MiMeDB: Showing metabocard for 3-mercaptohexyl acetate (MMDBc0033451)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:49:08 UTC

Update Date

2024-04-30 20:09:37 UTC

Metabolite ID

MMDBc0033451

Metabolite Identification

Common Name

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

Synonyms

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

Molecular Formula

C₈H₁₆O₂S

Average Mass

176.276

Monoisotopic Mass

176.087100446

IUPAC Name

3-sulfanylhexyl acetate

Traditional Name

3-sulfanylhexyl acetate

CAS Registry Number

136954-20-6

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 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-938fdd16428d4abef3e8	2016-09-22	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	splash10-004i-2900000000-a21c5dde453924e4cf75	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-7900000000-33b710ee91fa04d18a37	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-09d4a4be1760d7a8f617	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002f-4900000000-1c11f29ed0517dc00aff	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9300000000-7d8e5228f2812fa3fd0c	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-8f80c1481f444859aefa	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-9700000000-7b6eaf85e2762423cf42	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000f-9100000000-9c8bf0ed87af2280fb41	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0007-9000000000-a18f351f1f815b0574fe	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4l-9400000000-1b9dc6279e908ad72c14	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-a43cf8fdf528e2027873	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-1d87506c20074ebcf033	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

Not Available

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

Host Biospecimen and Location

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

External Links

HMDB ID

HMDB0038920

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

References

Synthesis Reference

Not Available

General References

Masneuf-Pomarede I, Mansour C, Murat ML, Tominaga T, Dubourdieu D: Influence of fermentation temperature on volatile thiols concentrations in Sauvignon blanc wines. Int J Food Microbiol. 2006 May 1;108(3):385-90. doi: 10.1016/j.ijfoodmicro.2006.01.001. Epub 2006 Mar 9. [PubMed:16524635 ]
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 3-mercaptohexyl acetate (MMDBc0033451)

MOL for #<Metabolite:0x00007f46c8561ad8>

3D MOL for #<Metabolite:0x00007f46c8561ad8>

3D SDF for #<Metabolite:0x00007f46c8561ad8>

3D-SDF for #<Metabolite:0x00007f46c8561ad8>

PDB for #<Metabolite:0x00007f46c8561ad8>

3D PDB for #<Metabolite:0x00007f46c8561ad8>

SMILES for #<Metabolite:0x00007f46c8561ad8>

INCHI for #<Metabolite:0x00007f46c8561ad8>

Structure for #<Metabolite:0x00007f46c8561ad8>

3D Structure for #<Metabolite:0x00007f46c8561ad8>