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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:13:10 UTC

Update Date

2021-09-26 22:53:22 UTC

HMDB ID

HMDB0245116

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Ethyl-6-hydroxyhexanoic acid

Description

2-ethyl-6-hydroxyhexanoic acid belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. Based on a literature review very few articles have been published on 2-ethyl-6-hydroxyhexanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-ethyl-6-hydroxyhexanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Ethyl-6-hydroxyhexanoic 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    HMDB0245116
HETATM    1  C1  UNL     1      -2.890   1.263   0.930  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.363  -0.137   0.835  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.053  -0.244   0.110  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.043   0.547   0.759  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.362   0.473   0.077  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.883  -0.946   0.008  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.226  -0.879  -0.707  1.00  0.00           C  
HETATM    8  O1  UNL     1       4.102  -0.078  -0.014  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.263   0.025  -1.301  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.717   0.954  -1.942  1.00  0.00           O  
HETATM   11  O3  UNL     1      -2.118  -0.769  -2.046  1.00  0.00           O  
HETATM   12  H1  UNL     1      -4.000   1.205   0.971  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.640   1.834   0.024  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.581   1.784   1.862  1.00  0.00           H  
HETATM   15  H4  UNL     1      -3.103  -0.746   0.272  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.309  -0.575   1.863  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.750  -1.330   0.206  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.193   0.234   1.814  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.297   1.603   0.809  1.00  0.00           H  
HETATM   20  H9  UNL     1       2.098   1.048   0.677  1.00  0.00           H  
HETATM   21  H10 UNL     1       1.393   0.880  -0.940  1.00  0.00           H  
HETATM   22  H11 UNL     1       1.177  -1.596  -0.521  1.00  0.00           H  
HETATM   23  H12 UNL     1       2.081  -1.305   1.042  1.00  0.00           H  
HETATM   24  H13 UNL     1       3.124  -0.465  -1.727  1.00  0.00           H  
HETATM   25  H14 UNL     1       3.683  -1.883  -0.817  1.00  0.00           H  
HETATM   26  H15 UNL     1       3.936   0.865  -0.296  1.00  0.00           H  
HETATM   27  H16 UNL     1      -2.216  -1.761  -1.947  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4    9   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8   26
CONECT    9   10   10   11
CONECT   11   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Ethyl-6-hydroxyhexanoate	Generator

Chemical Formula

C₈H₁₆O₃

Average Molecular Weight

160.213

Monoisotopic Molecular Weight

160.109944375

IUPAC Name

2-ethyl-6-hydroxyhexanoic acid

Traditional Name

2-ethyl-6-hydroxyhexanoic acid

CAS Registry Number

Not Available

SMILES

CCC(CCCCO)C(O)=O

InChI Identifier

InChI=1S/C8H16O3/c1-2-7(8(10)11)5-3-4-6-9/h7,9H,2-6H2,1H3,(H,10,11)

InChI Key

VGKURASSSAVYQK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Medium-chain hydroxy acid
Medium-chain fatty acid
Branched fatty acid
Hydroxy fatty acid
Fatty acyl
Fatty acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Primary alcohol
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	1.4	ALOGPS
logP	1.36	ChemAxon
logS	-0.98	ALOGPS
pKa (Strongest Acidic)	4.83	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	42.18 m³·mol⁻¹	ChemAxon
Polarizability	17.98 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]+	136.258	30932474
DeepCCS	[M-H]-	133.191	30932474
DeepCCS	[M-2H]-	169.984	30932474
DeepCCS	[M+Na]+	145.071	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Ethyl-6-hydroxyhexanoic acid	CCC(CCCCO)C(O)=O	2502.5	Standard polar	33892256
2-Ethyl-6-hydroxyhexanoic acid	CCC(CCCCO)C(O)=O	1332.3	Standard non polar	33892256
2-Ethyl-6-hydroxyhexanoic acid	CCC(CCCCO)C(O)=O	1395.5	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 - 2-Ethyl-6-hydroxyhexanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9300000000-d338db0184e2e4b3671a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-6-hydroxyhexanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-6-hydroxyhexanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-6-hydroxyhexanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-6-hydroxyhexanoic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-6-hydroxyhexanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-6-hydroxyhexanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-6-hydroxyhexanoic 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 - 2-Ethyl-6-hydroxyhexanoic acid 10V, Positive-QTOF	splash10-0cdi-9400000000-fdbc993ffee64cec9587	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-6-hydroxyhexanoic acid 20V, Positive-QTOF	splash10-0aor-9100000000-0c3ef5567dc7d613e36b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-6-hydroxyhexanoic acid 40V, Positive-QTOF	splash10-052f-9000000000-627cb9055ced90aea3f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-6-hydroxyhexanoic acid 10V, Negative-QTOF	splash10-0a4i-0900000000-425fff2d42d7012b6a84	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-6-hydroxyhexanoic acid 20V, Negative-QTOF	splash10-0a4l-2900000000-f8aeead56e65f85a5557	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-6-hydroxyhexanoic acid 40V, Negative-QTOF	splash10-0006-9000000000-da64199be9cd401a292d	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	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

15347904

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

17867498

PDB ID

Not Available

ChEBI ID

Not Available

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 2-Ethyl-6-hydroxyhexanoic acid (HMDB0245116)

MOL for HMDB0245116 (2-Ethyl-6-hydroxyhexanoic acid)

3D MOL for HMDB0245116 (2-Ethyl-6-hydroxyhexanoic acid)

3D SDF for HMDB0245116 (2-Ethyl-6-hydroxyhexanoic acid)

3D-SDF for HMDB0245116 (2-Ethyl-6-hydroxyhexanoic acid)

PDB for HMDB0245116 (2-Ethyl-6-hydroxyhexanoic acid)

3D PDB for HMDB0245116 (2-Ethyl-6-hydroxyhexanoic acid)

SMILES for HMDB0245116 (2-Ethyl-6-hydroxyhexanoic acid)

INCHI for HMDB0245116 (2-Ethyl-6-hydroxyhexanoic acid)

Structure for HMDB0245116 (2-Ethyl-6-hydroxyhexanoic acid)

3D Structure for HMDB0245116 (2-Ethyl-6-hydroxyhexanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra