Human Metabolome Database Version 3.5

Showing metabocard for Isobutanol (HMDB06006)

Record Information
Version 3.5
Creation Date 2007-04-12 14:13:40 -0600
Update Date 2013-05-29 13:42:33 -0600
HMDB ID HMDB06006
Secondary Accession Numbers None
Metabolite Identification
Common Name Isobutanol
Description Isobutanol is an aliphatic alcohol. Isobutanol is a colorless, flammable, organic compound with a characteristic smell. Isobutanol is widely used in industry, as a solvent in chemical reactions, as well as being a useful starting material for organic synthesis. Isobutanol is a flammable liquid that should be stored and used in well-ventilated areas. It is moderately irritating to the skin and greatly irritating to the eyes, mucous membranes and respiratory tract. Exposure to high concentrations of its vapour can cause temporary narcosis. Isobutanol is occasionally found as a volatile component of urine and arises from gut microbial metabolism. Isobutanol is used as one of the markers to measure occupational exposure to a mixture of solvents. Aliphatic alcohols levels increase in both diabetes mellitus and insulin-dependent diabetes patients. (PMID: 5556886 Link_out, 2477620 Link_out, 9143482 Link_out, 7627316 Link_out, 2288731 Link_out).
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 1-Hydroxymethylpropane
  2. 2-Methyl propanol
  3. 2-Methyl-1-propanol
  4. 2-Methyl-1-propanyl alcohol
  5. 2-Methylpropan-1-ol
  6. 2-MethylpropanoI
  7. 2-Methylpropanol
  8. 2-Methylpropanol-1
  9. 2-Methylpropyl alcohol
  10. Alcool isobutylique
  11. I-Butanol
  12. I-Butyl alcohol
  13. IBA
  14. Iso-butyl alcohol
  15. Isobutanol
  16. Isobutyl alcohol
  17. Isopropyl carbitol
  18. Isopropylcarbinol
  19. Methyl-2 propanol-1
Chemical Formula C4H10O
Average Molecular Weight 74.1216
Monoisotopic Molecular Weight 74.073164942
IUPAC Name 2-methylpropan-1-ol
Traditional IUPAC Name isobutanol
CAS Registry Number 78-83-1
SMILES CC(C)CO
InChI Identifier InChI=1S/C4H10O/c1-4(2)3-5/h4-5H,3H2,1-2H3
InChI Key ZXEKIIBDNHEJCQ-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aliphatic Acyclic Compounds
Class Alcohols and Polyols
Sub Class Primary Alcohols
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Fatty alcohols(Lipidmaps)
  • a small molecule(Cyc)
  • alkyl alcohol(ChEBI)
  • primary alcohol(ChEBI)
Substituents
  • N/A
Direct Parent Primary Alcohols
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
  • Microbial
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Liquid
Experimental Properties
Property Value Reference
Melting Point -108 °C Not Available
Boiling Point Not Available Not Available
Water Solubility 85 mg/mL at 25 °C Not Available
LogP 0.76 HANSCH,C ET AL. (1995)
Predicted Properties
Property Value Source
Water Solubility 140 g/L ALOGPS
LogP 0.60 ALOGPS
LogP 0.73 ChemAxon
LogS 0.28 ALOGPS
pKa (strongest acidic) 17.33 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 1 ChemAxon
Refractivity 22.01 ChemAxon
Polarizability 9.07 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB003274
KNApSAcK ID Not Available
Chemspider ID 6312 Link_out
KEGG Compound ID C14710 Link_out
BioCyc ID ISOBUTANOL Link_out
BiGG ID Not Available
Wikipedia Link http://en.wikipedia.org/wiki/Isobutanol Link_out
NuGOwiki Link HMDB06006 Link_out
Metagene Link HMDB06006 Link_out
METLIN ID Not Available
PubChem Compound 6560 Link_out
PDB ID Not Available
ChEBI ID 46645 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Download (PDF)
General References
  1. Zlatkis A, Liebich HM: Profile of volatile metabolites in human urine. Clin Chem. 1971 Jul;17(7):592-4. Pubmed: 5556886 Link_out
  2. Inglik N, Rudenko BA, Kakhnovskii IM, Koroleva TV: [Gas chromatographic study of the composition of the volatile components of the urine in normal subjects and patients with diabetes mellitus]. Lab Delo. 1989;(8):24-7. Pubmed: 2477620 Link_out
  3. Kruszewski FH, Walker TL, DiPasquale LC: Evaluation of a human corneal epithelial cell line as an in vitro model for assessing ocular irritation. Fundam Appl Toxicol. 1997 Apr;36(2):130-40. Pubmed: 9143482 Link_out
  4. Norback D, Bjornsson E, Janson C, Widstrom J, Boman G: Asthmatic symptoms and volatile organic compounds, formaldehyde, and carbon dioxide in dwellings. Occup Environ Med. 1995 Jun;52(6):388-95. Pubmed: 7627316 Link_out
  5. Bilzer N, Schmutte P, Jehs M, Penners BM: [Kinetics of aliphatic alcohols (methanol, propanol-1 and isobutanol) in the presence of alcohol in the human body]. Blutalkohol. 1990 Nov;27(6):385-409. Pubmed: 2288731 Link_out

Enzymes
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: Aldehyde dehydrogenase X, mitochondrial
Reactions: Not Available
Gene Name: ALDH1B1
Uniprot ID: P30837 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: 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: 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: Trans-2-enoyl-CoA reductase, mitochondrial
Reactions: Not Available
Gene Name: MECR
Uniprot ID: Q9BV79 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: 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: 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: 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