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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 03:04:20 UTC

Update Date

2023-02-21 17:28:40 UTC

HMDB ID

HMDB0041390

Secondary Accession Numbers

HMDB41390

Metabolite Identification

Common Name

(E,E)-Di-1-propenyl disulfide

Description

(E,E)-Di-1-propenyl disulfide belongs to the class of organic compounds known as organic disulfides. These are organosulfur compounds with the general formula RSSR' (R,R' = alkyl, aryl) (E,E)-Di-1-propenyl disulfide has been detected, but not quantified in, several different foods, such as garden onions (Allium cepa), red onion, onion-family vegetables, green onion, and welsh onions (Allium fistulosum). This could make (e,e)-di-1-propenyl disulfide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (E,E)-Di-1-propenyl disulfide.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
(e,e)-Di-1-propenyl disulphide	Generator
(1Z)-1-[(1Z)-Prop-1-en-1-yldisulphanyl]prop-1-ene	HMDB

Chemical Formula

C₆H₁₀S₂

Average Molecular Weight

146.274

Monoisotopic Molecular Weight

146.0223917

IUPAC Name

(1Z)-1-[(1Z)-prop-1-en-1-yldisulfanyl]prop-1-ene

Traditional Name

(1Z)-1-[(1Z)-prop-1-en-1-yldisulfanyl]prop-1-ene

CAS Registry Number

23838-23-5

SMILES

C\C=C/SS\C=C/C

InChI Identifier

InChI=1S/C6H10S2/c1-3-5-7-8-6-4-2/h3-6H,1-2H3/b5-3-,6-4-

InChI Key

FHSDVOJKLYJNCQ-GLIMQPGKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organic disulfides. These are organosulfur compounds with the general formula RSSR' (R,R' = alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Organic disulfides

Sub Class

Not Available

Direct Parent

Organic disulfides

Alternative Parents

Substituents

Organic disulfide
Sulfenyl compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB41390)

Food

Herb and spice

Herb

Welsh onion (FooDB: FOOD00241)

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)

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	Not Available	Not Available
Water Solubility	96.86 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	0.37 g/L	ALOGPS
logP	3.75	ALOGPS
logP	2.82	ChemAxon
logS	-2.6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	45.9 m³·mol⁻¹	ChemAxon
Polarizability	15.87 Å³	ChemAxon
Number of Rings	0	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
DarkChem	[M+H]+	133.332	31661259
DarkChem	[M-H]-	126.023	31661259
DeepCCS	[M+H]+	130.621	30932474
DeepCCS	[M-H]-	128.207	30932474
DeepCCS	[M-2H]-	164.454	30932474
DeepCCS	[M+Na]+	139.49	30932474
AllCCS	[M+H]+	131.2	32859911
AllCCS	[M+H-H2O]+	127.2	32859911
AllCCS	[M+NH4]+	134.9	32859911
AllCCS	[M+Na]+	135.9	32859911
AllCCS	[M-H]-	135.5	32859911
AllCCS	[M+Na-2H]-	138.8	32859911
AllCCS	[M+HCOO]-	142.4	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.	4.2 minutes	32390414
Predicted by Siyang on May 30, 2022	10.3553 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.58 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	45.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1646.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	370.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	113.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	217.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	57.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	330.5 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	320.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	97.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	789.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	362.5 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	843.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	385.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	235.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	349.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	340.0 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	56.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E,E)-Di-1-propenyl disulfide	C\C=C/SS\C=C/C	1499.7	Standard polar	33892256
(E,E)-Di-1-propenyl disulfide	C\C=C/SS\C=C/C	1106.8	Standard non polar	33892256
(E,E)-Di-1-propenyl disulfide	C\C=C/SS\C=C/C	1105.1	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 - (E,E)-Di-1-propenyl disulfide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0096-9100000000-905372c75690102c9c43	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E,E)-Di-1-propenyl disulfide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E,E)-Di-1-propenyl disulfide 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 - (E,E)-Di-1-propenyl disulfide 10V, Positive-QTOF	splash10-0002-4900000000-a1fce6d16a5e81f38c28	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Di-1-propenyl disulfide 20V, Positive-QTOF	splash10-006y-9500000000-1baef69c84d56ea709ca	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Di-1-propenyl disulfide 40V, Positive-QTOF	splash10-0006-9000000000-670d6646df1ef7c876b4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Di-1-propenyl disulfide 10V, Negative-QTOF	splash10-0002-0900000000-687723f2a91535e5b23e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Di-1-propenyl disulfide 20V, Negative-QTOF	splash10-00di-9100000000-5dfb1ef65cf47c625f7e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Di-1-propenyl disulfide 40V, Negative-QTOF	splash10-0uk9-9500000000-80222696ffde23cb02e5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Di-1-propenyl disulfide 10V, Negative-QTOF	splash10-0hba-9600000000-513173821b6eddc10551	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Di-1-propenyl disulfide 20V, Negative-QTOF	splash10-00di-9000000000-66bc7479cabb07bb119e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Di-1-propenyl disulfide 40V, Negative-QTOF	splash10-044i-9000000000-b2d98d8ed4c56125d547	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Di-1-propenyl disulfide 10V, Positive-QTOF	splash10-0uk9-6900000000-b6a49641a11fb70d580d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Di-1-propenyl disulfide 20V, Positive-QTOF	splash10-00dl-9100000000-7c0c628bdc405eaf1883	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,E)-Di-1-propenyl disulfide 40V, Positive-QTOF	splash10-006x-9000000000-e5abed1c5e743f67671d	2021-09-24	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

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

FDB021322

KNApSAcK ID

Not Available

Chemspider ID

4933856

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6428451

PDB ID

Not Available

ChEBI ID

173607

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1630951

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 (E,E)-Di-1-propenyl disulfide (HMDB0041390)

MOL for HMDB0041390 ((E,E)-Di-1-propenyl disulfide)

3D MOL for HMDB0041390 ((E,E)-Di-1-propenyl disulfide)

3D SDF for HMDB0041390 ((E,E)-Di-1-propenyl disulfide)

3D-SDF for HMDB0041390 ((E,E)-Di-1-propenyl disulfide)

PDB for HMDB0041390 ((E,E)-Di-1-propenyl disulfide)

3D PDB for HMDB0041390 ((E,E)-Di-1-propenyl disulfide)

SMILES for HMDB0041390 ((E,E)-Di-1-propenyl disulfide)

INCHI for HMDB0041390 ((E,E)-Di-1-propenyl disulfide)

Structure for HMDB0041390 ((E,E)-Di-1-propenyl disulfide)

3D Structure for HMDB0041390 ((E,E)-Di-1-propenyl disulfide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra