MiMeDB: Showing metabocard for Ethyl 3-hydroxy hexanoate (MMDBc0033404)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:47:10 UTC

Update Date

2024-04-30 20:08:12 UTC

Metabolite ID

MMDBc0033404

Metabolite Identification

Common Name

Ethyl 3-hydroxy hexanoate

Description

Ethyl (±)-3-hydroxyhexanoate is found in alcoholic beverages. Ethyl (±)-3-hydroxyhexanoate is a food flavourant. Ethyl (±)-3-hydroxyhexanoate is present in cognac, Scotch whisky, orange juice and peel, grapefruit, pineapple, purple passion fruit and other fruit

Structure

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

COMPND    HMDB0031509
HETATM    1  C1  UNL     1      -2.942   1.795   0.255  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.533   0.473  -0.359  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.321  -0.111   0.380  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.988  -1.405  -0.288  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.689  -1.146  -1.623  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.076  -2.200   0.390  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.365  -1.507   0.494  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.312  -2.122   1.060  1.00  0.00           O  
HETATM    9  O3  UNL     1       1.628  -0.236   0.022  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.932   0.321   0.189  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.981   1.712  -0.402  1.00  0.00           C  
HETATM   12  H1  UNL     1      -3.475   1.625   1.224  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.683   2.256  -0.428  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.108   2.495   0.352  1.00  0.00           H  
HETATM   15  H4  UNL     1      -3.342  -0.252  -0.276  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.258   0.676  -1.417  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.514   0.628   0.373  1.00  0.00           H  
HETATM   18  H7  UNL     1      -1.637  -0.235   1.438  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.926  -2.032  -0.260  1.00  0.00           H  
HETATM   20  H9  UNL     1       0.266  -1.347  -1.743  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.273  -2.455   1.411  1.00  0.00           H  
HETATM   22  H11 UNL     1       0.237  -3.124  -0.202  1.00  0.00           H  
HETATM   23  H12 UNL     1       3.689  -0.359  -0.248  1.00  0.00           H  
HETATM   24  H13 UNL     1       3.125   0.327   1.288  1.00  0.00           H  
HETATM   25  H14 UNL     1       3.429   2.418   0.342  1.00  0.00           H  
HETATM   26  H15 UNL     1       1.971   2.086  -0.690  1.00  0.00           H  
HETATM   27  H16 UNL     1       3.679   1.718  -1.281  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4   17   18
CONECT    4    5    6   19
CONECT    5   20
CONECT    6    7   21   22
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   23   24
CONECT   11   25   26   27
END

Synonyms

Value	Source
Ethyl (±)-3-hydroxyhexanoic acid	Generator
3-Hydroxyhexanoic acid ethyl ester	HMDB
Ethyl 3-hydroxyhexanoate	HMDB
Ethyl hydroxy-3-hexanoate	HMDB
FEMA 3545	HMDB
Ethyl 3-hydroxy-hexanoic acid	Generator

Molecular Formula

C₈H₁₆O₃

Average Mass

160.2108

Monoisotopic Mass

160.109944378

IUPAC Name

ethyl 3-hydroxyhexanoate

Traditional Name

ethyl 3-hydroxyhexanoate

CAS Registry Number

2305-25-1

SMILES

CCCC(O)CC(=O)OCC

InChI Identifier

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

InChI Key

LYRIITRHDCNUHV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents

Substituents

Fatty acid ester
Beta-hydroxy acid
Fatty acyl
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

fatty acid ethyl ester (CHEBI:23997 )
Wax monoesters (LMFA07010516 )
a small molecule (ETHYL-S-3-HYDROXYHEXANOATE )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	38.3 g/L	ALOGPS
logP	1.32	ALOGPS
logP	1.08	ChemAxon
logS	-0.62	ALOGPS
pKa (Strongest Acidic)	15	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	42.11 m³·mol⁻¹	ChemAxon
Polarizability	17.81 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00g3-9100000000-b0d9fa483326528031c8	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00bm-9310000000-99afec036676702efd21	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ox-3900000000-8a1daff13592aac44aae	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00ke-9500000000-6fd15129ac83a33a89d5	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-75590577be06daabb9ca	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0bt9-3900000000-9a5f4cc90e2d0999fb36	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08g4-9500000000-3d6fbb4e82c8bcb050fd	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0007-9100000000-4315d38987ef2680fe78	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-052r-9600000000-73510e94b576f3a06a94	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052o-9000000000-83e6ee89c46e90fec108	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-b2a6c07297e3c6c6884a	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-06di-9300000000-9a068be9d137b9c0b74e	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0005-9000000000-b5bce077521005b4cc0c	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-7f67472fb1de7626ecbd	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-30	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Food			FooDB	31437929
Plant	Fruit	Pyrus pyrifolia	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0031509

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008100

KNApSAcK ID

C00053045

Chemspider ID

55232

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61293

PDB ID

Not Available

ChEBI ID

23997

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Tsakiris A, Koutinas AA, Psarianos C, Kourkoutas Y, Bekatorou A: A new process for wine production by penetration of yeast in uncrushed frozen grapes. Appl Biochem Biotechnol. 2010 Oct;162(4):1109-21. doi: 10.1007/s12010-009-8881-8. Epub 2010 Feb 12. [PubMed:20151225 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Ethyl 3-hydroxy hexanoate (MMDBc0033404)

MOL for #<Metabolite:0x00007fece0049c80>

3D MOL for #<Metabolite:0x00007fece0049c80>

3D SDF for #<Metabolite:0x00007fece0049c80>

3D-SDF for #<Metabolite:0x00007fece0049c80>

PDB for #<Metabolite:0x00007fece0049c80>

3D PDB for #<Metabolite:0x00007fece0049c80>

SMILES for #<Metabolite:0x00007fece0049c80>

INCHI for #<Metabolite:0x00007fece0049c80>

Structure for #<Metabolite:0x00007fece0049c80>

3D Structure for #<Metabolite:0x00007fece0049c80>