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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-01 18:49:19 UTC

Update Date

2021-09-26 22:49:00 UTC

HMDB ID

HMDB0242566

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2R)-3-Sulfanylpropane-1,2-diol

Description

(2R)-3-Sulfanylpropane-1,2-diol, also known as 1-monothioglycerol or alpha-thiolglycerol, belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions. Based on a literature review a significant number of articles have been published on (2R)-3-Sulfanylpropane-1,2-diol. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2r)-3-sulfanylpropane-1,2-diol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2R)-3-Sulfanylpropane-1,2-diol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-Mercapto-2,3-propanediol	ChEBI
1-Mercaptoglycerol	ChEBI
1-Monothioglycerol	ChEBI
1-Thio-2,3-propanediol	ChEBI
1-Thioglycerol	ChEBI
2,3-Dihydroxypropanethiol	ChEBI
3-Mercapto-1,2-propanediol	ChEBI
3-Mercaptopropane-1,2-diol	ChEBI
alpha-Thiolglycerol	ChEBI
Monothioglycerin	ChEBI
Thioglycerin	ChEBI
Thioglycerine	ChEBI
Thioglycerol	ChEBI
a-Thiolglycerol	Generator
Α-thiolglycerol	Generator
(2R)-3-Sulphanylpropane-1,2-diol	Generator
Mercaptoglycerol	HMDB
Thioglycerol sodium salt	HMDB
alpha-Thioglycerol	HMDB
Monothioglycerol	HMDB

Chemical Formula

C₃H₈O₂S

Average Molecular Weight

108.16

Monoisotopic Molecular Weight

108.024500672

IUPAC Name

3-sulfanylpropane-1,2-diol

Traditional Name

thioglycerol

CAS Registry Number

Not Available

SMILES

OCC(O)CS

InChI Identifier

InChI=1S/C3H8O2S/c4-1-3(5)2-6/h3-6H,1-2H2

InChI Key

PJUIMOJAAPLTRJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

1,2-diols

Alternative Parents

Substituents

Secondary alcohol
1,2-diol
Alkylthiol
Hydrocarbon derivative
Primary alcohol
Organosulfur compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

thiol (CHEBI:74537 )
propane-1,2-diols (CHEBI:74537 )
a small molecule (CPD0-1951 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.29	ALOGPS
logP	-0.74	ChemAxon
logS	-0.43	ALOGPS
pKa (Strongest Acidic)	9.92	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	26.7 m³·mol⁻¹	ChemAxon
Polarizability	10.91 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	125.224	30932474
DeepCCS	[M-H]-	123.303	30932474
DeepCCS	[M-2H]-	158.801	30932474
DeepCCS	[M+Na]+	132.952	30932474
AllCCS	[M+H]+	128.1	32859911
AllCCS	[M+H-H2O]+	123.8	32859911
AllCCS	[M+NH4]+	132.0	32859911
AllCCS	[M+Na]+	133.2	32859911
AllCCS	[M-H]-	133.4	32859911
AllCCS	[M+Na-2H]-	138.1	32859911
AllCCS	[M+HCOO]-	143.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2R)-3-Sulfanylpropane-1,2-diol	OCC(O)CS	2067.7	Standard polar	33892256
(2R)-3-Sulfanylpropane-1,2-diol	OCC(O)CS	1004.8	Standard non polar	33892256
(2R)-3-Sulfanylpropane-1,2-diol	OCC(O)CS	1086.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2R)-3-Sulfanylpropane-1,2-diol,3TMS,isomer #1	C[Si](C)(C)OCC(CS[Si](C)(C)C)O[Si](C)(C)C	1441.2	Semi standard non polar	33892256
(2R)-3-Sulfanylpropane-1,2-diol,3TMS,isomer #1	C[Si](C)(C)OCC(CS[Si](C)(C)C)O[Si](C)(C)C	1434.2	Standard non polar	33892256
(2R)-3-Sulfanylpropane-1,2-diol,3TMS,isomer #1	C[Si](C)(C)OCC(CS[Si](C)(C)C)O[Si](C)(C)C	1347.2	Standard polar	33892256
(2R)-3-Sulfanylpropane-1,2-diol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CS[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2079.4	Semi standard non polar	33892256
(2R)-3-Sulfanylpropane-1,2-diol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CS[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2063.7	Standard non polar	33892256
(2R)-3-Sulfanylpropane-1,2-diol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(CS[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1802.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-9000000000-937c67e2c7b823b80216	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	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 - (2R)-3-Sulfanylpropane-1,2-diol 10V, Positive-QTOF	splash10-0a4i-3900000000-512a5a503dd4026c583d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol 20V, Positive-QTOF	splash10-0a4l-9400000000-cf03658081085c959817	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol 40V, Positive-QTOF	splash10-05fs-9000000000-fedf74311cd216b18075	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol 10V, Negative-QTOF	splash10-0a4i-9800000000-9bfec54c8bf64d48f4d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol 20V, Negative-QTOF	splash10-0a4i-9300000000-6da4431446d64dc341e3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol 40V, Negative-QTOF	splash10-05gl-9000000000-bcb11731c61011d53b5a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol 10V, Positive-QTOF	splash10-00dl-9000000000-5eddb9f1d45b223dd06d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol 20V, Positive-QTOF	splash10-0a4j-9000000000-22b4bf1f0fd4c448a17d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol 40V, Positive-QTOF	splash10-0002-9000000000-787c3ad62783d2fdbf63	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol 10V, Negative-QTOF	splash10-0a4i-5900000000-6d44cab863da6efc69d3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol 20V, Negative-QTOF	splash10-001i-9000000000-942ac689538269d6ca7b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-3-Sulfanylpropane-1,2-diol 40V, Negative-QTOF	splash10-001i-9000000000-9a9470deaa33746cef91	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

7019

KEGG Compound ID

Not Available

BioCyc ID

CPD0-1951

BiGG ID

Not Available

Wikipedia Link

3-Mercaptopropane-1,2-diol

METLIN ID

Not Available

PubChem Compound

7291

PDB ID

Not Available

ChEBI ID

74537

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1810091

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (2R)-3-Sulfanylpropane-1,2-diol (HMDB0242566)

MOL for HMDB0242566 ((2R)-3-Sulfanylpropane-1,2-diol)

3D MOL for HMDB0242566 ((2R)-3-Sulfanylpropane-1,2-diol)

3D SDF for HMDB0242566 ((2R)-3-Sulfanylpropane-1,2-diol)

3D-SDF for HMDB0242566 ((2R)-3-Sulfanylpropane-1,2-diol)

PDB for HMDB0242566 ((2R)-3-Sulfanylpropane-1,2-diol)

3D PDB for HMDB0242566 ((2R)-3-Sulfanylpropane-1,2-diol)

SMILES for HMDB0242566 ((2R)-3-Sulfanylpropane-1,2-diol)

INCHI for HMDB0242566 ((2R)-3-Sulfanylpropane-1,2-diol)

Structure for HMDB0242566 ((2R)-3-Sulfanylpropane-1,2-diol)

3D Structure for HMDB0242566 ((2R)-3-Sulfanylpropane-1,2-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra