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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:16:07 UTC

Update Date

2023-02-21 17:26:47 UTC

HMDB ID

HMDB0038920

Secondary Accession Numbers

HMDB38920

Metabolite Identification

Common Name

(S)-3-Mercaptohexyl acetate

Description

(S)-3-Mercaptohexyl acetate belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group) (S)-3-Mercaptohexyl acetate is a box tree, floral, and fruity tasting compound (S)-3-Mercaptohexyl acetate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on (S)-3-Mercaptohexyl acetate.

Structure

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

COMPND    HMDB0038920
HETATM    1  C1  UNL     1      -1.528   1.761   0.357  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.183   0.406   0.463  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.943  -0.467  -0.705  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.579  -0.813  -1.109  1.00  0.00           C  
HETATM    5  S1  UNL     1      -0.771  -1.889  -2.618  1.00  0.00           S  
HETATM    6  C5  UNL     1       0.286  -1.614  -0.197  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.614  -1.055   1.133  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.261   0.199   1.025  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.452   0.443   0.407  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.980   1.840   0.392  1.00  0.00           C  
HETATM   11  O2  UNL     1       3.079  -0.482  -0.128  1.00  0.00           O  
HETATM   12  H1  UNL     1      -0.866   1.922   1.258  1.00  0.00           H  
HETATM   13  H2  UNL     1      -0.917   1.891  -0.542  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.247   2.603   0.390  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.130  -0.051   1.457  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.315   0.658   0.393  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.526  -1.411  -0.532  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.448   0.014  -1.592  1.00  0.00           H  
HETATM   19  H8  UNL     1       0.001   0.083  -1.503  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.954  -3.221  -2.172  1.00  0.00           H  
HETATM   21  H10 UNL     1       1.284  -1.799  -0.710  1.00  0.00           H  
HETATM   22  H11 UNL     1      -0.139  -2.665  -0.117  1.00  0.00           H  
HETATM   23  H12 UNL     1       1.372  -1.809   1.580  1.00  0.00           H  
HETATM   24  H13 UNL     1      -0.157  -0.998   1.883  1.00  0.00           H  
HETATM   25  H14 UNL     1       2.269   2.560   0.794  1.00  0.00           H  
HETATM   26  H15 UNL     1       3.925   1.820   0.961  1.00  0.00           H  
HETATM   27  H16 UNL     1       3.179   2.077  -0.680  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   23   24
CONECT    8    9
CONECT    9   10   11   11
CONECT   10   25   26   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(S)-3-Mercaptohexyl acetic acid	Generator
3-Mercaptohexyl acetic acid	Generator

Chemical Formula

C₈H₁₆O₂S

Average Molecular Weight

176.276

Monoisotopic Molecular Weight

176.087100446

IUPAC Name

3-sulfanylhexyl acetate

Traditional Name

3-sulfanylhexyl acetate

CAS Registry Number

145937-71-9

SMILES

CCCC(S)CCOC(C)=O

InChI Identifier

InChI=1S/C8H16O2S/c1-3-4-8(11)5-6-10-7(2)9/h8,11H,3-6H2,1-2H3

InChI Key

JUCARGIKESIVLB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

Carboxylic acid ester
Monocarboxylic acid or derivatives
Alkylthiol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetate ester (CHEBI:77818 )
alkanethiol (CHEBI:77818 )
Fatty alcohols (LMFA05000540 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038920)

Fruits (FooDB: FOOD00871)

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	186.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	284.5 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.539 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	2.88	ALOGPS
logP	1.82	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	10.05	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	48.19 m³·mol⁻¹	ChemAxon
Polarizability	20.18 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]+	139.239	31661259
DarkChem	[M-H]-	136.489	31661259
DeepCCS	[M+H]+	141.71	30932474
DeepCCS	[M-H]-	138.61	30932474
DeepCCS	[M-2H]-	175.827	30932474
DeepCCS	[M+Na]+	150.929	30932474
AllCCS	[M+H]+	141.4	32859911
AllCCS	[M+H-H2O]+	137.6	32859911
AllCCS	[M+NH4]+	144.9	32859911
AllCCS	[M+Na]+	145.9	32859911
AllCCS	[M-H]-	143.5	32859911
AllCCS	[M+Na-2H]-	145.7	32859911
AllCCS	[M+HCOO]-	148.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-3-Mercaptohexyl acetate	CCCC(S)CCOC(C)=O	1824.5	Standard polar	33892256
(S)-3-Mercaptohexyl acetate	CCCC(S)CCOC(C)=O	1253.3	Standard non polar	33892256
(S)-3-Mercaptohexyl acetate	CCCC(S)CCOC(C)=O	1292.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-3-Mercaptohexyl acetate,1TMS,isomer #1	CCCC(CCOC(C)=O)S[Si](C)(C)C	1418.4	Semi standard non polar	33892256
(S)-3-Mercaptohexyl acetate,1TMS,isomer #1	CCCC(CCOC(C)=O)S[Si](C)(C)C	1485.5	Standard non polar	33892256
(S)-3-Mercaptohexyl acetate,1TBDMS,isomer #1	CCCC(CCOC(C)=O)S[Si](C)(C)C(C)(C)C	1651.1	Semi standard non polar	33892256
(S)-3-Mercaptohexyl acetate,1TBDMS,isomer #1	CCCC(CCOC(C)=O)S[Si](C)(C)C(C)(C)C	1705.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-3-Mercaptohexyl acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-938fdd16428d4abef3e8	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-3-Mercaptohexyl acetate 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 - (S)-3-Mercaptohexyl acetate 10V, Positive-QTOF	splash10-004i-2900000000-a21c5dde453924e4cf75	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Mercaptohexyl acetate 20V, Positive-QTOF	splash10-014i-7900000000-33b710ee91fa04d18a37	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Mercaptohexyl acetate 40V, Positive-QTOF	splash10-0006-9000000000-09d4a4be1760d7a8f617	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Mercaptohexyl acetate 10V, Negative-QTOF	splash10-002f-4900000000-1c11f29ed0517dc00aff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Mercaptohexyl acetate 20V, Negative-QTOF	splash10-0a4i-9300000000-7d8e5228f2812fa3fd0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Mercaptohexyl acetate 40V, Negative-QTOF	splash10-0a4l-9000000000-8f80c1481f444859aefa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Mercaptohexyl acetate 10V, Positive-QTOF	splash10-014i-9700000000-7b6eaf85e2762423cf42	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Mercaptohexyl acetate 20V, Positive-QTOF	splash10-000f-9100000000-9c8bf0ed87af2280fb41	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Mercaptohexyl acetate 40V, Positive-QTOF	splash10-0007-9000000000-a18f351f1f815b0574fe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Mercaptohexyl acetate 10V, Negative-QTOF	splash10-0a4l-9400000000-1b9dc6279e908ad72c14	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Mercaptohexyl acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-a43cf8fdf528e2027873	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Mercaptohexyl acetate 40V, Negative-QTOF	splash10-0a4i-9000000000-1d87506c20074ebcf033	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	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+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

FDB018425

KNApSAcK ID

Not Available

Chemspider ID

452600

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

518810

PDB ID

Not Available

ChEBI ID

77818

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1552551

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (S)-3-Mercaptohexyl acetate (HMDB0038920)

MOL for HMDB0038920 ((S)-3-Mercaptohexyl acetate)

3D MOL for HMDB0038920 ((S)-3-Mercaptohexyl acetate)

3D SDF for HMDB0038920 ((S)-3-Mercaptohexyl acetate)

3D-SDF for HMDB0038920 ((S)-3-Mercaptohexyl acetate)

PDB for HMDB0038920 ((S)-3-Mercaptohexyl acetate)

3D PDB for HMDB0038920 ((S)-3-Mercaptohexyl acetate)

SMILES for HMDB0038920 ((S)-3-Mercaptohexyl acetate)

INCHI for HMDB0038920 ((S)-3-Mercaptohexyl acetate)

Structure for HMDB0038920 ((S)-3-Mercaptohexyl acetate)

3D Structure for HMDB0038920 ((S)-3-Mercaptohexyl acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra