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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:56:02 UTC

Update Date

2023-02-21 17:26:58 UTC

HMDB ID

HMDB0039467

Secondary Accession Numbers

HMDB39467

Metabolite Identification

Common Name

Allyl thiohexanoate

Description

Allyl thiohexanoate belongs to the class of organic compounds known as fatty acyl thioesters. These are thioester derivatives of a fatty acid with the general formula RC(=O)SR', where R is the fatty acyl chain. Based on a literature review a small amount of articles have been published on Allyl thiohexanoate.

Structure

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

COMPND    HMDB0039467
HETATM    1  C1  UNL     1      -5.676  -0.592  -0.813  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.529  -0.293  -0.232  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.914   1.026  -0.539  1.00  0.00           C  
HETATM    4  S1  UNL     1      -2.288   0.683  -1.286  1.00  0.00           S  
HETATM    5  C4  UNL     1      -1.223  -0.017  -0.034  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.616  -0.151   1.097  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.154  -0.420  -0.445  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.208   0.256   0.418  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.553  -0.219  -0.073  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.714   0.377   0.667  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.978  -0.195   0.072  1.00  0.00           C  
HETATM   12  H1  UNL     1      -6.132   0.109  -1.480  1.00  0.00           H  
HETATM   13  H2  UNL     1      -6.145  -1.530  -0.613  1.00  0.00           H  
HETATM   14  H3  UNL     1      -4.040  -0.970   0.441  1.00  0.00           H  
HETATM   15  H4  UNL     1      -4.548   1.614  -1.198  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.770   1.520   0.466  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.193  -1.533  -0.307  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.346  -0.219  -1.504  1.00  0.00           H  
HETATM   19  H8  UNL     1       1.093   1.353   0.346  1.00  0.00           H  
HETATM   20  H9  UNL     1       1.040  -0.043   1.467  1.00  0.00           H  
HETATM   21  H10 UNL     1       2.564  -1.339   0.080  1.00  0.00           H  
HETATM   22  H11 UNL     1       2.687  -0.061  -1.152  1.00  0.00           H  
HETATM   23  H12 UNL     1       3.713   1.483   0.408  1.00  0.00           H  
HETATM   24  H13 UNL     1       3.677   0.280   1.759  1.00  0.00           H  
HETATM   25  H14 UNL     1       4.894  -1.299  -0.086  1.00  0.00           H  
HETATM   26  H15 UNL     1       5.194   0.250  -0.928  1.00  0.00           H  
HETATM   27  H16 UNL     1       5.873  -0.070   0.749  1.00  0.00           H  
CONECT    1    2    2   12   13
CONECT    2    3   14
CONECT    3    4   15   16
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8   17   18
CONECT    8    9   19   20
CONECT    9   10   21   22
CONECT   10   11   23   24
CONECT   11   25   26   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Allyl thiohexanoic acid	Generator
1-(Prop-2-en-1-ylsulphanyl)hexan-1-one	HMDB

Chemical Formula

C₉H₁₆OS

Average Molecular Weight

172.288

Monoisotopic Molecular Weight

172.092185824

IUPAC Name

1-(prop-2-en-1-ylsulfanyl)hexan-1-one

Traditional Name

1-(prop-2-en-1-ylsulfanyl)hexan-1-one

CAS Registry Number

156420-69-8

SMILES

CCCCCC(=O)SCC=C

InChI Identifier

InChI=1S/C9H16OS/c1-3-5-6-7-9(10)11-8-4-2/h4H,2-3,5-8H2,1H3

InChI Key

TVKQYQGVHJUGJH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl thioesters. These are thioester derivatives of a fatty acid with the general formula RC(=O)SR', where R is the fatty acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Fatty acyl thioesters

Alternative Parents

Substituents

Fatty acyl thioester
Allyl sulfur compound
Carbothioic s-ester
Thiocarboxylic acid ester
Sulfenyl compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0039467)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039467)

Source

Endogenous

Endogenous (HMDB: HMDB0039467)

Plant

Plant (HMDB: HMDB0039467)

Animal

Animal (HMDB: HMDB0039467)

Exogenous

Food

Food (HMDB: HMDB0039467)

Herb and spice

Herb

Welsh onion (FooDB: FOOD00241)

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039467)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039467)

Lipid metabolism pathway (HMDB: HMDB0039467)

Biochemical process

Lipid transport (HMDB: HMDB0039467)

Role

Biological role

Energy source (HMDB: HMDB0039467)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	195.00 to 196.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1422 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.678 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.044 g/L	ALOGPS
logP	3.43	ALOGPS
logP	3.34	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	51.35 m³·mol⁻¹	ChemAxon
Polarizability	20.36 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	141.358	31661259
DarkChem	[M-H]-	138.317	31661259
DeepCCS	[M+H]+	142.652	30932474
DeepCCS	[M-H]-	140.031	30932474
DeepCCS	[M-2H]-	176.955	30932474
DeepCCS	[M+Na]+	151.994	30932474
AllCCS	[M+H]+	141.3	32859911
AllCCS	[M+H-H2O]+	137.6	32859911
AllCCS	[M+NH4]+	144.8	32859911
AllCCS	[M+Na]+	145.8	32859911
AllCCS	[M-H]-	144.8	32859911
AllCCS	[M+Na-2H]-	146.9	32859911
AllCCS	[M+HCOO]-	149.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Allyl thiohexanoate	CCCCCC(=O)SCC=C	1715.8	Standard polar	33892256
Allyl thiohexanoate	CCCCCC(=O)SCC=C	1252.7	Standard non polar	33892256
Allyl thiohexanoate	CCCCCC(=O)SCC=C	1250.4	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 - Allyl thiohexanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-05dl-9200000000-4a060f0b1be435c10834	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Allyl thiohexanoate 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 - Allyl thiohexanoate 10V, Positive-QTOF	splash10-00di-6900000000-bba818dfb5548b1a9d7d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allyl thiohexanoate 20V, Positive-QTOF	splash10-00gj-9600000000-185d60a6064fc22512f0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allyl thiohexanoate 40V, Positive-QTOF	splash10-00dl-9000000000-42929979581e027f533e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allyl thiohexanoate 10V, Negative-QTOF	splash10-00di-9600000000-2fb62b66c18edda43876	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allyl thiohexanoate 20V, Negative-QTOF	splash10-00dj-9200000000-cc4094e9c3fe2f98506b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allyl thiohexanoate 40V, Negative-QTOF	splash10-007x-9000000000-17199cb97218cffcc499	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allyl thiohexanoate 10V, Negative-QTOF	splash10-006t-9100000000-52c2c8f9e67141a4bdd3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allyl thiohexanoate 20V, Negative-QTOF	splash10-01qa-8900000000-3f06e0321ae49e043573	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allyl thiohexanoate 40V, Negative-QTOF	splash10-00si-9500000000-f67b2547f218865e4e1b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allyl thiohexanoate 10V, Positive-QTOF	splash10-00ea-9500000000-c4f6981117f5a34c2f9e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allyl thiohexanoate 20V, Positive-QTOF	splash10-00dl-9200000000-5d071b4251aeafca26ba	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Allyl thiohexanoate 40V, Positive-QTOF	splash10-0006-9000000000-b008f5fe746877009819	2021-09-22	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]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB019071

KNApSAcK ID

Not Available

Chemspider ID

23349939

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71587538

PDB ID

Not Available

ChEBI ID

173793

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1590291

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Allyl thiohexanoate (HMDB0039467)

MOL for HMDB0039467 (Allyl thiohexanoate)

3D MOL for HMDB0039467 (Allyl thiohexanoate)

3D SDF for HMDB0039467 (Allyl thiohexanoate)

3D-SDF for HMDB0039467 (Allyl thiohexanoate)

PDB for HMDB0039467 (Allyl thiohexanoate)

3D PDB for HMDB0039467 (Allyl thiohexanoate)

SMILES for HMDB0039467 (Allyl thiohexanoate)

INCHI for HMDB0039467 (Allyl thiohexanoate)

Structure for HMDB0039467 (Allyl thiohexanoate)

3D Structure for HMDB0039467 (Allyl thiohexanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra