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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:25:32 UTC

Update Date

2021-09-26 22:57:06 UTC

HMDB ID

HMDB0247418

Secondary Accession Numbers

None

Metabolite Identification

Common Name

8-Aminooctanoic acid

Description

8-Aminooctanoic acid, also known as omega-ac or 8-aminooctanoate, 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 8-Aminooctanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 8-aminooctanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 8-Aminooctanoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

COMPND    HMDB0247418
HETATM    1  N1  UNL     1      -3.191   0.499   1.976  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.152   0.258   0.544  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.748  -0.328   0.269  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.575  -0.624  -1.179  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.294  -1.222  -1.587  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.995  -0.520  -1.508  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.405  -0.061  -0.179  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.822   0.548  -0.182  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.154   0.984   1.198  1.00  0.00           C  
HETATM   10  O1  UNL     1       2.311   0.817   2.116  1.00  0.00           O  
HETATM   11  O2  UNL     1       4.369   1.575   1.518  1.00  0.00           O  
HETATM   12  H1  UNL     1      -3.751  -0.208   2.471  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.231   0.602   2.369  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.295   1.210   0.036  1.00  0.00           H  
HETATM   15  H4  UNL     1      -3.870  -0.531   0.294  1.00  0.00           H  
HETATM   16  H5  UNL     1      -1.097   0.379   0.743  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.756  -1.276   0.890  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.436  -1.296  -1.533  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.719   0.335  -1.790  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.155  -2.237  -1.034  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.427  -1.622  -2.675  1.00  0.00           H  
HETATM   22  H11 UNL     1       1.019   0.350  -2.263  1.00  0.00           H  
HETATM   23  H12 UNL     1       1.761  -1.227  -1.972  1.00  0.00           H  
HETATM   24  H13 UNL     1       1.259  -0.824   0.578  1.00  0.00           H  
HETATM   25  H14 UNL     1       0.802   0.867   0.043  1.00  0.00           H  
HETATM   26  H15 UNL     1       3.568  -0.181  -0.555  1.00  0.00           H  
HETATM   27  H16 UNL     1       2.843   1.453  -0.820  1.00  0.00           H  
HETATM   28  H17 UNL     1       4.388   2.282   2.234  1.00  0.00           H  
CONECT    1    2   12   13
CONECT    2    3   14   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9   26   27
CONECT    9   10   10   11
CONECT   11   28
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
8-Aminocaprylic acid	ChEBI
Omega-aminocaprylic acid	ChEBI
Omega-ac	ChEBI
8-Aminocaprylate	Generator
Omega-aminocaprylate	Generator
8-Aminooctanoate	Generator
8-Amino-octanoic acid	HMDB
8-Amino-octanoate	HMDB

Chemical Formula

C₈H₁₇NO₂

Average Molecular Weight

159.2261

Monoisotopic Molecular Weight

159.125928793

IUPAC Name

8-aminooctanoic acid

Traditional Name

8-aminooctanoic acid

CAS Registry Number

Not Available

SMILES

NCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C8H17NO2/c9-7-5-3-1-2-4-6-8(10)11/h1-7,9H2,(H,10,11)

InChI Key

UQXNEWQGGVUVQA-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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	-1.7	ALOGPS
logP	-1.1	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	4.83	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	7	ChemAxon
Refractivity	43.86 m³·mol⁻¹	ChemAxon
Polarizability	18.88 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
DeepCCS	[M+H]+	142.352	30932474
DeepCCS	[M-H]-	139.33	30932474
DeepCCS	[M-2H]-	175.978	30932474
DeepCCS	[M+Na]+	151.067	30932474
AllCCS	[M+H]+	136.2	32859911
AllCCS	[M+H-H2O]+	132.3	32859911
AllCCS	[M+NH4]+	139.8	32859911
AllCCS	[M+Na]+	140.8	32859911
AllCCS	[M-H]-	137.7	32859911
AllCCS	[M+Na-2H]-	139.5	32859911
AllCCS	[M+HCOO]-	141.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Aminooctanoic acid	NCCCCCCCC(O)=O	2281.0	Standard polar	33892256
8-Aminooctanoic acid	NCCCCCCCC(O)=O	1519.7	Standard non polar	33892256
8-Aminooctanoic acid	NCCCCCCCC(O)=O	1456.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Aminooctanoic acid,2TMS,isomer #1	C[Si](C)(C)NCCCCCCCC(=O)O[Si](C)(C)C	1688.1	Semi standard non polar	33892256
8-Aminooctanoic acid,2TMS,isomer #1	C[Si](C)(C)NCCCCCCCC(=O)O[Si](C)(C)C	1773.1	Standard non polar	33892256
8-Aminooctanoic acid,2TMS,isomer #1	C[Si](C)(C)NCCCCCCCC(=O)O[Si](C)(C)C	1804.4	Standard polar	33892256
8-Aminooctanoic acid,2TMS,isomer #2	C[Si](C)(C)N(CCCCCCCC(=O)O)[Si](C)(C)C	1868.8	Semi standard non polar	33892256
8-Aminooctanoic acid,2TMS,isomer #2	C[Si](C)(C)N(CCCCCCCC(=O)O)[Si](C)(C)C	1805.6	Standard non polar	33892256
8-Aminooctanoic acid,2TMS,isomer #2	C[Si](C)(C)N(CCCCCCCC(=O)O)[Si](C)(C)C	2045.1	Standard polar	33892256
8-Aminooctanoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCN([Si](C)(C)C)[Si](C)(C)C	1924.9	Semi standard non polar	33892256
8-Aminooctanoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCN([Si](C)(C)C)[Si](C)(C)C	1911.4	Standard non polar	33892256
8-Aminooctanoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCN([Si](C)(C)C)[Si](C)(C)C	1792.5	Standard polar	33892256
8-Aminooctanoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2164.7	Semi standard non polar	33892256
8-Aminooctanoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2146.4	Standard non polar	33892256
8-Aminooctanoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2051.3	Standard polar	33892256
8-Aminooctanoic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCCCCCCC(=O)O)[Si](C)(C)C(C)(C)C	2275.6	Semi standard non polar	33892256
8-Aminooctanoic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCCCCCCC(=O)O)[Si](C)(C)C(C)(C)C	2188.2	Standard non polar	33892256
8-Aminooctanoic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCCCCCCC(=O)O)[Si](C)(C)C(C)(C)C	2187.2	Standard polar	33892256
8-Aminooctanoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2581.3	Semi standard non polar	33892256
8-Aminooctanoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2449.6	Standard non polar	33892256
8-Aminooctanoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2156.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 8-Aminooctanoic acid GC-MS (3 TMS)	splash10-00di-2900000000-b5578bc425939113ea8c	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Aminooctanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-9100000000-f674d4ea3efbb62e668d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Aminooctanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Aminooctanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Aminooctanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Aminooctanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Aminooctanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 8-Aminooctanoic acid 20V, Negative-QTOF	splash10-0a4i-2900000000-345bdd9f957faba096dc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 8-Aminooctanoic acid 10V, Negative-QTOF	splash10-0a4i-0900000000-7e154c3665a8a7906825	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 8-Aminooctanoic acid 20V, Positive-QTOF	splash10-0a4i-9000000000-f99f71c212ee43fc4f8c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 8-Aminooctanoic acid 40V, Positive-QTOF	splash10-0a4i-9000000000-1f9a3fef3da1c4b64fef	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 8-Aminooctanoic acid 20V, Positive-QTOF	splash10-0a4i-9000000000-ee4cf9d4c9e7dbf77e27	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 8-Aminooctanoic acid 10V, Positive-QTOF	splash10-0006-3900000000-6613e0550fd0963aaf76	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 8-Aminooctanoic acid 40V, Positive-QTOF	splash10-0a4i-9000000000-c60c84175aeafea902eb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 8-Aminooctanoic acid 10V, Positive-QTOF	splash10-0006-2900000000-586090e31d693b0e7092	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 8-Aminooctanoic acid 40V, Negative-QTOF	splash10-000i-9000000000-83dd32c73852414a93f2	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Aminooctanoic acid 10V, Positive-QTOF	splash10-000y-9400000000-21e53cf45bae1e85e3f5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Aminooctanoic acid 20V, Positive-QTOF	splash10-0avi-9100000000-cce8c5de7d692bbe145a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Aminooctanoic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-cff2f93e3802a2593573	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Aminooctanoic acid 10V, Negative-QTOF	splash10-0a4i-0900000000-522436a38fcbc4e97b89	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Aminooctanoic acid 20V, Negative-QTOF	splash10-0a4i-0900000000-ea852663e056f6d09533	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Aminooctanoic acid 40V, Negative-QTOF	splash10-0007-9100000000-0657305851b4c9f00b3d	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

C00052776

Chemspider ID

59474

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

66085

PDB ID

Not Available

ChEBI ID

143265

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 8-Aminooctanoic acid (HMDB0247418)

MOL for HMDB0247418 (8-Aminooctanoic acid)

3D MOL for HMDB0247418 (8-Aminooctanoic acid)

3D SDF for HMDB0247418 (8-Aminooctanoic acid)

3D-SDF for HMDB0247418 (8-Aminooctanoic acid)

PDB for HMDB0247418 (8-Aminooctanoic acid)

3D PDB for HMDB0247418 (8-Aminooctanoic acid)

SMILES for HMDB0247418 (8-Aminooctanoic acid)

INCHI for HMDB0247418 (8-Aminooctanoic acid)

Structure for HMDB0247418 (8-Aminooctanoic acid)

3D Structure for HMDB0247418 (8-Aminooctanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra