Bovine Metabolome Database: Showing metabocard for Aminocaproic acid (BMDB0001901)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:48:49 UTC

Update Date

2020-05-11 19:56:59 UTC

BMDB ID

BMDB0001901

Secondary Accession Numbers

BMDB01901

Metabolite Identification

Common Name

Aminocaproic acid

Description

Aminocaproic acid, also known as amicar or aminohexanoic acid, 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. Based on a literature review a significant number of articles have been published on Aminocaproic acid.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
6-Aminocaproic acid	ChEBI
Acide aminocaproque	ChEBI
Acido aminocaproico	ChEBI
Acidum aminocaproicum	ChEBI
Ahx	ChEBI
Amicar	ChEBI
Amikar	ChEBI
AMINOCAPROIC	ChEBI
Aminohexanoic acid	ChEBI
Capralense	ChEBI
Capramol	ChEBI
Caproamin	ChEBI
Caprocid	ChEBI
Caprolisin	ChEBI
EACA	ChEBI
Epsamon	ChEBI
Epsicaprom	ChEBI
Epsicapron	ChEBI
Epsikapron	ChEBI
Epsilcapramin	ChEBI
Epsilcapramine	ChEBI
Epsilon S	ChEBI
epsilon-Ahx	ChEBI
epsilon-Amino-N-hexanoic acid	ChEBI
epsilon-Aminocaproic acid	ChEBI
epsilon-Aminohexanoic acid	ChEBI
epsilon-Leucine	ChEBI
epsilon-Norleucine	ChEBI
Omega-aminocaproic acid	ChEBI
Omega-aminohexanoic acid	ChEBI
Respramin	ChEBI
Z	ChEBI
6-Aminohexanoic acid	Kegg
6-Aminocaproate	Generator
Aminohexanoate	Generator
epsilon-Amino-N-hexanoate	Generator
epsilon-Aminocaproate	Generator
epsilon-Aminohexanoate	Generator
Omega-aminocaproate	Generator
Omega-aminohexanoate	Generator
6-Aminohexanoate	Generator
Aminocaproate	Generator
6 Aminocaproic acid	MeSH
6 Aminohexanoic acid	MeSH
Caprolest	MeSH
Hemocaprol	MeSH
Hexalense	MeSH
epsilon Aminocaproic acid	MeSH
6-amino-Hexanoate	HMDB
6-amino-Hexanoic acid	HMDB
6-amino-N-Hexanoate	HMDB
6-amino-N-Hexanoic acid	HMDB
Acepramin	HMDB
Acepramine	HMDB
Acikaprin	HMDB
Afibrin	HMDB
Aminokapron	HMDB
Atsemin	HMDB
Caplamin	HMDB
Capracid	HMDB
Capranol	HMDB
e-amino-N-Hexanoate	HMDB
e-amino-N-Hexanoic acid	HMDB
e-Aminocaproate	HMDB
e-Aminocaproic acid	HMDB
e-Aminocaproic acid usp	HMDB
e-Aminohexanoate	HMDB
e-Aminohexanoic acid	HMDB
e-Leucine	HMDB
e-Norleucine	HMDB
Epsillon-aminocaproate	HMDB
Epsillon-aminocaproic acid	HMDB
Epsillon-aminocaproic acid' epsilcapramin	HMDB
epsilon-Aminocaproic acid usp	HMDB
epsilon-S	HMDB
H-6-Ahx-OH	HMDB
H-EAhx-OH	HMDB
H-epsilon-Acp-OH	HMDB
Hemopar	HMDB
Hepin	HMDB
Ipsilon	HMDB
W-Aminocaproate	HMDB
W-Aminocaproic acid	HMDB
W-Aminohexanoate	HMDB
W-Aminohexanoic acid	HMDB
Pharmachemie brand OF aminocaproic acid	MeSH, HMDB
Delagrange brand OF aminocaproic acid	MeSH, HMDB
Leurquin brand OF aminocaproic acid	MeSH, HMDB
Rottapharm brand OF aminocaproic acid	MeSH, HMDB
Sanofi winthrop brand OF aminocaproic acid	MeSH, HMDB

Chemical Formula

C₆H₁₃NO₂

Average Molecular Weight

131.1729

Monoisotopic Molecular Weight

131.094628665

IUPAC Name

6-aminohexanoic acid

Traditional Name

aminocaproic acid

CAS Registry Number

60-32-2

SMILES

NCCCCCC(O)=O

InChI Identifier

InChI=1S/C6H13NO2/c7-5-3-1-2-4-6(8)9/h1-5,7H2,(H,8,9)

InChI Key

SLXKOJJOQWFEFD-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

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 Framework

Aliphatic acyclic compounds

External Descriptors

omega-amino fatty acid (CHEBI:16586 )
epsilon-amino acid (CHEBI:16586 )
Amino fatty acids (C02378 )
Amino fatty acids (LMFA01100035 )

Ontology

Status

Expected but not Quantified

Origin

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Adiposome
Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	205 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	505.0 mg/mL at 25 °C	Not Available
LogP	-2.95	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
logP	-2.7	ALOGPS
logP	-2	ChemAxon
logS	-0.46	ALOGPS
pKa (Strongest Acidic)	4.73	ChemAxon
pKa (Strongest Basic)	10.21	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	5	ChemAxon
Refractivity	34.66 m³·mol⁻¹	ChemAxon
Polarizability	14.71 Å³	ChemAxon
Number of Rings	0	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
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-00ds-3900000000-d2bae6c296c96fbad8d6	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-00di-9700000000-96516a7056d0134fe91f	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-00di-3900000000-b1e222c28c8ee5ee7e39	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00ds-3900000000-d2bae6c296c96fbad8d6	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-9700000000-96516a7056d0134fe91f	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00di-3900000000-b1e222c28c8ee5ee7e39	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9000000000-329dcaeb92f0ab303d25	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9800000000-f36a0bcbb91fd68401b1	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)	splash10-01p9-7900000000-7b0c4a3576914da3beb0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)	splash10-014i-9100000000-6d1cca409e0604efbe03	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)	splash10-0pdi-9000000000-a55855076c25405ac1e5	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-001i-0900000000-a47431cd716ecb19b9e6	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-001i-1900000000-a5934cb182440e097505	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0a4i-9100000000-fe8764f31273202c4192	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-0a4l-9000000000-d811796a47319a78c0ac	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-0006-9000000000-85516d2ef8e256aa32c4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-001i-0900000000-b263ad88d0bb4ca9e2a8	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-02ta-9400000000-6fd9244fa9d4129efb9f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-014i-9000000000-e57b77ac2660e8633c45	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-05ox-9000000000-ac37660729ea0447a3b8	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-052f-9000000000-dd2777a39a8decd7066d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-02t9-8900000000-024692ea60c820275def	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-0900000000-a47431cd716ecb19b9e6	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-1900000000-a5934cb182440e097505	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a4i-9100000000-fe8764f31273202c4192	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a4l-9000000000-d811796a47319a78c0ac	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0006-9000000000-85516d2ef8e256aa32c4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-02ai-4900000000-54865b71f357fde8c392	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-9400000000-2873b4030b2888252fdb	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05mo-9000000000-dc3baa186d436fce3845	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-2900000000-341c4f57265302e0270b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001r-7900000000-53e66c477bcee7650936	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-fbccc9ade003c2f9aec7	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer