Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:55:38 UTC

Update Date

2022-03-07 02:56:12 UTC

HMDB ID

HMDB0039460

Secondary Accession Numbers

HMDB39460

Metabolite Identification

Common Name

Di-2-propenyl hexasulfide

Description

Di-2-propenyl hexasulfide belongs to the class of organic compounds known as allyl sulfur compounds. Allyl sulfur compounds are compounds containing an allylsulfur group, with the general structure H2C(=CH2)CS. Di-2-propenyl hexasulfide has been detected, but not quantified in, several different foods, such as green onion, garden onions (Allium cepa), onion-family vegetables, garden onion (var.), and garlics (Allium sativum). This could make di-2-propenyl hexasulfide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Di-2-propenyl hexasulfide.

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       1.953   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.623   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.289   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       5.954   3.437   0.000  0.00  0.00           S+0
HETATM    8  S   UNK     0      12.622   2.667   0.000  0.00  0.00           S+0
HETATM    9  S   UNK     0       7.287   2.667   0.000  0.00  0.00           S+0
HETATM   10  S   UNK     0      11.288   3.437   0.000  0.00  0.00           S+0
HETATM   11  S   UNK     0       8.621   3.437   0.000  0.00  0.00           S+0
HETATM   12  S   UNK     0       9.955   2.667   0.000  0.00  0.00           S+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   12                                                       
CONECT   12   10   11                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Di-2-propenyl hexasulphide	Generator
4,5,6,7,8,9-Hexathia-1,11-dodecadiene	HMDB
Allyl hexasulfide	HMDB
Diallyl hexasulfide	HMDB
Bis(prop-2-en-1-yl)hexasulphane	Generator

Chemical Formula

C₆H₁₀S₆

Average Molecular Weight

274.534

Monoisotopic Molecular Weight

273.91067446

IUPAC Name

bis(prop-2-en-1-yl)hexasulfane

Traditional Name

bis(prop-2-en-1-yl)hexasulfane

CAS Registry Number

137443-18-6

SMILES

C=CCSSSSSSCC=C

InChI Identifier

InChI=1S/C6H10S6/c1-3-5-7-9-11-12-10-8-6-4-2/h3-4H,1-2,5-6H2

InChI Key

RUEMHHSAZHTSOK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as allyl sulfur compounds. Allyl sulfur compounds are compounds containing an allylsulfur group, with the general structure H2C(=CH2)CS.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Allyl sulfur compounds

Sub Class

Not Available

Direct Parent

Allyl sulfur compounds

Alternative Parents

Substituents

Allyl sulfur compound
Sulfenyl compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039460)
Cytoplasm (HMDB: HMDB0039460)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039460)

Source

Exogenous

Exogenous (HMDB: HMDB0039460)

Food

Food (HMDB: HMDB0039460)

Herb and spice

Herb

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)

Endogenous

Plant

Plant (HMDB: HMDB0039460)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039460)

Industrial application

Manufacturing industry

Material processing agent

Solid material processing agent

Protective agent

Antioxidant (HMDB: HMDB0039460)
Antioxidant (HMDB: HMDB0039460)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	76.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	470.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	15.55 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.051 g/L	ALOGPS
logP	2.26	ALOGPS
logP	5.14	ChemAxon
logS	-3.7	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	68.44 m³·mol⁻¹	ChemAxon
Polarizability	26.36 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	161.666	31661259
DarkChem	[M-H]-	158.843	31661259
DeepCCS	[M+H]+	145.22	30932474
DeepCCS	[M-H]-	142.875	30932474
DeepCCS	[M-2H]-	178.916	30932474
DeepCCS	[M+Na]+	154.176	30932474
AllCCS	[M+H]+	145.3	32859911
AllCCS	[M+H-H2O]+	142.5	32859911
AllCCS	[M+NH4]+	147.9	32859911
AllCCS	[M+Na]+	148.7	32859911
AllCCS	[M-H]-	136.0	32859911
AllCCS	[M+Na-2H]-	137.1	32859911
AllCCS	[M+HCOO]-	138.3	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. Predicted by Afia on May 17, 2022.	4.82 minutes	32390414
Predicted by Siyang on May 30, 2022	21.0056 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.83 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	114.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2160.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	640.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	239.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	454.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	290.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	607.6 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	601.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	143.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1543.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	656.9 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	1273.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	513.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	463.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	541.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	518.8 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	78.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Di-2-propenyl hexasulfide	C=CCSSSSSSCC=C	2918.8	Standard polar	33892256
Di-2-propenyl hexasulfide	C=CCSSSSSSCC=C	1954.3	Standard non polar	33892256
Di-2-propenyl hexasulfide	C=CCSSSSSSCC=C	1906.9	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 - Di-2-propenyl hexasulfide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9010000000-e1be541d5348f6427b28	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Di-2-propenyl hexasulfide 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 - Di-2-propenyl hexasulfide 10V, Positive-QTOF	splash10-00di-4290000000-e6b676548f8c8961e856	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-2-propenyl hexasulfide 20V, Positive-QTOF	splash10-00di-9550000000-b7610c64e34b9665b94f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-2-propenyl hexasulfide 40V, Positive-QTOF	splash10-006x-9100000000-c176f39e97ac3dd1e1a5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-2-propenyl hexasulfide 10V, Negative-QTOF	splash10-00di-4980000000-f21d7298a8f07a0b9548	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-2-propenyl hexasulfide 20V, Negative-QTOF	splash10-00di-9640000000-97f6739b4b939a0ed2fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-2-propenyl hexasulfide 40V, Negative-QTOF	splash10-015m-7920000000-37dfb5f1f9a5c0792ead	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-2-propenyl hexasulfide 10V, Positive-QTOF	splash10-0uk9-2920000000-9aaf5dc7fc0d7ff7e790	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-2-propenyl hexasulfide 20V, Positive-QTOF	splash10-0fk9-9500000000-e072e24353ab805325c8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-2-propenyl hexasulfide 40V, Positive-QTOF	splash10-00dl-9000000000-27c5e4945e9abb55c9f5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-2-propenyl hexasulfide 10V, Negative-QTOF	splash10-0002-9600000000-c220e0d702d5f1710327	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-2-propenyl hexasulfide 20V, Negative-QTOF	splash10-004i-1900000000-af69843eb8053fdc9353	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Di-2-propenyl hexasulfide 40V, Negative-QTOF	splash10-0002-9100000000-ce0d552d611cc2c7b393	2021-09-22	Wishart 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

FDB019061

KNApSAcK ID

C00054837

Chemspider ID

8057688

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9882013

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1595261

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 Di-2-propenyl hexasulfide (HMDB0039460)

MOL for HMDB0039460 (Di-2-propenyl hexasulfide)

3D MOL for HMDB0039460 (Di-2-propenyl hexasulfide)

3D SDF for HMDB0039460 (Di-2-propenyl hexasulfide)

3D-SDF for HMDB0039460 (Di-2-propenyl hexasulfide)

PDB for HMDB0039460 (Di-2-propenyl hexasulfide)

3D PDB for HMDB0039460 (Di-2-propenyl hexasulfide)

SMILES for HMDB0039460 (Di-2-propenyl hexasulfide)

INCHI for HMDB0039460 (Di-2-propenyl hexasulfide)

Structure for HMDB0039460 (Di-2-propenyl hexasulfide)

3D Structure for HMDB0039460 (Di-2-propenyl hexasulfide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra