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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2007-05-22 17:39:54 UTC

Update Date

2021-09-14 15:20:06 UTC

HMDB ID

HMDB0006213

Secondary Accession Numbers

HMDB06213

Metabolite Identification

Common Name

(S)-Propane-1,2-diol

Description

(S)-Propane-1,2-diol, also known as (S)-1,2-propanediol or (S)-propylene glycol, belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions. (S)-Propane-1,2-diol is an extremely weak basic (essentially neutral) compound (based on its pKa). (S)-Propane-1,2-diol has been detected, but not quantified in, several different foods, such as common buckwheats, mustard spinach, sugar apples, black crowberries, and bayberries. This could make (S)-propane-1,2-diol a potential biomarker for the consumption of these foods. (S)-Propane-1,2-diol is a clear, colourless, viscous organic solvent and diluent used in pharmaceutical preparations.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(S)-1,2-Propanediol	ChEBI
(S)-Propylene glycol	ChEBI
(2S)-Propane-1,2-diol	HMDB
(+)-(S)-1,2-Propanediol	HMDB
(+)-1,2-Propanediol	HMDB
(2S)-1,2-Propanediol	HMDB
(S)-(+)-Propane-1,2-diol	HMDB
(S)-(+)-Propylene glycol	HMDB
(S)-2-Hydroxy-1-propanol	HMDB
(S)-2-Hydroxypropanol	HMDB
(S)-Propane-1,2-diol	HMDB
1,2(S)-Propanediol	HMDB
1,2-(RS)-Propanediol	HMDB
1,2-Dihydroxypropane	HMDB
1,2-Propanediol	HMDB
1,2-Propylene glycol	HMDB
2,3-Propanediol	HMDB
2-Hydroxypropanol	HMDB
3-Deoxy-sn-glycerol	HMDB
Isopropylene glycol	HMDB
L-(+)-Propanediol	HMDB
L-(+)-Propylene glycol	HMDB
L-1,2-Propanediol	HMDB
Methylethyl glycol	HMDB
Methylethylene glycol	HMDB
Monopropylene glycol	HMDB
Propylene glycol	HMDB
alpha-Propylene glycol	HMDB
α-Propylene glycol	HMDB

Chemical Formula

C₃H₈O₂

Average Molecular Weight

76.0944

Monoisotopic Molecular Weight

76.0524295

IUPAC Name

(2S)-propane-1,2-diol

Traditional Name

(S)-1,2-propanediol

CAS Registry Number

4254-15-3

SMILES

C[C@H](O)CO

InChI Identifier

InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3/t3-/m0/s1

InChI Key

DNIAPMSPPWPWGF-VKHMYHEASA-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
Hydrocarbon derivative
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

propane-1,2-diol (CHEBI:29002 )

Ontology

Not Available

Physical Properties

State

Solid

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
Water Solubility	952 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-0.79	ChemAxon
logS	1.1	ALOGPS
pKa (Strongest Acidic)	14.47	ChemAxon
pKa (Strongest Basic)	-2.9	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	1	ChemAxon
Refractivity	18.97 m³·mol⁻¹	ChemAxon
Polarizability	8.01 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
DarkChem	[M+H]+	112.478	31661259
DarkChem	[M-H]-	107.344	31661259
DeepCCS	[M+H]+	120.937	30932474
DeepCCS	[M-H]-	118.498	30932474
DeepCCS	[M-2H]-	154.62	30932474
DeepCCS	[M+Na]+	129.194	30932474
AllCCS	[M+H]+	123.0	32859911
AllCCS	[M+H-H2O]+	118.6	32859911
AllCCS	[M+NH4]+	127.2	32859911
AllCCS	[M+Na]+	128.4	32859911
AllCCS	[M-H]-	131.2	32859911
AllCCS	[M+Na-2H]-	136.8	32859911
AllCCS	[M+HCOO]-	143.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-Propane-1,2-diol	C[C@H](O)CO	1505.0	Standard polar	33892256
(S)-Propane-1,2-diol	C[C@H](O)CO	711.0	Standard non polar	33892256
(S)-Propane-1,2-diol	C[C@H](O)CO	735.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-Propane-1,2-diol,1TMS,isomer #1	C[C@@H](CO)O[Si](C)(C)C	848.9	Semi standard non polar	33892256
(S)-Propane-1,2-diol,1TMS,isomer #2	C[C@H](O)CO[Si](C)(C)C	857.7	Semi standard non polar	33892256
(S)-Propane-1,2-diol,2TMS,isomer #1	C[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C	999.7	Semi standard non polar	33892256
(S)-Propane-1,2-diol,1TBDMS,isomer #1	C[C@@H](CO)O[Si](C)(C)C(C)(C)C	1082.8	Semi standard non polar	33892256
(S)-Propane-1,2-diol,1TBDMS,isomer #2	C[C@H](O)CO[Si](C)(C)C(C)(C)C	1081.2	Semi standard non polar	33892256
(S)-Propane-1,2-diol,2TBDMS,isomer #1	C[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1427.3	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 - (S)-Propane-1,2-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-055g-9000000000-27df50480b6cca9d0e9b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Propane-1,2-diol GC-MS (2 TMS) - 70eV, Positive	splash10-0kp0-9520000000-ffe4848ba88742d1a4d6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Propane-1,2-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 - (S)-Propane-1,2-diol 10V, Positive-QTOF	splash10-004i-9000000000-0a1a58ae50ca7bfbc92f	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Propane-1,2-diol 20V, Positive-QTOF	splash10-0a6r-9000000000-4f58eaf424aa13185ca2	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Propane-1,2-diol 40V, Positive-QTOF	splash10-052f-9000000000-d0e5def95a7a7879dc71	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Propane-1,2-diol 10V, Negative-QTOF	splash10-004i-9000000000-5bf5d9d3c7cf604af9a3	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Propane-1,2-diol 20V, Negative-QTOF	splash10-056r-9000000000-ea5b27ac0cc585591f63	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Propane-1,2-diol 40V, Negative-QTOF	splash10-0a4i-9000000000-ecc48f7be3304c6cc1e0	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Propane-1,2-diol 10V, Negative-QTOF	splash10-0a6r-9000000000-ea4d9d80ebf7615e6811	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Propane-1,2-diol 20V, Negative-QTOF	splash10-0a4i-9000000000-a77309b9b0e17e94870d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Propane-1,2-diol 40V, Negative-QTOF	splash10-0006-9000000000-7bb23415e61ec73a459c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Propane-1,2-diol 10V, Positive-QTOF	splash10-0a4l-9000000000-5dba4634f494296e1347	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Propane-1,2-diol 20V, Positive-QTOF	splash10-0a4l-9000000000-2174cc6a153316ad8c52	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Propane-1,2-diol 40V, Positive-QTOF	splash10-0006-9000000000-a1a685f935041163641b	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	12097436	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04349

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

ChEBI ID

Food Biomarker Ontology

Not Available

VMH ID

12PPD_S

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Melchiorre, Carlo. A convenient synthesis of S(+)-propane-1,2-diol. Chemistry & Industry (London, United Kingdom) (1976), (5), 218.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Not Available

Enzymes

Enzyme Details

1. Aldose reductase

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the NADPH-dependent reduction of a wide variety of carbonyl-containing compounds to their corresponding alcohols with a broad range of catalytic efficiencies.
Gene Name:: AKR1B1
Uniprot ID:: P15121
Molecular weight:: 35853.125

Showing metabocard for (S)-Propane-1,2-diol (HMDB0006213)

MOL for HMDB0006213 ((S)-Propane-1,2-diol)

3D MOL for HMDB0006213 ((S)-Propane-1,2-diol)

3D SDF for HMDB0006213 ((S)-Propane-1,2-diol)

3D-SDF for HMDB0006213 ((S)-Propane-1,2-diol)

PDB for HMDB0006213 ((S)-Propane-1,2-diol)

3D PDB for HMDB0006213 ((S)-Propane-1,2-diol)

SMILES for HMDB0006213 ((S)-Propane-1,2-diol)

INCHI for HMDB0006213 ((S)-Propane-1,2-diol)

Structure for HMDB0006213 ((S)-Propane-1,2-diol)

3D Structure for HMDB0006213 ((S)-Propane-1,2-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes