U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula CH4O
Molecular Weight 32.0419
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Methyl Alcohol

SMILES

CO

InChI

InChIKey=OKKJLVBELUTLKV-UHFFFAOYSA-N
InChI=1S/CH4O/c1-2/h2H,1H3

HIDE SMILES / InChI

Molecular Formula CH4O
Molecular Weight 32.0419
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Enhanced NADPH oxidases and reactive oxygen species in the mechanism of methanol-initiated protein oxidation and embryopathies in vivo and in embryo culture.
2016-03
α2δ-1 gene deletion affects somatosensory neuron function and delays mechanical hypersensitivity in response to peripheral nerve damage.
2013-10-16
Evaluation of aggregating brain cell cultures for the detection of acute organ-specific toxicity.
2013-06
Methanol teratogenicity in mutant mice with deficient catalase activity and transgenic mice expressing human catalase.
2013-04
Proteomic analysis of rat retina after methanol intoxication.
2012-03-11
Formation of hydroxymethyl DNA adducts in rats orally exposed to stable isotope labeled methanol.
2012-03
Oxidation of methanol, ethylene glycol, and isopropanol with human alcohol dehydrogenases and the inhibition by ethanol and 4-methylpyrazole.
2011-05-30
Altered methanol embryopathies in embryo culture with mutant catalase-deficient mice and transgenic mice expressing human catalase.
2011-04-01
Species- and strain-dependent teratogenicity of methanol in rabbits and mice.
2011-01
Methanol induces a discrete transcriptional dysregulation that leads to cytokine overproduction in activated lymphocytes.
2010-10
Species differences in methanol and formic acid pharmacokinetics in mice, rabbits and primates.
2010-08-15
Degradation of methamidophos by Hyphomicrobium species MAP-1 and the biochemical degradation pathway.
2010-07
Inhibition of function of T cell subpopulations and decrease in cytokine production during subacute poisoning with various toxicants.
2008-08
The effect of aspartame metabolites on the suckling rat frontal cortex acetylcholinesterase. An in vitro study.
2007-12
Involvement of chromosomally-encoded genes in malathion utilization by Pseudomonas aeruginosa AA112.
2007-09
The effect of aspartame on acetylcholinesterase activity in hippocampal homogenates of suckling rats.
2007-08
The effect of aspartame metabolites on human erythrocyte membrane acetylcholinesterase activity.
2006-01
Percutaneous absorption and distribution of methanol in a homicide.
2005-10
[A case of methanol intoxication with optic neuropathy visualized on STIR sequence of MR images].
2005-07
Methanol, formaldehyde, and sodium formate exposure in rat and mouse conceptuses: a potential role of the visceral yolk sac in embryotoxicity.
2005-02
Analysis of the effects of different alcohols on MCF-7 human breast cancer cells.
2004-12
Effect of flavonoids and vitamin E on cyclooxygenase-2 (COX-2) transcription.
2004-07-13
Pathogenesis of methanol-induced craniofacial defects in C57BL/6J mice.
2004-04
Methanol extract of the oyster mushroom, Pleurotus florida, inhibits inflammation and platelet aggregation.
2004-01
Methanol toxicity in a newborn.
2004
Formate, the toxic metabolite of methanol, in cultured ocular cells.
2003-12
Solvent effect on cDNA-expressed human sulfotransferase (SULT) activities in vitro.
2003-11
Post-mortem analysis of formic acid disposition in acute methanol intoxication.
2003-04-23
Results of long-term experimental studies on the carcinogenicity of formaldehyde and acetaldehyde in rats.
2002-12
Human, rat, and mouse metabolism of resveratrol.
2002-12
Accreditation of skin from a methanol-poisoned victim for banking and grafting.
2002-06-27
1H and (13)C NMR spectroscopic analysis of human saliva.
2002-06
New and antifungal xanthones from Calophyllum caledonicum.
2002-01
Preparation of antibody against agatharesinol, a norlignan, using a hapten-carrier conjugate.
2001-11
Interpretation of the reversible inhibition of adenosine deaminase by small cosolutes in terms of molecular crowding.
2001-08-14
Methanol intoxication with bilateral basal ganglia infarct.
2001-08
Straight-chain alcohols exhibit a cutoff in potency for the inhibition of recombinant glutamate receptor subunits.
2001-07
Benzene-extracted components are important for the major activity of diesel exhaust particles: effect on interleukin-8 gene expression in human bronchial epithelial cells.
2001-04
Induction of the DNA-binding and transcriptional activities of heat shock factor 1 is uncoupled in Xenopus oocytes.
1998-03-12
Influence of dietary folic acid on the developmental toxicity of methanol and the frequency of chromosomal breakage in the CD-1 mouse.
1996-11-01
Determination of the gene sequence and the three-dimensional structure at 2.4 angstroms resolution of methanol dehydrogenase from Methylophilus W3A1.
1996-06-14
Degradation of cocaine by a mixed culture of Pseudomonas fluorescens MBER and Comamonas acidovorans MBLF.
1996-01
Airborne emissions at skin surfaces: a potential biological exposure index.
1996
Increased endobiotic fatty acid methyl esters following exposure to methanol.
1995-12
Oxidation of methyl fluoride and dimethyl ether by ammonia monooxygenase in Nitrosomonas europaea.
1994-08
Crystal structure of a bacterial non-haem iron hydroxylase that catalyses the biological oxidation of methane.
1993-12-09
Degradation of organophosphorus and carbamate insecticides in the soil and by soil microorganisms.
1977
Metabolism of organophosphorus insecticides. XIV. Malathion breakdown by soil fungi.
1972-09
Metabolism of organophosphorus insecticides. 13. Degradation of malathion by Rhizobium spp.
1972
Malathion degradation by Trichoderma viride and a Pseudomonas species.
1966-09-09
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:19:00 GMT 2025
Edited
by admin
on Mon Mar 31 19:19:00 GMT 2025
Record UNII
Y4S76JWI15
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Methyl Alcohol
FCC   HSDB   II   INCI   MART.   USP-RS  
INCI  
Official Name English
Methanol
EP   MI   WHO-DD  
Preferred Name English
Methyl alcohol [HSDB]
Common Name English
NSC-85232
Code English
Methanol [USP-RS]
Common Name English
Methyl alcohol [USP-RS]
Common Name English
Acetone Impurity A [EP IMPURITY]
Common Name English
Methanol [MI]
Common Name English
Methanol [EP MONOGRAPH]
Common Name English
Alcohol, methyl
Systematic Name English
Methyl alcohol [MART.]
Common Name English
Methyl alcohol [II]
Common Name English
Methyl alcohol [FCC]
Common Name English
Alcohol,methyl
VANDF  
Common Name English
Methyl alcohol (METHANOL)
Systematic Name English
Alcohol,methyl [VANDF]
Common Name English
Methanol [WHO-DD]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 53801
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
CFR 21 CFR 862.3040
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
NCI_THESAURUS C218
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
CFR 21 CFR 173.250
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
Code System Code Type Description
DAILYMED
Y4S76JWI15
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
RS_ITEM_NUM
1601623
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-659-6
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
WIKIPEDIA
METHANOL
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
CHEBI
17790
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
PUBCHEM
887
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
CAS
67-56-1
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
ChEMBL
CHEMBL14688
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
RS_ITEM_NUM
1424109
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
ALTERNATIVE
FDA UNII
Y4S76JWI15
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
NCI_THESAURUS
C217
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
RXCUI
1310568
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY RxNorm
HSDB
93
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
EPA CompTox
DTXSID2021731
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
EVMPD
SUB14534MIG
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
NSC
85232
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
SMS_ID
100000088286
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
MESH
D000432
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY
MERCK INDEX
m7299
Created by admin on Mon Mar 31 19:19:00 GMT 2025 , Edited by admin on Mon Mar 31 19:19:00 GMT 2025
PRIMARY Merck Index
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (GC)
EP
Related Record Type Details
ACTIVE MOIETY