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Record Information
Version1.0
Creation Date2014-09-11 05:18:55 UTC
Update Date2016-11-09 01:09:13 UTC
Accession NumberCHEM003800
Identification
Common NameGlutaral
ClassSmall Molecule
DescriptionGlutaral is used as an antimicrobial agent in sugar mills and as a fixing agent in the immobilisation of glucose isomerase enzyme preparations for use in the manufacture of high fructose corn syrup A polymerized isomer of glutaraldehyde known as polycycloglutaracetal is a fertilizer for aquatic plants. It is claimed that it provides a bioavailable source of carbon for higher plants that is not available to algae. Though not marketed as such due to federal regulations, the biocidal effect of glutaraldehyde kills most algae at concentrations of 0.5 - 5.0 ppm. These levels are not harmful to most aquatic fauna and flora. Adverse reactions have been observed by some aquarists at these concentrations in some aquatic mosses, liverworts, and vascular plants. Glutaraldehyde is a colorless liquid with a pungent odor used to disinfect medical and dental equipment. It is also used for industrial water treatment and as a chemical preservative. Glutaraldehyde is an oily liquid at room temperature (density 1.06 g/mL), and miscible with water, alcohol, and benzene. It is used as a tissue fixative in electron microscopy. It is employed as an embalming fluid, is a component of leather tanning solutions, and occurs as an intermediate in the production of certain industrial chemicals. Glutaraldehyde is frequently used in biochemistry applications as an amine-reactive homobifunctional crosslinker. The oligomeric state of proteins can be examined through this application. However, it is toxic, causing severe eye, nose, throat and lung irritation, along with headaches, drowsiness and dizziness. It is a main source of occupational asthma among health care providers. Glutaral has been shown to exhibit antibiotic function (1). Glutaral belongs to the family of Aldehydes. These are organic compounds containing the aldehyde functional group.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
  • IARC Carcinogens Group 2B
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Aldehyde
  • Fertilizer
  • Food Toxin
  • Household Toxin
  • Industrial/Workplace Toxin
  • Lachrymator
  • Metabolite
  • Organic Compound
  • Preservative
  • Synthetic Compound
Chemical Structure
Thumb
Synonyms
ValueSource
1,3-DiformylpropaneChEBI
1,5-PentanedialChEBI
1,5-PentanedioneChEBI
GlutaralumChEBI
GlutardialdehydeChEBI
Glutaric acid dialdehydeChEBI
Glutaric dialdehydeChEBI
PENTANEDIALChEBI
GlutaraldehydeKegg
SonacideKegg
Sterihyde LKegg
Glutarate dialdehydeGenerator
1,3-Diformyl propaneHMDB
Aldehyd glutarowyHMDB
AldesanHMDB
AldesenHMDB
AlhydexHMDB
AqucarHMDB
Bactron K31HMDB
CidexHMDB
Cidex 7HMDB
Coldcide-25 microbiocideHMDB
DioxopentaneHMDB
DiswartHMDB
GludesinHMDB
GlutacleanHMDB
Glutaral(usan)HMDB
Glutaral, inn, usanHMDB
GlutaraldehydHMDB
GLUTARALDEHYDE, 25% solnHMDB
Glutarex 28HMDB
Glutaric aldehydeHMDB
GlutarolHMDB
Glutarol-1,5-pentanedialHMDB
GluteraldehydeHMDB
GluturalHMDB
HospexHMDB
NovarucaHMDB
Pentane-1,5-dialHMDB
Pentanedial, homopolymerHMDB
Poly(glutaraldehyde)HMDB
PolyglutaraldehydeHMDB
Potentiated acid glutaraldehydeHMDB
Protectol gda, GT 50HMDB
PTDHMDB
Relugan GTHMDB
Relugan GT 50HMDB
Relugan GTWHMDB
SporicidinHMDB
SterihydeHMDB
UcarcideHMDB
Ucarcide 225HMDB
Ucarcide 250HMDB
UcarsetHMDB
Veruca-sepHMDB
VerucasepHMDB
VirsalHMDB
Bode brand OF glutaralHMDB
Cahill may roberts brand OF glutaralHMDB
Ecolab brand OF glutaralHMDB
Johnson and johnson brand OF glutaralHMDB
SekumaticHMDB
Dermatech brand OF glutaralHMDB
Bioglan brand OF glutaralHMDB
Dermal brand OF glutaralHMDB
KorsolexHMDB
GlutaralChEBI
Chemical FormulaC5H8O2
Average Molecular Mass100.116 g/mol
Monoisotopic Mass100.052 g/mol
CAS Registry Number111-30-8
IUPAC Namepentanedial
Traditional Nameglutaraldehyde
SMILESO=CCCCC=O
InChI IdentifierInChI=1S/C5H8O2/c6-4-2-1-3-5-7/h4-5H,1-3H2
InChI KeySXRSQZLOMIGNAQ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-hydrogen aldehydes
Alternative Parents
Substituents
  • Alpha-hydrogen aldehyde
  • Organic oxide
  • Hydrocarbon derivative
  • Short-chain aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateLiquid
AppearanceNot Available
Experimental Properties
PropertyValue
Melting Point-14°C
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility64 g/LALOGPS
logP0.93ALOGPS
logP-0.27ChemAxon
logS-0.19ALOGPS
pKa (Strongest Acidic)16.71ChemAxon
pKa (Strongest Basic)-6.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity26.29 m³·mol⁻¹ChemAxon
Polarizability10.33 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSsplash10-0ki6-9100000000-cfa97d859341d5a8a98cView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0006-9000000000-0a4ee2dd933655592450View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-01ri-9700000000-f57095cd51cc37e0d7a3View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-000i-9500000000-dd92f21c1ce5119db510View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-000i-9300000000-76b0fc068fee42644fc2View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-000j-9800000000-94fe793f87572c27bb9aView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0006-9000000000-0a4ee2dd933655592450View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-01ri-9700000000-f57095cd51cc37e0d7a3View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-000i-9500000000-dd92f21c1ce5119db510View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-000i-9300000000-76b0fc068fee42644fc2View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-000j-9800000000-94fe793f87572c27bb9aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-3900000000-bc108f2306fdca4e0382View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-9600000000-60975f1f307715d9b0d3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-3412a4cfb16ff54d74e4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-81901fd58364994a5875View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9000000000-7ff4a53524c469d839d9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-5385f2190cb9325cbf48View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-c4b5ba9226999878f5b6View in MoNA
1D NMR13C NMR SpectrumNot Available
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesGlutaral is used as an antimicrobial agent in sugar mills and as a fixing agent in the immobilisation of glucose isomerase enzyme preparations for use in the manufacture of high fructose corn syrup A polymerized isomer of glutaraldehyde known as polycycloglutaracetal is a fertilizer for aquatic plants. Glutaraldehyde is a colorless liquid with a pungent odor used to disinfect medical and dental equipment. It is also used for industrial water treatment and as a chemical preservative. It is used as a tissue fixative in electron microscopy. Glutaraldehyde is frequently used in biochemistry applications as an amine-reactive homobifunctional crosslinker.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB03266
HMDB IDHMDB0029599
FooDB IDFDB000763
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDPTD
Wikipedia LinkGlutaraldehyde
Chemspider ID3365
ChEBI ID64276
PubChem Compound ID3485
Kegg Compound IDC12518
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Hayama T: [Pharmacological approach to control American foulbrood of honeybees]. Nihon Yakurigaku Zasshi. 1997 Oct;110(4):183-93.
2. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=10672649
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=11378863
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22020189
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22221459
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22233542
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22266295
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=22269730
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=22348538
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=22351440
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=24332617
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=7701454
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=9582689