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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-08 14:58:37 UTC

Update Date

2023-02-21 17:18:39 UTC

HMDB ID

HMDB0029168

Secondary Accession Numbers

HMDB29168

Metabolite Identification

Common Name

3-Aminocaproic acid

Description

3-Aminocaproic acid, also known as 3-aminocaproate, belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. Based on a literature review a significant number of articles have been published on 3-Aminocaproic acid.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Aminocaproate	Generator
3-Aminohexanoate	HMDB

Chemical Formula

C₆H₁₃NO₂

Average Molecular Weight

131.1729

Monoisotopic Molecular Weight

131.094628665

IUPAC Name

3-aminohexanoic acid

Traditional Name

3-aminohexanoic acid

CAS Registry Number

Not Available

SMILES

CCCC(N)CC(O)=O

InChI Identifier

InChI=1S/C6H13NO2/c1-2-3-5(7)4-6(8)9/h5H,2-4,7H2,1H3,(H,8,9)

InChI Key

YIJFIIXHVSHQEN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Medium-chain fatty acid
Amino fatty acid
Fatty acid
Fatty acyl
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Amine
Primary aliphatic amine
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	101 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-1.8	ChemAxon
logS	-0.11	ALOGPS
pKa (Strongest Acidic)	4.39	ChemAxon
pKa (Strongest Basic)	10.55	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	4	ChemAxon
Refractivity	34.25 m³·mol⁻¹	ChemAxon
Polarizability	14.37 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]+	128.051	31661259
DarkChem	[M-H]-	125.062	31661259
DeepCCS	[M+H]+	135.466	30932474
DeepCCS	[M-H]-	132.645	30932474
DeepCCS	[M-2H]-	169.056	30932474
DeepCCS	[M+Na]+	144.274	30932474
AllCCS	[M+H]+	132.5	32859911
AllCCS	[M+H-H2O]+	128.3	32859911
AllCCS	[M+NH4]+	136.3	32859911
AllCCS	[M+Na]+	137.5	32859911
AllCCS	[M-H]-	129.5	32859911
AllCCS	[M+Na-2H]-	132.2	32859911
AllCCS	[M+HCOO]-	135.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Aminocaproic acid	CCCC(N)CC(O)=O	2158.5	Standard polar	33892256
3-Aminocaproic acid	CCCC(N)CC(O)=O	1132.0	Standard non polar	33892256
3-Aminocaproic acid	CCCC(N)CC(O)=O	1204.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Aminocaproic acid,1TMS,isomer #1	CCCC(N)CC(=O)O[Si](C)(C)C	1236.3	Semi standard non polar	33892256
3-Aminocaproic acid,1TMS,isomer #2	CCCC(CC(=O)O)N[Si](C)(C)C	1340.1	Semi standard non polar	33892256
3-Aminocaproic acid,2TMS,isomer #1	CCCC(CC(=O)O[Si](C)(C)C)N[Si](C)(C)C	1380.9	Semi standard non polar	33892256
3-Aminocaproic acid,2TMS,isomer #1	CCCC(CC(=O)O[Si](C)(C)C)N[Si](C)(C)C	1415.9	Standard non polar	33892256
3-Aminocaproic acid,2TMS,isomer #2	CCCC(CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1554.7	Semi standard non polar	33892256
3-Aminocaproic acid,2TMS,isomer #2	CCCC(CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1456.9	Standard non polar	33892256
3-Aminocaproic acid,3TMS,isomer #1	CCCC(CC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1583.9	Semi standard non polar	33892256
3-Aminocaproic acid,3TMS,isomer #1	CCCC(CC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1520.3	Standard non polar	33892256
3-Aminocaproic acid,1TBDMS,isomer #1	CCCC(N)CC(=O)O[Si](C)(C)C(C)(C)C	1470.7	Semi standard non polar	33892256
3-Aminocaproic acid,1TBDMS,isomer #2	CCCC(CC(=O)O)N[Si](C)(C)C(C)(C)C	1581.2	Semi standard non polar	33892256
3-Aminocaproic acid,2TBDMS,isomer #1	CCCC(CC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	1826.1	Semi standard non polar	33892256
3-Aminocaproic acid,2TBDMS,isomer #1	CCCC(CC(=O)O[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	1797.9	Standard non polar	33892256
3-Aminocaproic acid,2TBDMS,isomer #2	CCCC(CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1952.7	Semi standard non polar	33892256
3-Aminocaproic acid,2TBDMS,isomer #2	CCCC(CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1855.1	Standard non polar	33892256
3-Aminocaproic acid,3TBDMS,isomer #1	CCCC(CC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2231.9	Semi standard non polar	33892256
3-Aminocaproic acid,3TBDMS,isomer #1	CCCC(CC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2117.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminocaproic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9000000000-3ecc36f3d7a8f9a9db80	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminocaproic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00dl-9600000000-e97a7ea6b9bfa75942dc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Aminocaproic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminocaproic acid 10V, Positive-QTOF	splash10-03di-2900000000-1a91f4fc7740303882fb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminocaproic acid 20V, Positive-QTOF	splash10-074j-9300000000-917f41f06a5fc9a48194	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminocaproic acid 40V, Positive-QTOF	splash10-05mo-9000000000-630f1c02e73d397d0515	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminocaproic acid 10V, Negative-QTOF	splash10-001i-3900000000-77fe3718f1eadc0590ce	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminocaproic acid 20V, Negative-QTOF	splash10-01q0-7900000000-016a3d749259179732c1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminocaproic acid 40V, Negative-QTOF	splash10-00rf-9100000000-6d808fd57a03f99c08a4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminocaproic acid 10V, Negative-QTOF	splash10-001i-3900000000-7dc8536bc9157cd70c17	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminocaproic acid 20V, Negative-QTOF	splash10-01q9-6900000000-4c2d79ebcc7ca3c029fc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminocaproic acid 40V, Negative-QTOF	splash10-0006-9000000000-afdd7d6f8d53438ca87b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminocaproic acid 10V, Positive-QTOF	splash10-00di-9300000000-a5d33356725d6eeb3315	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminocaproic acid 20V, Positive-QTOF	splash10-05fr-9000000000-e7dac8c3e9d5af365faa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Aminocaproic acid 40V, Positive-QTOF	splash10-052f-9000000000-bc50a6c02608c6dd6fb1	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4439748

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aminocaproic acid

METLIN ID

Not Available

PubChem Compound

5275645

PDB ID

Not Available

ChEBI ID

173525

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 3-Aminocaproic acid (HMDB0029168)

MOL for HMDB0029168 (3-Aminocaproic acid)

3D MOL for HMDB0029168 (3-Aminocaproic acid)

3D SDF for HMDB0029168 (3-Aminocaproic acid)

3D-SDF for HMDB0029168 (3-Aminocaproic acid)

PDB for HMDB0029168 (3-Aminocaproic acid)

3D PDB for HMDB0029168 (3-Aminocaproic acid)

SMILES for HMDB0029168 (3-Aminocaproic acid)

INCHI for HMDB0029168 (3-Aminocaproic acid)

Structure for HMDB0029168 (3-Aminocaproic acid)

3D Structure for HMDB0029168 (3-Aminocaproic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra