Human Metabolome Database Version 3.5

Showing metabocard for Isopropyl alcohol (HMDB00863)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:09:28 -0700
HMDB ID HMDB00863
Secondary Accession Numbers None
Metabolite Identification
Common Name Isopropyl alcohol
Description Isopropyl 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
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
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 Formula C3H8O
Average Molecular Weight 60.095
Monoisotopic Molecular Weight 60.057514878
IUPAC Name propan-2-ol
Traditional IUPAC Name isopropyl alcohol
CAS Registry Number 67-63-0
SMILES CC(C)O
InChI Identifier InChI=1S/C3H8O/c1-3(2)4/h3-4H,1-2H3
InChI Key KFZMGEQAYNKOFK-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aliphatic Acyclic Compounds
Class Alcohols and Polyols
Sub Class Secondary Alcohols
Other Descriptors
  • a small molecule(Cyc)
  • secondary alcohol(ChEBI)
Substituents
  • N/A
Direct Parent Secondary Alcohols
Ontology
Status Detected and Quantified
Origin
  • Endogenous
  • Microbial
Biofunction Not Available
Application Not Available
Cellular locations
  • Membrane
Physical Properties
State Liquid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility 1000.0 mg/mL Not Available
LogP 0.05 HANSCH,C ET AL. (1995)
Predicted Properties
Property Value Source
Water Solubility 378 g/L ALOGPS
LogP 0.04 ALOGPS
LogP 0.25 ChemAxon
LogS 0.80 ALOGPS
pKa (strongest acidic) 17.26 ChemAxon
pKa (strongest basic) -1.8 ChemAxon
Hydrogen Acceptor Count 1 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 20.23 A2 ChemAxon
Rotatable Bond Count 0 ChemAxon
Refractivity 17.43 ChemAxon
Polarizability 7.14 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
1H NMR Spectrum
MS/MS Spectrum Quattro_QQQ 10
MS/MS Spectrum Quattro_QQQ 25
MS/MS Spectrum Quattro_QQQ 40
MS/MS Spectrum EI-B (HITACHI RMU-6M)
MS/MS Spectrum EI-B (JEOL JMS-D-3000)
MS/MS Spectrum EI-B (HITACHI M-80B)
MS/MS Spectrum EI-B (HITACHI RMU-7M)
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biofluid Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Urine
Tissue Location
  • Pancreas
  • Skin
  • Platelet
  • Stratum Corneum
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified
83.3 +/- 132.8 uM Adult (>18 years old) Not Specified Normal
Cerebrospinal Fluid (CSF) Detected and Quantified
22 +/- 56 uM Not Specified Both Normal
Urine Detected but not Quantified
Not Applicable Adult (>18 years old) Male Normal
Abnormal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified 16.5 +/- 22.5 uM Adult (>18 years old) Not Specified Heart Transplant
Blood Detected and Quantified 8000.0 (7000.0-18000.0) uM Infant (0-1 year old) Both Comment Isopropyl alcohol poisoning
Blood Detected and Quantified 536.0 (66.0-1648.0) uM Adult (>18 years old) Both Alcohol intoxication
Associated Disorders and Diseases
Disease References
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 Link_out
      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 Link_out
          Associated OMIM IDs None
          DrugBank ID DB02325 Link_out
          DrugBank Metabolite ID Not Available
          Phenol Explorer Compound ID Not Available
          Phenol Explorer Metabolite ID Not Available
          FoodDB ID FDB008282
          KNApSAcK ID Not Available
          Chemspider ID 3644 Link_out
          KEGG Compound ID C01845 Link_out
          BioCyc ID Not Available
          BiGG ID Not Available
          Wikipedia Link Isopropyl alcohol Link_out
          NuGOwiki Link HMDB00863 Link_out
          Metagene Link HMDB00863 Link_out
          METLIN ID 4192 Link_out
          PubChem Compound 3776 Link_out
          PDB ID IOH Link_out
          ChEBI ID 17824 Link_out
          References
          Synthesis Reference Gu, 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) Download (PDF)
          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 Link_out
          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 Link_out
          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 Link_out
          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 Link_out
          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 Link_out
          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 Link_out
          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 Link_out
          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 Link_out
          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 Link_out
          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 Link_out
          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 Link_out
          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 Link_out

          Enzymes
          Name: Phospholipase A2, membrane associated
          Reactions: Not Available
          Gene Name: PLA2G2A
          Uniprot ID: P14555 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Serum paraoxonase/lactonase 3
          Reactions: Not Available
          Gene Name: PON3
          Uniprot ID: Q15166 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Serum paraoxonase/arylesterase 1
          Reactions: Not Available
          Gene Name: PON1
          Uniprot ID: P27169 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Serum paraoxonase/arylesterase 2
          Reactions: Not Available
          Gene Name: PON2
          Uniprot ID: Q15165 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Intestinal-type alkaline phosphatase
          Reactions: Not Available
          Gene Name: ALPI
          Uniprot ID: P09923 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Lysosomal acid phosphatase
          Reactions: Not Available
          Gene Name: ACP2
          Uniprot ID: P11117 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Alkaline phosphatase, tissue-nonspecific isozyme
          Reactions: Not Available
          Gene Name: ALPL
          Uniprot ID: P05186 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Tartrate-resistant acid phosphatase type 5
          Reactions: Not Available
          Gene Name: ACP5
          Uniprot ID: P13686 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Alkaline phosphatase, placental-like
          Reactions: Not Available
          Gene Name: ALPPL2
          Uniprot ID: P10696 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Peroxiredoxin-6
          Reactions: Not Available
          Gene Name: PRDX6
          Uniprot ID: P30041 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Aldehyde dehydrogenase X, mitochondrial
          Reactions: Not Available
          Gene Name: ALDH1B1
          Uniprot ID: P30837 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: L-xylulose reductase
          Reactions: Not Available
          Gene Name: DCXR
          Uniprot ID: Q7Z4W1 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Sulfotransferase family cytosolic 2B member 1
          Reactions: Not Available
          Gene Name: SULT2B1
          Uniprot ID: O00204 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Ribonuclease pancreatic
          Reactions: Not Available
          Gene Name: RNASE1
          Uniprot ID: P07998 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Sorbitol dehydrogenase
          Reactions: Not Available
          Gene Name: SORD
          Uniprot ID: Q00796 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Alcohol dehydrogenase [NADP(+)]
          Reactions: Not Available
          Gene Name: AKR1A1
          Uniprot ID: P14550 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Alcohol dehydrogenase 4
          Reactions: Not Available
          Gene Name: ADH4
          Uniprot ID: P08319 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Adenosylhomocysteinase
          Reactions: Not Available
          Gene Name: AHCY
          Uniprot ID: P23526 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Alcohol dehydrogenase 1B
          Reactions: Not Available
          Gene Name: ADH1B
          Uniprot ID: P00325 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Alcohol dehydrogenase 1A
          Reactions: Not Available
          Gene Name: ADH1A
          Uniprot ID: P07327 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Alcohol dehydrogenase 6
          Reactions: Not Available
          Gene Name: ADH6
          Uniprot ID: P28332 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Beta-glucuronidase
          Reactions: Not Available
          Gene Name: GUSB
          Uniprot ID: P08236 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Plasma alpha-L-fucosidase
          Reactions: Not Available
          Gene Name: FUCA2
          Uniprot ID: Q9BTY2 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: GTP cyclohydrolase 1
          Reactions: Not Available
          Gene Name: GCH1
          Uniprot ID: P30793 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Trans-2-enoyl-CoA reductase, mitochondrial
          Reactions: Not Available
          Gene Name: MECR
          Uniprot ID: Q9BV79 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Chitotriosidase-1
          Reactions: Not Available
          Gene Name: CHIT1
          Uniprot ID: Q13231 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: mRNA-capping enzyme
          Reactions: Not Available
          Gene Name: RNGTT
          Uniprot ID: O60942 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Ganglioside GM2 activator
          Reactions: Not Available
          Gene Name: GM2A
          Uniprot ID: P17900 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Lecithin retinol acyltransferase
          Reactions: Not Available
          Gene Name: LRAT
          Uniprot ID: O95237 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Tumor necrosis factor
          Reactions: Not Available
          Gene Name: TNF
          Uniprot ID: P01375 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Nuclear receptor subfamily 1 group I member 3
          Reactions: Not Available
          Gene Name: NR1I3
          Uniprot ID: Q14994 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Zinc-binding alcohol dehydrogenase domain-containing protein 2
          Reactions: Not Available
          Gene Name: ZADH2
          Uniprot ID: Q8N4Q0 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Hydroxyacid-oxoacid transhydrogenase, mitochondrial
          Reactions: Not Available
          Gene Name: ADHFE1
          Uniprot ID: Q8IWW8 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Fatty acyl-CoA reductase 2
          Reactions: Not Available
          Gene Name: FAR2
          Uniprot ID: Q96K12 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Acyl-CoA wax alcohol acyltransferase 2
          Reactions: Not Available
          Gene Name: AWAT2
          Uniprot ID: Q6E213 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Klotho
          Reactions: Not Available
          Gene Name: KL
          Uniprot ID: Q9UEF7 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Trypsin-2
          Reactions: Not Available
          Gene Name: PRSS2
          Uniprot ID: P07478 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Testicular acid phosphatase
          Reactions: Not Available
          Gene Name: ACPT
          Uniprot ID: Q9BZG2 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Carboxylesterase 5A
          Reactions: Not Available
          Gene Name: CES5A
          Uniprot ID: Q6NT32 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Spliceosome RNA helicase DDX39B
          Reactions: Not Available
          Gene Name: DDX39B
          Uniprot ID: Q13838 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: 1,2-dihydroxy-3-keto-5-methylthiopentene dioxygenase
          Reactions: Not Available
          Gene Name: ADI1
          Uniprot ID: Q9BV57 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Acid phosphatase-like protein 2
          Reactions: Not Available
          Gene Name: ACPL2
          Uniprot ID: Q8TE99 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Synaptic vesicle membrane protein VAT-1 homolog-like
          Reactions: Not Available
          Gene Name: VAT1L
          Uniprot ID: Q9HCJ6 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Quinone oxidoreductase PIG3
          Reactions: Not Available
          Gene Name: TP53I3
          Uniprot ID: Q53FA7 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Synaptic vesicle membrane protein VAT-1 homolog
          Reactions: Not Available
          Gene Name: VAT1
          Uniprot ID: Q99536 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Reticulon-4-interacting protein 1, mitochondrial
          Reactions: Not Available
          Gene Name: RTN4IP1
          Uniprot ID: Q8WWV3 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA