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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-03-09 15:02:52 UTC

Update Date

2023-02-21 17:15:57 UTC

HMDB ID

HMDB0001901

Secondary Accession Numbers

HMDB0002002
HMDB01901
HMDB02002

Metabolite Identification

Common Name

Aminocaproic acid

Description

Aminocaproic 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.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

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

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0001901)

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0001901)

Tissue

Epithelium

Epidermis (HMDB: HMDB0001901)

Excreta

Biofluid or Excreta

Feces (PMID: 25486321)
Urine (HMDB: HMDB0001901)

Organ

Skin (HMDB: HMDB0001901)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001901)

Source

Exogenous

Exogenous (HMDB: HMDB0001901)

Food

Food (HMDB: HMDB0001901)

Process

Role

Biological role

Energy source (HMDB: HMDB0001901)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0001901)

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0001901)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	205 °C	Not Available
Boiling Point	255.64 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	505 mg/mL at 25 °C	Not Available
LogP	-2.95	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	45.2 g/L	ALOGPS
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	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	128.484	31661259
DarkChem	[M-H]-	125.094	31661259
AllCCS	[M+H]+	130.115	32859911
AllCCS	[M-H]-	129.677	32859911
DeepCCS	[M+H]+	138.658	30932474
DeepCCS	[M-H]-	135.897	30932474
DeepCCS	[M-2H]-	172.3	30932474
DeepCCS	[M+Na]+	147.092	30932474
AllCCS	[M+H]+	130.1	32859911
AllCCS	[M+H-H2O]+	126.0	32859911
AllCCS	[M+NH4]+	133.9	32859911
AllCCS	[M+Na]+	135.0	32859911
AllCCS	[M-H]-	129.7	32859911
AllCCS	[M+Na-2H]-	132.3	32859911
AllCCS	[M+HCOO]-	135.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.41 minutes	32390414
Predicted by Siyang on May 30, 2022	8.7677 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.04 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	330.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	560.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	280.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	76.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	76.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	246.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	249.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	772.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	604.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	61.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	646.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	161.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	198.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	828.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	465.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	334.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aminocaproic acid	NCCCCCC(O)=O	2081.0	Standard polar	33892256
Aminocaproic acid	NCCCCCC(O)=O	1303.5	Standard non polar	33892256
Aminocaproic acid	NCCCCCC(O)=O	1244.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aminocaproic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCN	1323.1	Semi standard non polar	33892256
Aminocaproic acid,1TMS,isomer #2	C[Si](C)(C)NCCCCCC(=O)O	1432.6	Semi standard non polar	33892256
Aminocaproic acid,2TMS,isomer #1	C[Si](C)(C)NCCCCCC(=O)O[Si](C)(C)C	1491.2	Semi standard non polar	33892256
Aminocaproic acid,2TMS,isomer #1	C[Si](C)(C)NCCCCCC(=O)O[Si](C)(C)C	1585.9	Standard non polar	33892256
Aminocaproic acid,2TMS,isomer #1	C[Si](C)(C)NCCCCCC(=O)O[Si](C)(C)C	1627.1	Standard polar	33892256
Aminocaproic acid,2TMS,isomer #2	C[Si](C)(C)N(CCCCCC(=O)O)[Si](C)(C)C	1689.6	Semi standard non polar	33892256
Aminocaproic acid,2TMS,isomer #2	C[Si](C)(C)N(CCCCCC(=O)O)[Si](C)(C)C	1616.6	Standard non polar	33892256
Aminocaproic acid,2TMS,isomer #2	C[Si](C)(C)N(CCCCCC(=O)O)[Si](C)(C)C	1873.5	Standard polar	33892256
Aminocaproic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCN([Si](C)(C)C)[Si](C)(C)C	1735.2	Semi standard non polar	33892256
Aminocaproic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCN([Si](C)(C)C)[Si](C)(C)C	1711.7	Standard non polar	33892256
Aminocaproic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCN([Si](C)(C)C)[Si](C)(C)C	1624.1	Standard polar	33892256
Aminocaproic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCN	1547.2	Semi standard non polar	33892256
Aminocaproic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCCCCC(=O)O	1684.4	Semi standard non polar	33892256
Aminocaproic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCC(=O)O[Si](C)(C)C(C)(C)C	1966.0	Semi standard non polar	33892256
Aminocaproic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCC(=O)O[Si](C)(C)C(C)(C)C	1954.4	Standard non polar	33892256
Aminocaproic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCC(=O)O[Si](C)(C)C(C)(C)C	1878.5	Standard polar	33892256
Aminocaproic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCCCCC(=O)O)[Si](C)(C)C(C)(C)C	2090.5	Semi standard non polar	33892256
Aminocaproic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCCCCC(=O)O)[Si](C)(C)C(C)(C)C	2009.9	Standard non polar	33892256
Aminocaproic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCCCCC(=O)O)[Si](C)(C)C(C)(C)C	2016.8	Standard polar	33892256
Aminocaproic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2384.5	Semi standard non polar	33892256
Aminocaproic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2277.7	Standard non polar	33892256
Aminocaproic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1998.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Aminocaproic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-00ds-3900000000-d2bae6c296c96fbad8d6	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Aminocaproic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-00di-9700000000-96516a7056d0134fe91f	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Aminocaproic acid GC-MS (3 TMS)	splash10-00di-3900000000-b1e222c28c8ee5ee7e39	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Aminocaproic acid GC-EI-TOF (Non-derivatized)	splash10-00ds-3900000000-d2bae6c296c96fbad8d6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Aminocaproic acid GC-EI-TOF (Non-derivatized)	splash10-00di-9700000000-96516a7056d0134fe91f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Aminocaproic acid GC-MS (Non-derivatized)	splash10-00di-3900000000-b1e222c28c8ee5ee7e39	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aminocaproic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9000000000-329dcaeb92f0ab303d25	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aminocaproic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9800000000-f36a0bcbb91fd68401b1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aminocaproic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aminocaproic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid Quattro_QQQ 10V, N/A-QTOF (Annotated)	splash10-01p9-7900000000-7b0c4a3576914da3beb0	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid Quattro_QQQ 25V, N/A-QTOF (Annotated)	splash10-014i-9100000000-6d1cca409e0604efbe03	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid Quattro_QQQ 40V, N/A-QTOF (Annotated)	splash10-0pdi-9000000000-a55855076c25405ac1e5	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOF	splash10-001i-0900000000-a47431cd716ecb19b9e6	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOF	splash10-001i-1900000000-a5934cb182440e097505	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOF	splash10-0a4i-9100000000-fe8764f31273202c4192	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOF	splash10-0a4l-9000000000-d811796a47319a78c0ac	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOF	splash10-0006-9000000000-85516d2ef8e256aa32c4	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOF	splash10-001i-0900000000-b263ad88d0bb4ca9e2a8	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOF	splash10-02ta-9400000000-6fd9244fa9d4129efb9f	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOF	splash10-014i-9000000000-e57b77ac2660e8633c45	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOF	splash10-05ox-9000000000-ac37660729ea0447a3b8	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOF	splash10-052f-9000000000-dd2777a39a8decd7066d	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF	splash10-02t9-8900000000-024692ea60c820275def	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ , negative-QTOF	splash10-001i-0900000000-a47431cd716ecb19b9e6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ , negative-QTOF	splash10-001i-1900000000-a5934cb182440e097505	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ , negative-QTOF	splash10-0a4i-9100000000-fe8764f31273202c4192	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ , negative-QTOF	splash10-0a4l-9000000000-d811796a47319a78c0ac	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aminocaproic acid LC-ESI-QQ , negative-QTOF	splash10-0006-9000000000-85516d2ef8e256aa32c4	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminocaproic acid 10V, Positive-QTOF	splash10-02ai-4900000000-54865b71f357fde8c392	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminocaproic acid 20V, Positive-QTOF	splash10-014i-9400000000-2873b4030b2888252fdb	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminocaproic acid 40V, Positive-QTOF	splash10-05mo-9000000000-dc3baa186d436fce3845	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminocaproic acid 10V, Negative-QTOF	splash10-001i-2900000000-341c4f57265302e0270b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminocaproic acid 20V, Negative-QTOF	splash10-001r-7900000000-53e66c477bcee7650936	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminocaproic acid 40V, Negative-QTOF	splash10-0a4l-9000000000-fbccc9ade003c2f9aec7	2017-07-26	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Epidermis

Pathways

Name	SMPDB/PathBank	KEGG
Aminocaproic Acid Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	2.0 (0.76-3.05) uM	Adult (>18 years old)	Both	Normal	Wu AHB (2006) Tie...	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Both	Normal	25486321	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Asthma	33739820	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00513

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Aminocaproic_acid

METLIN ID

Not Available

PubChem Compound

564

PDB ID

Not Available

ChEBI ID

16586

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1212381

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Van Hoeyveld EM, Stevens EA: Stabilizing effect of epsilon-aminocaproic acid on allergenic extracts. J Allergy Clin Immunol. 1985 Oct;76(4):543-50. [PubMed:4056242 ]
Kim CS, Lee CH, Chung JW, Kim CD: Interleukin-1 alpha, interleukin-1 beta and interleukin-8 gene expression in human aural cholesteatomas. Acta Otolaryngol. 1996 Mar;116(2):302-6. [PubMed:8725537 ]

Showing metabocard for Aminocaproic acid (HMDB0001901)

MOL for HMDB0001901 (Aminocaproic acid)

3D MOL for HMDB0001901 (Aminocaproic acid)

3D SDF for HMDB0001901 (Aminocaproic acid)

3D-SDF for HMDB0001901 (Aminocaproic acid)

PDB for HMDB0001901 (Aminocaproic acid)

3D PDB for HMDB0001901 (Aminocaproic acid)

SMILES for HMDB0001901 (Aminocaproic acid)

INCHI for HMDB0001901 (Aminocaproic acid)

Structure for HMDB0001901 (Aminocaproic acid)

3D Structure for HMDB0001901 (Aminocaproic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra