Record Information
Version1.0
Creation date2011-09-21 00:18:35 UTC
Update date2015-10-09 22:31:14 UTC
Primary IDFDB022729
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAminocaproic acid
DescriptionAminocaproic acid (marketed as Amicar) is a drug used to treat bleeding disorders. It is an antifibrinolytic agent that acts by inhibiting plasminogen activators which have fibrinolytic properties. It is a derivative of the amino acid lysine. It binds reversibly to the kringle domain of plasminogen and blocks the binding of plasminogen to fibrin and its activation to plasmin. [HMDB]
CAS Number60-32-2
Structure
Thumb
Synonyms
SynonymSource
6-amino-Hexanoatehmdb
6-amino-Hexanoic acidhmdb
6-Amino-n-hexanoatehmdb
6-Amino-n-hexanoic acidhmdb
6-Aminocaproatehmdb
6-Aminocaproic acidhmdb
6-Aminohexanoatehmdb
6-aminohexanoic acidhmdb
Acepraminhmdb
Acepraminehmdb
Acide aminocaproqueChEBI
Acido aminocaproicoChEBI
Acidum aminocaproicumChEBI
Acikaprinhmdb
Afibrinhmdb
AhxChEBI
Amicarhmdb
Amikarhmdb
AminocaproateGenerator
AMINOCAPROICChEBI
AminohexanoateGenerator
Aminohexanoic acidChEBI
Aminokapronhmdb
Atseminhmdb
Caplaminhmdb
Capracidhmdb
Capramolhmdb
Capranolhmdb
CaproaminChEBI
Caprocidhmdb
Caprolisinhmdb
e-Amino-n-hexanoatehmdb
e-Amino-n-hexanoic acidhmdb
e-Aminocaproatehmdb
e-Aminocaproic acidhmdb
e-Aminocaproic acid USPhmdb
e-Aminohexanoatehmdb
e-Aminohexanoic acidhmdb
e-Leucinehmdb
e-Norleucinehmdb
EACAChEBI
Epsamonhmdb
EpsicapromChEBI
Epsicapronhmdb
Epsikapronhmdb
Epsilcapraminehmdb
Epsillon-Aminocaproatehmdb
Epsillon-Aminocaproic acidhmdb
Epsillon-Aminocaproic acid' Epsilcapraminhmdb
Epsilon Shmdb
epsilon-AhxChEBI
epsilon-Amino-n-hexanoatehmdb
epsilon-Amino-n-hexanoic acidhmdb
epsilon-Aminocaproatehmdb
epsilon-Aminocaproic acidhmdb
epsilon-Aminocaproic acid USPhmdb
epsilon-Aminohexanoatehmdb
epsilon-Aminohexanoic acidhmdb
epsilon-Leucinehmdb
epsilon-Norleucinehmdb
epsilon-Shmdb
H-6-Ahx-OHhmdb
H-EAhx-OHhmdb
H-epsilon-Acp-OHhmdb
Hemocaprolhmdb
Hemoparhmdb
Hepinhmdb
Ipsilonhmdb
omega-Aminocaproatehmdb
omega-Aminocaproic acidhmdb
omega-Aminohexanoatehmdb
omega-Aminohexanoic acidhmdb
Respraminhmdb
w-Aminocaproatehmdb
w-Aminocaproic acidhmdb
w-Aminohexanoatehmdb
w-Aminohexanoic acidhmdb
ZChEBI
Predicted Properties
PropertyValueSource
Water Solubility45.2 g/LALOGPS
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 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity34.66 m³·mol⁻¹ChemAxon
Polarizability14.71 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC6H13NO2
IUPAC name6-aminohexanoic acid
InChI IdentifierInChI=1S/C6H13NO2/c7-5-3-1-2-4-6(8)9/h1-5,7H2,(H,8,9)
InChI KeyInChIKey=SLXKOJJOQWFEFD-UHFFFAOYSA-N
Isomeric SMILESNCCCCCC(O)=O
Average Molecular Weight131
Monoisotopic Molecular Weight131
Classification
DescriptionThis compound belongs to the class of chemical entities known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomChemical entities
Super ClassOrganic compounds
ClassLipids and lipid-like molecules
Sub ClassFatty Acyls
Direct ParentMedium-chain fatty acids
Alternative Parents
Substituents
  • Medium-chain fatty acid
  • Amino fatty acid
  • Straight chain fatty acid
  • Amino acid or derivatives
  • Amino acid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Amine
  • Carbonyl group
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-00ds-3900000000-d2bae6c296c96fbad8d6View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-00di-9700000000-96516a7056d0134fe91fView in MoNA
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-00di-3900000000-b1e222c28c8ee5ee7e39View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00ds-3900000000-d2bae6c296c96fbad8d6View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00di-9700000000-96516a7056d0134fe91fView in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-00di-3900000000-b1e222c28c8ee5ee7e39View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9000000000-329dcaeb92f0ab303d25View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9800000000-f36a0bcbb91fd68401b1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-01p9-7900000000-7b0c4a3576914da3beb0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-014i-9100000000-6d1cca409e0604efbe03View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-0pdi-9000000000-a55855076c25405ac1e5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-001i-0900000000-a47431cd716ecb19b9e6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-001i-1900000000-a5934cb182440e097505View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-0a4i-9100000000-fe8764f31273202c4192View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-0a4l-9000000000-d811796a47319a78c0acView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-0006-9000000000-85516d2ef8e256aa32c4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-001i-0900000000-b263ad88d0bb4ca9e2a8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-02ta-9400000000-6fd9244fa9d4129efb9fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-014i-9000000000-e57b77ac2660e8633c45View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-05ox-9000000000-ac37660729ea0447a3b8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-052f-9000000000-dd2777a39a8decd7066dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-02t9-8900000000-024692ea60c820275defView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-0900000000-a47431cd716ecb19b9e6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-1900000000-a5934cb182440e097505View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a4i-9100000000-fe8764f31273202c4192View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a4l-9000000000-d811796a47319a78c0acView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-85516d2ef8e256aa32c4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-02ai-4900000000-54865b71f357fde8c392View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-9400000000-2873b4030b2888252fdbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05mo-9000000000-dc3baa186d436fce3845View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-2900000000-341c4f57265302e0270bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001r-7900000000-53e66c477bcee7650936View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-fbccc9ade003c2f9aec7View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID548
ChEMBL IDCHEMBL1046
KEGG Compound IDC02378
Pubchem Compound ID564
Pubchem Substance IDNot Available
ChEBI ID16586
Phenol-Explorer IDNot Available
DrugBank IDDB00513
HMDB IDHMDB01901
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDACA
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDAminocaproic acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference