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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:21:52 UTC

Update Date

2022-03-07 02:55:11 UTC

HMDB ID

HMDB0037120

Secondary Accession Numbers

HMDB37120

Metabolite Identification

Common Name

1,3,5-Trichloro-(2-methylsulfonyl)benzene

Description

1,3,5-Trichloro-(2-methylsulfonyl)benzene belongs to the class of organic compounds known as benzenesulfonyl compounds. These are aromatic compounds containing a benzenesulfonyl group, which consists of a monocyclic benzene moiety that carries a sulfonyl group. 1,3,5-Trichloro-(2-methylsulfonyl)benzene has been detected, but not quantified in, a few different foods, such as alcoholic beverages, green vegetables, and potatos (Solanum tuberosum). This could make 1,3,5-trichloro-(2-methylsulfonyl)benzene a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1,3,5-Trichloro-(2-methylsulfonyl)benzene.

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  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   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       0.000   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 Cl   UNK     0       1.334   3.850   0.000  0.00  0.00          Cl+0
HETATM    9 Cl   UNK     0       4.001  -0.770   0.000  0.00  0.00          Cl+0
HETATM   10 Cl   UNK     0      -1.334  -0.770   0.000  0.00  0.00          Cl+0
HETATM   11  O   UNK     0       2.874  -2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.206  -2.310   0.000  0.00  0.00           O+0
HETATM   13  S   UNK     0       1.334  -2.310   0.000  0.00  0.00           S+0
CONECT    1   13                                                            
CONECT    2    4    5                                                       
CONECT    3    4    6                                                       
CONECT    4    2    3    8                                                  
CONECT    5    2    7    9                                                  
CONECT    6    3    7   10                                                  
CONECT    7    5    6   13                                                  
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10    6                                                            
CONECT   11   13                                                            
CONECT   12   13                                                            
CONECT   13    1    7   11   12                                             
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3,5-Trichloro-(2-methylsulphonyl)benzene	Generator
1,3,5-Trichloro-2-methanesulphonylbenzene	HMDB

Chemical Formula

C₇H₅Cl₃O₂S

Average Molecular Weight

259.537

Monoisotopic Molecular Weight

257.907583215

IUPAC Name

1,3,5-trichloro-2-methanesulfonylbenzene

Traditional Name

1,3,5-trichloro-2-methanesulfonylbenzene

CAS Registry Number

89692-93-3

SMILES

CS(=O)(=O)C1=C(Cl)C=C(Cl)C=C1Cl

InChI Identifier

InChI=1S/C7H5Cl3O2S/c1-13(11,12)7-5(9)2-4(8)3-6(7)10/h2-3H,1H3

InChI Key

NOSWATRCDIPOON-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonyl compounds. These are aromatic compounds containing a benzenesulfonyl group, which consists of a monocyclic benzene moiety that carries a sulfonyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonyl compounds

Direct Parent

Benzenesulfonyl compounds

Alternative Parents

Substituents

Benzenesulfonyl group
Halobenzene
Chlorobenzene
Aryl halide
Aryl chloride
Sulfonyl
Sulfone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organochloride
Organohalogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037120)
Cell membrane (HMDB: HMDB0037120)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037120)

Source

Exogenous

Exogenous (HMDB: HMDB0037120)

Food

Food (HMDB: HMDB0037120)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Endogenous

Plant

Plant (HMDB: HMDB0037120)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037120)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.035 g/L	ALOGPS
logP	2.97	ALOGPS
logP	2.63	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	19.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	54.48 m³·mol⁻¹	ChemAxon
Polarizability	21.67 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	144.089	30932474
DeepCCS	[M-H]-	141.693	30932474
DeepCCS	[M-2H]-	175.547	30932474
DeepCCS	[M+Na]+	150.259	30932474
AllCCS	[M+H]+	146.1	32859911
AllCCS	[M+H-H2O]+	142.4	32859911
AllCCS	[M+NH4]+	149.6	32859911
AllCCS	[M+Na]+	150.6	32859911
AllCCS	[M-H]-	135.7	32859911
AllCCS	[M+Na-2H]-	136.4	32859911
AllCCS	[M+HCOO]-	137.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	7.1 minutes	32390414
Predicted by Siyang on May 30, 2022	13.4232 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.1 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1696.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	482.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	173.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	340.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	206.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	515.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	548.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	142.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1113.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	455.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1310.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	378.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	385.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	548.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	273.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	94.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,3,5-Trichloro-(2-methylsulfonyl)benzene	CS(=O)(=O)C1=C(Cl)C=C(Cl)C=C1Cl	2277.8	Standard polar	33892256
1,3,5-Trichloro-(2-methylsulfonyl)benzene	CS(=O)(=O)C1=C(Cl)C=C(Cl)C=C1Cl	1721.7	Standard non polar	33892256
1,3,5-Trichloro-(2-methylsulfonyl)benzene	CS(=O)(=O)C1=C(Cl)C=C(Cl)C=C1Cl	1852.0	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 - 1,3,5-Trichloro-(2-methylsulfonyl)benzene GC-MS (Non-derivatized) - 70eV, Positive	splash10-00or-6960000000-a2d5e94e514a0798bde6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3,5-Trichloro-(2-methylsulfonyl)benzene 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 - 1,3,5-Trichloro-(2-methylsulfonyl)benzene 10V, Positive-QTOF	splash10-0a4i-0090000000-a959785709a2f9ecbfc1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5-Trichloro-(2-methylsulfonyl)benzene 20V, Positive-QTOF	splash10-0a4i-0090000000-a0222b13cfeed783afa2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5-Trichloro-(2-methylsulfonyl)benzene 40V, Positive-QTOF	splash10-001i-0940000000-ebeb876fa55e3976ffb9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5-Trichloro-(2-methylsulfonyl)benzene 10V, Negative-QTOF	splash10-0a4i-0090000000-28cedab31d4197894d51	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5-Trichloro-(2-methylsulfonyl)benzene 20V, Negative-QTOF	splash10-0a4i-2090000000-b7b78ea4ced93c76b4f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5-Trichloro-(2-methylsulfonyl)benzene 40V, Negative-QTOF	splash10-004i-9780000000-48fd9dd8c83c05cf38f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5-Trichloro-(2-methylsulfonyl)benzene 10V, Positive-QTOF	splash10-0a4i-0090000000-f35cad8d88d176830a45	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5-Trichloro-(2-methylsulfonyl)benzene 20V, Positive-QTOF	splash10-0a4i-0090000000-f35cad8d88d176830a45	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5-Trichloro-(2-methylsulfonyl)benzene 40V, Positive-QTOF	splash10-0006-0390000000-5d3c3018db2479d488dd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5-Trichloro-(2-methylsulfonyl)benzene 10V, Negative-QTOF	splash10-0a4i-0090000000-0bef3d79746fe9c42e8c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5-Trichloro-(2-methylsulfonyl)benzene 20V, Negative-QTOF	splash10-0a4i-0090000000-0bef3d79746fe9c42e8c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3,5-Trichloro-(2-methylsulfonyl)benzene 40V, Negative-QTOF	splash10-001i-9010000000-8a321957aaaccc10491b	2021-09-22	Wishart 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

FDB016114

KNApSAcK ID

Not Available

Chemspider ID

4462607

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5302365

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 1,3,5-Trichloro-(2-methylsulfonyl)benzene (HMDB0037120)

MOL for HMDB0037120 (1,3,5-Trichloro-(2-methylsulfonyl)benzene)

3D MOL for HMDB0037120 (1,3,5-Trichloro-(2-methylsulfonyl)benzene)

3D SDF for HMDB0037120 (1,3,5-Trichloro-(2-methylsulfonyl)benzene)

3D-SDF for HMDB0037120 (1,3,5-Trichloro-(2-methylsulfonyl)benzene)

PDB for HMDB0037120 (1,3,5-Trichloro-(2-methylsulfonyl)benzene)

3D PDB for HMDB0037120 (1,3,5-Trichloro-(2-methylsulfonyl)benzene)

SMILES for HMDB0037120 (1,3,5-Trichloro-(2-methylsulfonyl)benzene)

INCHI for HMDB0037120 (1,3,5-Trichloro-(2-methylsulfonyl)benzene)

Structure for HMDB0037120 (1,3,5-Trichloro-(2-methylsulfonyl)benzene)

3D Structure for HMDB0037120 (1,3,5-Trichloro-(2-methylsulfonyl)benzene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra