Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2013-02-09 00:09:28 UTC
HMDB IDHMDB00863
Secondary Accession NumbersNone
Metabolite Identification
Common NameIsopropyl alcohol
DescriptionIsopropyl alcohol or 2-propanol is an isomer of 1-propanol. It is a colorless liquid having disinfectant properties. It is used in the manufacture of acetone and its derivatives and as a solvent. Topically, it is used as an antiseptic. Small amounts of this alcohol are produced naturally by gut microbial flora.
Structure
Thumb
Synonyms
  1. 2-Propanol
  2. 2-Propyl alcohol
  3. Alcojel
  4. Alkolave
  5. Avantin
  6. Avantine
  7. Hartosol
  8. Isopropanol
  9. Isopropyl alcohol
  10. Lavaco
  11. Petrohol
  12. Takineocol
Chemical FormulaC3H8O
Average Molecular Weight60.095
Monoisotopic Molecular Weight60.057514878
IUPAC Namepropan-2-ol
Traditional IUPAC Nameisopropyl alcohol
CAS Registry Number67-63-0
SMILES
CC(C)O
InChI Identifier
InChI=1S/C3H8O/c1-3(2)4/h3-4H,1-2H3
InChI KeyKFZMGEQAYNKOFK-UHFFFAOYSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAliphatic Acyclic Compounds
ClassAlcohols and Polyols
Sub ClassSecondary Alcohols
Other Descriptors
  • a small molecule(Cyc)
  • secondary alcohol(ChEBI)
Substituents
  • N/A
Direct ParentSecondary Alcohols
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
  • Microbial
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Membrane
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000.0 mg/mLNot Available
LogP0.05HANSCH,C ET AL. (1995)
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 area20.23ChemAxon
rotatable bond count0ChemAxon
refractivity17.43ChemAxon
polarizability7.14ChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Membrane
Biofluid Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Urine
Tissue Location
  • Pancreas
  • Platelet
  • Skin
  • Stratum Corneum
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReference
BloodDetected and Quantified83.3 +/- 132.8 uMAdult (>18 years old)Not SpecifiedNormal
Cerebrospinal Fluid (CSF)Detected and Quantified22 +/- 56 uMNot SpecifiedBothNormal
UrineDetected but not QuantifiedNot ApplicableAdult (>18 years old)MaleNormal
Abnormal Concentrations
BiofluidStatusValueAgeSexConditionReference
BloodDetected and Quantified16.5 +/- 22.5 uMAdult (>18 years old)Not SpecifiedHeart Transplant
BloodDetected and Quantified8000.0 (7000.0-18000.0) uMInfant (0-1 year old)BothCommentIsopropyl alcohol poisoning
BloodDetected and Quantified536.0 (66.0-1648.0) uMAdult (>18 years old)BothAlcohol intoxication
Associated Disorders and Diseases
Disease References
Alcoholism
  • Jones AW, Lund M, Andersson E: Drinking drivers in Sweden who consume denatured alcohol preparations: an analytical-toxicological study. J Anal Toxicol. 1989 Jul-Aug;13(4):199-203. Pubmed: 2779169
Isopropyl alcohol poisoning
  • Vicas IM, Beck R: Fatal inhalational isopropyl alcohol poisoning in a neonate. J Toxicol Clin Toxicol. 1993;31(3):473-81. Pubmed: 8355323
Associated OMIM IDsNone
DrugBank IDDB02325
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB008282
KNApSAcK IDNot Available
Chemspider ID3644
KEGG Compound IDC01845
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkIsopropyl alcohol
NuGOwiki LinkHMDB00863
Metagene LinkHMDB00863
METLIN ID4192
PubChem Compound3776
PDB IDIOH
ChEBI ID17824
References
Synthesis ReferenceGu, Xiaoyan; Wu, Xiaolan; Ma, Guangyu. Process for preparation of hyper pure isopropyl alcohol. Faming Zhuanli Shenqing Gongkai Shuomingshu (2005), 6 pp.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Lindberg M, Farm G, Scheynius A: Differential effects of sodium lauryl sulphate and non-anoic acid on the expression of CD1a and ICAM-1 in human epidermis. Acta Derm Venereol. 1991;71(5):384-8. Pubmed: 1684465
  2. Lee CK, Ho PL, Chan NK, Mak A, Hong J, Lin CK: Impact of donor arm skin disinfection on the bacterial contamination rate of platelet concentrates. Vox Sang. 2002 Oct;83(3):204-8. Pubmed: 12366760
  3. Specht C, Stoye I, Muller-Goymann CC: Comparative investigations to evaluate the use of organotypic cultures of transformed and native dermal and epidermal cells for permeation studies. Eur J Pharm Biopharm. 1998 Nov;46(3):273-8. Pubmed: 9885298
  4. Zesch A, Schaefer H: [On interactions of drugs on and in the skin/comparative studies on the mutual influences of ethyleneglycol-monosalicylate and benzylnicotinate (author's transl)] Derm Beruf Umwelt. 1981;29(6):161-7. Pubmed: 7338200
  5. NTP Toxicology and Carcinogenesis Studies of 1-Chloro-2-propanol (Technical Grade) (CAS NO. 127-00-4) in F344/N Rats and B6C3F1 Mice (Drinking Water Studies. Natl Toxicol Program Tech Rep Ser. 1998 Sep;477:1-264. Pubmed: 12571686
  6. Liu P, Bergstrom TK: Quantitative evaluation of aqueous isopropyl alcohol enhancement on skin flux of terbutaline (sulfate). 2. Permeability contributions of equilibrated drug species across human skin in vitro. J Pharm Sci. 1996 Mar;85(3):320-5. Pubmed: 8699337
  7. Froman RD, Owen SV, Murphy C: Isopropyl pad use in neonatal intensive care units. J Perinatol. 1998 May-Jun;18(3):216-20. Pubmed: 9659653
  8. Bailey DG, Wilson TW, Johnson GE: A gas chromatographic method for measuring 6-mercaptopurine in serum. J Chromatogr. 1975 Sep 3;111(2):305-11. Pubmed: 1159009
  9. Abdashirova NF: [Peculiarities of alternations in free radical oxidation in blood of humans contacting ozone at work] Aviakosm Ekolog Med. 1999;33(1):38-41. Pubmed: 10330571
  10. Wittmann S, Gilg T, Dietz HG, Grantzow R, Peschel O, von Meyer L: [Isopropanol and acetone level in serum after preoperative surface disinfection with antiseptics containing isopropanol] Blutalkohol. 1992 Sep;29(5):326-35. Pubmed: 1389018
  11. Anderson LM, Koseniauskas R, Burak ES, Moskal TJ, Gombar CT, Phillips JM, Sansone EB, Keimig S, Magee PN, Rice JM, et al.: Reduced blood clearance and increased urinary excretion of N-nitrosodimethylamine in patas monkeys exposed to ethanol or isopropyl alcohol. Cancer Res. 1992 Mar 15;52(6):1463-8. Pubmed: 1540953
  12. Jones AE, Summers RL: Detection of isopropyl alcohol in a patient with diabetic ketoacidosis. J Emerg Med. 2000 Aug;19(2):165-8. Pubmed: 10903466

Enzymes

Gene Name:
PLA2G2A
Uniprot ID:
P14555
Gene Name:
PON3
Uniprot ID:
Q15166
Gene Name:
PON1
Uniprot ID:
P27169
Gene Name:
PON2
Uniprot ID:
Q15165
Gene Name:
ACP2
Uniprot ID:
P11117
Gene Name:
ALPPL2
Uniprot ID:
P10696
Gene Name:
PRDX6
Uniprot ID:
P30041
Gene Name:
ALDH1B1
Uniprot ID:
P30837
Gene Name:
DCXR
Uniprot ID:
Q7Z4W1
Gene Name:
RNASE1
Uniprot ID:
P07998
Gene Name:
SORD
Uniprot ID:
Q00796
Gene Name:
AKR1A1
Uniprot ID:
P14550
Gene Name:
ADH4
Uniprot ID:
P08319
Gene Name:
AHCY
Uniprot ID:
P23526
Gene Name:
ADH1B
Uniprot ID:
P00325
Gene Name:
ADH1A
Uniprot ID:
P07327
Gene Name:
ADH6
Uniprot ID:
P28332
Gene Name:
GUSB
Uniprot ID:
P08236
Gene Name:
FUCA2
Uniprot ID:
Q9BTY2
Gene Name:
GCH1
Uniprot ID:
P30793
Gene Name:
CHIT1
Uniprot ID:
Q13231
Gene Name:
RNGTT
Uniprot ID:
O60942
Gene Name:
GM2A
Uniprot ID:
P17900
Gene Name:
LRAT
Uniprot ID:
O95237
Gene Name:
TNF
Uniprot ID:
P01375
Gene Name:
FAR2
Uniprot ID:
Q96K12
Gene Name:
AWAT2
Uniprot ID:
Q6E213
36. Klotho
Gene Name:
KL
Uniprot ID:
Q9UEF7
Gene Name:
PRSS2
Uniprot ID:
P07478
Gene Name:
ACPT
Uniprot ID:
Q9BZG2
Gene Name:
CES5A
Uniprot ID:
Q6NT32
Gene Name:
DDX39B
Uniprot ID:
Q13838
Gene Name:
ACPL2
Uniprot ID:
Q8TE99
Gene Name:
TP53I3
Uniprot ID:
Q53FA7