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2-Propanol (FDB008282)

Record Information
Version1.0
Creation date2010-04-08 22:08:00 UTC
Update date2020-09-17 15:36:20 UTC
Primary IDFDB008282
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Propanol
DescriptionIsopropyl alcohol, also known as isopropanol, rubbing alcohol or IPA, belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R, R'=alkyl, aryl). Isopropanol is the simplest example of a secondary alcohol, where the alcohol carbon is attached to two other carbons sometimes shown as (CH3)2CHOH. It is a structural isomer of 1-propanol. Isopropanol is a colorless, flammable liquid with a strong odor. It is miscible in water, ethanol, ether, and chloroform. Isoproanol is produced industrially via the hydrogenation of acetone or the hydration of propene with water. It is widely used as a solvent for coatings, as a cleaning fluid (for eyeglasses and electrical contacts) and as a solvent for household or personal care products such as antiseptics, disinfectants, and detergents. Isopropanol has an alcoholic, musty or woody aroma and a similar woody or musty taste. Isopropanol is an approved food additive and is used in cosmetics as an antifoaming agent, a perfuming agent and a viscosity controlling agent. It is frequently used as an extraction solvent in food preparation. Isopropanol is also naturally present in apple, cognac, roselle fruit and papaya (Carica papaya) and contributes to their distinct odor. Isopropanol and its metabolite, acetone, act as central nervous system (CNS) depressants (PMID: 24815348). It is oxidized to form acetone by alcohol dehydrogenase in the liver (PMID: 12726989). Unlike methanol or ethylene glycol poisoning, the metabolites of isopropanol are considerably less toxic, and treatment is largely supportive.
CAS Number67-63-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility378 g/LALOGPS
logP0.04ALOGPS
logP0.25ChemAxon
logS0.8ALOGPS
pKa (Strongest Acidic)17.26ChemAxon
pKa (Strongest Basic)-1.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity17.43 m³·mol⁻¹ChemAxon
Polarizability7.14 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC3H8O
IUPAC namepropan-2-ol
InChI IdentifierInChI=1S/C3H8O/c1-3(2)4/h3-4H,1-2H3
InChI KeyKFZMGEQAYNKOFK-UHFFFAOYSA-N
Isomeric SMILESCC(C)O
Average Molecular Weight60.095
Monoisotopic Molecular Weight60.057514878
Classification
Description Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentSecondary alcohols
Alternative Parents
Substituents
  • Secondary alcohol
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Environmental role:

Industrial application:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 59.96%; H 13.42%; O 26.62%DFC
Melting PointMp -88.5°DFC
Boiling PointBp 82.5°DFC
Experimental Water Solubility1000 mg/mL at 25 oCRIDDICK,JA et al. (1986)
Experimental logP0.05HANSCH,C ET AL. (1995)
Experimental pKapKa -4.7 (base)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 0.79DFC
Refractive Indexn20D 1.3776DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0002-9000000000-8f0393a68e54e56686382014-09-20View Spectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-b56f808ef55c854e8324Spectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-f68d78a99d0ee77081c8Spectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-a1c27780d39325f67c84Spectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-40a45591af6378500aebSpectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-2261ea7d03d835d46644Spectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-3c81c56ab53eb5aaa2ecSpectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-7936ed4d93d5699b0366Spectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-b56f808ef55c854e8324Spectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-f68d78a99d0ee77081c8Spectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-a1c27780d39325f67c84Spectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-40a45591af6378500aebSpectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-2261ea7d03d835d46644Spectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-3c81c56ab53eb5aaa2ecSpectrum
GC-MS2-Propanol, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-7936ed4d93d5699b0366Spectrum
Predicted GC-MS2-Propanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9000000000-026d02184beec46b90ccSpectrum
Predicted GC-MS2-Propanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-010c-9200000000-82e9183374d718888481Spectrum
Predicted GC-MS2-Propanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Propanol, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-03di-9000000000-958007b112253f530fa12012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-03dl-9000000000-eec0fd84c38e3cc2fb7d2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-03di-9000000000-e524005ac3e29f5e6e602012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positivesplash10-0002-9000000000-b56f808ef55c854e83242012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (JEOL JMS-D-3000) , Positivesplash10-0002-9000000000-2261ea7d03d835d466442012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positivesplash10-0002-9000000000-3c81c56ab53eb5aaa2ec2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positivesplash10-0002-9000000000-7936ed4d93d5699b03662012-08-31View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-9000000000-52e1a906e58615d920fd2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-9000000000-e66cba449fc3e39cabcb2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-34d2b3ce7e4949d6207e2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-06d1878fb0f08269b0402015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-a3c0cec1f0523a5089d62015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-b7cef7808f5c6bfd85c92015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000000000-28b1a4f33a69b25b3b122021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-28b1a4f33a69b25b3b122021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-c6a8f10b148e0b66c2de2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9000000000-5381c9dfee7dd1735ffd2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-469388653449614be2852021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-8d43c0c81442679649372021-09-25View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 15.09 MHz, CDCl3, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
ChemSpider ID3644
ChEMBL IDCHEMBL582
KEGG Compound IDC01845
Pubchem Compound ID3776
Pubchem Substance IDNot Available
ChEBI ID17824
Phenol-Explorer IDNot Available
DrugBank IDDB02325
HMDB IDHMDB00863
CRC / DFC (Dictionary of Food Compounds) IDDFP10-N:DFP10-N
EAFUS ID1909
Dr. Duke IDISOPROPYL-ALCOHOL
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDIOH
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1007401
SuperScent IDNot Available
Wikipedia IDIsopropyl_alcohol
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
flavor48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
Enzymes
NameGene NameUniProt ID
Serum paraoxonase/lactonase 3PON3Q15166
Serum paraoxonase/arylesterase 1PON1P27169
Serum paraoxonase/arylesterase 2PON2Q15165
Lysosomal acid phosphataseACP2P11117
Sulfotransferase family cytosolic 2B member 1SULT2B1O00204
Alcohol dehydrogenase [NADP(+)]AKR1A1P14550
Beta-glucuronidaseGUSBP08236
Plasma alpha-L-fucosidaseFUCA2Q9BTY2
Lecithin retinol acyltransferaseLRATO95237
Nuclear receptor subfamily 1 group I member 3NR1I3Q14994
Fatty acyl-CoA reductase 2FAR2Q96K12
Acyl-CoA wax alcohol acyltransferase 2AWAT2Q6E213
Testicular acid phosphataseACPTQ9BZG2
Carboxylesterase 5ACES5AQ6NT32
Acid phosphatase-like protein 2ACPL2Q8TE99
Synaptic vesicle membrane protein VAT-1 homolog-likeVAT1LQ9HCJ6
Quinone oxidoreductase PIG3TP53I3Q53FA7
Synaptic vesicle membrane protein VAT-1 homologVAT1Q99536
L-xylulose reductaseDCXRQ7Z4W1
Peroxiredoxin-6PRDX6P30041
Ganglioside GM2 activatorGM2AP17900
Ribonuclease pancreaticRNASE1P07998
Chitotriosidase-1CHIT1Q13231
Tumor necrosis factorTNFP01375
Spliceosome RNA helicase DDX39BDDX39BQ13838
1,2-dihydroxy-3-keto-5-methylthiopentene dioxygenaseADI1Q9BV57
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
alcohol
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
musty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
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).