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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:17:33 UTC

Update Date

2022-03-07 02:53:46 UTC

HMDB ID

HMDB0033556

Secondary Accession Numbers

HMDB33556

Metabolite Identification

Common Name

2,5-Dimethyl-1,4-dithiane-2,5-diol

Description

2,5-Dimethyl-1,4-dithiane-2,5-diol belongs to the class of organic compounds known as dithianes. Dithianes are compounds containing a dithiane moiety, which is composed of a cyclohexane core structure wherein two methylene units are replaced by sulfur centres. 2,5-Dimethyl-1,4-dithiane-2,5-diol is a bouillon, chicken, and lamb tasting compound. Based on a literature review very few articles have been published on 2,5-Dimethyl-1,4-dithiane-2,5-diol.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2,5-Dihydroxy-2,5-dimethyl-1,4-dithiane	HMDB
2,5-Dimethyl-2, 5-dihydroxy-1,4-dithiane	HMDB
2,5-Dimethyl-2,5-dihydroxy-1,4-dithiane	HMDB
2,5-Dimethyl-2,5-dihydroxy-P-dithiane	HMDB
2,5-Dimethyl-P-dithiane-2,5-diol	HMDB
2-Mercaptopropanone	HMDB
FEMA 3450	HMDB

Chemical Formula

C₆H₁₂O₂S₂

Average Molecular Weight

180.288

Monoisotopic Molecular Weight

180.027871008

IUPAC Name

2,5-dimethyl-1,4-dithiane-2,5-diol

Traditional Name

2,5-dimethyl-1,4-dithiane-2,5-diol

CAS Registry Number

55704-78-4

SMILES

CC1(O)CSC(C)(O)CS1

InChI Identifier

InChI=1S/C6H12O2S2/c1-5(7)3-10-6(2,8)4-9-5/h7-8H,3-4H2,1-2H3

InChI Key

NHKIYYMFGJBOTK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dithianes. Dithianes are compounds containing a dithiane moiety, which is composed of a cyclohexane core structure wherein two methylene units are replaced by sulfur centres.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dithianes

Sub Class

Not Available

Direct Parent

Dithianes

Alternative Parents

Substituents

1,4-dithiane
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0033556)
Cytoplasm (HMDB: HMDB0033556)

Source

Exogenous

Exogenous (HMDB: HMDB0033556)

Food

Food (HMDB: HMDB0033556)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0033556)

Biological role

Nutrient (HMDB: HMDB0033556)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	81.00 to 83.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	326.00 to 327.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	0.781 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	18.5 g/L	ALOGPS
logP	0.02	ALOGPS
logP	0.27	ChemAxon
logS	-0.99	ALOGPS
pKa (Strongest Acidic)	13.21	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	46.87 m³·mol⁻¹	ChemAxon
Polarizability	18.03 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	138.712	31661259
DarkChem	[M-H]-	133.855	31661259
DeepCCS	[M+H]+	139.543	30932474
DeepCCS	[M-H]-	137.213	30932474
DeepCCS	[M-2H]-	173.042	30932474
DeepCCS	[M+Na]+	148.143	30932474
AllCCS	[M+H]+	135.4	32859911
AllCCS	[M+H-H2O]+	131.4	32859911
AllCCS	[M+NH4]+	139.1	32859911
AllCCS	[M+Na]+	140.2	32859911
AllCCS	[M-H]-	138.4	32859911
AllCCS	[M+Na-2H]-	140.4	32859911
AllCCS	[M+HCOO]-	142.7	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.	1.9 minutes	32390414
Predicted by Siyang on May 30, 2022	16.5523 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.21 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	52.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2577.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	609.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	180.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	393.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	215.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	654.9 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	791.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	514.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1260.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	443.8 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	1570.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	490.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	407.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	680.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	588.5 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	154.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,5-Dimethyl-1,4-dithiane-2,5-diol	CC1(O)CSC(C)(O)CS1	2404.4	Standard polar	33892256
2,5-Dimethyl-1,4-dithiane-2,5-diol	CC1(O)CSC(C)(O)CS1	1375.1	Standard non polar	33892256
2,5-Dimethyl-1,4-dithiane-2,5-diol	CC1(O)CSC(C)(O)CS1	1405.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,5-Dimethyl-1,4-dithiane-2,5-diol,1TMS,isomer #1	CC1(O)CSC(C)(O[Si](C)(C)C)CS1	1507.0	Semi standard non polar	33892256
2,5-Dimethyl-1,4-dithiane-2,5-diol,2TMS,isomer #1	CC1(O[Si](C)(C)C)CSC(C)(O[Si](C)(C)C)CS1	1611.6	Semi standard non polar	33892256
2,5-Dimethyl-1,4-dithiane-2,5-diol,1TBDMS,isomer #1	CC1(O)CSC(C)(O[Si](C)(C)C(C)(C)C)CS1	1780.6	Semi standard non polar	33892256
2,5-Dimethyl-1,4-dithiane-2,5-diol,2TBDMS,isomer #1	CC1(O[Si](C)(C)C(C)(C)C)CSC(C)(O[Si](C)(C)C(C)(C)C)CS1	2086.0	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 - 2,5-Dimethyl-1,4-dithiane-2,5-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9400000000-b87f4da582a7c9fdca27	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dimethyl-1,4-dithiane-2,5-diol GC-MS (2 TMS) - 70eV, Positive	splash10-08mr-9824000000-dfc0b9b751ceea8fd220	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dimethyl-1,4-dithiane-2,5-diol 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 - 2,5-Dimethyl-1,4-dithiane-2,5-diol 10V, Positive-QTOF	splash10-001i-0900000000-dbfa5225b7f6c383686a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-1,4-dithiane-2,5-diol 20V, Positive-QTOF	splash10-0019-2900000000-dfd780264593e557ff9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-1,4-dithiane-2,5-diol 40V, Positive-QTOF	splash10-014m-5900000000-42e9680bac395304de26	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-1,4-dithiane-2,5-diol 10V, Negative-QTOF	splash10-004i-1900000000-1f8727221c53c30a72a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-1,4-dithiane-2,5-diol 20V, Negative-QTOF	splash10-052u-9000000000-e49016f48fded9a21d80	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-1,4-dithiane-2,5-diol 40V, Negative-QTOF	splash10-000i-9100000000-f9c63cfd1761de62624c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-1,4-dithiane-2,5-diol 10V, Negative-QTOF	splash10-004i-0900000000-a273145fb8de7c0a7308	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-1,4-dithiane-2,5-diol 20V, Negative-QTOF	splash10-00fr-3900000000-8897c4986d373ed91577	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-1,4-dithiane-2,5-diol 40V, Negative-QTOF	splash10-01ti-2900000000-afeb82d395b833cd175a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-1,4-dithiane-2,5-diol 10V, Positive-QTOF	splash10-03e9-0900000000-78dddcfaa847522d2a7e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-1,4-dithiane-2,5-diol 20V, Positive-QTOF	splash10-0fk9-2900000000-1e10281383704b8a8a92	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dimethyl-1,4-dithiane-2,5-diol 40V, Positive-QTOF	splash10-002e-9000000000-0060bd527b74f7b0e1e8	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

FDB011622

KNApSAcK ID

Not Available

Chemspider ID

55941

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62105

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1036231

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 2,5-Dimethyl-1,4-dithiane-2,5-diol (HMDB0033556)

MOL for HMDB0033556 (2,5-Dimethyl-1,4-dithiane-2,5-diol)

3D MOL for HMDB0033556 (2,5-Dimethyl-1,4-dithiane-2,5-diol)

3D SDF for HMDB0033556 (2,5-Dimethyl-1,4-dithiane-2,5-diol)

3D-SDF for HMDB0033556 (2,5-Dimethyl-1,4-dithiane-2,5-diol)

PDB for HMDB0033556 (2,5-Dimethyl-1,4-dithiane-2,5-diol)

3D PDB for HMDB0033556 (2,5-Dimethyl-1,4-dithiane-2,5-diol)

SMILES for HMDB0033556 (2,5-Dimethyl-1,4-dithiane-2,5-diol)

INCHI for HMDB0033556 (2,5-Dimethyl-1,4-dithiane-2,5-diol)

Structure for HMDB0033556 (2,5-Dimethyl-1,4-dithiane-2,5-diol)

3D Structure for HMDB0033556 (2,5-Dimethyl-1,4-dithiane-2,5-diol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra