| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2006-02-23 06:09:54 -0700 |
| Update Date |
2013-02-08 17:10:55 -0700 |
| 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  ). 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 ). |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- Alcool methylique
- Alcool metilico
- Carbinol
- CH3OH
- Colonial spirit
- Columbian spirit
- Columbian spirits
- Hydroxymethane
- Metanolo
- Methanol
- Methanol-water mixture
- Methyl alcohol
- Methyl hydroxide
- Methylalkohol
- Methylol
- Metylowy alkohol
- Monohydroxymethane
- Pyro alcohol
- Pyroxylic spirit
- Spirit of wood
- Wood alcohol
- Wood naphtha
- 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 |
|
| Direct Parent |
Primary Alcohols |
| Ontology |
|---|
| Status |
Detected and Quantified |
| Origin |
|
| Biofunction |
Not Available |
| 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 |
|
| Spectra |
|---|
|
|
| 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 |
|---|
|
| Blood |
Detected and Quantified |
|
468.4 (32.0 - 936.7) uM |
Adult (>18 years old) |
Not Specified |
Normal |
Normal blood methanol concentrations derived...
|
| Blood |
Detected and Quantified |
|
47.2 +/- 10.3 uM |
Adult (>18 years old) |
Male |
Normal |
Methanol concentration in the blood of 10...
|
| Blood |
Detected and Quantified |
|
77.4 +/- 16.3 uM |
Adult (>18 years old) |
Not Specified |
Normal |
Not Available |
| Cerebrospinal Fluid (CSF) |
Detected and Quantified |
|
44 +/- 36 uM |
Not Specified |
Both |
Normal |
Not Available |
| Saliva |
Detected and Quantified |
|
1-100 uM |
Adult (>18 years old) |
Male |
normal |
At rest without stimulation
|
| Saliva |
Detected and Quantified |
|
1-155 uM |
Adult (>18 years old) |
Male |
normal |
Salivary induction with a citric acid solution...
|
| Saliva |
Detected and Quantified |
|
>10 uM |
Adult (>18 years old) |
Both |
Normal |
Not Available |
| Urine |
Detected and not Quantified |
|
Not Applicable |
Adult (>18 years old) |
Both |
Normal |
Not Available |
| Urine |
Detected and Quantified |
|
0.0001 - 0.002 umol/mmol creatinine |
Adult (>18 years old) |
Both |
Normal |
Not Available |
| Urine |
Detected and Quantified |
|
37 (10-117) umol/mmol creatinine |
Adult (>18 years old) |
Both |
Normal |
urine by NMR
|
|
| Abnormal Concentrations |
|---|
|
| Blood |
Detected and Quantified |
|
227.9 +/- 112.4 uM |
Adult (>18 years old) |
Both |
Alcoholism |
Measured in Swedish drinking drivers
|
| Blood |
Detected and Quantified |
|
81.5 +/- 55.2 uM |
Adult (>18 years old) |
Not Specified |
Heart Transplant |
Not Available |
| Blood |
Detected and Quantified |
|
1548.0 (624.0-5557.0) uM |
Adult (>18 years old) |
Both |
Alcohol intoxication |
Not Available |
| Urine |
Detected and Quantified |
|
0.0002 - 0.0103 umol/mmol creatinine |
Adult (>18 years old) |
Both |
ADPKD |
Not Available |
| Urine |
Detected and Quantified |
|
15427.0 +/- 10168.0 umol/mmol creatinine |
Adult (>18 years old) |
Male |
Drunk driver |
Not Available |
|
| 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
- 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
- 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
|
|
| Associated OMIM IDs |
None |
| External Links |
|---|
| DrugBank ID |
Not Available |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB008124 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
864 |
| KEGG Compound ID |
C00132 |
| BioCyc ID |
3-OH-BENZYL-ALCOHOL |
| BiGG ID |
33974 |
| Wikipedia Link |
Methanol |
| NuGOwiki Link |
HMDB01875 |
| Metagene Link |
HMDB01875 |
| METLIN ID |
4201 |
| PubChem Compound |
887 |
| PDB ID |
MOH |
| ChEBI ID |
17790 |
| 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 |
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- Comoglu S, Ozen B, Ozbakir S: Methanol intoxication with bilateral basal ganglia infarct. Australas Radiol. 2001 Aug;45(3):357-8.
Pubmed: 11531765
- 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
- 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
|
