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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:58 UTC

Update Date

2023-02-21 17:21:13 UTC

HMDB ID

HMDB0031709

Secondary Accession Numbers

HMDB31709

Metabolite Identification

Common Name

1,6-Hexanedithiol

Description

1,6-Hexanedithiol belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain. 1,6-Hexanedithiol is a burnt, fatty, and meaty tasting compound. Based on a literature review a significant number of articles have been published on 1,6-Hexanedithiol.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
1, 6-Hexanedimercaptan	HMDB
1,6-Dimercaptohexane	HMDB
1,6-Hexamethylenedithiol	HMDB
1,6-Hexanedimercaptan	HMDB
FEMA 3495	HMDB
Hexamethylendithiol	HMDB
Hexamethylene dimercaptan	HMDB
Hexane-1,6-dithiol	HMDB, MeSH
Hexanedithiol-(1,6)	HMDB
1,6-Hexanedithiol	MeSH

Chemical Formula

C₆H₁₄S₂

Average Molecular Weight

150.305

Monoisotopic Molecular Weight

150.053691828

IUPAC Name

hexane-1,6-dithiol

Traditional Name

hexane-1,6-dithiol

CAS Registry Number

1191-43-1

SMILES

SCCCCCCS

InChI Identifier

InChI=1S/C6H14S2/c7-5-3-1-2-4-6-8/h7-8H,1-6H2

InChI Key

SRZXCOWFGPICGA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thiols

Sub Class

Alkylthiols

Direct Parent

Alkylthiols

Alternative Parents

Hydrocarbon derivatives

Substituents

Alkylthiol
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0031709)
Cell membrane (HMDB: HMDB0031709)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031709)

Source

Endogenous

Endogenous (HMDB: HMDB0031709)

Exogenous

Food

Food (HMDB: HMDB0031709)

Exogenous (HMDB: HMDB0031709)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0031709)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-21.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	118.00 to 119.00 °C. @ 15.00 mm Hg	The Good Scents Company Information System
Water Solubility	146.9 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.195 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.079 g/L	ALOGPS
logP	2.53	ALOGPS
logP	2.76	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	9.9	ChemAxon
pKa (Strongest Basic)	-9.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	45.32 m³·mol⁻¹	ChemAxon
Polarizability	18.55 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]+	132.433	31661259
DarkChem	[M-H]-	128.826	31661259
DeepCCS	[M+H]+	139.418	30932474
DeepCCS	[M-H]-	137.162	30932474
DeepCCS	[M-2H]-	172.881	30932474
DeepCCS	[M+Na]+	147.794	30932474
AllCCS	[M+H]+	132.6	32859911
AllCCS	[M+H-H2O]+	128.7	32859911
AllCCS	[M+NH4]+	136.2	32859911
AllCCS	[M+Na]+	137.2	32859911
AllCCS	[M-H]-	144.5	32859911
AllCCS	[M+Na-2H]-	147.9	32859911
AllCCS	[M+HCOO]-	151.6	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	19.4526 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.08 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	80.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2946.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	749.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	270.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	524.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	401.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	760.8 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	890.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	976.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1624.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	445.0 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	1587.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	612.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	455.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	818.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	754.5 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	97.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,6-Hexanedithiol	SCCCCCCS	1767.3	Standard polar	33892256
1,6-Hexanedithiol	SCCCCCCS	1237.4	Standard non polar	33892256
1,6-Hexanedithiol	SCCCCCCS	1255.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1,6-Hexanedithiol,1TMS,isomer #1	C[Si](C)(C)SCCCCCCS	1476.6	Semi standard non polar	33892256
1,6-Hexanedithiol,1TMS,isomer #1	C[Si](C)(C)SCCCCCCS	1462.6	Standard non polar	33892256
1,6-Hexanedithiol,2TMS,isomer #1	C[Si](C)(C)SCCCCCCS[Si](C)(C)C	1698.1	Semi standard non polar	33892256
1,6-Hexanedithiol,2TMS,isomer #1	C[Si](C)(C)SCCCCCCS[Si](C)(C)C	1749.0	Standard non polar	33892256
1,6-Hexanedithiol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SCCCCCCS	1739.7	Semi standard non polar	33892256
1,6-Hexanedithiol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SCCCCCCS	1675.1	Standard non polar	33892256
1,6-Hexanedithiol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SCCCCCCS[Si](C)(C)C(C)(C)C	2177.2	Semi standard non polar	33892256
1,6-Hexanedithiol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SCCCCCCS[Si](C)(C)C(C)(C)C	2164.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1,6-Hexanedithiol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ug1-9300000000-b6bae81c64e08d11791a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,6-Hexanedithiol 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 - 1,6-Hexanedithiol 10V, Positive-QTOF	splash10-0udi-0900000000-72d6e6970fdf5efad618	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanedithiol 20V, Positive-QTOF	splash10-0udi-2900000000-7d3d286daac37947b5e3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanedithiol 40V, Positive-QTOF	splash10-07ef-9000000000-34a76a3111683db7e7f9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanedithiol 10V, Negative-QTOF	splash10-0002-1900000000-b3666c80356f64065b5e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanedithiol 20V, Negative-QTOF	splash10-0002-2900000000-8438380dc173d58bbba9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanedithiol 40V, Negative-QTOF	splash10-001i-9000000000-b61d6babef229352d290	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanedithiol 10V, Positive-QTOF	splash10-014i-7900000000-8bcc68930840babd6a96	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanedithiol 20V, Positive-QTOF	splash10-0a59-9000000000-b1de60e5da1dcf0fb594	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanedithiol 40V, Positive-QTOF	splash10-06tg-9000000000-4761efb98451f1cd2634	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanedithiol 10V, Negative-QTOF	splash10-0002-0900000000-9ca8fee6e1d1c6044817	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanedithiol 20V, Negative-QTOF	splash10-0002-0900000000-ed614c8b123d13bdd3f6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-Hexanedithiol 40V, Negative-QTOF	splash10-000t-9600000000-ada43d8294c38cb90d0c	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+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

FDB008372

KNApSAcK ID

Not Available

Chemspider ID

13836

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14491

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1036511

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 1,6-Hexanedithiol (HMDB0031709)

MOL for HMDB0031709 (1,6-Hexanedithiol)

3D MOL for HMDB0031709 (1,6-Hexanedithiol)

3D SDF for HMDB0031709 (1,6-Hexanedithiol)

3D-SDF for HMDB0031709 (1,6-Hexanedithiol)

PDB for HMDB0031709 (1,6-Hexanedithiol)

3D PDB for HMDB0031709 (1,6-Hexanedithiol)

SMILES for HMDB0031709 (1,6-Hexanedithiol)

INCHI for HMDB0031709 (1,6-Hexanedithiol)

Structure for HMDB0031709 (1,6-Hexanedithiol)

3D Structure for HMDB0031709 (1,6-Hexanedithiol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra