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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:46:51 UTC

Update Date

2023-02-21 17:26:37 UTC

HMDB ID

HMDB0038461

Secondary Accession Numbers

HMDB38461

Metabolite Identification

Common Name

1-Isothiocyanato-6-(methylsulfinyl)hexane

Description

1-Isothiocyanato-6-(methylsulfinyl)hexane belongs to the class of organic compounds known as sulfoxides. Sulfoxides are compounds containing a sulfoxide functional group, with the structure RS(=O)R' (R,R' not H). 1-Isothiocyanato-6-(methylsulfinyl)hexane has been detected, but not quantified in, brassicas. This could make 1-isothiocyanato-6-(methylsulfinyl)hexane a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1-Isothiocyanato-6-(methylsulfinyl)hexane.

Structure

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

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       9.336   0.770   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       0.000  -1.540   0.000  0.00  0.00           O+0
HETATM   11  S   UNK     0      12.003  -0.770   0.000  0.00  0.00           S+0
HETATM   12  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1   12                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    9                                                       
CONECT    7    5   12                                                       
CONECT    8    9   11                                                       
CONECT    9    6    8                                                       
CONECT   10   12                                                            
CONECT   11    8                                                            
CONECT   12    1    7   10                                                  
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

COMPND    HMDB0038461
HETATM    1  C1  UNL     1      -4.581   0.368   0.025  1.00  0.00           C  
HETATM    2  S1  UNL     1      -2.875  -0.194  -0.051  1.00  0.00           S  
HETATM    3  O1  UNL     1      -2.742  -1.075  -1.281  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.811   1.259  -0.171  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.351   0.851  -0.238  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.057   0.075   0.994  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.498  -0.335   0.943  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.816  -1.216  -0.243  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.281  -1.568  -0.199  1.00  0.00           C  
HETATM   10  N1  UNL     1       4.150  -0.441  -0.253  1.00  0.00           N  
HETATM   11  C8  UNL     1       3.785   0.597  -0.923  1.00  0.00           C  
HETATM   12  S2  UNL     1       3.588   2.190  -1.097  1.00  0.00           S  
HETATM   13  H1  UNL     1      -4.963   0.491  -1.018  1.00  0.00           H  
HETATM   14  H2  UNL     1      -5.223  -0.372   0.562  1.00  0.00           H  
HETATM   15  H3  UNL     1      -4.599   1.367   0.530  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.117   1.809  -1.067  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.017   1.875   0.723  1.00  0.00           H  
HETATM   18  H6  UNL     1      -0.187   0.282  -1.162  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.239   1.791  -0.280  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.048   0.780   1.853  1.00  0.00           H  
HETATM   21  H9  UNL     1      -0.621  -0.777   1.178  1.00  0.00           H  
HETATM   22  H10 UNL     1       1.687  -0.946   1.871  1.00  0.00           H  
HETATM   23  H11 UNL     1       2.180   0.519   0.960  1.00  0.00           H  
HETATM   24  H12 UNL     1       1.577  -0.742  -1.197  1.00  0.00           H  
HETATM   25  H13 UNL     1       1.248  -2.170  -0.145  1.00  0.00           H  
HETATM   26  H14 UNL     1       3.491  -2.173   0.731  1.00  0.00           H  
HETATM   27  H15 UNL     1       3.539  -2.245  -1.047  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    3    4
CONECT    4    5   16   17
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8   22   23
CONECT    8    9   24   25
CONECT    9   10   26   27
CONECT   10   11   11
CONECT   11   12   12
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Isothiocyanato-6-(methylsulphinyl)hexane	Generator
6-(Methylsulfinyl)hexyl isothiocyanate	ChEMBL, HMDB, MeSH
6-(Methylsulfinyl)hexyl isothiocyanic acid	Generator, HMDB
6-(Methylsulphinyl)hexyl isothiocyanate	Generator, HMDB
6-(Methylsulphinyl)hexyl isothiocyanic acid	Generator, HMDB
1-isothiocyanato-6-(Methylsulfinyl)hexane, 9ci	HMDB
6-MITC	MeSH, HMDB
1-Isothiocyanato-6-methanesulphinylhexane	Generator

Chemical Formula

C₈H₁₅NOS₂

Average Molecular Weight

205.341

Monoisotopic Molecular Weight

205.059505487

IUPAC Name

1-isothiocyanato-6-methanesulfinylhexane

Traditional Name

1-isothiocyanato-6-methanesulfinylhexane

CAS Registry Number

4430-35-7

SMILES

CS(=O)CCCCCCN=C=S

InChI Identifier

InChI=1S/C8H15NOS2/c1-12(10)7-5-3-2-4-6-9-8-11/h2-7H2,1H3

InChI Key

XQZVZULJKVALRI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfoxides. Sulfoxides are compounds containing a sulfoxide functional group, with the structure RS(=O)R' (R,R' not H).

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Sulfoxides

Sub Class

Not Available

Direct Parent

Sulfoxides

Alternative Parents

Substituents

Sulfoxide
Isothiocyanate
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfinyl compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038461)
Cytoplasm (HMDB: HMDB0038461)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038461)

Source

Exogenous

Food

Food (HMDB: HMDB0038461)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Endogenous

Plant

Plant (HMDB: HMDB0038461)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038461)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	385.00 to 386.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1450 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.959 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.73 g/L	ALOGPS
logP	2.17	ALOGPS
logP	1.11	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.43 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	58.77 m³·mol⁻¹	ChemAxon
Polarizability	23.33 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]+	146.024	31661259
DarkChem	[M-H]-	142.311	31661259
DeepCCS	[M+H]+	144.414	30932474
DeepCCS	[M-H]-	141.983	30932474
DeepCCS	[M-2H]-	178.0	30932474
DeepCCS	[M+Na]+	153.256	30932474
AllCCS	[M+H]+	144.4	32859911
AllCCS	[M+H-H2O]+	140.9	32859911
AllCCS	[M+NH4]+	147.7	32859911
AllCCS	[M+Na]+	148.6	32859911
AllCCS	[M-H]-	148.6	32859911
AllCCS	[M+Na-2H]-	150.4	32859911
AllCCS	[M+HCOO]-	152.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Isothiocyanato-6-(methylsulfinyl)hexane	CS(=O)CCCCCCN=C=S	2584.1	Standard polar	33892256
1-Isothiocyanato-6-(methylsulfinyl)hexane	CS(=O)CCCCCCN=C=S	1776.6	Standard non polar	33892256
1-Isothiocyanato-6-(methylsulfinyl)hexane	CS(=O)CCCCCCN=C=S	1744.0	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 - 1-Isothiocyanato-6-(methylsulfinyl)hexane GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-9400000000-6c802f0595c2e8b453dd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane LC-ESI-QTOF , positive-QTOF	splash10-0a4i-5930000000-600954737a7a62a22bf4	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane 10V, Positive-QTOF	splash10-0a4i-1890000000-13858a62257961c2164e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane 20V, Positive-QTOF	splash10-052b-4910000000-e34e1f55b92aab8ff8c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane 40V, Positive-QTOF	splash10-053r-9100000000-e8f64fb556c25a227263	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane 10V, Negative-QTOF	splash10-0ik9-9230000000-75eed8d49b89edda18b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane 20V, Negative-QTOF	splash10-03di-9000000000-e20a223d0703cf59e6d2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane 40V, Negative-QTOF	splash10-08fr-9000000000-d2bb5112d682ca9aed66	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane 10V, Negative-QTOF	splash10-0w29-8090000000-45b8c15a4784ce3a5227	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane 20V, Negative-QTOF	splash10-03di-9020000000-b61299d1b2a370674b74	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane 40V, Negative-QTOF	splash10-0a4i-9000000000-2802cb9fecedce6225b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane 10V, Positive-QTOF	splash10-0a6u-4940000000-83e9c0d7d0f2786666c7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane 20V, Positive-QTOF	splash10-001i-9200000000-63cd8f60683a9936bfe9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isothiocyanato-6-(methylsulfinyl)hexane 40V, Positive-QTOF	splash10-05fr-9000000000-ea70c8b1259eea44f28c	2021-09-25	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

Cytoplasm
Extracellular

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

FDB017820

KNApSAcK ID

Not Available

Chemspider ID

7991398

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9815648

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1120271

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 1-Isothiocyanato-6-(methylsulfinyl)hexane (HMDB0038461)

MOL for HMDB0038461 (1-Isothiocyanato-6-(methylsulfinyl)hexane)

3D MOL for HMDB0038461 (1-Isothiocyanato-6-(methylsulfinyl)hexane)

3D SDF for HMDB0038461 (1-Isothiocyanato-6-(methylsulfinyl)hexane)

3D-SDF for HMDB0038461 (1-Isothiocyanato-6-(methylsulfinyl)hexane)

PDB for HMDB0038461 (1-Isothiocyanato-6-(methylsulfinyl)hexane)

3D PDB for HMDB0038461 (1-Isothiocyanato-6-(methylsulfinyl)hexane)

SMILES for HMDB0038461 (1-Isothiocyanato-6-(methylsulfinyl)hexane)

INCHI for HMDB0038461 (1-Isothiocyanato-6-(methylsulfinyl)hexane)

Structure for HMDB0038461 (1-Isothiocyanato-6-(methylsulfinyl)hexane)

3D Structure for HMDB0038461 (1-Isothiocyanato-6-(methylsulfinyl)hexane)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra