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Identification
NameAcetic acid
Accession NumberDB03166  (DB04184, EXPT00423)
Typesmall molecule
Groupsapproved
Description

Acetic acid is a product of the oxidation of ethanol and of the destructive distillation of wood. It is used locally, occasionally internally, as a counterirritant and also as a reagent. (Stedman, 26th ed) Acetic acid otic (for the ear) is an antibiotic that treats infections caused by bacteria or fungus.

Structure
Thumb
Synonyms
SynonymLanguageCode
EthanoatNot AvailableNot Available
EthanoateNot AvailableNot Available
SaltsNot Available
Brand names
NameCompany
AcetasolNot Available
BorofairMajor Pharma
VolsolNot Available
Brand mixturesNot Available
Categories
CAS number64-19-7
WeightAverage: 59.044
Monoisotopic: 59.01330434
Chemical FormulaC2H3O2
InChI KeyInChIKey=QTBSBXVTEAMEQO-UHFFFAOYSA-M
InChI
InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)/p-1
IUPAC Name
acetate
SMILES
CC([O-])=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganonitrogen Compounds
ClassAmines
SubclassPolyamines
Direct parentPolyamines
Alternative parentsEnolates; Carboxylic Acid Salts
SubstituentsNot Available
Classification descriptionThis compound belongs to the polyamines. These are compounds containing more than one amine group.
Pharmacology
IndicationUsed to treat infections in the ear canal.
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organisms
  • Bacteria
Pathways
PathwayCategorySMPDB ID
Fatty Acid BiosynthesisMetabolicSMP00456
Salla Disease/Infantile Sialic Acid Storage DiseaseDiseaseSMP00240
Heroin Action PathwayDrug actionSMP00407
Disulfiram Action PathwayDrug actionSMP00429
Amino Sugar MetabolismMetabolicSMP00045
Aspartate MetabolismMetabolicSMP00067
G(M2)-Gangliosidosis: Variant B, Tay-sachs diseaseDiseaseSMP00534
Canavan DiseaseDiseaseSMP00175
Pyruvate Dehydrogenase Complex DeficiencyDiseaseSMP00212
Pyruvate Decarboxylase E1 Component Deficiency (PDHE1 Deficiency)DiseaseSMP00334
Pyruvate kinase deficiencyDiseaseSMP00559
Ethanol DegradationMetabolicSMP00449
Tay-Sachs DiseaseDiseaseSMP00390
Sialuria or French Type SialuriaDiseaseSMP00216
Heroin Metabolism PathwayDrug metabolismSMP00623
Primary hyperoxaluria II, PH2DiseaseSMP00558
HypoacetylaspartiaDiseaseSMP00192
Sjogren Larsson SyndromeDiseaseSMP00217
Leigh SyndromeDiseaseSMP00196
Pyruvate MetabolismMetabolicSMP00060
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9502
Blood Brain Barrier + 0.9742
Caco-2 permeable + 0.5968
P-glycoprotein substrate Non-substrate 0.8714
P-glycoprotein inhibitor I Non-inhibitor 0.99
P-glycoprotein inhibitor II Non-inhibitor 0.992
Renal organic cation transporter Non-inhibitor 0.9466
CYP450 2C9 substrate Non-substrate 0.7913
CYP450 2D6 substrate Non-substrate 0.9384
CYP450 3A4 substrate Non-substrate 0.7921
CYP450 1A2 substrate Non-inhibitor 0.8774
CYP450 2C9 substrate Non-inhibitor 0.9482
CYP450 2D6 substrate Non-inhibitor 0.9667
CYP450 2C19 substrate Non-inhibitor 0.9786
CYP450 3A4 substrate Non-inhibitor 0.9854
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9818
Ames test Non AMES toxic 0.9635
Carcinogenicity Carcinogens 0.6222
Biodegradation Ready biodegradable 0.9758
Rat acute toxicity 1.6315 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9666
hERG inhibition (predictor II) Non-inhibitor 0.9889
Pharmacoeconomics
ManufacturersNot Available
Packagers
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point16.6 °CPhysProp
boiling point117.9 °CPhysProp
water solubility1E+006 mg/L (at 25 °C)MERCK INDEX (1996)
logP-0.17HANSCH,C ET AL. (1995)
logS1.22ADME Research, USCD
pKa4.76 (at 25 °C)SERJEANT,EP & DEMPSEY,B (1979)
Predicted Properties
PropertyValueSource
water solubility4.90e+02 g/lALOGPS
logP-0.29ALOGPS
logP-0.22ChemAxon
logS0.8ALOGPS
pKa (strongest acidic)4.54ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count2ChemAxon
hydrogen donor count0ChemAxon
polar surface area40.13ChemAxon
rotatable bond count0ChemAxon
refractivity23.48ChemAxon
polarizability4.96ChemAxon
number of rings0ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Earl M. Chamberlin, Warren K. Russ, Jr., George G. Hazen, “Process for preparing [1-oxo-2-cyclopentyl (or 2-isopropyl)-2-methyl-6,7-dichloro-5-indanyloxy] acetic acid.” U.S. Patent US3950408, issued April, 1928.

US3950408
General Reference
  1. eMedicine
External Links
ResourceLink
KEGG DrugD00010
KEGG CompoundC00033
ChEBI30089
ChEMBLCHEMBL539
PharmGKBPA448021
IUPHAR1058
Guide to Pharmacology1058
HETACY
Drugs.comhttp://www.drugs.com/cdi/acetic-acid-solution.html
WikipediaAcetic_acid
ATC CodesS02AA10G01AD02
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. Solute carrier organic anion transporter family member 2B1

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate inhibitor

Components

Name UniProt ID Details
Solute carrier organic anion transporter family member 2B1 O94956 Details

References:

  1. Kobayashi D, Nozawa T, Imai K, Nezu J, Tsuji A, Tamai I: Involvement of human organic anion transporting polypeptide OATP-B (SLC21A9) in pH-dependent transport across intestinal apical membrane. J Pharmacol Exp Ther. 2003 Aug;306(2):703-8. Epub 2003 Apr 30. Pubmed
  2. Nozawa T, Imai K, Nezu J, Tsuji A, Tamai I: Functional characterization of pH-sensitive organic anion transporting polypeptide OATP-B in human. J Pharmacol Exp Ther. 2004 Feb;308(2):438-45. Epub 2003 Nov 10. Pubmed

2. Monocarboxylate transporter 1

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
Monocarboxylate transporter 1 P53985 Details

References:

  1. Tamai I, Sai Y, Ono A, Kido Y, Yabuuchi H, Takanaga H, Satoh E, Ogihara T, Amano O, Izeki S, Tsuji A: Immunohistochemical and functional characterization of pH-dependent intestinal absorption of weak organic acids by the monocarboxylic acid transporter MCT1. J Pharm Pharmacol. 1999 Oct;51(10):1113-21. Pubmed

Comments
Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:20