Details
Stereochemistry | ACHIRAL |
Molecular Formula | C2H6O |
Molecular Weight | 46.0684 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCO
InChI
InChIKey=LFQSCWFLJHTTHZ-UHFFFAOYSA-N
InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3
Molecular Formula | C2H6O |
Molecular Weight | 46.0684 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/9880479Curator's Comment: description was created based on several sources, including
http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021074Orig1s010lbl.pdf
https://www.ncbi.nlm.nih.gov/pubmed/17591544
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9880479
Curator's Comment: description was created based on several sources, including
http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/021074Orig1s010lbl.pdf
https://www.ncbi.nlm.nih.gov/pubmed/17591544
Alcohols exhibit rapid broad-spectrum antimicrobial activity against vegetative bacteria (including mycobacteria), viruses, and fungi but are not sporicidal. They are, however, known to inhibit sporulation and spore germination, but this effect is reversible. Because of the lack of sporicidal activity, alcohols are not recommended for sterilization but are widely used for both hard-surface disinfection and skin antisepsis. Lower concentrations may also be used as preservatives and to potentiate the activity of other biocides. Many alcohol products include low levels of other biocides (in particular chlorhexidine), which remain on the skin following evaporation of the alcohol, or excipients (including emollients), which decrease the evaporation time of the alcohol and can significantly increase product efficacy. Ethanol in combination with: chlorhexidine gluconate 1% was approved to use in surgical hand antiseptic. It significantly reduces the number of microorganisms on the hands and forearms prior to surgery or patient care. Ethanol is also used as a co-solvent to dissolve many insoluble drugs and to serve as a mild sedative in some medicinal formulations. Ethanol is metabolized by the hepatic enzyme alcohol dehydrogenase. Ethanol affects the brain’s neurons in several ways. It alters their membranes as well as their ion channels, enzymes, and receptors. Alcohol also binds directly to the receptors for acetylcholine, serotonin, GABA, and the NMDA receptors for glutamate. The sedative effects of ethanol are mediated through binding to GABA receptors and glycine receptors (alpha 1 and alpha 2 subunits). It also inhibits NMDA receptor functioning. In its role as an anti-infective, ethanol acts as an osmolyte or dehydrating agent that disrupts the osmotic balance across cell membranes.
CNS Activity
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1962 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17591544 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Curative | AVAGARD Approved UseSurgical hand antiseptic: Significantly reduces the number of micro-organisms on the hands and forearms prior to surgery or patient care Launch Date9.9178558E11 |
PubMed
Title | Date | PubMed |
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Endogenous opioids implicated in the dynamics of experimental drug addiction: an in vivo autoradiographic analysis. | 1999 |
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Ethanol metabolism is not required for inhibition of LPS-stimulated transcription of inducible nitric oxide synthase. | 1999 Apr |
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Ethanol modulation of intestinal epithelial tight junction barrier. | 1999 Apr |
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Midazolam-induced hyperalgesia in rats: modulation via GABA(A) receptors at supraspinal level. | 1999 Apr 1 |
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Involvement of acetaldehyde for full protection against alcoholism by homozygosity of the variant allele of mitochondrial aldehyde dehydrogenase gene in Asians. | 1999 Aug |
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[Opioid receptor knockout mice]. | 1999 Dec |
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Differential role of ethanol and acetaldehyde in the induction of oxidative stress in HEP G2 cells: effect on transcription factors AP-1 and NF-kappaB. | 1999 Dec |
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Ethanol opens G-protein-activated inwardly rectifying K+ channels. | 1999 Dec |
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G-protein-coupled inwardly rectifying potassium channels are targets of alcohol action. | 1999 Dec |
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Blood and urinary levels of ethanol, acetaldehyde, and C4 compounds such as diacetyl, acetoin, and 2,3-butanediol in normal male students after ethanol ingestion. | 1999 Feb |
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Leptin in gastroprotection induced by cholecystokinin or by a meal. Role of vagal and sensory nerves and nitric oxide. | 1999 Jun 18 |
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Fetal alcohol syndrome: changes in craniofacial form with age, cognition, and timing of ethanol exposure in the macaque. | 1999 Mar |
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Capsaicin-sensitive afferent sensory nerves in modulating gastric mucosal defense against noxious agents. | 1999 Nov |
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Alcohol plus cocaine prenatally is more deleterious than either drug alone. | 1999 Nov-Dec |
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Under-recognition of prenatal alcohol effects in infants of known alcohol abusing women. | 1999 Oct |
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Ethanol and murine interleukin (IL)-12 production. | 2000 Apr |
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Percutaneous treatment of large symptomatic renal cysts. | 2000 Apr |
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Salicylate-induced growth arrest is associated with inhibition of p70s6k and down-regulation of c-myc, cyclin D1, cyclin A, and proliferating cell nuclear antigen. | 2000 Dec 8 |
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Ethanol increases superoxide anion production stimulated with 4beta-phorbol 12-myristate 13-acetate in human polymorphonuclear leukocytes. Involvement of protein kinase C. | 2000 Feb |
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Effect of CYP2E1 induction by ethanol on the immunotoxicity and genotoxicity of extended low-level benzene exposure. | 2000 Feb 11 |
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Ethanol, Zn2+ and insulin interact as progression factors to enhance DNA synthesis synergistically in the presence of Ca2+ and other cell cycle initiators in fibroblasts. | 2000 Feb 15 |
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Modulating effect of alcohol use on cocaine use. | 2000 Jan-Feb |
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Roles of tissue transglutaminase in ethanol-induced inhibition of hepatocyte proliferation and alpha 1-adrenergic signal transduction. | 2000 Jul 21 |
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Regulation of manganese superoxide dismutase (MnSOD) in chronic experimental alcoholism: effects of vitamin E-supplemented and -deficient diets. | 2000 Mar-Apr |
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Cerebellar CB(1) receptor mediation of Delta(9)-THC-induced motor incoordination and its potentiation by ethanol and modulation by the cerebellar adenosinergic A(1) receptor in the mouse. | 2000 May 12 |
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Inducers of gamma-glutamylcysteine synthetase and their effects on glutathione synthetase expression. | 2000 Sep 7 |
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Generalisation of ethanol with drug mixtures containing a positive modulator of the GABA(A) receptor and an NMDA antagonist. | 2001 |
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Prediction of Fenton oxidation positions in polycyclic aromatic hydrocarbons by Frontier electron density. | 2001 Feb |
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Deplasticizing or etching of epoxy sections with different concentrations of sodium ethoxide to enhance the immunogold labeling. | 2001 Feb |
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Adenovirus-mediated overexpression of catalase in the cytosolic or mitochondrial compartment protects against cytochrome P450 2E1-dependent toxicity in HepG2 cells. | 2001 Feb 9 |
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Selected in-treatment outcomes of long-term methadone maintenance treatment patients in New York State. | 2001 Jan |
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Major changes in human ocular UV protection with age. | 2001 Jan |
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Outcome of hospital care of liver disease associated with hepatitis C in the United States. | 2001 Jan |
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Uteroplacental insufficiency alters hepatic fatty acid-metabolizing enzymes in juvenile and adult rats. | 2001 Jan |
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Effects of posttraining ethanol on an appetitive task. | 2001 Jan |
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DNA supercoiling-dependent transcriptional coupling between the divergently transcribed promoters of the ilvYC operon of Escherichia coli is proportional to promoter strengths and transcript lengths. | 2001 Jan |
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Mortality among women and men relative to unemployment, part time work, overtime work, and extra work: a study based on data from the Swedish twin registry. | 2001 Jan |
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Cystic fibrosis transmembrane regulator (CFTR) DeltaF508 mutation and 5T allele in patients with chronic pancreatitis and exocrine pancreatic cancer. PANKRAS II Study Group. | 2001 Jan |
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Structural and conformational properties of (Z)-beta-(1-naphthyl)- dehydroalanine residue. | 2001 Jan |
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Biochemical characterization and mechanism of action of a thermostable beta-glucosidase purified from Thermoascus aurantiacus. | 2001 Jan 1 |
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On the diagnosis of hypoglycemia in car drivers--including a review of the literature. | 2001 Jan 1 |
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The transcriptional activator Cat8p provides a major contribution to the reprogramming of carbon metabolism during the diauxic shift in Saccharomyces cerevisiae. | 2001 Jan 5 |
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Nucleophile selection for the endonuclease activities of human, ovine, and avian retroviral integrases. | 2001 Jan 5 |
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The transcriptional and DNA binding activity of peroxisome proliferator-activated receptor alpha is inhibited by ethanol metabolism. A novel mechanism for the development of ethanol-induced fatty liver. | 2001 Jan 5 |
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Association of COOH-terminal-binding protein (CtBP) and MEF2-interacting transcription repressor (MITR) contributes to transcriptional repression of the MEF2 transcription factor. | 2001 Jan 5 |
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On the enzymatic activation of NADH. | 2001 Mar 23 |
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Continuous enantioselective esterification of trans-2-phenyl-1-cyclohexanol using a new Candida rugosa lipase in a packed bed bioreactor. | 2001 Nov 17 |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27679397
Primary cultures of cortical neurons obtained from 1-day-old rats were exposed to EtOH after 7days of culture, and viability and morphology were analyzed at structural and ultrastructural levels after 24-h EtOH exposure. EtOH caused a significant reduction of 73±7% in the viability of cultured cortical neurons, by preferentially inducing apoptotic cellular death. This effect was accompanied by an increase in caspase 3 and 9 expression. EtOH induced a reduction in total dendrite length and in the number of dendrites per cell. Ultrastructural studies showed that EtOH increased the number of lipidic vacuoles, lysosomes and multilamellar vesicles and induced a dilated endoplasmatic reticulum lumen and a disorganized Golgi apparatus with a ring-shape appearance. Microtubules showed a disorganized distribution
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 16 16:39:05 UTC 2022
by
admin
on
Fri Dec 16 16:39:05 UTC 2022
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Record UNII |
3K9958V90M
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Record Status |
Validated (UNII)
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Record Version |
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-
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Classification Tree | Code System | Code | ||
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CFR |
21 CFR 184.1293
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WHO-ESSENTIAL MEDICINES LIST |
15.1
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WHO-VATC |
QV03AB16
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CFR |
21 CFR 862.3050
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EPA PESTICIDE CODE |
1501
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NCI_THESAURUS |
C29756
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WHO-ATC |
V03AB16
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WHO-VATC |
QV03AZ01
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FDA ORPHAN DRUG |
212205
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FDA ORPHAN DRUG |
361611
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DSLD |
1152 (Number of products:173)
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FDA ORPHAN DRUG |
402513
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WHO-VATC |
QD08AX08
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FDA ORPHAN DRUG |
212505
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WHO-ATC |
D08AX08
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EU-Orphan Drug |
EU/3/04/191
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CFR |
21 CFR 862.3040
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WHO-ATC |
V03AZ01
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JECFA EVALUATION |
ETHANOL
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DSLD |
291 (Number of products:2)
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FDA ORPHAN DRUG |
746720
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WHO-ATC |
D08AX08
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NCI_THESAURUS |
C218
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CFR |
21 CFR 328.10
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Code System | Code | Type | Description | ||
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DB00898
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PRIMARY | |||
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16236
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PRIMARY | |||
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3K9958V90M
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PRIMARY | |||
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CHEMBL545
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PRIMARY | |||
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C2190
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PRIMARY | |||
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SUB11947MIG
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PRIMARY | |||
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1310469
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ALTERNATIVE | |||
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1076
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PRIMARY | |||
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3K9958V90M
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448
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64-17-5
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200-578-6
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M11495
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8024-45-1
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SUPERSEDED | |||
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8000-16-6
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SUPERSEDED | |||
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ALCOHOL, DEHYDRATED
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PRIMARY | Description: A colourless, clear and mobile liquid; odour, characteristic.Miscibility: Miscible with water and ether R.Category: Solvent; antiseptic.Storage: Ethanol should be kept in a well-closed container, and stored whenever possible at a temperature between 8 and 15 ?C.Additional information: Ethanol is flammable, burning with a blue smokeless flame. Hygroscopic. Boiling point, about 79 ?C.Requirement: Ethanol contains not less than 98.8% v/v and not more than the equivalent of 100.0% v/v of C2H6O, corresponding to not less than 98.1% m/m and not more than the equivalent of 100.0% m/mof C2H6O. | ||
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Alcohol
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SUB13730MIG
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M5084
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PRIMARY | Merck Index | ||
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ETHANOL
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PRIMARY | |||
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D000431
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702
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SUB125851
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ALTERNATIVE | |||
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30879
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PRIMARY | |||
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1012772
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ALCOHOL
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PRIMARY | Description: A clear, colourless, and mobile liquid; odour, characteristic. Miscibility: Miscible with water, ether R, and glycerol R. Category: Solvent; antiseptic. Storage: Alcohol should be kept in a well-closed container, and stored whenever possible at a temperature between 8 and 15 ?C. Labelling: The designation on the container should state the content of Alcohol in % v/v. Additional information: Different concentrations of Alcohol are prepared from alcohol 96% v/v and water at about 20 ?C.Note: Contraction of volume and rise in temperature occur when mixing Alcohol with water. | ||
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151
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Related Record | Type | Details | ||
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METABOLIC ENZYME -> SUBSTRATE | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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METABOLIC ENZYME -> SUBSTRATE | |||
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METABOLIC ENZYME -> INDUCER |
CLINICALLY SIGNIFICANT
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SUB_CONCEPT->SUBSTANCE | |||
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SALT/SOLVATE -> PARENT | |||
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SUB_CONCEPT->SUBSTANCE | |||
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SALT/SOLVATE -> PARENT |
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METABOLITE TOXIC -> PARENT | |||
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METABOLITE -> PARENT | |||
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METABOLITE -> PARENT |
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PARENT -> IMPURITY |
EP
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ACTIVE MOIETY |