Record Information
Version1.0
Creation date2010-04-08 22:04:42 UTC
Update date2019-11-27 17:03:31 UTC
Primary IDFDB000756
Secondary Accession Numbers
  • FDB009508
Chemical Information
FooDB NameGlycerol
DescriptionGlycerol, also known as glycerin or glycyl alcohol, belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group. Glycerol is an extremely weak basic (essentially neutral) compound (based on its pKa). Glycerol exists in all living species, ranging from bacteria to humans. Glycerol is an odorless tasting compound. Glycerol is found, on average, in the highest concentration in pomegranates. Glycerol has also been detected, but not quantified in, several different foods, such as garden onions, alaska wild rhubarbs, garden rhubarbs, nanking cherries, and summer grapes. This could make glycerol a potential biomarker for the consumption of these foods. Glycerol is a potentially toxic compound. Glycerol has been found to be associated with several diseases such as colorectal cancer, crohn's disease, eosinophilic esophagitis, and ulcerative colitis; also glycerol has been linked to the inborn metabolic disorders including glycerol kinase deficiency.
CAS Number56-81-5
Structure
Thumb
Synonyms
SynonymSource
1,2,3-PropanetriolChEBI
1,2,3-TrihydroxypropaneChEBI
GlycerinChEBI
GlycerineChEBI
GlyceritolChEBI
GlycerolumChEBI
Glycyl alcoholChEBI
GlyzerinChEBI
GroChEBI
OelsuessChEBI
PropanetriolChEBI
TrihydroxypropaneChEBI
Concentrated glycerinKegg
Glycerin, concentratedKegg
BulboldHMDB
CristalHMDB
e 422HMDB
Emery 916HMDB
Glyceol opthalganHMDB
GlyrolHMDB
GlysaninHMDB
IFPHMDB
Incorporation factorHMDB
Mackstat H 66HMDB
OsmoglynHMDB
Pricerine 9091HMDB
RG-SHMDB
TryhydroxypropaneHMDB
1,2,3-Propanetriol, 9CIdb_source
1,2,3-Trihydroxypropanolbiospider
Amylacdb_source
Babylaxdb_source
Bulboiddb_source
E422db_source
FEMA 2525db_source
Luxoraldb_source
Meprolaxdb_source
Propane-1,2,3-triolmanual
Predicted Properties
PropertyValueSource
Water Solubility1170 g/LALOGPS
logP-1.9ALOGPS
logP-1.8ChemAxon
logS1.1ALOGPS
pKa (Strongest Acidic)13.61ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity20.52 m³·mol⁻¹ChemAxon
Polarizability8.93 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC3H8O3
IUPAC namepropane-1,2,3-triol
InChI IdentifierInChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2
InChI KeyPEDCQBHIVMGVHV-UHFFFAOYSA-N
Isomeric SMILESOCC(O)CO
Average Molecular Weight92.0938
Monoisotopic Molecular Weight92.047344122
Classification
Description belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar alcohols
Alternative Parents
Substituents
  • Sugar alcohol
  • Secondary alcohol
  • Polyol
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 39.13%; H 8.76%; O 52.12%DFC
Melting PointMp 17.8°DFC
Boiling PointBp20 182°DFC
Experimental Water Solubility1000 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP-1.76HANSCH,C ET AL. (1995)
Experimental pKapKa1 14.4DFC
Isoelectric pointNot Available
Charge0
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd1515 1.27DFC
Refractive Indexn20D 1.4720DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0fr2-0910000000-6497c0870b71585c6322View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-0ktb-0920000000-93408d69acffad6f48afView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-05mk-0940000000-778ba583836705f8fdf4View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-00kb-0920000000-2e4b358941c660851f0aView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)splash10-00dj-6920000000-6828d7b00cb31e84fac1View in MoNA
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-0le9-0940000000-e0b9bada9be26d720326View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01ox-9000000000-3fe0c184a891364773a8View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0fr2-0930000000-470b6694b25fde40d80fView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0fr2-0910000000-6497c0870b71585c6322View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0ktb-0920000000-93408d69acffad6f48afView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-05mk-0940000000-778ba583836705f8fdf4View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00kb-0920000000-2e4b358941c660851f0aView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00dj-6920000000-6828d7b00cb31e84fac1View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0le9-0940000000-e0b9bada9be26d720326View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00kb-0920000000-085a71f40d38f2729036View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01qc-9000000000-80cdb8c006ea00f55a64View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-0q4u-9280000000-1487e8921bcecbde6458View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0a4i-9000000000-d7c139dc01453f61eb99View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0a4l-9000000000-7d7844b4813b038012daView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0udi-9100000000-16029dbe79f139ab904aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positivesplash10-01ox-9000000000-3fe0c184a891364773a8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9000000000-a638e26fe3c3f48563c2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004l-9000000000-d3fd9e9abd911eb0f88eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-9000000000-ca218dca3a5d86196d81View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9000000000-b40367f5ca8d11288fbeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-ba29a0647084e32d8704View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0abc-9000000000-4cd85379d414c16f95c0View in MoNA
MSMass Spectrum (Electron Ionization)splash10-01ox-9000000000-3706109441e6d3017895View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,1H] 2D NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID733
ChEMBL IDCHEMBL692
KEGG Compound IDC00116
Pubchem Compound ID753
Pubchem Substance IDNot Available
ChEBI ID17754
Phenol-Explorer IDNot Available
DrugBank IDDB04077
HMDB IDHMDB00131
CRC / DFC (Dictionary of Food Compounds) IDBGV25-K:BGV25-K
EAFUS ID1512
Dr. Duke IDGLYCEROL|GLYCERIN
BIGG ID33915
KNApSAcK IDC00001163
HET IDGOL
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1008461
SuperScent IDNot Available
Wikipedia IDGlycerol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti cataract52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti ear-wax52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti ketoticDUKE
anti Meniere's52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti neuralgic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
arrhythmigenic38070 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.DUKE
emollientDUKE
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
hyperglycemic76916 A drug which increases the blood glucose level.DUKE
Enzymes
NameGene NameUniProt ID
Glutathione S-transferase PGSTP1P09211
Carnitine O-palmitoyltransferase 1, muscle isoformCPT1BQ92523
Carnitine O-palmitoyltransferase 1, liver isoformCPT1AP50416
Carnitine O-palmitoyltransferase 2, mitochondrialCPT2P23786
Alpha-galactosidase AGLAP06280
Lipoprotein lipaseLPLP06858
Monoglyceride lipaseMGLLQ99685
Alcohol dehydrogenase [NADP(+)]AKR1A1P14550
Bifunctional 3'-phosphoadenosine 5'-phosphosulfate synthase 1PAPSS1O43252
Lactase-phlorizin hydrolaseLCTP09848
Alpha-N-acetylgalactosaminidaseNAGAP17050
Glycerol kinase 2GK2Q14410
Glycerol kinaseGKP32189
Beta-galactosidaseGLB1P16278
Hematopoietic prostaglandin D synthaseHPGDSO60760
Glycophorin-BGYPBP06028
GlycodelinPAEPP09466
Putative glycerol kinase 3GK3PQ14409
Cardiolipin synthaseCRLS1Q9UJA2
Putative glycerol kinase 5GK5Q6ZS86
Ectonucleotide pyrophosphatase/phosphodiesterase family member 6ENPP6Q6UWR7
Glycerophosphoinositol inositolphosphodiesterase GDPD2GDPD2Q9HCC8
Pathways
NameSMPDB LinkKEGG Link
Galactose MetabolismSMP00043 map00052
Glycerolipid MetabolismSMP00039 map00561
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.