Showing Compound Propylene glycol (FDB008274)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:00 UTC

Update date

2019-11-26 03:02:22 UTC

Primary ID

FDB008274

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Propylene glycol

Description

Propylene glycol, also known as 1,2-propanediol or methyl glycol, belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions. Propylene glycol is an extremely weak basic (essentially neutral) compound (based on its pKa). Propylene glycol exists in all living species, ranging from bacteria to humans. Propylene glycol is a very slight, alcoholic, and odorless tasting compound. Propylene glycol is found, on average, in the highest concentration within beers. Propylene glycol has also been detected, but not quantified in, cereals and cereal products and mushrooms. This could make propylene glycol a potential biomarker for the consumption of these foods. Propylene glycol is a potentially toxic compound.

CAS Number

57-55-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1,2-Dihydroxypropane	ChEBI
1,2-Propanediol	ChEBI
1,2-Propylenglykol	ChEBI
2-Hydroxypropanol	ChEBI
alpha-Propyleneglycol	ChEBI
CH3CH(OH)CH2OH	ChEBI
HOCH2CH(OH)CH3	ChEBI
HOCH2CH(OH)Me	ChEBI
Isopropylene glycol	ChEBI
MeCH(OH)CH2OH	ChEBI
Methyl glycol	ChEBI
Methylethyl glycol	ChEBI
Methylethylene glycol	ChEBI
Monopropylene glycol	ChEBI
PPD	ChEBI
a-Propyleneglycol	Generator
Α-propyleneglycol	Generator
(RS)-1,2-Propanediol	HMDB
1,2-(RS)-Propanediol	HMDB
1,2-Propylene glycol	HMDB
2,3-Propanediol	HMDB
a-Propylene glycol	HMDB
Aliphatic alcohol	HMDB
alpha-Propylene glycol	HMDB
Chilisa fe	HMDB
DL-1,2-Propanediol	HMDB
DL-Propylene glycol	HMDB
Dowfrost	HMDB
Glycol	HMDB
Ilexan p	HMDB
Inhibited 1,2-propylene glycol	HMDB
Prolugen	HMDB
Propane-1,2-diol	HMDB
Propanediol	HMDB
Propylene glycol usp	HMDB
Propylenglycol	HMDB
Sentry propylene glycol	HMDB
Sirlene	HMDB
Solar winter ban	HMDB
Solargard p	HMDB
Trimethyl glycol	HMDB
Ucar 35	HMDB
Propan-1,2-diol	HMDB
Monohydrate, propylene glycol	HMDB
Propylene glycol, (R)-isomer	HMDB
Propylene glycol, (S)-isomer	HMDB
1,2 Propanediol	HMDB
Glycol, propylene	HMDB
Propylene glycol, (+-)-isomer	HMDB
Propylene glycol monohydrate	HMDB
Propylene glycol sodium salt	HMDB
(RS)-1,2-propanediol	HMDB
1,2-(RS)-propanediol	HMDB
3-Deoxyglycerol	db_source
E1520	db_source
FEMA 2940	db_source
Ilexan P	HMDB
Propylene glycol	biospider
Solargard P	HMDB
α-propyleneglycol	Generator

Predicted 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

Chemical Formula

C3H8O2

IUPAC name

propane-1,2-diol

InChI Identifier

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

InChI Key

DNIAPMSPPWPWGF-UHFFFAOYSA-N

Isomeric SMILES

CC(O)CO

Average Molecular Weight

76.0944

Monoisotopic Molecular Weight

76.0524295

Classification

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-diols (CHEBI:16997 )
glycol (CHEBI:16997 )
DL-12-Propanediol (PROPANE-1-2-DIOL )

Ontology

Physiological effect

Health effect:

Health condition:

Cirrhosis

Cancer:

Lung cancer

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Synthetic:

Personal care product

Biological:

Plant:

Poaceae

Biological location:

Process

Naturally occurring process:

Biological process:

Biochemical pathway:

Asthma

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 47.35%; H 10.60%; O 42.05%	DFC
Melting Point	-60 oC
Boiling Point	Not Available
Experimental Water Solubility	1000 mg/mL at 20 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	-0.92	HANSCH,C ET AL. (1995)
Experimental pKa	pKa1 14.9 (25°)	DFC
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0002-9000000000-cbc512db1a4c5510015e	2014-09-20	View Spectrum
GC-MS	Propylene glycol, non-derivatized, GC-MS Spectrum	splash10-014j-0900000000-d90655d5a614c4ddf998	Spectrum
GC-MS	Propylene glycol, 2 TMS, GC-MS Spectrum	splash10-014i-1900000000-ab4a1ff05d1275711170	Spectrum
GC-MS	Propylene glycol, non-derivatized, GC-MS Spectrum	splash10-0002-9000000000-a18bede40461dace657b	Spectrum
GC-MS	Propylene glycol, non-derivatized, GC-MS Spectrum	splash10-0002-9000000000-6d2345a66e2cf8d2d379	Spectrum
GC-MS	Propylene glycol, non-derivatized, GC-MS Spectrum	splash10-014j-0900000000-d90655d5a614c4ddf998	Spectrum
GC-MS	Propylene glycol, non-derivatized, GC-MS Spectrum	splash10-014i-1900000000-ab4a1ff05d1275711170	Spectrum
Predicted GC-MS	Propylene glycol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-055g-9000000000-594a84f802409d0a8265	Spectrum
Predicted GC-MS	Propylene glycol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0kp0-9520000000-ffe4848ba88742d1a4d6	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0a7i-9000000000-6c96c59f8ba2e0e5353e	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-005d-9000000000-ae07e4049d24341335ec	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-00aj-9000000000-f455f8f0f79f9970711a	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive	splash10-0002-9000000000-c5bf57086deb14e12495	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-0002-9000000000-6d2345a66e2cf8d2d379	2012-08-31	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-0a1a58ae50ca7bfbc92f	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-9000000000-0c246d88e88be8375dd1	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-5e6c0456bbcc20afb607	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9000000000-5bf5d9d3c7cf604af9a3	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-9000000000-3499fb432cd119926640	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-36c6bc6082b188beb665	2016-09-12	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 500 MHz, H₂O, experimental)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

DB01839

HMDB ID

HMDB01881

CRC / DFC (Dictionary of Food Compounds) ID

DFN63-V:DFN63-V

EAFUS ID

3201

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00007410

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1000381

SuperScent ID

Not Available

Wikipedia ID

1,2-Propanediol

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Name	SMPDB Link	KEGG Link
Pyruvate Metabolism	SMP00060	map00620

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
odorless	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
very slight	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
alcoholic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

show

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound Propylene glycol (FDB008274)

Structure for FDB008274 (Propylene glycol)