used in combination with Anistreplase.
Food Interactions
  • Take with or without food. The absorption is unaffected by food.

Products

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International/Other Brands
Acepramin (Pannonpharma) / Amocap (Celon) / Caproamin (Rottapharm) / Caprocat (Catalysis) / Caprolisin (Menarini) / E-Capro (Edruc) / Epsicaprom / Hemocid (GlaxoSmithKline) / Inselon (Ying Yuan) / Ipron (Johnson) / Ipsilon (Nikkho) / Kai Nai Yin (Wuxi) / Minocap (ACI) / Plaslloid (CCPC) / Resplamin (Shinlin Sinseng)
Brand Name Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
AmicarTablet500 mg/1OralAkorn Operating Company LLC2015-06-01Not applicableUS flag
AmicarTablet500 mg/1OralCarilion Materials Management2015-06-01Not applicableUS flag
AmicarTablet500 mg/1OralXanodyne Pharmaceuticals2008-09-302014-08-30US flag
AmicarTablet500 mg/1OralAvera McKennan Hospital2015-09-232017-05-24US flag
AmicarSolution0.25 g/1mLOralAkorn Operating Company LLC2015-06-01Not applicableUS flag
Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Aminocaproic acidSolution0.25 g/1mLOralTruPharma LLC2020-09-25Not applicableUS flag
Aminocaproic AcidTablet500 mg/1OralBiocon Pharma Inc.2021-03-15Not applicableUS flag
Aminocaproic AcidTablet1000 mg/1OralOptimus Pharma Private Limited2023-05-11Not applicableUS flag
Aminocaproic AcidInjection, solution250 mg/1mLIntravenousGeneral Injectables and Vaccines, Inc.2018-07-022023-04-01US flag
Aminocaproic AcidSolution0.25 g/1mLOralCarnegie Pharmaceuticals, LLC2021-03-18Not applicableUS flag
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Solco Platino Iondenti ToothPaste0.02 g/100gOralSolco Biomedical Co., Ltd.2018-06-12Not applicableUS flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
28tak Gum Care ToothAminocaproic acid (0.12 g/120g) + Alcloxa (0.12 g/120g) + Calcium phosphate, dibasic (0.12 g/120g) + Calcium carbonate (36.0 g/120g)Paste, dentifriceOralElmeditec Co.,Ltd2018-07-01Not applicableUS flag
BAMBOO SALT Eunganggo Jook YeomAminocaproic acid (0.05 g/100g) + Curcuma xanthorrhiza oil (0.025 g/100g) + Glycyrrhizinate dipotassium (0.04 g/100g) + Sea salt (3 g/100g) + Silicon dioxide (20 g/100g) + Sodium fluoride (0.22 g/100g) + Ursodeoxycholic acid (0.02 g/100g)PasteDentalLg Household & Health Care Ltd.2011-03-15Not applicableUS flag
BAMBOO SALT Eunganggo Jook Yeom ToothpasteAminocaproic acid (0.05 g/100g) + Curcuma xanthorrhiza oil (0.025 g/100g) + Glycyrrhizinate dipotassium (0.04 g/100g) + Sea salt (3 g/100g) + Silicon dioxide (20 g/100g) + Sodium fluoride (0.22 g/100g) + Ursodeoxycholic acid (0.02 g/100g)PasteDentalLg Household & Health Care Ltd.2010-05-25Not applicableUS flag
Clean Breath ToothAminocaproic acid (0.06 g/100g) + Alcloxa (0.06 g/100g) + Calcium phosphate, dibasic (0.07 g/100g) + Calcium carbonate (36 g/100g)Paste, dentifriceDentalK.Boeun Pharmaceutical Co.,Ltd.2021-05-01Not applicableUS flag
Clean Breath ToothAminocaproic acid (0.06 g/100g) + Alcloxa (0.06 g/100g) + Calcium phosphate, dibasic (0.07 g/100g) + Calcium carbonate (36 g/100g)Paste, dentifriceDentalK.Boeun Pharmaceutical Co.,Ltd.2021-11-30Not applicableUS flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
28tak Gum Care ToothAminocaproic acid (0.12 g/120g) + Alcloxa (0.12 g/120g) + Calcium phosphate, dibasic (0.12 g/120g) + Calcium carbonate (36.0 g/120g)Paste, dentifriceOralElmeditec Co.,Ltd2018-07-01Not applicableUS flag
Clean Breath ToothAminocaproic acid (0.06 g/100g) + Alcloxa (0.06 g/100g) + Calcium phosphate, dibasic (0.07 g/100g) + Calcium carbonate (36 g/100g)Paste, dentifriceDentalK.Boeun Pharmaceutical Co.,Ltd.2021-11-30Not applicableUS flag
Clean Breath ToothAminocaproic acid (0.06 g/100g) + Alcloxa (0.06 g/100g) + Calcium phosphate, dibasic (0.07 g/100g) + Calcium carbonate (36 g/100g)Paste, dentifriceDentalK.Boeun Pharmaceutical Co.,Ltd.2021-01-01Not applicableUS flag
Clean Breath ToothAminocaproic acid (0.06 g/100g) + Alcloxa (0.06 g/100g) + Calcium phosphate, dibasic (0.07 g/100g) + Calcium carbonate (36 g/100g)Paste, dentifriceDentalK.Boeun Pharmaceutical Co.,Ltd.2021-05-01Not applicableUS flag
Dr.EL GUM CARE TOOTHAminocaproic acid (0.1 g/100g) + Alcloxa (0.1 g/100g) + Calcium phosphate, dibasic (0.1 g/100g) + Calcium carbonate (30 g/100g)Paste, dentifriceDentalDr. EL CO., LTD.2019-08-01Not applicableUS flag

Categories

ATC Codes
B02AA01 — Aminocaproic acid
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Fatty Acyls
Sub Class
Fatty acids and conjugates
Direct Parent
Medium-chain fatty acids
Alternative Parents
Amino fatty acids / Straight chain fatty acids / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Aliphatic acyclic compound / Amine / Amino acid / Amino acid or derivatives / Amino fatty acid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Medium-chain fatty acid
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
omega-amino fatty acid, epsilon-amino acid (CHEBI:16586) / Amino fatty acids (C02378) / Amino fatty acids (LMFA01100035)
Affected organisms
  • Humans and other mammals

Chemical Identifiers

UNII
U6F3787206
CAS number
60-32-2
InChI Key
SLXKOJJOQWFEFD-UHFFFAOYSA-N
InChI
InChI=1S/C6H13NO2/c7-5-3-1-2-4-6(8)9/h1-5,7H2,(H,8,9)
IUPAC Name
6-aminohexanoic acid
SMILES
NCCCCCC(O)=O

References

Synthesis Reference

Frantisek Mares, "Process for producing caprolactam from 6-aminocaproic acid." U.S. Patent US3988319, issued August, 1955.

US3988319
General References
  1. FDA Approved Drug Products: Amicar (aminocaproic acid) oral tablets/solution [Link]
Human Metabolome Database
HMDB0001901
KEGG Drug
D00160
KEGG Compound
C02378
PubChem Compound
564
PubChem Substance
46506934
ChemSpider
548
BindingDB
50357211
RxNav
99
ChEBI
57826
ChEMBL
CHEMBL1046
ZINC
ZINC000001529425
Therapeutic Targets Database
DAP000200
PharmGKB
PA164774947
PDBe Ligand
ACA
RxList
RxList Drug Page
Drugs.com
Drugs.com Drug Page
Wikipedia
Aminocaproic_acid
PDB Entries
1cea / 1hpk / 1ilp / 1ilq / 1kqs / 1m90 / 1pk2 / 1vq6 / 1vq8 / 1vq9
show 40 more
FDA label
Download (152 KB)
MSDS
Download (73.6 KB)

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">

Pharmacoeconomics

Manufacturers
  • Xanodyne pharmaceutics inc
  • Abraxis pharmaceutical products
  • Baxter healthcare corp anesthesia and critical care
  • Hospira inc
  • Luitpold pharmaceuticals inc
  • Mikart inc
Packagers
  • American Regent
  • Atlantic Biologicals Corporation
  • DispenseXpress Inc.
  • Hospira Inc.
  • Kaiser Foundation Hospital
  • Luitpold Pharmaceuticals Inc.
  • Mikart Inc.
  • Murfreesboro Pharmaceutical Nursing Supply
  • Physicians Total Care Inc.
  • Versapharm Inc.
  • Xanodyne Pharmaceuticals Inc.
Dosage Forms
FormRouteStrength
Paste, dentifriceOral
Injection, solutionIntravenous250 mg/1mL
SolutionOral0.25 g/1mL
TabletOral1000 mg/1
TabletOral500 mg/1
SyrupOral250 mg / mL
TabletOral500 mg
LiquidIntravenous250 mg / mL
TabletOral500 mg / tab
SyrupOral0.25 g/1mL
PasteDental
SolutionOral
PasteTopical
PasteOral
Gel, dentifriceOral
PasteOral0.02 g/100g
Paste, dentifriceDental
Paste, dentifriceTopical
Prices
Unit descriptionCostUnit
Amicar 1000 mg tablet7.17USD tablet
Amicar 500 mg tablet3.67USD tablet
Aminocaproic acid 500 mg tablet2.28USD tablet
Aminocaproic acid 250 mg/ml0.06USD ml
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)205 °CPhysProp
water solubility5.05E+005 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP-2.95HANSCH,C ET AL. (1995)
pKa4.43 (at 25 °C)KORTUM,G ET AL (1961)
Predicted Properties
PropertyValueSource
Water Solubility45.2 mg/mLALOGPS
logP-2.7ALOGPS
logP-2Chemaxon
logS-0.46ALOGPS
pKa (Strongest Acidic)4.73Chemaxon
pKa (Strongest Basic)10.21Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area63.32 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity34.66 m3·mol-1Chemaxon
Polarizability14.71 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Download (7.2 KB)
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)GC-MSsplash10-00ds-3900000000-d2bae6c296c96fbad8d6
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)GC-MSsplash10-00di-9700000000-96516a7056d0134fe91f
GC-MS Spectrum - GC-MS (3 TMS)GC-MSsplash10-00di-3900000000-b1e222c28c8ee5ee7e39
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-001i-9000000000-329dcaeb92f0ab303d25
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00ds-3900000000-d2bae6c296c96fbad8d6
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-9700000000-96516a7056d0134fe91f
GC-MS Spectrum - GC-MSGC-MSsplash10-00di-3900000000-b1e222c28c8ee5ee7e39
MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)LC-MS/MSsplash10-01p9-7900000000-7b0c4a3576914da3beb0
MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)LC-MS/MSsplash10-014i-9100000000-6d1cca409e0604efbe03
MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)LC-MS/MSsplash10-0pdi-9000000000-a55855076c25405ac1e5
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, NegativeLC-MS/MSsplash10-001i-0900000000-a47431cd716ecb19b9e6
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, NegativeLC-MS/MSsplash10-001i-1900000000-a5934cb182440e097505
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, NegativeLC-MS/MSsplash10-0a4i-9100000000-fe8764f31273202c4192
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, NegativeLC-MS/MSsplash10-0a4l-9000000000-d811796a47319a78c0ac
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, NegativeLC-MS/MSsplash10-0006-9000000000-85516d2ef8e256aa32c4
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, PositiveLC-MS/MSsplash10-001i-0900000000-b263ad88d0bb4ca9e2a8
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, PositiveLC-MS/MSsplash10-02ta-9400000000-6fd9244fa9d4129efb9f
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, PositiveLC-MS/MSsplash10-014i-9000000000-e57b77ac2660e8633c45
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, PositiveLC-MS/MSsplash10-05ox-9000000000-ac37660729ea0447a3b8
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, PositiveLC-MS/MSsplash10-052f-9000000000-dd2777a39a8decd7066d
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , PositiveLC-MS/MSsplash10-02t9-8900000000-024692ea60c820275def
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-001i-0900000000-a47431cd716ecb19b9e6
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-001i-1900000000-a5934cb182440e097505
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0a4i-9100000000-fe8764f31273202c4192
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0a4l-9000000000-d811796a47319a78c0ac
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0006-9000000000-85516d2ef8e256aa32c4
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-03e9-7900000000-0ee90be04d7e3f9f2f1e
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03e9-2900000000-5a4b7c29f57f4a21bbf1
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-02ta-9400000000-538c560b9cc23892e021
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-014i-9000000000-4b1019dc1efb41cf5840
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0ar3-9000000000-37f51bccc6d2db70f2eb
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-0900000000-b263ad88d0bb4ca9e2a8
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-02ta-9400000000-f654b53d07a97f719e19
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014i-9000000000-e57b77ac2660e8633c45
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-05ox-9000000000-f6e6dd1b173059338d41
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-052f-9000000000-dd2777a39a8decd7066d
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-02t9-8900000000-bf129c99e91c701b7637
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-03di-0900000000-9ebeb85e0b04ac8791af
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0089-1900000000-5fb0d490b0c3ad9ad244
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-000i-3900000000-720496371365a1b0de2e
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kb-9500000000-45b63ab562013ffdda72
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-01q9-0900000000-ce48dfbab4f760074548
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-06dm-9000000000-22f32f43580f40bd7bdf
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001l-3900000000-881eb7ca2983c82b66f8
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4l-9000000000-db1851395702870ebf44
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-f4375e9780a7738b8136
1H NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-130.8063458
predicted
DarkChem Lite v0.1.0
[M-H]-130.9673458
predicted
DarkChem Lite v0.1.0
[M-H]-135.89687
predicted
DeepCCS 1.0 (2019)
[M+H]+131.4948458
predicted
DarkChem Lite v0.1.0
[M+H]+131.5158458
predicted
DarkChem Lite v0.1.0
[M+H]+138.65804
predicted
DeepCCS 1.0 (2019)
[M+Na]+130.8297458
predicted
DarkChem Lite v0.1.0
[M+Na]+130.8252458
predicted
DarkChem Lite v0.1.0
[M+Na]+147.09209
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Yes
Actions
Inhibitor
General Function
Serine-type peptidase activity
Specific Function
Plasmin dissolves the fibrin of blood clots and acts as a proteolytic factor in a variety of other processes including embryonic development, tissue remodeling, tumor invasion, and inflammation. In...
Gene Name
PLG
Uniprot ID
P00747
Uniprot Name
Plasminogen
Molecular Weight
90568.415 Da
References
  1. Mochalkin I, Cheng B, Klezovitch O, Scanu AM, Tulinsky A: Recombinant kringle IV-10 modules of human apolipoprotein(a): structure, ligand binding modes, and biological relevance. Biochemistry. 1999 Feb 16;38(7):1990-8. [Article]
  2. Prandota J, Pankow-Prandota L, Kotecki L: Impaired activation of the fibrinolytic system in children with Henoch-Schonlein purpura: beneficial effect of hydrocortisone plus Sigma-aminocaproic acid therapy on disappearance rate of cutaneous vasculitis and fibrinolysis. Am J Ther. 2001 Jan-Feb;8(1):11-9. [Article]
  3. Lee KN, Jackson KW, McKee PA: Effect of a synthetic carboxy-terminal peptide of alpha(2)-antiplasmin on urokinase-induced fibrinolysis. Thromb Res. 2002 Feb 1;105(3):263-70. [Article]
  4. Sun Z, Chen YH, Wang P, Zhang J, Gurewich V, Zhang P, Liu JN: The blockage of the high-affinity lysine binding sites of plasminogen by EACA significantly inhibits prourokinase-induced plasminogen activation. Biochim Biophys Acta. 2002 Apr 29;1596(2):182-92. [Article]
  5. Kanalas JJ: Analysis of plasmin binding and urokinase activation of plasminogen bound to the Heymann nephritis autoantigen, gp330. Arch Biochem Biophys. 1992 Dec;299(2):255-60. [Article]
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Yes
Actions
Antagonist
General Function
Serine-type endopeptidase activity
Specific Function
Converts the abundant, but inactive, zymogen plasminogen to plasmin by hydrolyzing a single Arg-Val bond in plasminogen. By controlling plasmin-mediated proteolysis, it plays an important role in t...
Gene Name
PLAT
Uniprot ID
P00750
Uniprot Name
Tissue-type plasminogen activator
Molecular Weight
62916.495 Da
References
  1. Husain SS, Hasan AA, Budzynski AZ: Differences between binding of one-chain and two-chain tissue plasminogen activators to non-cross-linked and cross-linked fibrin clots. Blood. 1989 Aug 15;74(3):999-1006. [Article]
  2. Urano T, Sator de Serrano V, Gaffney PJ, Castellino FJ: Effectors of the activation of human [Glu1]plasminogen by human tissue plasminogen activator. Biochemistry. 1988 Aug 23;27(17):6522-8. [Article]
  3. Tran-Thang C, Vouillamoz D, Kruithof EK, Sordat B: Human Co115 colon carcinoma cells potentiate the degradation of laminin mediated by tissue-type plasminogen activator. J Cell Physiol. 1994 Nov;161(2):285-92. [Article]
  4. Krishnamurti C, Vukelja SJ, Alving BM: Inhibitory effects of lysine analogues on t-PA induced whole blood clot lysis. Thromb Res. 1994 Mar 15;73(6):419-30. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Other
General Function
Serine-type endopeptidase activity
Specific Function
Apo(a) is the main constituent of lipoprotein(a) (Lp(a)). It has serine proteinase activity and is able of autoproteolysis. Inhibits tissue-type plasminogen activator 1. Lp(a) may be a ligand for m...
Gene Name
LPA
Uniprot ID
P08519
Uniprot Name
Apolipoprotein(a)
Molecular Weight
501316.005 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. Becker L, Cook PM, Koschinsky ML: Identification of sequences in apolipoprotein(a) that maintain its closed conformation: a novel role for apo(a) isoform size in determining the efficiency of covalent Lp(a) formation. Biochemistry. 2004 Aug 10;43(31):9978-88. [Article]

Enzymes

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Substrate
General Function
Xanthine dehydrogenase activity
Specific Function
Oxidase with broad substrate specificity, oxidizing aromatic azaheterocycles, such as N1-methylnicotinamide and N-methylphthalazinium, as well as aldehydes, such as benzaldehyde, retinal, pyridoxal...
Gene Name
AOX1
Uniprot ID
Q06278
Uniprot Name
Aldehyde oxidase
Molecular Weight
147916.735 Da
References
  1. Subramanyam B, Callery PS, Geelhaar LA, Egorin MJ: A cyclic imine intermediate in the in vitro metabolic conversion of 1,6-diaminohexane to 6-aminohexanoic acid and caprolactam. Xenobiotica. 1989 Jan;19(1):33-42. [Article]

Drug created at June 13, 2005 13:24 / Updated at November 03, 2023 23:43