Human Metabolome Database Version 3.5

Showing metabocard for Methanol (HMDB01875)

Record Information
Version 3.5
Creation Date 2006-02-23 06:09:54 -0700
Update Date 2013-05-29 13:32:41 -0600
HMDB ID HMDB01875
Secondary Accession Numbers None
Metabolite Identification
Common Name Methanol
Description It is the simplest alcohol, and is a light, volatile, colourless, flammable, poisonous liquid with a distinctive odor that is somewhat milder and sweeter than ethanol (Wikipedia). Methanol is responsible for accidental, suicidal, and epidemic poisonings, resulting in death or permanent sequelae. Toxicity is due to the metabolic products of alcohol dehydrogenase (ADH) and aldehyde dehydrogenase. (PMID 15627163 Link_out). The rapid and accurate diagnosis of toxic alcohol poisoning due to methanol (methyl alcohol) is paramount in preventing serious adverse outcomes. The quantitative measurement of specific serum levels of methanol using gas chromatography is expensive, time consuming and generally only available at major tertiary-care facilities. (PMID 15862085 Link_out).
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. Alcool methylique
  2. Alcool metilico
  3. Carbinol
  4. CH3OH
  5. Colonial spirit
  6. Columbian spirit
  7. Columbian spirits
  8. Hydroxymethane
  9. Metanolo
  10. Methanol
  11. Methanol-water mixture
  12. Methyl alcohol
  13. Methyl hydroxide
  14. Methylalkohol
  15. Methylol
  16. Metylowy alkohol
  17. Monohydroxymethane
  18. Pyro alcohol
  19. Pyroxylic spirit
  20. Spirit of wood
  21. Wood alcohol
  22. Wood naphtha
  23. Wood spirit
Chemical Formula CH4O
Average Molecular Weight 32.0419
Monoisotopic Molecular Weight 32.02621475
IUPAC Name methanol
Traditional IUPAC Name methanol
CAS Registry Number 67-56-1
SMILES CO
InChI Identifier InChI=1S/CH4O/c1-2/h2H,1H3
InChI Key OKKJLVBELUTLKV-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
  • a short-chain alcohol(Cyc)
  • alkyl alcohol(ChEBI)
  • primary alcohol(ChEBI)
Substituents
  • N/A
Direct Parent Primary Alcohols
Ontology
Status Detected and Quantified
Origin
  • Drug metabolite
  • Toxin/Pollutant
Biofunction
  • Waste products
Application Not Available
Cellular locations
  • Extracellular
  • Lysosome
  • Endoplasmic reticulum
Physical Properties
State Liquid
Experimental Properties
Property Value Reference
Melting Point -97.6 °C Not Available
Boiling Point Not Available Not Available
Water Solubility 1000 mg/mL at 25 °C Not Available
LogP -0.77 HANSCH,C ET AL. (1995)
Predicted Properties
Property Value Source
Water Solubility 519 g/L ALOGPS
LogP -1.38 ALOGPS
LogP -0.52 ChemAxon
LogS 1.21 ALOGPS
pKa (strongest acidic) 15.78 ChemAxon
pKa (strongest basic) -2.5 ChemAxon
Hydrogen Acceptor Count 1 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 20.23 A2 ChemAxon
Rotatable Bond Count 0 ChemAxon
Refractivity 8.26 ChemAxon
Polarizability 3.38 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-7M)
[1H,1H] 2D NMR Spectrum
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Lysosome
  • Endoplasmic reticulum
Biofluid Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Saliva
  • Urine
Tissue Location
  • Skeletal Muscle
  • Fibroblasts
  • Intestine
  • Pancreas
  • Testes
  • Erythrocyte
  • Kidney
  • Liver
  • Brain
  • Myelin
  • Prostate
  • Adrenal Gland
  • Skin
  • Nerve Cells
  • Platelet
  • Spleen
  • Stratum Corneum
  • Hair
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified
468.4 (32.0 - 936.7) uM Adult (>18 years old) Not Specified Comment Normal
  • Baselt, RC. ...
Blood Detected and Quantified
47.2 +/- 10.3 uM Adult (>18 years old) Male Comment Normal
Blood Detected and Quantified
77.4 +/- 16.3 uM Adult (>18 years old) Not Specified Normal
Cerebrospinal Fluid (CSF) Detected and Quantified
44 +/- 36 uM Not Specified Both Normal
Saliva Detected and Quantified
1-100 uM Adult (>18 years old) Male Comment normal
Saliva Detected and Quantified
1-155 uM Adult (>18 years old) Male Comment normal
Saliva Detected and Quantified
>10 uM Adult (>18 years old) Both Normal
Urine Detected but not Quantified
Not Applicable Adult (>18 years old) Both Normal
Urine Detected and Quantified
37 (10-117) umol/mmol creatinine Adult (>18 years old) Both Comment Normal
Abnormal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified 227.9 +/- 112.4 uM Adult (>18 years old) Both Comment Alcoholism
Blood Detected and Quantified 81.5 +/- 55.2 uM Adult (>18 years old) Not Specified Heart Transplant
Blood Detected and Quantified 1548.0 (624.0-5557.0) uM Adult (>18 years old) Both Alcohol intoxication
Urine Detected and Quantified 0.0002 - 0.0103 umol/mmol creatinine Adult (>18 years old) Both ADPKD
Urine Detected and Quantified 15427.0 +/- 10168.0 umol/mmol creatinine Adult (>18 years old) Male Drunk driver
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 Link_out
  • Jones AW, Helander A: Changes in the concentrations of ethanol, methanol and metabolites of serotonin in two successive urinary voids from drinking drivers. Forensic Sci Int. 1998 May 11;93(2-3):127-34. Pubmed: 9717263 Link_out
  • Jones AW, Lowinger H: Relationship between the concentration of ethanol and methanol in blood samples from Swedish drinking drivers. Forensic Sci Int. 1988 Jun;37(4):277-85. Pubmed: 3410397 Link_out
      Associated OMIM IDs None
      DrugBank ID Not Available
      DrugBank Metabolite ID DBMET00536 Link_out
      Phenol Explorer Compound ID Not Available
      Phenol Explorer Metabolite ID Not Available
      FoodDB ID FDB008124
      KNApSAcK ID Not Available
      Chemspider ID 864 Link_out
      KEGG Compound ID C00132 Link_out
      BioCyc ID 3-OH-BENZYL-ALCOHOL Link_out
      BiGG ID 33974 Link_out
      Wikipedia Link Methanol Link_out
      NuGOwiki Link HMDB01875 Link_out
      Metagene Link HMDB01875 Link_out
      METLIN ID 4201 Link_out
      PubChem Compound 887 Link_out
      PDB ID MOH Link_out
      ChEBI ID 17790 Link_out
      References
      Synthesis Reference Cummings, Donald Ray. Process for production of methanol from a methane gas stream. PCT Int. Appl. (2007), 21pp.
      Material Safety Data Sheet (MSDS) Download (PDF)
      General References
      1. Avella J, Briglia E, Harleman G, Lehrer M: Percutaneous absorption and distribution of methanol in a homicide. J Anal Toxicol. 2005 Oct;29(7):734-7. Pubmed: 16419410 Link_out
      2. Bogdanov-Berezovsky A, Glesinger R, Kachko L, Arbel E, Rosenberg L, Grossman N: Accreditation of skin from a methanol-poisoned victim for banking and grafting. Transplantation. 2002 Jun 27;73(12):1913-7. Pubmed: 12131687 Link_out
      3. Heinig K, Henion J: Determination of carnitine and acylcarnitines in biological samples by capillary electrophoresis-mass spectrometry. J Chromatogr B Biomed Sci Appl. 1999 Dec 10;735(2):171-88. Pubmed: 10670733 Link_out
      4. Kaphalia BS, Carr JB, Ansari GA: Increased endobiotic fatty acid methyl esters following exposure to methanol. Fundam Appl Toxicol. 1995 Dec;28(2):264-73. Pubmed: 8835236 Link_out
      5. Batterman SA, Franzblau A, Zhou N: Airborne emissions at skin surfaces: a potential biological exposure index. Int Arch Occup Environ Health. 1996;68(4):268-74. Pubmed: 8738358 Link_out
      6. Vassiliadis J, Graudins A, Dowsett RP: Triethylene glycol poisoning treated with intravenous ethanol infusion. J Toxicol Clin Toxicol. 1999;37(6):773-6. Pubmed: 10584590 Link_out
      7. Nagasawa H, Wada M, Koyama S, Kawanami T, Kurita K, Kato T: [A case of methanol intoxication with optic neuropathy visualized on STIR sequence of MR images] Rinsho Shinkeigaku. 2005 Jul;45(7):527-30. Pubmed: 16119839 Link_out
      8. Silwood CJ, Lynch E, Claxson AW, Grootveld MC: 1H and (13)C NMR spectroscopic analysis of human saliva. J Dent Res. 2002 Jun;81(6):422-7. Pubmed: 12097436 Link_out
      9. Lee XP, Kumazawa T, Kondo K, Sato K, Suzuki O: Analysis of methanol or formic acid in body fluids by headspace solid-phase microextraction and capillary gas chromatography. J Chromatogr B Biomed Sci Appl. 1999 Oct 29;734(1):155-62. Pubmed: 10574201 Link_out
      10. Ferrari LA, Arado MG, Nardo CA, Giannuzzi L: Post-mortem analysis of formic acid disposition in acute methanol intoxication. Forensic Sci Int. 2003 Apr 23;133(1-2):152-8. Pubmed: 12742704 Link_out
      11. Jose N, Ajith TA, Janardhanan KK: Methanol extract of the oyster mushroom, Pleurotus florida, inhibits inflammation and platelet aggregation. Phytother Res. 2004 Jan;18(1):43-6. Pubmed: 14750200 Link_out
      12. Comoglu S, Ozen B, Ozbakir S: Methanol intoxication with bilateral basal ganglia infarct. Australas Radiol. 2001 Aug;45(3):357-8. Pubmed: 11531765 Link_out
      13. Yu C, Shin YG, Chow A, Li Y, Kosmeder JW, Lee YS, Hirschelman WH, Pezzuto JM, Mehta RG, van Breemen RB: Human, rat, and mouse metabolism of resveratrol. Pharm Res. 2002 Dec;19(12):1907-14. Pubmed: 12523673 Link_out
      14. Keum YS, Park KK, Lee JM, Chun KS, Park JH, Lee SK, Kwon H, Surh YJ: Antioxidant and anti-tumor promoting activities of the methanol extract of heat-processed ginseng. Cancer Lett. 2000 Mar 13;150(1):41-8. Pubmed: 10755385 Link_out
      15. Megarbane B, Borron SW, Baud FJ: Current recommendations for treatment of severe toxic alcohol poisonings. Intensive Care Med. 2005 Feb;31(2):189-95. Epub 2004 Dec 31. Pubmed: 15627163 Link_out
      16. Purssell RA, Lynd LD, Koga Y: The use of the osmole gap as a screening test for the presence of exogenous substances. Toxicol Rev. 2004;23(3):189-202. Pubmed: 15862085 Link_out

      Enzymes
      Name: Lactoperoxidase
      Reactions: Not Available
      Gene Name: LPO
      Uniprot ID: P22079 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Peroxiredoxin-6
      Reactions:
      Methanol + Hydrogen peroxide unknown Formaldehyde + Water details
      Gene Name: PRDX6
      Uniprot ID: P30041 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Myeloperoxidase
      Reactions: Not Available
      Gene Name: MPO
      Uniprot ID: P05164 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Eosinophil peroxidase
      Reactions: Not Available
      Gene Name: EPX
      Uniprot ID: P11678 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Catalase
      Reactions:
      Methanol + Hydrogen peroxide unknown Formaldehyde + Water details
      Gene Name: CAT
      Uniprot ID: P04040 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Protein phosphatase methylesterase 1
      Reactions:
      [Phosphatase 2A protein]-leucine methyl ester + Water unknown [phosphatase 2A protein]-leucine + Methanol details
      Gene Name: PPME1
      Uniprot ID: Q9Y570 Link_out
      Protein Sequence: FASTA