Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:02:57 UTC

Update Date

2021-09-26 22:56:28 UTC

HMDB ID

HMDB0247031

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Acetamidohexanoic acid

Description

6-[(1-hydroxyethylidene)amino]hexanoic 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 very few articles have been published on 6-[(1-hydroxyethylidene)amino]hexanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-acetamidohexanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6-Acetamidohexanoic 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

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      10.876   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.875  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.542   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       8.208   0.770   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       9.542  -1.540   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    8                                                       
CONECT    6    4    9                                                       
CONECT    7    1    9   10                                                  
CONECT    8    5   11   12                                                  
CONECT    9    6    7                                                       
CONECT   10    7                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

COMPND    HMDB0247031
HETATM    1  C1  UNL     1       4.641   0.180   0.911  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.387  -0.338   0.270  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.392  -0.858  -1.000  1.00  0.00           O  
HETATM    4  N1  UNL     1       2.323  -0.273   0.959  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.015  -0.718   0.521  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.042   0.390   0.888  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.374   0.068   0.491  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.536  -0.150  -0.978  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.996  -0.462  -1.248  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.878   0.649  -0.821  1.00  0.00           C  
HETATM   11  O2  UNL     1      -4.004   1.678  -1.535  1.00  0.00           O  
HETATM   12  O3  UNL     1      -4.563   0.541   0.375  1.00  0.00           O  
HETATM   13  H1  UNL     1       5.469   0.268   0.198  1.00  0.00           H  
HETATM   14  H2  UNL     1       4.390   1.184   1.318  1.00  0.00           H  
HETATM   15  H3  UNL     1       4.856  -0.486   1.772  1.00  0.00           H  
HETATM   16  H4  UNL     1       3.672  -0.249  -1.758  1.00  0.00           H  
HETATM   17  H5  UNL     1       0.778  -1.622   1.124  1.00  0.00           H  
HETATM   18  H6  UNL     1       1.001  -0.927  -0.568  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.095   0.498   1.992  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.398   1.343   0.453  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.631  -0.900   0.995  1.00  0.00           H  
HETATM   22  H10 UNL     1      -2.010   0.896   0.800  1.00  0.00           H  
HETATM   23  H11 UNL     1      -1.200   0.679  -1.611  1.00  0.00           H  
HETATM   24  H12 UNL     1      -0.964  -1.061  -1.264  1.00  0.00           H  
HETATM   25  H13 UNL     1      -3.120  -0.642  -2.352  1.00  0.00           H  
HETATM   26  H14 UNL     1      -3.316  -1.384  -0.730  1.00  0.00           H  
HETATM   27  H15 UNL     1      -4.867  -0.309   0.799  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    4    4
CONECT    3   16
CONECT    4    5
CONECT    5    6   17   18
CONECT    6    7   19   20
CONECT    7    8   21   22
CONECT    8    9   23   24
CONECT    9   10   25   26
CONECT   10   11   11   12
CONECT   12   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
6-[(1-Hydroxyethylidene)amino]hexanoate	Generator
CY-153acexamic acid	ChEMBL
Acetaminocaproic acid	ChEMBL
CY-153acexamate	Generator
6-Acetamidohexanoate	Generator
Acetaminocaproate	Generator
6-Acetylaminocaproic acid, monosodium salt	MeSH
Celuton	MeSH
Zinc acexamate	MeSH
N-acetylamino-6-Hexanoic acid	MeSH
Plastenan	MeSH
6-Acetylaminocaproic acid, calcium salt	MeSH
NAS-501	MeSH
6-Acetylaminocaproic acid	MeSH
Sodium acexamate	MeSH
6-(acetylamino)Hexanoic acid	MeSH
epsilon-Acetylaminocaproic acid	MeSH
Acexamic acid	MeSH

Chemical Formula

C₈H₁₅NO₃

Average Molecular Weight

173.212

Monoisotopic Molecular Weight

173.105193347

IUPAC Name

6-[(1-hydroxyethylidene)amino]hexanoic acid

Traditional Name

zinc acexamate

CAS Registry Number

Not Available

SMILES

CC(O)=NCCCCCC(O)=O

InChI Identifier

InChI=1S/C8H15NO3/c1-7(10)9-6-4-2-3-5-8(11)12/h2-6H2,1H3,(H,9,10)(H,11,12)

InChI Key

WDSCBUNMANHPFH-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
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
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	0.47	ALOGPS
logP	-0.3	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	4.27	ChemAxon
pKa (Strongest Basic)	6.83	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.89 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	44.63 m³·mol⁻¹	ChemAxon
Polarizability	19.03 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	138.044	30932474
DeepCCS	[M-H]-	134.216	30932474
DeepCCS	[M-2H]-	171.04	30932474
DeepCCS	[M+Na]+	146.652	30932474
AllCCS	[M+H]+	139.7	32859911
AllCCS	[M+H-H2O]+	135.9	32859911
AllCCS	[M+NH4]+	143.3	32859911
AllCCS	[M+Na]+	144.3	32859911
AllCCS	[M-H]-	140.3	32859911
AllCCS	[M+Na-2H]-	141.9	32859911
AllCCS	[M+HCOO]-	143.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Acetamidohexanoic acid	CC(O)=NCCCCCC(O)=O	2497.6	Standard polar	33892256
6-Acetamidohexanoic acid	CC(O)=NCCCCCC(O)=O	1484.6	Standard non polar	33892256
6-Acetamidohexanoic acid	CC(O)=NCCCCCC(O)=O	1574.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Acetamidohexanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9300000000-e226c9a5ddf6f6122ea4	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Acetamidohexanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Acetamidohexanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Acetamidohexanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Acetamidohexanoic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Acetamidohexanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Acetamidohexanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Acetamidohexanoic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - 6-Acetamidohexanoic acid 10V, Positive-QTOF	splash10-06z9-0900000000-5769d2101a46422213f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetamidohexanoic acid 20V, Positive-QTOF	splash10-01q9-4900000000-3cef986b6aea4b9bfd94	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetamidohexanoic acid 40V, Positive-QTOF	splash10-066r-9000000000-0f631413ee253b053d8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetamidohexanoic acid 10V, Negative-QTOF	splash10-00di-1900000000-bb2963e97eb3349e02cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetamidohexanoic acid 20V, Negative-QTOF	splash10-05ai-4900000000-7896e8a1e92104d2a6f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetamidohexanoic acid 40V, Negative-QTOF	splash10-052f-9000000000-e7df20815adaf84a158b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetamidohexanoic acid 10V, Positive-QTOF	splash10-03di-2900000000-db016cb64ad3346c7911	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetamidohexanoic acid 20V, Positive-QTOF	splash10-0300-9200000000-7044be9497d282722ac6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetamidohexanoic acid 40V, Positive-QTOF	splash10-0aou-9000000000-6b11402cf8aa2d419c5d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetamidohexanoic acid 10V, Negative-QTOF	splash10-001i-0900000000-3203f784e12681e84b0f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetamidohexanoic acid 20V, Negative-QTOF	splash10-08gi-4900000000-5c75e6929c840e03af08	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetamidohexanoic acid 40V, Negative-QTOF	splash10-0006-9000000000-93a90406373a527f019e	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	¹³C NMR Spectrum (1D, 200 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, 300 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, 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	¹³C NMR Spectrum (1D, 500 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, 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	¹³C NMR Spectrum (1D, 700 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	¹H NMR Spectrum (1D, 800 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, 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

Not Available

Chemspider ID

1928

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1212261

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 6-Acetamidohexanoic acid (HMDB0247031)

MOL for HMDB0247031 (6-Acetamidohexanoic acid)

3D MOL for HMDB0247031 (6-Acetamidohexanoic acid)

3D SDF for HMDB0247031 (6-Acetamidohexanoic acid)

3D-SDF for HMDB0247031 (6-Acetamidohexanoic acid)

PDB for HMDB0247031 (6-Acetamidohexanoic acid)

3D PDB for HMDB0247031 (6-Acetamidohexanoic acid)

SMILES for HMDB0247031 (6-Acetamidohexanoic acid)

INCHI for HMDB0247031 (6-Acetamidohexanoic acid)

Structure for HMDB0247031 (6-Acetamidohexanoic acid)

3D Structure for HMDB0247031 (6-Acetamidohexanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra